Fatty Alcohols Petition

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National Organic Program (NOP)

National Organic Standards Board (NOSB)

Materials Petition for the National List

Fatty Alcohols

Green Ag Supply_, LLC

Petitioner:

Green Ag Supply~ LLC


POBox386
Cary~ NC 27512

Subi:nitter/consultant:

T. B. Harding~ Jr.~L VOG Inc.


125 W'".. 7th Street
W"ind Gap~ PA 18091
0 NOP PETITION TABLE OF CONTENTS
DESCRIPTION PAGE/TABNO.

Cover Letter 1- 4

NOP Submission Information

Item A- National List Category Being Petitioned 1

Item B 1
1. Product's Common Name
Substances Common Name
IUPAC Name
Other Names
2. Manufacturer's Name, Address and Telephone Number
3. Intended Use 2
4. List of Activities for which the substances will be used
5. Source of the substance and description of 3
manufacturing procedure
6. Previous reviews
0 7. Information regarding EPA, FDA and State
Regulatory Authority registrations, including
4

registration numbers
8. Chemical Abstract Service (CAS) number or
other Product Numbers
9. Substances physical properties and chemical 5-33
mode of action
10. Safety information including MSDS form 34-35

TABl
List of Activities for Which the Substances will be Used 1

TAB2
Previous Reviews by State, Federal and International Agencies
(Industry Experts, OMRI Reviews and Industry Certifications)
• ICOF America Communication 1- 3
• Communications with Organic Materials Review Institute (OMRI) 1- 8
• University of Wisconsin Department of Food Science Letter 1- 2
• University of California, San Diego Letter 1

0
1
ISO, GMP, RSPO and Other Certifications
• GMO Free Statement Letter 1 0
• Certificate - RSPO SCCS 1- 2
• Kosher Certificate 1
• SGS Certification 1
• Certificate of Accreditation KAN 1
• SGS Certification - ISO 14001 : 2004 1- 2
• SGS Certification - ISO 18001: 2007 1- 2
• SGS Certification- ISO 9001 : 2008 1

TAB3
EPA, FDA, EAFUS and State Authorities, Spec. Sheets Labels & MSDS Forms

• Memorandum
Aliphatic Alcohols: Human Health Chapter of the Registration 1 - 13
Eligibility Decision (RED) Document. Reregistration Case Number 4004

• Reregistration Eligibility Decision for Aliphatic Alcohols - i- v &


March 2007 1 - 23
• Fatty Alcohols - a review of their natural synthesis and environmental 1- 7
distribution

• Monograph
0
Literature Review on Fatty Alcohol Compounds 1 - 60

FDA - GRAS - EAFUS Support Documents


• EAFUS: A Food Additive Database 1- 4
• CFR Code of Federal Regulations Title 21 1- 6
(21 CRFl 72.864)- Synthetic Fatty Alcohols
• CFR Code of Federal Regulations Title 21 1- 4
(21 CRF 172.840) - Polysorbate 80

Specification Sheet & MSDS Forms Fatty Alcohols

Specification Sheet for Mascol 80 1


MSDS Forms Fatty Alcohol CAS# 68603-15-6 1- 6
MSDS Forms Fatty Alcohol CAS# 111-87-5; 112-30-1 1- 6

EPA Registered Products Containing Fatty Alcohols


• 0-TAC PLANT CONTACT AGENT
EPA Approval Letter 1
Label 1
MSDS 1- 8
0
2
0 • N-TAC
EPA Approval Letter 1
Label 1
MSDS 1- 8

North Carolina Department of Agriculture - Pesticide Registration 1- 2


Certification

TAB4
MASCOL 80 Fatty Alcohol

Substance's Physical Properties and Mode of Action 1


History of Natural Fatty Alcohols 1- 3

TABS
Manufacturing and Production Process Fatty Alcohols

Fatty Alcohol Process Flow 1-19


EPA List 4 Surfactant Tween 80 used with the Fatty Alcohols 1- 7
Tween 80 MSDS (Croda) 1- 7
Tween 80 OMRI Listed (Croda) 1

0 Fatty Alcohols and Surfactant Blended Products


0-TAC PLANT CONTACT AGENT and N-TAC Products

• 0-TAC PLANT CONTACT AGENT - Blending Process Flow Chart 1- 2


• 0-TAC PLANT CONTACT AGENT-Report of Analysis 1
• 0-TAC PLANT CONTACT AGENT - EPA Approval Letter 1
• 0-TACPLANTCONTACT AGENT-MSDS 1- 8
• N-TAC-EPAApproval Letter 1
• N-TAC-MSDS 1-8

Background Information Raw Material Manufacturer Finished Product Producer

• About Musim Mas 1- 4


• How to Successfully Use 0-TAC PLANT CONTACT AGENT 1- 6
to Control Suckers in your Organic, PRC or MH Free Tobacco
Contracted to Santa Fe Natural Tobacco Company

Fatty Alcohols Background Information


• Fatty Alcohol from Wikipedia 1- 6
• Advice and Tips 1- 2
• Cosmetics & Toiletries 1- 3
• Fatty Alcohols & Aldehydes 1-25
0
3
TAB6
Use of Fatty Alcohols for Sucker Control on Tobacco 0
Economic Benefits of Sucker Control
• Principles of Flue-Cured Tobacco Production 1 - 12
• Flue-Cured Tobacco Guide 2010 1- 2
• Early Topping and Good Sucker Control Get Jump on 1- 3
R-9-P Program- W. K. Collins (1983)
• Economics of Early Topping and Good Sucker Control- 1- 3
W. K. Collins (1983)
• Top Early for Top Yield - W. K. Collins (1983) 1- 3
• Hold Down MH Residues in 1983 - W. K. Collins 1- 3
• Control Both Leaf Axil Suckers with Correct Contact 1
Solution - W. K. Collis (1983)
• How to Lower MH Residues - W. K. Collins 1- 7
• Chemical Topping, A Good Sign in Tobacco - 1- 3
W. K. Collins (1983)
• Contacts Control Suckers Early-Contacts - W. K. Collins 1
• Chemical Topping- W. K. Collins 1- 2
• Benefits of Early Topping- Ben Kittrell 1- 2

North Carolina State University (NCSU) Research Programs Sucker Control

• Summary of Sucker Control Trials on Burley Tobacco with 1- 5


0
N-TAC Sucker Control
• 2014 Report to the British American Tobacco from the 1- 6
NC Tobacco Foundation, Inc. For the evaluation of
N-TAC Organic Contact Suckerside in Flue-cured Tobacco
• North Carolina State University Sucker Control Trials 1- 5
with N-TAC (2014)
• Effects of Fatty Alcohols and Systemic Growth Regulator 1- 3
Combinations on Sucker Control in Flue-cured Tobacco
• Residue Levels of Fatty Compounds and Surfactants as 1- 5
Suckering Agents on Tobacco

Grower Statements on Sucker Control


• Carl Watson 1
• David Hartman 1- 2

0
4
• Petition Justification and Other Relevant Support Documents
Green Chemistry Support Documents
• Up Close and Green
TAB7
1

1- 4
• Clean and Green 1- 2
• The Greening Game 1- 6
• The Highs and Lows of Green Certification 1- 2
• Make Your Green Claims Mean Something 1- 3

TABS
NOP Communications, TAP Review NOSB Committee Actions & Vote

Response Letter to Original Petition 1


Dr. Lisa Brines September 25, 2015 Letter 1- 3

TAB9
Pending Petition Information (Correspondence) pertaining
To other proposed uses:

Pending Cotton 1 - 33
0 Pending Vegetable Rootstock 1 - 17

Row Crop Research and Production Using Fatty


Alcohols as Active

1. The Effect of Rootstock Age on Grafting Ability, Re-rooting, 1- 2


and Field Performance of Grafted Watermelon Transplants
2. Watermelon Grafting: Progress Update 1 -10
3. Grafting Methods for Watermelon Production 1- 3
4. Grafting (Citrullus lanatus) Grafting Method to Reduce Cost by 1- 5
Eliminating Rootstock Side Shoots
5. Fatty Alcohol Application to Control Meristematic Regrowth 1- 5
in Bottle Gourd and Interspecific Hybrid Squash
6. Improvement of Grafted Watermelon Transplant Survival over 1 - 22
Time by Rootstock Fatty Alcohol

Use of Fatty Alcohol in Tomato Production

Pictures of Tomato Root Plugs and Shipping Boxes 1- 8


Cotyledonary Axillary Shoot Control by Fatty Alcohol Applications 1 - 26
for Grafting Tomato

0
5
0 Lehigh Valley Organic Growers, Inc.
125 West Seventh Street A Company of L VOG Inc. Telephone: 610 863-6700
Wind Gap, Pennsylvania 18091 USA Facsimile: 610 863-4622
Email: [email protected]

October 19, 2015

Dear Dr. Brines:

The purpose of this correspondence is to respond to your September 25, 2015 letter that
addresses your comments pertaining to the petition filed on June 24, 2015 which requested the
inclusion of natural fatty alcohols in Section 205.601 of the National Organic Program's (NOP)
National List of Allowed and Prohibited Substances (National List).

We are modifying the previous petition and resubmitting petition which includes the following
actions I modifications:

0 Item A - Section of the National List:

We agree that since the fatty alcohol blend (natural fatty alcohol - Mascol 80)
is registered by EPA as a growth regulator and that it will be considered by the National Organic
Standards Board under section 205.601 (k)(2) rather than 205.601 (a).

Item B-1 The Substance's Chemical or Material Common Name:

Clarification on the names of Alcohol in the petition:


The terms Cs.10 fatty alcohol (Mascol 80), fatty alcohol blend, Octyl - Decyl alcohol blend,
aliphatic alcohol (see Item B-1page1) refer to a blend of Cs and C10 alcohol (42.6% I 56.7%)
and has the EPA Reg. No. 63896-1 and is the product being focused on in this petition.

With respect to your point "The petition should also clearly indicated why a single petition is
needed for the fatty alcohols mixture (ie blend of octanol and decanol) instead of separate
petitions for octanol and decanol as individual active ingredients," the blend of CsC 10 fatty
alcohol is the product that is specifically manufactured for use in the end products, (eg N-TAC,
0-TAC PLANT CONTACT AGENT). The only other registered uses for individual fatty
alcohols is for C 10 (decanol)- EPA Reg. No. 63896-2 and is not included in this petition. There
is no EPA registered use for Cs (octanol) fatty alcohol. The raw material for this alcohol is
derived primarily from Palm Kernel Oil and Palm Oil, not synthetic alcohol.

0
1
Item B - 6 Previous Reviews: .
We have added the following summary of the information provided in Tab 2 of the petitio$.:
!
0
The information provided in Tab 2 (Industry Experts OMRI Reviews & Industry Certifica~ions)
concerns the debate on whether the naturally derived fatty alcohol (Mascol 80) from the natural
sources of palm oil, coconut oil, etc. are considered natural alcohols. Apparently OMRI' s •
classification would depend on the review the specific ingredients and manufacturing processes
to be sure about the classification as a synthetic or natural alcohol. We believe that an alcohol
derived from natural plant sources should be classified as a natural alcohol as does Franco X.
Milani, Assistant Professor, Extension Food Manufacturing Specialist, University of Wisconsin
and Dr. James K. Whitesell, Professor of Organic and Materials Chemistry, University of
California, San Diego.

Additional information provided in this section of the petition included:

• GMO Free Statement Letter for Mascol 80

• Various certifications
a. Certified Kosher
b. Compliance with RSPO (Roundtable on Sustainable Palm Oil) Supply Chain
Certification Systems
c. Certified as to meeting the requirements of GMP Codex Alimentarius -
Recommended International Code of Practice General Principles of Food Hygiene 0
d. Certification of the Mascol 80 supplier, P.T. Musim Mas has met the requiremehts of · ·
ISO 14001: 2004, ISO 9001: 2008 and OHSAS 189001: 2007 for the manufacture of
Oleochemicals.

Item B - 7 Information Regarding EPA Registrations:


Item B - 8 Product Labels:

You are correct in noting that the products 0-TAC PLANT CONTACT AGENT and N-T~C are
labeled only for use on tobacco. Petitions for the other uses are pending with EPA and are hot
currently permitted by EPA; therefore, we have amended the petition to remove the followihg
uses
• Sucker control on tomatoes
• Meristematic regrowth on vegetable grafts
• Desiccant/defoliant on cotton

As an addendum, we have included copies of the submission correspondence and subsequent


EPA actions and communications on these pending uses (see tab 9) ·

Therefore, we are resubmitting our petition that has been revised per the following- note tht')
changes are in blue:

0
2
1. Page 1 Item A
0 NOP Reference changed to 205.601 (k)(2) and Requested annotation changed to "For use
as a sucker control on organic crops."

2. Page 1 Item B - 1 addition of the following statement:


Rather than filing separate petitions for octanol (Cs) and decanol (C 10) this single petition
focuses on the blend ofCsC10 fatty alcohol (EPA Reg. No. 63896-1) since it is the
product that is specifically manufactured for use in the end products N-TAC and 0-TAC
PLANT CONTACT AGENT. The only other registered uses for individual fatty
alcohols is the C 10 (decanol)- EPA Reg. No. 63896-2 and it is not included in this
petition. There is no EPA registered use for Cs (octanol) fatty alcohol.

3. Page2 ItemB-3
Intended Use: As a sucker control on organic crops (the other proposed uses have been
deleted)

4. Page 2 Item B - 4
List of Activities for which the substance will be used:
4 A - delete on tobacco and tomatoes: Change to: Sucker Control on organic crops:
4 B and 4 C have been deleted.

5. Page 3 Item B - 6
Previous reviews
0 The information provided in Tab 2 (Industry Experts OMRI Reviews & Industry
Certifications) concerns the debate on whether the naturally derived fatty alcohol (Mascol
80) from the natural sources of palm oil, coconut oil, etc. are considered natural alcohols.
Apparently OMRI's classification would depend on the review the specific ingredients
and manufacturing processes to be sure about the classification as a synthetic or natural
alcohol. We believe that an alcohol derived from natural plant sources should be
classified as a natural alcohol as does Franco X. Milani, Assistant Professor, Extension
Food Manufacturing Specialist, University of Wisconsin and Dr. James K. Whitesell,
Professor of Organic and Materials Chemistry, University of California, San Diego.

Additional information provided in this section of the petition included:

• GMO Free Statement Letter for Mascol 80

• Various certifications
a. Certified Kosher
b. Compliance with RSPO (Roundtable on Sustainable Palm Oil) Supply Chain
Certification Systems
c. Certified as to meeting the requirements of GMP Codex Alimentarius -
Recommended International Code of Practice General Principles of Food Hygiene
d. Certification of the Mascol 80 supplier, P.T. Musim Mas has met the requirements of
ISO 14001: 2004, ISO 9001: 2008 and OHSAS 189001: 2007 for the manufacture of
0 Oleochemicals.

3
6. Page 4 Item B - 7
Information regarding EPA, FDA and State regulatory Authority Registrations: We have
0
added the following :
Active substance EPA Reg. No.
C8C 10 fatty alcohol blend 63896-1

7. Tab 1
List of Activities for which the substance will be used:
1 A - delete on tobacco and tomatoes: Change to: Sucker Control on organic; crops:
1 B and 1 C have been deleted.

8. Tab 3
Removed all the information on rootstock and cotton after the NC Department of
Agriculture registration of product and license renewal. Move to TAB 9.

9. Tab 7
Under Petition Justification Statement:
We have deleted; "Crop sucker control and Plant Desiccant/Defoliant Use" and replaced
it with Sucker Control on organic crops".
In the last paragraph on this page we have replaced the words "various production crops"
to organic crops. On the second page "Meristematic Regrowth Control Use:" has peen
deleted. ·

10. Tab 9
Information (EPA Communications) pertaining to pending petitions I actions for uses
0
other than tobacco

We trust that the information provided here answers the questions that you raised and that the
updated; revised petition will progress smoothly towards approval.

Please do not hesitate in contacting me regarding any comments or questions.

Sincerely,

Thomas B. Hardmg, Jr.


President & CEO
Organic Program Consultant
Lehigh Valley Organic Growers, Inc.
(L VOG, Inc.)

0
4
"ti
m
-I
-I
0
z
·. National Organic Program (NOP)
National Organic Standards Board (NOSB)

Materials Petition for the National List

Fatty Alcohols

Green Ag Supply, LLC

Petitioner:

Green Ag Supply;) LLC


POBox386
Cary~ NC 27512

Submitter/consultant:

T. B. Harding, Jr.~ L VOG Inc.


125 \V. 7th Street
Wind Gap~ PA 18091
CONTACT LIST

Petitioner: Green Ag Supply, LLC.


P.O. ·Box 386
Cary, North Carolina 27512
H. Frank Grainger
919-467-1599 .
[email protected] ·

Consultant: LVOG,lnc. ·
Lehigh Valley Organic Growers, Inc.
125 West 7th. Street
Wind Gap, PA. 18091
Thomas B. Harding, Jr.
[email protected]
610-863-6700

NOP: Lisa M. Brines, Ph.D.


National List Manager .
USDA/AMS/NOP Standards Division
1400 Independence Avenue S. W.
Room 2648 - So., Ag Stop 0268
Washington, D. C. 20250-0268
202-821-9683
[email protected]
ITEM A

National List Category Being Petitioned

Category: Synthetic Substance Allowed for Use in Organic Crop Production

NOP Reference: 205.601 (k) (2) - Synthetic Substance Allowed for use in Organic Crop
Production.

NOP Section: 205.601 (k) (2) - As a Plant Growth Regulator

Requested Annotation: As a sucker control on organic crops

ITEMB
1. Product's common Name: Cs-C 10 Fatty Alcohol (MASCOL 80)

Substances Common Name: Octyl- Decyl Alcohol Blend CAS # 68603-15-6


EINES # 271-642-9

IUPAC Name: 1-octanol CAS# 111-87-5 EINECES/ELINCS# 203-912-6


FEMA#2800

1-decanol CAS# 112-30-1 EINECS/ELIN CS# 203-956-9


FEMA#2365

Other Names: Fatty Alcohol Blend EINECES # 687-889


Aliphatic Alcohol

Rather than filing separate petitions for octanol (Cs) and decanol (C 10) this single petition focuses
on the blend of C8C10 fatty alcohol (EPA Reg. No. 63896-1) since it is the product that is
specifically manufactured for use in the end products N-TAC and 0-TAC PLANT CONTACT
AGENT. The raw material for this alcohol is derived primarily from Palm Kernel Oil and Palm
Oil, not synthetic alcohol. The only other registered uses for individual fatty alcohols is the C 10
(decanol) - EPA Reg. No. 63896-2 and it is not included in this petition. There is no EPA
registered use for Cs (octanol) fatty alcohol.

2. Manufacturer's Name, Address and Telephone Number:

ICOF America, Inc.


5420 North Bend Road
Suite 202
Cincinnati, OH 45247
513-741-6813

1
3. Intended use: (
\
Sucker control on organic crops

4. List of Activities for which the substance will be Used:

a. Sucker control on organic crops: 4-6% solution of the formulated product applied
directed broadcast over the top of tobacco plants in the early button to early flower
stage of growth when suckers, axillary buds are succulent tender, utilizing 50 gallons
of spray solution per acre.

Mode of Action:

Upon contacting the axillary buds/suckers at the leaf axils, the solution containing the
active substance quickly dissolves the thin undeveloped cuticle or waxy area and
results in desiccation of the axillary bud/ sucker by rupturing cell walls and rapidly
evaporating liquids.

Chemical Structure:

HHHHHHHH
H C-C-C-C-C-C-C-C-OH (1-octanol)
HHHHHHHH

HHHHHHHHHH
H-C-C-C-C-C-C-C-C-C-C-OH ( 1-decanol)
HHHHHHHHHH

(.
~--

2
5. Source of the substance and description of manufacturing procedure:

The alcohols derived from natural sources are generally isolated from any of a variety of
natural occurring fats, oils and waxes of either animal or vegetable origin. The most
commonly used sources are coconut oil, palm kernel oil, palm oil, lard and tallow. The
alcohols are prepared by a transesterification of the fatty acids in the triglycerides found
in natural oils and fats followed by a catalytic hydrogenolysis of the resulting esters.
Purification and fraction of the resulting alcohols is similar to the synthetically produced
materials.

6. Previous reviews:

The information provided in Tab 2 (Industry Experts OMRI Reviews & Industry
Certifications) concerns the debate on whether the naturally derived fatty alcohol (Mascol
80) from the natural sources of palm oil, coconut oil, etc. are considered natural alcohols.
Apparently OMRI's classification would depend on the review the specific ingredients
and manufacturing processes to be sure about the classification as a synthetic or natural
alcohol. We believe that an alcohol derived from natural plant sources should be
classified as a natural alcohol as does Franco X. Milani, Assistant Professor, Extension
Food Manufacturing Specialist, University of Wisconsin and Dr. James K. Whitesell,
Professor of Organic and Materials Chemistry, University of California, San Diego.

Additional information provided in this section of the petition included:

• GMO Free Statement Letter for Mascol 80

• Various certifications
a. Certified Kosher
b. Compliance with RSPO (Roundtable on Sustainable Palm Oil) Supply Chain
Certification Systems
c. Certified as to meeting the requirements of GMP Codex Alimentarius -
Recommended International Code of Practice General Principles of Food Hygiene
d. Certification of the Mascol 80 supplier, P.T. Musim Mas has met the requirements of
ISO 14001: 2004, ISO 9001: 2008 and OHSAS 189001: 2007 for the manufacture of
Oleochemicals.

3
7. Information regarding EPA, FDA and State regulatory Authority registrations,
including registration numbers:

EPA & State Registration Numbers:

End Use Product EPA Reg.No. States Registered


0-TAC PLANT CONTACT AGENT 51873-18 NC, OH, SC, TN,
VA, GA, KY, CA

N-TAC (As a Plant contact Agent) 51873-20 NC

Active Substance EPA Reg.No.


CsC10 Fatty Alcohol Blend 63896-1

Reference Tabs 3, 4, 5 & 6

FDA Information:
Documentation that the Active Substance (fatty alcohol blend) and inert ingredients
(polysorbate 80) used in the formulated products, Fair 85, N-TAC and 0-TAC PLANT
CONTACT AGENT, are approved as food additives by the U.S. Food and Drug
Administration.

References (fatty alcohol):


Code of Federal Registrations, Title 21, Volume 3; Revised as of April 1, 2011;
21CFR172. 864, 6pp.

References (polysorbate 80):


Code of Federal Regulations, Title 21, Volume 3; Revised as of April 1, 2011;
21CFR172.840, 4pp.

8. Chemical Abstract Service (CAS) Number or other Product Numbers:


CAS Number:
1-octanol: 111-87-5
1-decanol: 112-30-1
Octyl - decyl alcohol: 68603-15-6

US EPA Pesticide Chemical Numbers


1-octanol: 079037
1-decanol: 079038
Fatty alcohol blend: 079029

4
Product Labels:
See Attached
0-TAC PLANT CONTACT AGENT
N-TAC (Use as Plant Contact Agent)

Reference Tabs 3 & 4

9. A. Substances physical properties and chemical mode of action:

PHYSICAL AND CHEMICAL PROPERTIES OF THE ACTIVE SUBSTANCE (FATTY


ALCOHOL BLEND)

Test or Study Guideline Test material Findings Comments GLP Reference


& and purity and
Data point method specification
II A 2.1.1 830.7200 Technical Product is a y MRID 43127902
Melting point Grade Fatty liquid at room N MRID 94313001
{63-S)
Alcohol (0.3% temperature
hexanol; SASOL MSDS
42.7%
octanol;
S6.7%
/ decanol; 0.3%
dodecanol)

II A 2.1.2 830-7200 Technical 209.9°C at y MRID 4312790.


Boiling point Grade Fatty 763.3 mm/Hg
{63-6)
Alcohol (0.3%
hexanol; SASOL MSDS
42.7%
octanol;
S6.7%
decanol; 0.3%
dodecanol)

II A 2.2 Density 830.7300 0.4% hexanol 6.93 lbs/gal at N MRID 94313001


0
4S.1% octanol 1s.s c 0.831 SASOL MSDS
(63-7)
S4.S% decanol g/ml at l6°C

II A 2.3 Vapor 830.79SO Technical 0.0423 torr; y MRID 43127903


pressure Grade Fatty (68.4 mm Hg@ SASOL MSDS
{63-9)
Alcohol (0.3% S2°C)
hexanol;
42.7%
octanol;
S6.7%
decanol; 0.3%
\ dodecanol)

5
PHYSICAL AND CHEMICAL PROPERTIES OF THE ACTIVE SUBSTANCE (FATTY
ALCOHOL BLEND)

Test or Study Guideline Test material Findings Comments GLP Reference


& and purity and
Data point method specification

II A 2.4.1 830.6302 0.4% hexanol Only colorless N MRID 94313001


Physical State 45.1% octanol liquid SASOL MSDS
(63-2)
54.5% decanol

II A 2.4.1 Color 830.6303 0.4% hexanol Colorless liquid N MRID 94313001


(63-3) 45.1% octanol SASOL MSDS
54.5% decanol

II A 2.4.2 Odor 830.6304 Technical Grade Musty y MRID 43127903


(63-4) Fatty Alcohol SASOL MSDS
(0.3% hexanol;
42.7% octanol;
56. 7% decanol;
0.3% dodecanol)

0.4% hexanol Slightly N MRID 94313001


45.1% octanol Aromatic (

54.5% decanol \
II A 2.5.1 830.7050 Alfol 810 The product in y MRID 47589901
UV Spectra basic methanol
Lot 1169975
shows an
absorbance
maximum at
204nm

II A 2.6 830.7840 Technical Grade 0.0035 g/ml @ y MRID 43127903


Solubility in Fatty Alcohol 25°C SASOL MSDS
water (0.3% hexanol;
42.7% octanol;
56.7% decanol;
0.3% dodecanol)

6
PHYSICAL AND CHEMICAL PROPERTIES OF THE ACTIVE SUBSTANCE (FATTY
ALCOHOL BLEND)

Test or Study Guideline Test material Findings Comments GLP Reference


& and purity and
Data point method specification

II A 2.7 830.1000 No Data


Solubility in (63-8)
organic
solvents
II A 2.8.1 n- 830.7550 Alfol 810 Waiver requested MRID 48100901
octanol/water (63-11) to EPA
partition
coefficient
II A 2.9 Stability 830.6313 Alfol 810 Waiver requested MRID 48100901
to sunlight to EPA
(63-13)

II A 2.11 830.6315 Alfol 810 Fire point at MRID 47589901


Flammability Lot 1169975 105.9°C SASOL MSDS
(63-15)

II A 2.13 830.6316 Alfol 810 This product is not y MRID 47589901


Explodability Lot 1169975 potentially
(63-16)
explosive. Contains
no nitrogen groups
or explosive
functional groups.

II A 2.15 830.6314 Alfol 810 No signs of Product contains y MRID 47589901


oxidation Lot 1169975 reaction to no oxidizing or
(63-14)
these exposure reducing agents.
systems:
-Powdered iron
-Potassium
permanganate
-Water
-Mono-
ammonium
phosphate

7
PHYSICAL AND CHEMICAL PROPERTIES OF THE ACTIVE SUBSTANCE (FATTY
ALCOHOL BLEND)

Test or Study Guideline Test material Findings Comments GLP Reference


& and purity and
Data point method specification

II A 2.16 830.7000 Technical Grade pH= 6.17 y MRID 43127903


pH (63-12) Fatty Alcohol
(0.3% hexanol;
42.7% octanol;
56.7% decanol;
0.3%
dodecanol)

II A 2.17.1 830.6317 Technical Grade No changes were MRID 47589901


Storage (63-17) Fatty Alcohols noted for the test
Stability Lot No. 1169975 substance after y
Alfol 810 3,6,9 and 12
months of
storage at Room
Temperature
(23°C) /
II A 2.17.2 830.6313 98.83% Fatty Fatty Alcohols y MRID 48100901 \
Storage (63-13) Alcohol Blend remain stable for
Stability Lot ONT-0324 14 days at room MRID 47972901
(Temperature, temperature and
metals) 54+/-2°C alone
and when
exposed to
stainless steel,
alumimum,
alumimum
acetate and iron.
A decrease in the
assay when the
test su bsta nee
was exposed to
iron acetate at
both room and
elevated
temperatures.

(--
\

8
PHYSICAL AND CHEMICAL PROPERTIES OF THE ACTIVE SUBSTANCE
\

(FATTY ALCOHOL BLEND)

Test or Study Guideline Test material Findings Comments GLP Reference


& and purity and
Data point method specification

II A 2 Corrosion 830.6320 Technical After 12 y MRID 47589901


Characteristics {63-20) Grade Fatty months at
Alcohols Lot Room MRID 47972901
No. 1169975 Temperature,
Alfol 810 no chemical or
physical effects
were noted on
the commercial
packaging
material, HOPE
2 y
11 A 2 Viscosity 830.7100 Alfol 810 13.5 mm /5 at MRID 47589901
Lot 1169975 22°C
II A2 830.6319 The product is Fatty Alcohol
Miscibility {63-19) not an Task Force
emulsifiable Citations 6/4/08
concentrate
and is not to be
diluted with
petroleum
products
II A 2 Dielectric 830.6321 This product is Fatty Alcohol
Breakdown {63-21) not labeled to Task Force
Voltage be used around Citations 6/4/08
electrical
equipment

9
REFERENCES
IDENTITY OF THE ACTIVE SUBSTANCE:

Author(s) EPA Year Title Data Owner MRID#


Guideline Protection
Number Claimed
Jacobson, S. 830.7200 1994 Determination of the Chemical y Fatty Alcohol 43127903
Characteristics of a Fatty Task Force
Alcohol Blend: Product
Chemistry:
Lab Project Number: FATF-
9303C. Unpublished study
prepared by Compliance
Services International. 125 p.
Jacobson, S. 830.7200 1994 Determination of the Chemical y Fatty Alcohol 43127903
Characteristics of a Fatty Task Force
Alcohol Blend: Product
Chemistry:
Lab Project Number: FATF-
9303C. Unpublished study
prepared by Compliance
Services International. 125 p.
Jacobson, S. 830.7200 1994 Determination of the Chemical y Fatty Alcohol 43127901
Characteristics of a Fatty Task Force
Alcohol Blend: Product
Chemistry:
Lab ProjectNumberFATF-
9301. Unpublished study
,--
prepared by Compliance ~-
Services International. 34p.
Jacobson, S. 830.7200 1994 Determination of the Chemical y Fatty Alcohol 43127902
Characteristics of a Fatty Task Force
Alcohol Blend: Product
Chemistry:
Lab Project Number FATF-
9302. Unpublished study
prepared by Compliance
Services International. 126p.
Jacobson, S 830.7300 1990 Fatty Alcohol Task Force Phase y Fatty Alcohol 94313001
3 Summary ofMRID: 00056022 Task Force
and Related MRIDs 00056023,
00056025,00056026,00056027,
00056028,00056029,00056030.
Product Chemistry: Fatty
Alcohols. 20p.
Sinning, D. J. 830.6317 2/2010 Physical and Chemical y Fatty Alcohol Tobe
830.6313 Characteristic of Technical Task Force assigned by
Grade Fatty alcohols: Storage EPA
Stability and Corrosion
Characteristics.
Study Number 4080-02; Case
Consulting Laboratories, Inc.
21312010, 23 p.

10
a. Chemical interactions with other substances, especially substances usual in
\ organic production:

None known

b. Toxicity and environmental persistence's:

FATE AND BEHAVIOR IN THE ENVIRONMENT:

There are no available studies on the environmental fate of the fatty alcohol blend/ aliphatic
alcohols. It is important to remember that active substance, fatty alcohol blend, is classified and
approved as food additives by the US food and Drug Administration. The following has been
reproduced from EPA's document "Registrations Eligibility Decision for Aliphatic Alcohols,
Case No. 4-004, March 2007, EPA 738-R-07-004.

1. Environmental Fate and Transport

Because environmental fate data are not available, physical and chemical properties for
the aliphatic alcohols were estimated by Quantitative Structure-Activity Relationships (QSAR)
using EPISuite v 3.21 (Estimation Programs Interface for Windows (EPIWIN)). The estimated
properties of 1-octanol, 1-decanol and 1-dodecanol differ somewhat, due to the different lengths
(i.e. number of carbons) in their straight, saturated carbon chains. As suggested by their
common names, 1-octanol has 8 carbons in its chain, 1-decanol has 10 carbons, and
1 -dodecanol has 12 carbons.

In spite of these small differences, the expected behavior of these aliphatic alcohols in the
environment is generally similar. The major route of dissipation in the field for these chemicals
is likely to be volatilization. The volatility half-lives for 1-octanol and 1-decanol were estimated
using the Dow Method described in the Handbook of Chemical Property Estimation Methods by
Lyman, Reehl and Rosenblatt. The half-lives for volatility from soil for 1-octanol and 1-decanol
were estimated to be 3.5 minutes and 1 minute, respectively. 1-dodecanol would likely volatilize
even more quickly, but the half-life was not estimated, since volatility from pheromone traps is
the known route of dissipation.

There is some uncertainty about the rate of volatility of 1-octanol and 1-decanol from
plant surfaces, since aliphatic alcohols are hydrophobic and, therefore, have affinity for the waxy
surfaces of plants. However, these volatility half-lives suggest that the aliphatic alcohols will not
be available long to expose non-target terrestrial animals, nor to be transported to surface water
bodies in runoff. Residues of 1-dodecanol are not expected on plants or in soil, since they are
dispersed in the air from pheromone traps, and then degraded by photolysis. The ecological risk
assessment concluded that except for terrestrial insects, which are the target for the pheromone
use of 1-dodecanol, "environmental exposures resulting from this use are likely negligible." The
risk assessment for this use was therefore qualitative.

11
Additional estimation of environmental fate parameters obtained from EPISuite provides
a basic set of data to perfonn a screening-level environmental risk assessment. The model
indicates that aliphatic alcohols have a moderate tendency to bind to soils. The portion of
applied chemical that binds to the soil, rather than volatilizing, will be subject to biodegradation,
with estimated half-lives forl-octanol and 1-decanol of 2.3 days. The portion of applied chemical
that does volatilize is estimated to degrade in the air by reaction with hydroxyl radicals with half-
lives of about 10 hours.

As mentioned above, dissipation via volatilization will greatly reduce the amount of
aliphatic alcohols reaching surface-water bodies, and aliphatic alcohols will volatilize from water
as well as soil. However, the fraction that does reach surface water will not be degraded by
hydrolysis. These alcohols have the potential to bioaccumulate in fish, but the rates of uptake,
metabolism, and depuration, as well as the nature of metabolites, are not known. However, the
magnitude of the bioconcentration factors (BCF) suggests a low potential to bioconcentrate.

EPISuite does not provide infonnation on the rates of formation/decline of product, the
nature and relative amounts of transfonnation products, and their distribution in soil/sediment-
water- air. Therefore, the specific nature and persistence of potential biotransfonnation products
(primary biodegradation) are not known. However, the ultimate biotransfonnation products of
the aliphatic alcohols are water and carbon dioxide.

2. Ecological Risk Assessment

The Agency uses a pesticide's use profile, exposure data, and toxicity information to ( .
determine risk estimates to non-target terrestrial and aquatic organisms. Estimated
environmental concentrations (BECs) are used to calculate risk quotients (RQs). EECs are based
on the maximum application rate(s) which would potentially yield the greatest exposure. An RQ
is derived by dividing the EEC by a single estimate of toxicity. The Agency then compares an
RQ to its Level of Concern (LOC) to determine if exposure to the aliphatic alcohols could
potentially pose a risk to non-target organisms (RQs that exceed the LOC indicate potential
risk). Table 5 outlines LOCs, and the Agency's corresponding risk presumptions.

Table 5 -Agency level of Concerns and Risk Presumptions

Risk Presumption LOC Terrestrial Animals LOC AQuatic Animals LOC Plants
Acute Risk - there is a 0.5 0.5 1
potential for acute risk
Acute Endangered 0.1 0.05 1
Species - endangered
species may be adversely
affected
Chronic Risk - there is 1 1 NIA
potential for chronic risk.

c:
12
a. Exposure to Aquatic Organisms

The Agency ran a number of exposure modeling simulations to derive expected


environmental concentrations of aliphatic alcohols in surface water. The Agency first ran the
Tier I GENEEC model, which resulted in exceedences of the endangered species level of
concern (LOC) for freshwater fish and estuarine/marine invertebrates for some application
scenarios. However, these simulations did not consider the volatilization of aliphatic alcohols
from soil, and each thereby overestimated potential exposure.

Although GENEEC is not designed to consider volatility from soil directly, the Agency
used an indirect method to consider volatility with the GENEEC model and to refine the aquatic
exposure assessment. As described above, the volatility half-lives for the aliphatic alcohols were
estimated using the Dow Method described in the Handbook of Chemical Property Estimation
Methods (Lyman, et al., 1982). The half-lives for volatility from soil for 1-octanol and 1-decanol
were estimated to be 3.5 minutes and 1 minute, respectively. Such short volatility half-lives
mean that little pesticide will remain by the time a runoff event occurred, unless rainfall began
immediately after application.

To simulate this scenario using GENEEC, the Agency determined the amount of 1-octanol
or 1-decanol that would remain in the field 3 to 4 minutes after application at the maximum rates
allowed on the label. GENEEC was then run in the standard fashion, but with this "effective
/ application rate." Even though this was done using estimated volatility half-lives on the order of
\
a couple of minutes, the resulting EECs are still considered upper-bound.

GENEEC does not simulate a rainfall event until two days after application; if rainfall does not
occur until two days after actual application of 1-octanol or 1-decanol, there could be very little
product remaining to be subject to transport in runoff. For this reason, the simulations considered
only a single application, although aliphatic alcohols can be used more than once within a single
growing season.

b. Toxicity to Aquatic Organisms

Registrant-submitted data and open literature studies suggest that the aliphatic alcohols
are "slightly" to "moderately" toxic to freshwater fish. Although the data base is not complete
for all compounds in the aliphatic alcohol registration case, there are adequate data to assess the
acute risk to freshwater fish. Although there are no registrant-submitted acute toxicity data
available for estuarine/marine fish, data from the open literature provided the information to
assess the acute risks of aliphatic alcohols to these organisms. The relevant study from the open
literature indicates that 1-octanol is "slightly" toxic and 1 -decanol is "moderately" toxic to
estuarine/marine fish.

13
No chronic toxicity guideline studies exist for any of the aliphatic alcohols. However,
chronic data for freshwater fish from the open literature on 1-octanol provide an endpoint which
the Agency used to calculate RQs. Chronic toxicity data for aquatic invertebrates on the
aliphatic alcohols were also drawn from the open literature. The Agency used a chronic no
observed adverse effect concentration (NOAEC) ofl mg/L for reproductive effects for 1-octanol.
The Agency notes that chronic toxicity data on 1-decanol for aquatic invertebrates would reduce
the uncertainty posed by the lack of these data. A summary of all toxicity endpoints is presented
below in Table 6.

Table 6 - Toxicity Reference Values Used to Calculate RQs for Aliphatic Alcohols
Taxonomic Assessment 1-0ctanol 1-Decanol
Group Endpoint
Species/ Toxicity Species/Toxicity
Endpoint Endpoint
Survival Fathead Minnow Fathead minnow
Acute LC 50=12.2 mg/L Acute LC 50=2.3 mg/L
Freshwater Fish Reproduction, Growth Fathead minnow No data available
NOAEC=0.75 mg/L
Survival Water flea Water flea
Acute LC 50=4.16 mg/L Acute LC 50=6.5 mg/L
Freshwater Invertebrates Reproduction, Growth Water flea No data available
Chronic NOAEC=l mg/L
Survival Bleak Bleak
Acute LC 50= 15 mg/L Acute LC 50=7.2 mg/L
Estuarine/marine fish Reproduction, Growth No data available No data available
Survival Harpacticoid copepod Harpacticoid copepod
LCso=58 mg/L LC 50=4 mg/L
Estuarine/marine
Invertebrates Reproduction, Growth No data available No data available

Survival, Scenedesmus subspicatus No data available


Aquatic Plants Growth ECs 0-6.5 mg/L;
ECw-2.8 mg/L
LC 50 - Median Lethal Concentrat10n, stat1st1cally denved smgle concentrat10n that can be expected to cause death In 50% of the
test animals; EC 50 - Median Effect Concentration, statistically derived single concentration that can be expected to cause an
adverse effect in 50% of the test animals or plants; EC 10 - statistically derived single concentration that can be expected to cause
an adverse effect in 10% of the test animals or plants; NOA EC - no observed adverse effect concentration.

c. Risk to Aquatic Organisms

Based on the refined surface water EECs and the available ecotoxicity data for 1-octanol
and 1 -decanol, RQs for aquatic animals do not exceed acute LOCs. In addition, although chronic
toxicity data are available for 1-octanol, but not 1-decanol, aliphatic alcohols do not appear to
pose a chronic risk to freshwater aquatic animals. No chronic toxicity data are available for
estuarine/marine fish and invertebrates. In spite of these data gaps, the Agency does not
anticipate chronic risk to estuarine marine fish and invertebrates. As described above, little
1-octanol or 1 -decanol would likely be available for transport in runoff if a significant rain event
did not occur within a few hours of application. Estimated RQs for 1-decanol and 1-octanol are
summarized in Tables 7 - 10 below. (. \

14
Table 7- Acute and Chronic RQs for Freshwater Fish

Chemical Effective Peak Toxicity Value Acute 60-Max ChronicRQ


Application Rate EEC (µg/L) RQ Average
(lbs a.i./acre) (µg/L) EEC
(u2/L)
1-Decanol 1.95, 1 application 57 LCso=2300 0.02 13 nd
NOAEC-nd
1-0ctanol 4.4,1 application 140 LCso=12200 0.01 29 <l
NOAEC=750

Table 8 - Acute and Chronic RQ's for Estuarine/Marine Fish


Chemical Effective Peak Toxicity Value Acute 60-Max ChronicRQ
Application Rate EEC (µg/L) RQ Average
(lbs. a.i./acre) (µg/L) EEC
(m!/L)
1-Decanol 1.95, 1 application 57 LCso=7200 <0.01 13 nd
NOAEC-nd
1-0ctanol 4.4, 1 application 140 LCso=15000 <0.01 29 nd
NOAEC=nd

Table 9 - Acute and Chronic RQs for Freshwater Invertebrates


Chemical Effective Peak Toxicity Value Acute 60-Max ChronicRQ
Application Rate EEC (µg/L) RQ Average
(lbs a.i./acre) (µg/L) EEC
(µ2/L)
1-Decanol 1.95, 1 application 57 LCso=6500 <0.01 29 nd
NOAEC-nd
1-0ctanol 4.4,1 application 140 LCso= 4160 0.03 70 <1
NOAEC=lOOO

Table 10 - Acute and Chronic R4~s for Estuarine/Marine Invertebrates


Chemical Effective Peak Toxicity Value Acute 60-Max ChronicRQ
Application Rate EEC (µg/L) RQ Average
(lbs a.i./acre) (µg/L) EEC
<u2/L)
1-Decanol 1.95, 1 application 57 LCso=4000 0.01 29 nd
NOAEC-nd
1-0ctanol 4.4,1 application 140 LCso=58000 <0.01 70 nd
NOAEC=nd
nd no data

15
Aquatic plant toxicity data from open literature were only available for 1-octanol. Based
on these data, the acute RQs for aquatic plants do not exceed the Agency's acute and endangered
given that the NOAEC for 1-octanol is unknown, and no aquatic phytotoxicity data are available
for 1-decanol. The NOAEC is used to calculate an RQ to evaluate potential risk to endangered
species. Because the NOAEC was not established, the EC 10 for 1-octanol was used. Since the
LOC for endangered aquatic plants is 1.0, and the RQ derived using the EC10 is 0.05, the
NOAEC would have to be at least 20 times lower than the EC10 for the Agency to have an
endangered species concern for aquatic plants.

Based on the analysis of the volatility of the aliphatic alcohols, aquatic exposures
resulting from the labeled use of 1-decanol and 1-octanol are unlikely to reach concentrations
that exceed the Agency's LOC. As a result, the value of additional aquatic plant studies for the
aliphatic alcohols is low.

s t-o A,quaf1c PI ans


T a ble 11 - Rik t
Chemical Effective Peak Toxicity Value Acute
Application Rate EEC (µg/L) RQ
(lbs a.i./acre) (u2/L)
1-0ctanol 4.4,1 application 140 LCso=6500 0.02
EC10=2800 0.05
1-Decanol 1.95, 1 application 57 No data ----

d. Exposure, Toxicity and Risk to Terrestrial Organisms

Birds

Available toxicity data indicate that the aliphatic alcohols are categorized as "practically
non-toxic" to birds on acute oral and dietary bases. Acute risks to birds were not quantified,
because no discreet median lethal doses or concentrations were established in the acute oral and
dietary studies. An acute dietary study from the open literature reported a dietary LC 50 for
bantam chickens of 201,000 ppm (I 00% 1-decanol). This level is more than 20 times greater
than the highest predicted dietary exposure level(~ 10,000 ppm). Therefore, the Agency
concludes that the aliphatic alcohols do not pose an acute risk to birds. No avian chronic toxicity
studies were available for any of the aliphatic alcohols and, therefore, the Agency cannot directly
assess the potential chronic risk to avian species. However, since 1) the aliphatic alcohols are not
acutely toxic to birds at doses many times higher than
expected exposure, 2) the volatility of the aliphatic alcohols makes chronic exposure unlikely,
with EECs dropping more than an order of magnitude within 30 minutes, 3) the aliphatic
alcohols assessed are listed as food additives and are "Generally Recognized as Safe" (GRAS)
by the U.S. Food and Drug Administration 1, and 4) a mammalian chronic toxicity study indicates
the aliphatic alcohols are not chronically toxic to mammals, the Agency does not expect a
chronic risk to birds, and will not require chronic avian toxicity studies at this time.

(
\_

16
Mammals

Acute oral mammalian toxicity data indicate that the aliphatic alcohols are "practically
non-toxic" to mammals on an acute oral basis. Four studies performed with laboratory rats did
not result in LC 5o endpoints with which RQs could be calculated. The Agency concludes that
aliphatic alcohols do not pose an acute dietary risk to mammals.

In the single chronic mammalian developmental toxicity study, which used a 1- decanol I
1-octanol blend, no chronic effects were observed in laboratory rats, even at the maximum tested
dose of 957 mg/kg bw/day. It is unknown ifthe predicted exposures approach
the level at which effects may occur since no LOAEC was identified in the chronic study.
However, the Agency does not anticipate chronic risk to mammals, considering the volatility of
the aliphatic alcohols, and the acceptance of these chemicals as food additives, as described
above.

Terrestrial Insects

Available toxicity data indicate that aliphatic alcohols are "practically non-toxic" to
honeybees (acute contact LD 50 > 25 µg/bee). However, given that aliphatic alcohols can be
used as Lepidopteran sex inhibitors, there is a potential for sublethal (e.g., reproductive) effects
on non-target Lepidopterans, such as butterflies. This potential effect cannot be quantified at this
time.
1
http://vm.cfsan.fda.gov/- dms/eafus.html
/

Terrestrial Plants

Tier-I terrestrial plant seedling emergence study data suggest a fatty alcohol blend (1-decanol
and 1-octanol) is not toxic to most plants at the maximum rate tested (18.03 lbs ai/A).
An EC 25 could not be established for tested species, although lesser effects were observed in
cucumbers, carrots and tomatoes. Therefore, the Agency did not calculate RQs based on
seedling emergence effects.

EC25 values and related no-effect levels were established for two (com and cucumber) of
10 crop plants tested in a submitted vegetative vigor study. The Agency used these endpoints in
the TerrPlant model to calculate RQs (Table 12). All were below the Agency's LOC of 1.

. l Plant v eget a t·1ve v·1gor RQ s f rom DrI·rt only


T a ble 12 - T errestna t *
. I Plans
l £or T errest na
Class of Terrestrial Plant Monocot Dicot
Non-endangered species 0.02 0.01
Endangered species 0.19 0.36
*based on vegetative vigor monocot NOAEL=l.12 lbs a.i/A, EC25 =9.02 lbsa i./A; dicot NOAEL=0.58 lbs
a.i./A EC25 =14.8 lbs a.i. /A (MRIDs 42514701,43379602)

e. Adverse Ecological Incidents


There are currently no adverse ecological incidents listed in the Ecological Incident
Information System (EIIS) that are associated with the aliphatic alcohols.

17
f. Endangered Species
Based upon the screening-level assessment conducted on aliphatic alcohols, the Agency
has not definitively identified exceedences of endangered species LOCs for direct effects to non-
target animals or plants. Acute RQs did not exceed endangered species LOCs for birds,
mammals, terrestrial plants, freshwater fish and invertebrates, or estuarine/marine fish and
invertebrates. Chronic data were not available for birds and estuarine/marine fish and
invertebrates. As described above, the Agency believes that the volatility and low toxicity in

available acute and chronic toxicity studies for mammals and freshwater animals suggest that
chronic risk to birds and estuarine/marine animals is unlikely. However, because the toxicity
data are not available, the Agency cannot completely preclude risk to listed birds and
estuarine/marine animals at this time. Similarly, since a no-effect level was not determined for
aquatic plants, the Agency cannot preclude direct effects on these organisms, although exposure
is expected to be negligible.

The Agency considers a potential for not only direct effects, but also adverse indirect
effects to listed species that rely on other affected organisms. Because direct effects to aquatic
plants cannot be precluded, indirect effects to listed aquatic species which rely on aquatic plants
can also not be dismissed. Similarly, indirect effects to terrestrial plants and animals cannot be
precluded because of potential reproductive effects of aliphatic alcohols to some terrestrial
insects.

Table 13 - Potential Listed Species Risks Associated with Direct or Indirect Effects Due to
Applications of Aliphatic Alcohols as Shoot inhibitors on Tobacco. (
\

Direct Effects
Listed Taxon Acute Chronic Indirect Effects to Endan2ered Species
Terrestrial and semi-aquatic plants- No NIA Possible
monocots
Terrestrial and semi-aquatic plants- No NIA Possible
dicots
Birds No NIA Possible
Terrestrial-phase amphibians No No Data Possible
Reptiles No No Data Possible
Mammals No No Data Possible
Aquatic non=vascular plants* Insufficient NIA NIA
data
Aquatic vascular plants Insufficient NIA NIA
data
Freshwater fish No No Possible
Aquatic-phase amphibians No No Possible
Freshwater crustaceans No No Possible
Mollusks No NIA Possible
Marine/ estuarine fish No No Data Possible
Marine/estuarine crustaceans No No Data Possible
•At the present time, no aquatic non-vascular plants are included In Federal listings of threatened and endangered species. The
taxonomic group is included here for the purposes of evaluating potential contributions to indirect effects to other taxa and as a
record of exceedances should future listings of non-vascular aquatic plants wanant additional evaluation of Federal actions.

18
Further analysis regarding the overlap of individual species with each use site is required
prior to determining the likelihood of potential impact to listed species. At the screening level,
this analysis is accomplished using the Location of Crops and Threatened and Endangered
Species (LOCATES) data base, which uses location information for listed species at the county
level and compares it to agricultural census data for crop production at the same county level of
resolution. The ecological risk assessment includes a complete listing of aquatic plants, birds,
reptiles, terrestrial-phase amphibians, mammals, and terrestrial invertebrates associated with the
States where the aliphatic alcohols are use as a plant growth regulator on tobacco.

SUPPLEMENTAL INFORMATION:

A monograph entitled "Literature Review on Fatty Alcohol Compounds" (MRID 42135801)


prepared by B.D. McGaughey of Compliance Services International provides additional
information pertaining to the behavior of fatty alcohols in the environment. The areas pertaining
to the following Data Requirement for EPA Pesticide Guidelines were addressed.

OPP GUIDELINE STUDY


NUMBER Chemical Identity
160-5 Form 8570-4 Chemical Identity
161-1 835.2120 Hydrolysis
161-2 835.2240 Photodegradation -
Water
\ 161-3 835-2410 Soil photolysis
162-1 835.4100 Aerobic Soil
Degradation
162.3 835.4400 Anaerobic Aquatic
Degradation
163-1 835.1230 Leaching, Adsorption
163-1 835.1240 Desorption
164-1 835.6100 Terrestrial Field
Dissipation
165-4 850.1730 Bioaccumulation in
Fish

19
The conclusions reached as a result of this study/ literature review were as follows:

OPP Guideline Number 160-5, OPPTS (form 8570-4), OECD data point (II A 1.10), Chemical
Identity: Normal fatty alcohols are considered chemically "inert" and are precursors to fatty
acids. Their production and manufacture yields a relatively pure product mixture, depending
upon the "cut" desired. The C6-C 12 alcohols used in tobacco sucker control agents would be
expected to contain no unusual or high levels of impurities.

OPP Guideline Number 161-1, OPPTS (835.2120), OECD data point (II A 7 .5) Hydrolysis:
Hydrolysis is not a major pathway of degradation for C6-C 12 alcohols.

OPP Guideline Number 161-2, OPPTS (835.2240), OECD data point (II A 7.6)
Photodegradation in Water: Photolysis of C6-C 12 n-alcohols in water would not be expected to
occur.

OPP Guideline Number 161-3, OPPTS (835.2410), OECD data point (II A 7.1.3)
Photodegradation in Soil: Photolysis of C 6-C 12 n-alcohols in soil would not be expected to
occur.

OPP Guideline Number 162-1, OPPTS (835.4100), OECD data point (II A 7.1.1) Aerobic Soil
Metabolism: Aerobic soil metabolism is the major degradation pathway for C6-C 12 n-alcohols.
Breakdown or assimilation by microbial organisms is rapid and complete. Half-lives may be as
short as a matter of hours, and would not be expected to exceed 3 to 5 days.

OPP Guideline Number 162-3, OPPTS (835.4400), OECD data point (II A 7.8.2)Anaerobic
Aquatic Metabolism: Anaerobic aquatic metabolism is similar to other microbial metabolism
pathways for C6-C12 n-alcohols. End products may differ due to individual organism output, but
products will be natural components of the aquatic system. Breakdown or assimilation by
microbial organisms is rapid and complete. Half-lives may be as short as a matter of hours and
would not be expected to exceed on day.

OPP Guideline number 163-1, OPPTS (835.1230, 835.1240); OECD data point (II A7.4.1, II A
7.4.3) Leaching/adsorption/desorption: C6-C 12 fatty alcohols strongly adsorb to soil and would
not be expected to move through the soil column. Desorption is expected to be minimal.

OPP Guideline Number 164-1, OPPTS (835.6100), OECD data point(II A 7.3.1) Terrestrial
Field Dissipation: Dissipation of C6-C 12 fatty alcohols under field rates and conditions is rapid
and complete. Half-lives as short as a matter of hours could be possible. Half-lives would not be
expected to exceed 3 to 5 days.

OPP Guideline number 165-4, OPPTS (835.1730), OECD data point (II A 8.2.6.1)
Bioaccumulation in Fish: C6-C12 fatty alcohols will not bioaccumulate in fish.

20
REFERENCES
FATE AND BEHAVIOR IN THE ENVIRONMENT:

Author(s) EPA Year Title Data Owner MRID#


Guideline Protection
Number Claimed
EPA 3/2007 Reregistration NO EPA NONE
Eligibility Decision
for Aliphatic
Alcohols, United
States
Environmental
Protection Agency;
Document EPA 738-
R-07-004
McGaughey, 835.2120 1991 Literature Review y Fatty Alcohol 42135801
B. 835.2240 on Fatty Alcohol Task Force
835.2410 Compounds:
835.4100 Lab Project Number:
835.4400 FATF-9101;
835.1230 Unpublished Study
i 835.1240 Prepared by
\,
835.6100 Compliance Services
835.1730 International.
November 15, 1991,
60p.

c. Environmental impact from its use or manufacture:

Acute Oral Toxicity to Quail, Mallard Duck

summary of Conclusions
The report is dated September 17, 1975. Test materi-
al was received on August 14, 1975. Specific dates of
testing are n__ot reported. The results of the acute
oral toxicity study conducted with Alfol 810 in mallard
ducks showed the LD~ to be in excess of 4640 mg Alfol
810 per kg body weignt.

21
Avain dietary Toxicity in Quail or Mallard Duck

Sullllllary of Conclusions
The test material was received on August 14, 1975. The
report is date~ September 17, 1975. The exact dates of
testing are not reported. The acute Le50 of Alfol 10
was determined to be in excess of 10,000 ppm in bob-
white quail.

~ummary of conclusions
The test material was received on August 14, 1975. The
report is dated_ September 17, 1975. The exact dates of
testing are not reported. The acute Le50 of Alfol 810
was determined to be in excess of 10,000 ppm in mallard
ducks.

Fish Toxicity

summary of conclusions (
The report is dated September, 1975. Specific dates of
testin~ are not reported. Acute 96 hour Lc50 values
are reported in parts per million for two species (with
95% confidence intervals) as follows:

Species Alfol a10 Alcohol Alf ol 10 Alcohol

Rainbow Trout 20.40 >S.60<7.50


(16.10-25.70)
Bluegills 9.96 5.64
(7. 68-12. 90) (4.14-7.69)

(all values are 1n ppm test


,.
material)

22
Acute Toxicity to Aquatic invertebrates:
I
\

Table l Acute toxicity of Alfol 810 Alcohol· and Alfol 10 Alcohol to.
the water flea 8 (Daphnia maqna). These date are baed on
the results of bioassays conducted-at the Aquatic Toxicology
Labor.atory of E G & G, Bionomics, Wareham, Massachusetts.

,.!
No discernible
r...; effect level
LCSO (milligrams active ingredient/liter) at 48 hoUrs
compound 24-hour 48-hour (mq/l)

l\lfrJl 810 11.6 8.24 l.80


,\lcoho.)l (5.98-22.3)b (5.52-12.3)

-·~litJ1 10 9.80 6.51 2.80


/\ 1 cola 1.1 l (6.88-14.0) (4. 78-8.87)

/
a fi H••rnHilY conducted at 22 :!:_ 1. o0 c, Daphnia < 24 hour old at initiation

b
95 i c•:>11fidence interval.

Effects on Bees:

1. Active Substance:

CONCLUSION

The honey bee 48 hour contact LOSO value for Fatty Alcohol Blend; Lot
#CSI-91FA01-27 was determined to be greater than 25 pg/bee, the highest-,
dose tested. Based upon the LOSO value, Fatty Alcohol Blend; lot fCSI-
91FA01-27 was classified as relatively non-toxfc according to the tox1c1ty
categories of Atkin (6). The no observed effect dose was 6.3 pg/bee,
based on possible treatment related 11ortality and signs of toxicity at
doses ~ 12.S pg/bee.

23
REFERENCES
ECOTOXICOLOGICAL STUDIES:
Author(s) EPA Year Title Data Owner MRID#
Guideline Protection
Number Claimed
McGaughey, 850.2100 1990 Fatty Alcohol Task Force y Fatty 94313004
B. Phase 3 Summary of MRID Alcohol Task
00046991. Acute Oral LD50 - Force
Mallard Duck: Alfol 810
Alcohol: VISDUCK.2:
Prepared by Truslow Farms,
Inc. 11 p.
McGaughey, 850.2200 1990 Fatty Alcohol Task Force y Fatty 94313006
B. Phase 3 Summary of MRID Alcohol Task
00058024 Eight Day Dietary Force
LC 50 Bobwhite Quail: Alfol
810 Alcohol: VISQUL2:
Prepared by Truslow Farms,
Inc. 10 p.
McGaughey, 850.2200 1990 Fatty Alcohol Task Force y Fatty 94313010
B. Phase 3 Summary of MRID Alcohol Task
00058025. Eight Day Dietary Force
LCso - Mallard Duck: Alfol
810 Alcohol: VISLCDK2:
Prepared by
Truslow Farms, Inc. 10 p.
McGaughey, 850.1075 1990 Fatty Alcohol Task Force y Fatty 94313012
B. Phase 3 Summary of MRID Alcohol Task
00122381. Acute Toxicity of Force
Two Conoco Compounds to
Bluegill and Rainbow Trout:
VISFISH. Prepared by
Bionomics, Inc. 15 p.
LeBlanc G. 850.1010 1976 Study of the Effects of Fatty y Fatty 42847201
A. Alcohols on Acute LC50 Alcohol Task
Freshwater Invertebrates Force
(Daphnia); Report Number:
CSI-FATF-TX-9301; EG &
Bionomics Aquatic Toxicity
Laboratory 13 p.
Hoxter, J. A. 850.3020 1992 Fatty Alcohol Blend; Lot # y Fatty 42495102
and Jaber, M. CSI-91FA01-27: An Acute Alcohol Task
Contact Toxicity Study with Force
the Honey Bee; Project
Number. 346-10 IA: Wildlife
International Ltd. 44 p.

24
d. Effects on human health
\
1. Active Substance:

Short Term Summary of Mammalian Toxicity:

SPECIES TEST& DURATION AND TEST RESULT MRID#


EPA CONDITIONS OR MATERIAL
Guideline GUIDELINE
Number ADOPTED
Rat Acute Oral Single Dose Via Oral Alfol 810 DF >5000mg/kg 47589902
Route; Observed for 14 Lot#
870.1100 Days 1169975
Rat Acute Single Dose; 24 hour Alfol 810 DF >5000 mg/kg 47589903
Dermal Exposure; observed for 14 Lot#
870.1200 Days 1169975
Rabbits Primary Eye Observations Post Alfol 810 DF Moderately 47589904
Irritation Instillation at 1 HR, 24 Lot# Irritating
HRS,48HRS, 1169975
870.2400 72 HRS, 4 Days, 7 Days
Rabbits Primary Skin Single Topical Exposure Alfol 810 DF Moderately 47589905
Irritation for 4 Hours with Lot# Irritating
/-- Evaluations Made After 1169975
patch Removal at 30 -60
"' Minutes, 24 HRS, 48
870.2500 HRS, 72 HRS, 7 days
Rats Acute Single Nose-Only Alfol 810 DF LCso>2.07 mg/L 47777501
Inhalation Exposure for 4 Hours Lot#
870.1300 1169975
Guinea Pigs Skin Buehler Test For Fatty Not a Sensitizer 43380201
Sensitization Sensitization Alcohol
Blend, Batch
No. CSI-
870.2600 91FA01-27

25
Summary of Mammalian Toxicity (CONT):

SPECIES TEST&EPA DURATION AND TEST MATERIAL RESULT MRID#


GUIDELINE CONDITIONS OR
NUMBER GUIDELINE
ADOPTED
Salmonela Mutagenicity Fatty Alcohol No Mutagenic Activity 42372002
Typhimuriu Blend, Batch No. in any of the 5
m Strains: CSI-91FA01-27 Bacterial Strains Used
TA 1535
TA 1537, TA
1538, TA 98
and TAlOO 870.5140
Mice Micronucleus Fatty Alcohol Maximum Tolerated 42372001
Test in Bone Blend, Batch No. Dose in the Toxicity
Marrow CSI-91FA01-27 Study>2000
mg/kg/day No
Evidence of
Micronucleus
Induction was
Detected in Bone
870.8380 Marrow Erythrocytes
Mice Mouse Fatty Alcohol No Evidence of 423720b"'.· /
Lymphoma Blend, Batch No. Mutagenic Activity in
L5178Y CSI-91FA01-27 any of the 4 assays
Mutation Evaluated
Assay
870.5100
Sprague- Teratogenicity Fatty Alcohol No Notable Effects on 42609301
Dawley Rats Using Dose Blend, Batch No. the Dam or the
Levels of CSI-91FA01-27 Conceptus at Dose
0,125,375,100 Levels of up to 1000
0 mg/kg/day mg/kg/day
870.3700

26
REFERENCES
(
\
TOXICOLOGICAL AND METABOLISM STUDIES

Author(s) EPA Year Title Data Owner MRID#


Guideline Protection
Number Claimed
Moore, G. E. 870.1100 10/2008 Alfol 810 DF: Acute Oral y Fatty 47589902
Toxicity Up and Down Alcohol
Procedure in Rats: Task
Laboratory Study Force
Number: 25549:
Eurofins/ Product Safety
Laboratories:
10/14/2008; 16 p.
Moore, G. E. 870.1200 10/2008 Alfol 810 DF: Acute y Fatty 47589903
Dermal Toxicity Study Alcohol
procedure in Rats: Task
Laboratory Study Force
Number: 25541:
Eurofins/ Product Safety
Laboratories:
10114/2008; 15 p.
.oore, G. E. 870.2400 10/2008 Alfol 810 DF: Primary y Fatty 47589904
\
Eye Irritation Study in Alcohol
Rabbits; Eurofin/ Product Task
Safety Laboratories, Force
Laboratory Study
Number: 25543;
10/14/2008 18 p.
Moore, G. E. 870.2500 10/2008 Alfol 810 DF: Primary y Fatty 47589905
Skin Irritation Study in Alcohol
Rabbits; Task
Laboratory Study Force
Number: 25544
Eurofins/Product Safety
Laboratories; 10/14/2008,
16 p.

27
TOXICOLOGICAL AND METABOLISM STUDIES

Author(s) EPA Year Title Data Owner MRID#


Guideline Protection
Number Claimed
Wilson, J. 1991 Fatty Alcohol Blend y Fatty Alcohol 42634201
(FAB): Dose Range Task Force
finding Study in Rats: Lab
Study Number: 490311:
7768. Unpublished study
prepared by Inveresk
Research International.
42p.
Jackson, D.; 870.2600 1994 Fatty Alcohol Blend C6- y Fatty Alcohol 43386201
Wilson, J. C 12 : Buehler Skin Task Force
Sensitization Test in
Guinea Pigs:
Lab Project Number:
555677: 10500:94014/
FATF. Unpublished study
prepared by Inveresk
Research International. (
\ ,,
65p.
Naas, D. 870.3250 1994 A 90-Day Dermal Toxicity y Fatty Alcohol 43701201
Study of Fatty Alcohol Task Force
Blend in rats: Final
Report:
Lab Project Number:
WIL-241001:94013-
FATF. Unpublished Study
prepared by WIL Research
Labs, Inc. 486 p.
Durando, J. 870.1300 512009 Alfol 810 DF; Acute y Fatty Alcohol 47777501
Inhalation Toxicity Study Task Force
in Rats-Limit Test; Lab
Study Number 26969;
Eurofins/ Product Safety
Laboratories, 515109, 23 p.

28
TOXICOLOGICAL AND METABOLISM STUDIES

-Author(s) EPA Year Title Data Owner MRID#


Guideline Protection
Number Claimed
Holstrom, 870.8380 1992 Fatty alcohol Blend y Fatty 42372001
M.; Innes, D. Micronucleus test in Alcohol Task
Bone Marrow of CD-1 Force
Mice:
Lab Project Number:
8568: 751943.
Unpublished study
prepared by Inveresk
Research International.
39p.
Dillon, D.; 870.5140 1992 Fatty Alcohol Blend Lot y Fatty 42372002
McCartney, No. CSI-91FA01-27" Alcohol
M. Testing for Mutagenic Task Force
Activity with Salmonella
typhimurium TA 1537,
TA 1538, TA 98 and TA
100: Lab Project
Number: 751938; 8604.
I
\ Unpublished study
'
prepared by Inveresk
Research International.
49p.
Cattananch, 870.5100 1992 Fatty Alcohol Blend y Fatty 42372003
P.; Riach, C. Mouse Lymphoma Alcohol
Mutation Assay: Lab Task Force
Project Number: 751985:
8715. Unpublished study
prepared by Inveresk
Research International.
55 p.

29
TOXICOLOGICAL AND METABOLISM STUDIES

Author(s) EPA Year Title Data Owner MRID#


Guideline Protection
Number Claimed
Wilson, J.; 870.3700 1992 Teratogenicity Study y Fatty Alcohol 42609301
Hazelden, K. in Rats: Fatty Alcohol Task Force
Blend (F AB): Lab
Project Number:
490327: 7821.
Unpublished study
prepared by Inveresk
Research
International. 72 p.

2. Formulated (end use product):

N-TAC:

Short Term Summary of Mammalian Toxicity:

SPECIES TEST EPA Guideline TEST RESULT MRID#


Number MATERIAL
Rat Acute Oral 870.1100 N-TAC >5000 mg/kg 49218303
Rat Acute Dermal 870.1200 N-TAC >2000 mg/kg 49218304
Rat Acute 8870.1300 N-TAC >2.09 mg/I 49218305
inhalation
Rabbit Primary Eye 870.2400 N-TAC Extremely 49218306
Irritation Irritating
Rabbit Primary skin 870.2500 N-TAC Slightly irritating 49218307
Irritation
Mice Dermal 870.2600 N-TAC Contact dermal 49218308
Sensitization sensitizer at
concentrations
>25%

30
References:
I
\
Author EPA YEAR TITLE OWNER MRID#
GUIDELINE
NUMBER
Lowe, Carolyn 870.1100 2013 Acute Oral Fair Products, Inc. 49218303
Lowe, Carolyn 870.1200 2013 Acute Dermal Fair Products, Inc. 49218304
Lowe, Carolyn 8870.1300 2013 Acute inhalation Fair Products, Inc. 49218305
Lowe, Carolyn 870.2400 2013 Primary Eye Fair Products, Inc. 49218306
Irritation
Lowe, Carolyn 870.2500 2013 Primary skin Fair Products, Inc. 49218307
Irritation
Lowe, Carolyn 870.2600 2013 Dermal Sensitization Fair Products, Inc. 49218308

1. N-TAC: Acute Oral Toxicity Up and Down Procedure in Rats - Limit Test; Product
Safety Labs, Laboratory Study Number 36692; August 20, 2013; 14 pp.

2. N-TAC: Acute Dermal Toxicity Study in Rats- Limit Test; Product Safety Labs;
Laboratory Study Number 36693, August 20, 2013; 14pp.

3. N-TAC: Acute Inhalation Toxicity Study in Rats- Limit Test; Product Safety Labs;
Laboratory Study Number 36694; August 20, 2013; 21pp.

4. N-TAC: Primary Eye Irritation Study in Rabbit; Product Safety Labs; Laboratory Study
Number 36695, August 20, 2013; 17pp.

5. N-TAC: Primary Skin Irritation Study in Rabbit; Product Safety Labs; Laboratory Study
Number 36696; August 21, 2013; 14 pp.

6. N-TAC: Local Lymph Node Assay (LLNA) in Mice; Product Safety Labs; Laboratory
Study number 36697; August 20, 2013; 24pp.

'
'

31
e. Effects on soil organisms, crops, or livestock:

This review concentrates on information available on n-fatty alcohols of "lower" chain


lengths (6 to 16 carbons). Most research shows that the behavior of these comP.Junds in
the environment Js similar due to the manner in w,hich the molecule is attacked and with
which it binds to soil. ~il microorganisms readily incorporate fatty alcohols into their
nutrient assimilation cycles CBuning-Pfaue and Rerun, 1972). Birds, fish and mammals
can ingest or digest th~se compounds or more complex compounds with fatty alcohol
component_s without a<lverse effects (Noweck~ 1987; Place and Roby, 1986; Obst, 1986;
Prahl, Eglinton and Comer, 1985). ·

Effects on Terrestrial Vascular Plants (corn, onion, sorghum, wheat, carrot, cucumber, lettuce,
radish, soybean and tomato).

Effects on Terrestrial Vascular Plants:

There were no phytotoxic abnormalties observed in any of the species from any of the
treatments. Overall, emergence was excellent, however, onions and carrots were much slower
emerging than the other species (non-treated controls included) . This resulted in no emergence
data collected at 7 days after
treatment for these species . This effect was not treatment related. There was no detrimental
effects from the fatty alcohol on seedling emergence or total fresh weight. Height of tomatoes
and radishes, at 21 DAT, was reduced in the fatty alcohol treatment by 11 and 15%,
respectively.

CONCLUSIONS

These data indicate that the fatty alcohol blend rate necessary to cause economically adverse
effects on these species is greater than the maximum labeled use rate. These data coupled with
the fact that the fatty alcohol blend is commercially applied to tobacco in a manner
which significantly reduces the likelihood of off- target movement indicates that this product
poses little threat (to non-target plant species. These data indicate that a more elaborate multiple
rate study (Tier 2) is not necessary to assess the potential impact of continued use of fatty alcohol
blends in commercial tobacco production.

32
\ References

Author(s) EPA Year Title Data Owner MRID#


Guideline Protection
Number Claimed
Willard, T. 850.4200 1992 Study of the Effects of Fatty y Fatty Alcohol 42495101
Alcohol Blend on Seed Task Force
Germination and Seedling
Emergence: A Tier I Terrestrial
Non-Target Plant Hazard
Evaluation:
Lab Project Number. CSI-
FATF-SFEI-92: FATF-9202:
. Unpublished study prepared by
American Agricultural Services
142p.
Massey, L. 850.4200 1993 Study of the Effects of Fatty y Fatty Alcohol 42631901
Alcohol Blend on Seed Task Force
Germination and Seedling
Emergence: A Tier I Terrestrial
Non-Target Plant Hazard
Evaluation: Amendment to
MRID 42495101: Lab Project
( Number. CSI-FATF-SGEI-92:
\
'· FATF-9202: Unpublished
Study prepared by American
Agricultural Services 6 o.
Willard, T. 850.4150 1992 Study of the Effects of Fatty y Fatty Alcohol 42514701
Alcohol Blend on Plant Task Force
Vegetative Vigor:
A Tier 2 Terrestrial Non-Target
Plant Hazard Evaluation: Lab
Project Number. FATF-9203:
CSI-FATF-VV2-92:
Unpublished study prepared by
American Agricultural Services
126p.
Massey, L 850.4150 1993 Study of the Effects of Fatty y Fatty Alcohol 42631902
Alcohol Blend on Plant Task Force
Vegetative Vigor: A Tier 2
Terrestrial Non-Target Plant
Hazard Evaluation:
Amendment to MRID
42514701: Lab project number:
CSI-FATF-VV2-92: FATF-
9203. Unpublished study
prepared by American
/ Agricultural Services, Inc.
\ 7p.

33
10. Safety information including MDSD Form: (

\ .·
MASCOL80

0-TAC PLANT CONTACT AGENT

N-TAC (As Plant Contact Agent)

Reference Tab 3 & 5

11. Research information:

a. Literature Review on Fatty Alcohol Compunds; Lab Project Number FATF-9101;


Compliance Services International; November 15, 1991; 60 pp.

b. Reregistration Eligibility Decision (RED) for Aliphatic Alcohols; US EPA Document


EPA 738-R-07-004.

c. Aliphatic Alcohols: Human Health Chapter of Reregistration Eligibility decision


(RED) cocument Reregistration Case Number 4004, June 30, 2006.

Reference Tab 3

12. A Petition Justification Statement:

Inclusion of a Synthetic on the National List 205.601 (k) (2)

• Explain why the synthetic substance is necessary for the production of an organic
product?

• Crop Sucker Control:

The Fatty Alcohols being petitioned for use in organic crop productions, have beeen used
on farms for several decades with a positive and effective use history, has an excellent
record in the field, the environment, and human safety; with cultural benefits.

Proper crop use of these Fatty Alcohols reduces overall insect/pest pressures and
chemical use, farm labor exposure, farm labor cost and energy. Through carefully timed
;applications as required, it reduces crop hand topping and suckering, this activity benefits
the overall farm resources management, during the pre-and- post harvest peiords.

When used in conjuinction with traditional cultural practices, Fatty Alcohols, increases
crop yield, quality and marketability and has been shown to increase gross yield by
several hundreds pounds per acre, with a substandial income increase in crop value for
the farmer!

34
/ Additionally, clean sucker and foliage control enables machine harvesting, once again
increasing crop yield and quality, and providing major energy and labor savings.
Following are a few benefits realized by the farmer when using Fatty Alcohols:

• Yield increases amounting to 20-25 pounds per acre, per day.

• Pest/insect population reductions .

• Labor and chemical use reduction .

• Time/cost savings at critical pre-post-harvest handling.

• Increase crop quality and yields and gross income margins to the farmer .

In summary, the proper use of Fatty Alcohols on crops, increases crop quality, yield, and
value-added components, at substantial labor and energy reductions, which contribures
significantly to the farm gross/net income of the family farm unit!

Reference Tab 7

13. Commerical Confidential Information Statement:

We are not declaring any Confidental Business Information (CBI), at this time!

REFERENCES:

Please Utilize the Reference List and References as indicated throughout this petition.

(
\

35
1. List of Activities for which the substance will be Used:

a. Sucker control on organic crops: 4-6% solution of the formulated product applied
directed broadcast over the top of tobacco plants in the early button to early flower
stage of growth when suckers, axillary buds are succulent tender, utilizing 50 gallons
of spray solution per acre.

Mode of Action:

Upon contacting the axillary buds/suckers at the leaf axils, the solution containing the
active substance quickly dissolves the thin undeveloped cuticle or waxy area and
results in desiccation of the axillary bud/ sucker by rupturing cell walls and rapidly
evaporating liquids.

(
\

Chemical Structure:

HHHHHHHH
H C-C-C-C-C-C-C-C-OH (1-octanol)
HHHHHHHH

HHHHHHHHHH
H-C-C-C-C-C-C-C-C-C-C-OH ( 1-decanol)
HHHHHHHHHH
Industry Experts

OMRI Reviews & Industry Certifications

/
····--··········-----------------'---------

ICOF America Inc


9600 Colerain Ave, Suite 402, CincinnaU. OH 452451 Tel: 513-791-6813 Fax: 513-791-2767

May 8, 2014

Fair Pro.d.urn~ !nc.


806 Reedy Creek Rd
Cary, NC 27513

Dear Mr. Grainger and Mr. Harding:

We consider the MASCOL 80, produced from sustainable PKO, to be from a Natural Process,
utilizing the D1;1vy Methodology; and therefore is not considered a synthetic alcohol, in our
industryI

The MASCOL 80 is utilized in the production of Natural Detergents and is in high


demand throughout that Industry. because it is derived from a nati.Jral process I

Thank you very much for your tlm~.

Sincerely yours,

·z~lU~
. John Schnieder. . ...

.fCOF. America Inc


· 9600 Colerain Ave, Suite 402
Cincinnati. OH 45251

_,_
Renee Allen r·
---------------------------ii-----------------------------------------
'=rom: [email protected]
Sent: Thursday, March 14, 2013 3:59 PM
To: Renee Allen
Subject: · RE: Request from Frank
Attachments: RE: {Contact OMRI] Classification of fatty alcohol (2.98 KB); RE: [Contact OMRIJ
Classification of fatty alcohol (4.28 KB)

Renee,

See the comments from our technical group.

Yes this is funny and this was the same reply I got when I queried the US Agency for the classification
of our alcohol as not natural. If this is the case then only the wax ester route of Lurgi will be
classified as 'natural'. The Lurgi methyl ester route also employs methanol in the
transesterification. The short chain alcohol is never produced from wax ester route so this means
there are no natural short chain alcohols in the whole industry.

Please see the emails received on the definition of synthetic alcohol. By this definition, there will be no
natural alcohols at all unless the Lurgi wax ester route is modified so that the hydrogenation plant can
be run on short chain alcohol. We have tried this in Ecogreen but the He content will be too high to
meet the market requirement and it will be too costly to fractionate the C6-Cl0 alconoJ. More so, the ( .·
•ax ester route does not allow change in feedstock as too much downtime will be employed to flush the · · .·
-- -- - s·ystetri ·c,f-fhe-prevfous -materfuCtn-sliorf no. company-wili produce-short chain
alcot1~1 ·usingthe wax -. ----
ester route. Therefore, where will they source natural short chian alcohol.

There definition is natural is different than other organizations.

Thanks,

John Schnieder

ICOF America Inc


9600 Colerain Ave, Suite 402
Cincinnati, OH 45251

Office: 513-245-7061
Cell: 513-746-7663
Fax: 513-791-2767

A member of the Musim Mas Group

Note: Purchase orders should be sent to the ICOF America customer service group at [email protected].
From: Renee Allen [mailto:[email protected]]
Sent: Wednesday, March 13, 2013 3: 16 PM
To: [email protected]
Subject: Request from Frank
Importance: High

Hey John,

Frank asked me to tell you that we need an absolute argument from your chemists indicating that the alcohol ls a non-
synthetic alcohol.

If you have any questions, please call Frank.

Thank you,

Renee' Allen
FAIR PRODUCTS, INC
www.fairproductsinc.com
(919) 467-1599

- ~-
Renee Allen

icrom: Lindsay Fernandez-Salvador <[email protected]>


Sent: Tuesday, October 30, 2012 12:21 PM
To: [email protected]
Subject: RE: (Contact OMRl] Classification of fatty alcohol

Hello,

Fatty acid alcohols are usually derived from vegetable oil via some sort of hydrolysis. Depending on the type of
hydrolysis (i.e. chemical vs steam/pressure) we would consider it synthetic. Further, the fatty acid alcohols are usually
fractionated in some way; we would want to see that process to make sure there were no synthetic reactions occurring
there as well.

In short, not all fatty acid alcohols would be considered synthetic, but some would. OMRI would have to review the
sp~cific ingredients and manufacturing processes to be sure.

Regards,

Lindsay Fernandez-Salvador
Program Director
Organic Materials Review Institute
P.O. Box 11558
Eugene OR 97440-3758
\ 1ffice {541)343-7600 x117
.'~ ·- · - ·t=ax (541)343J8911 · ·- · · ·
www.omri.org
CONFIDENTIALITY NOTICE

This email, including any attachment, may contain information that Is confidential for the use of the Intended recipient
only. Any review, reliance or distribution by others or forwarding without express permission is strictly prohibited. If you
are not the intended recipient, please contact the sender"and delete all copies. Information submitted to OMRI is
considered confidential in accordance with the OMRI _Policy and Standards Manual Section 1.6.

-Original Message-
From: Jean Schauerman
Sent: Monday, October 29, 2012 7:38 AM
To: Lindsay Fernandez-Salvador
Subject: FW: {Contact OMRI] Classification offatty alcohol

Jean Schauerman
Administrative Specialist
Organic Materials Review Institute
P.0. Box 11558
ugene OR 97440-3758
Office (541)343-7600 ext.100
Fax (541)343-8971
.. 1 ...
www.omri.org
CONFIDENTIALITY NOTICE

This email, including any attachment, may contain information that is cor:ifidentlal for the use of the intended recipie
only. Any review, reliance or distribution by others or forwarding without express permission is strictly prohibited. If yo ..
are not the intended recipient, please contact the sender and delete all copies. Information submitted to OMRI is
considered confidential in accordance with the OMRI Policy Manual and Standards Manual Section 1.6. .

--Original Message-
From: [email protected] [mailto:[email protected]] On Behalf Of
Sent: Monday, October 29, 2012 2:14 AM
To: [email protected]
Subject: [Contact OMRI] Classification of fatty alcohol

Leng Gador sent a message using the contact form at http://www.omri.org/contact.

Please clarify why fatty alcohols derived fro,m vegetable oils are classified as synthetic.

(

... 2 -
Renee Allen

From: Lindsay Fernandez-Salvador <[email protected]>


Sent: Tuesday, October 30, 2012 6:57 PM
To: [email protected]
Subject RE: [Contact OMRI] Classification of fatty alcohol

Hello,

The vegetable oil that is hydrolyzed by steam would be nonsnythetic. However, the esterification step to produce
methyl esters would then render your particular substance as synthetic. This is because it is a synthetic reaction to
produce a third, unique chemical. Your product would need to be reviewed by the NOSB for addition to the National
List.

Regards,

Lindsay Fernandez-Salvador
Program Director
Organic Materials Review Institute
P.O. Box 11558
Eugene OR 97440-3758
Office (541)343-7600 x117
Fax (541)343-8971
www.omri.org
':ONFIDENTIAUTY NOTICE

This email, including any attachment, may contain information that Is confidential for the use of the intended recipient
only. Any review, reliance or distribution· by others or forwarding Without express permission is strictly prohibited. Jf you
are not the intended recipient, please contact the sender and delete all copies. Information submitted to OMRI is
considered confidential in accordance with the OMRI Policy and Standards Manual Section 1.6.

-Original Message-
From: [email protected] [mailto:[email protected]]
Sent: Tuesday, October 30, 2012 3:52 PM
To: Lindsay Fernandez-Salvador
Subject: Re: [Contact OMRI] Classification of fatty alcohol

our fatty alcohols are produced from methyl esters. The methyl esters are produced by esterification of fatty acids. The
fatty acids are produced by splitting the oil with steam. Are c:>urfatty alcohols classified synthetic?

Sent from my iPhone

On Oct 31, 2012, at 12:20 AM, "Lindsay Fernandez-Salvador" <[email protected]> wrote:

Hello,
(
'.atty acid alcohols are usually derived from vegetable oil via some sort of hydrolysis. Depending on the type of
hydrolysis (i.e. chemical vs steam/pressure) we would consider it synthetic. Further, the fatty acid alcohols are usually

- ;3-
fractionated in some way; we would want to see that process to make sure there were no synthetic reactions occurring
there as well.

In short, not all fatty acid alcohols would be considered synthetic, but some would. OMRI would have to review the
specific ingredients and manufacturing processes to be sure.

Regards,

Lindsay Fernandez-Salvador
Program Director
Organic Materials Review Institute
P.O. Box 11558
Eugene OR 97440-3758
Office-(541)343-7600 x117
Fax (541)343-8971
www.omri.org
CONFIDENTIALITY NOTICE

This email, including any attachment, may contain information that is confidential for the use of the intended recipient
only. Any review, reliance or distribution by others or forwarding without express permission is strictly prohibited. Jfyou
are not the intended recipient, please contact the sender and delete all copies. Information submitted to OMRI is
considered confidential in accorda11ce with the OMRI Policy and Standards Manual Section 1.6.

-Original Message-
From: Jean Schauerman
Sent: Monday, October 29, 2012 7:38 AM
To: Lindsay Fernandez-Salvador
Subject: FW: [Contact OMRI] Glassification of fatty aleohol

Jean Schauerman
Administrative Specialist
Organic Materials Review Institute
P.O. Box 11558 .
Eugene OR 97440-3758
Office (541)343-7600 ext. 100
Fax (541)343-8971
www.omri.org
CONFIDENTIALITY NOTICE

This email, including any attachment, may contain information that is confidential for the use of the intended recipient
only. Any review, reliance or distribution by others or forwarding without express permission is strictly prohibited. If you
are not the intended recipient, please contact the sender and delete all copies. Information submitted to OMRI is
considered confidential in accordance with the OMRI Policy Manual and Standards Manual Section 1.6.

--Original Message--
From: [email protected] [mailto:[email protected]] On Behalf Of (
Sent: Monday, October 29, 2012 2:14 AM \_ . . ··
To: [email protected]
Subject: [Contact OMRI] Classification offatty alcohol

- If-
Leng Gador sent a message using the contact form at http:Uwww.omri.org/contact.

\
Please clarify why fatty alcohols derived fro,m vegetable oils are classified as synthetic.

/
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\
(
I

AgriSystems lnternationa/Tll\ \_

· The Organic Consultants


125 West Seventh Street ,,:, Coni;.:i;;; iJf l.VOG Inc. Telephone: 810 883~6700
Wind Gap, Pennsylvania 18091 USA Facsimile: 810 863-4-822
Email: [email protected]

August 31, 2012

Ms. Andria Schulze


Product Review Coordinator
Organic Materials Review Institute
2649 Willamette Street
Eugene, Oregon $>740-3134

Dear Ms. Schulze:

Please find herein· and herewith attached our Rebuttal To The OMRI Decision for the Natural Alcohol used in
· 0-TAC Plant Contact Agent, being submitted on behalf of my clients Santa Fe N:atn.ral '.fobacco Company
(SFNTC) and Fair Products, IncJSouth Atlantic Services , Inc. , located in North Carolina.

AgriSystems International, are the Organic Program Consultants for these companies and the primary contact
for this OMRI Application for 0-TAC.

We are submitting our Rebuttal per your email letter dated August 3, 2012, whereas the OMRI Decision stated that
the Natural Alcohol used in the 0-TAC Product was· a proht'bited synthetic material and tberefore·the 0-TAC
Product.is not approved for or.genie crop productipn, cenifie..d un~the }{OJ>_?___ ... _ _ _ _ _ ______ .. _

Please find her~with (FedEx) our check for $250.00 to cover the O:MRI Rebuttal Fee, any questions, contact me.

OMRI Decision Rebuttal for 0-TA~ Natura~ Fatty Alcohol:


. .
• We acknowledge the receipt of the OMRI Decision Letter and Email dated August 3, 2012; whereas QMRI
declared the Natural Fatty Alcohol a prohibited synthetic, because of the methanol esterification and
hydrogenation steps•

• We are rebutting this decision based upon the information contained in the Independent Third Party Review
and other relevant documents, herewith attached; whereas, the (hydrogenation step) is actually il ReductJve
Environmental Process Step found in nature and therefore is a natural process step end not a synthetic
hydrogenation step!

. It is our desire to have the OMRI Decision ·reversed and therefore recognize and permit the Natural Fatty
Alcohol as naturally derived and not synthetic; and therefore approve the 0-TAC Product for use on NOP
organic crop production!

. Our formulation has not changed since our original product review submission to OMRI!

It hes been our goal ove.r the last forty (40) years to incorporate into our work and recognize - that one of the main
tenants of organic agriculture , the community and industiy is attempt to avoic:l wherever possible the use of
synthetic compounds not found in nature and utilize ali elements of a sustainable system.

However, a balance of using modem lmowledge and compounds found in nature is needed to prevent ex®ssive crop ·
loss and maintain a quality crop harvest. lt is recogniZed in the strictest sense, all agricuJtme disturbs the natural
ecosystem, our goal in organic farm production is to maintain reasonable yield$, ~emonstrate exceJJentr~ource
stewardship that truly builds a sustainable system . Therefore production tools, p.x:oduc~ using natural coippounds are
essential for the organic fllfI!ler today! ·
We therefore request your further review of all documents submitted to OMRI and thatyou recognize the 0-TAC
Product meets the Requirements of the National Organic Program (NOP).

Thank you very much for your consideration of our Rebuttal and I look forward to hearing from you soon.

Sincerely yours,

AgriSystems International

~~~~
Thomas B. Harding, Jr.
President
Organic Program Consultants SFNTC

Build~g Sustainable Partnerships With Nature Through Organic Food and ~~iculture
.
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..- /

... . . 4'. . . . . . . . - - -

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P.O. Box 11558, Eugene, Oregon 97440-3758


· 541.343.7600 • fax 541.l43.:
lnfo@omr

..
Thomas Harding, Jr.
· Fair Products, Inc.
125 W. Seventh Street
Wind Gap. PA 18091

Subject: 01\.ffi.I Status Notification for 0-TAC Plant Contact Agent® (fai-3376)

Dear Thomas,
The OMRI Review Panel has reviewed 0-TAC Plant Contact Agent® (fai-3376) and deteimined that it is·
Prohibited for use in organic production because it does not comply with the OMRI Policy and Standards
Manual which is based on the requirements of the USDA~ational Organic.Program (NOP) Rule (7.CFRPart ·
205). . . . . . . . . .

Specifically, the Review Panel detennined that 0-TAC Plant Contact Agent® is prohibited because the
active-ingredient is a ,Synthetic ~ateriaJ which does not appear-on the National List a~ §2PS.601. As such it is not
allowed for use in organic production. · ·
.You can petition the NOP to have the prohibited substance considered for use in organic production. Fo~ (
information on the petition procedure, see the N9P website. You ·may also choose to refo~ulate your product ·
to remove·any:prohibited· substances,·and submit a new product application and-fee-to ~MRI for review at any .-
thn~.
Please he advised tl).at the OMRI Listed® seal and wording can not be used for this product Any · ·
unauthorized use of the OMRI Listed seal and name may result in legal action against tlie company that'violates
the OMRI ~eiil Use Policy. A list of prohibited products is periodically circulated ~o subscritiing certifiers.
'This letter serves as OMR.I's final re8ponse regarding the status ofthis product. Ifyou wish to rebut this
· decisio~. please refer to §5.2 of the OMRJ Policy and Standar~. Manual, and ensure that the rebutta1 is received
within 30 days of the date of this notice. Please be advised that, in accordance with our policies, a notice of.
reforniulation does not constitute a rebuttal. · ·
PI~e contact me with any questions.
Sincerely,

Andria Schulze .
Product Review Coordinator . .. . " · ··
(541)343-7600 xf12. . · · · .., · ·~· · · · ·· ·
[email protected] · · : :. : · .
·.
pe~Box··I ·1:5-5-8;·Engene;·6R:-91449·3-75·&;·Fft!·f.$41)-34~-899.J- .. ··-· ·-···· ·-·· ···· ........... ····-·... ····---..······---...-.............. --·--'·· . ······ ....... .
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fai-3376 12ProhibitedNoticel F Pagel of I

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August 30, 2012
'
THE UN,!XER,SITY

WISCONSIN
MADISON

Mr. Thomas B. Harding, Jr.


AgriSystems International
125 w, Seventh Street
Wind Gap, PA 18091

Re: Independent third-party review of 0-TAC agent (AKA Mascol 80, fatty alcohol methyl esters)

This document outlines the production fatty alcohol methyl esters and the similarities with
natural processing found in microbiological fermentation. The rationale is to show the chemical
modifications, as outlined in the fatty alcc:>hol methyl esters process, prod~~e the same .
compoun·ds as found in fermentation processes. Fermentation Is considered by many agencies.
to be a natural process. Benefits of the fatty alcohol methyl esters process provide for more ·
specific chemical- specie, better yields, and with substantially less collateral waste as compared
to fermentation. · ·

_l_J)_tl]e_ s~rJ9:~g s_~n~e, ~!"IY.f~.en}_tc~J. ".!IC?dJf!c'!~~o_!l_~QUI~ ~e- c~ry~i_(j_er_e~ ~nthetlc. -Even something
as simple as leaving naturally occurring and extracted compounds exi:>osecf tci"air "co.ul~f° produ~e
oxides that would potentially change the function of the.material. However, in this case; the
- reductjve environment is more similar.to processes found In nature than true·s'Jnthetlc a
hydrogenatio!l. One example Is the instan·ce of natural acidification through fermentation, for
example, the production of an organic acid when another organic substrate Is metabolized.
These are chemical changes, yet, it Is widely accepted t~at it is also a natural process. This
results in one of the most simplest chemical modification reactions: the addition of ionic
hydrogen (H+) to the organic acid (COO-) to produce the protonated form of the acid (COOH).
Also, once these acids are produced, they are free to react with alcohols to form est~rs, thus .
producing many of the "fruity" favors we see with fermentation (wine, cheese, beer, etc).
Another.well-known product of fermentation is ethyl alcohol, as well as many other alcohols.
Levels of ethanol produced by yeast can g~t as high as 20% as _seen in some biofuel applications.
Alcohol production in fermentation syste_ms is used to shuttle and store electrons to extend as
much as possible the oxidation requirements of the organism's metabolism.

The fatty alcohol methyl esters process outlined prodyce compounds that are found in nature
and are also produced in large amounts within a fermentation process. However, fermentation
may have low yields and thus the fatty alcohol methyl esters process employed uses modern
chemistry to produce something that could be created by natural processes, but in a way that Is
more economical and potentially less impactful to tbe environment. It Is also interesting to note
in fermentation systems the lack of report relative to reduction of unsaturated double bonds on
/
I the fatty acids, which Is in contrast to·well known and well accepted synthetic position In the
\
hydrogenation proc~ss used with margarine manufacture.

Department of Food Science


Babcock Hall University of Wisconsin-Madison 1605 Linden Drive Madison, Wisconsin 53706-1519.
608i262-3046 Fax: 608/262-6872 http://www.wisc.e<!ulfoodsci/
(

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THE. UNIVERSITY

N_SIN-
WISCO___
MADISON

There can be co·mparison of a fermentation process versus the fatty alcohol methyt·esters
process. Fermentation could be set up to produce free fatty acids from the plant-sourced
triglycerides. Also, fermentation could also lower the oxygen content su~h to produce a very low
oxidation-reduction potential, that is, favoring the reduction of oxygen containing compounds.
This would promote the reduction of acid to th~ alcohol. Also, fermentation could produce
methanol. The .production of esters from acids ·and alc;ohols Is very common in fermentation as
well. The outlined fatty alcohol methyl esters process does not use fermentation, so the use of
hydrogen provides for a reduced· oxygen-limited environment. In blogas reactors (a specific type
of ferm~ntatlon), hydrogen Is produced as weil. ·

Fermentation systems have the benefit of bacterlafenzymes that catalyze reactions·. The benefit
or° using enzymes is that specific chemkal motlifications can be done at biological appropriate ·
temperatures. The used of a catalyst in the fatty alcohol methyl esters process promotes the
reduction of the acids, but does not get added or consumed into the chemical reaction. Just like
fermentation uses moderate tern peratures, the use of the catalyst In the fatty alcohol methyl
est~rs process also allows lower temperatures to control better compounds produced. There Is
~lso on!y about 1 atmosphere of pressure used, just enollgh to help the efficiency, so again, mild
corydltions are employed when compared to other lndust~ies.
-- -···--- . -"·------- -·---.--·--- ------·.··· ------·
In conclusion, it is my opinion after reviewing the Masco! BO/fatty alcohol methyl esterification
and reduction process flow, that this Is more similar to a natural alcohol {green.chemistry)
process than ·a truly synthetic process.

Franco X. Milani
Assistant Professor, Extension Food Manufacturing Specialist

Departm·ent of Fo~d Science


University of Wisconsin-Madison
Madison, .Wisconsin 53706 ·
Tel: 608-8~0~640
Fax: 608-262-6872
·Email: [email protected]

. !

c
Department of Pood Science
Babeock Hall University of Wisconsin-Madison 1605 Linden Drive Madison, Wisconsin 5370&-:1519
608/262-3046 Fax: 608/262-6872 http://www.wisc.edu/foodsci/
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UNIVERSITY OF CALIFORNIA; SAN DIBGO ucst


BERKELEY. DAVIS , IRVINE• LOS ANGELES • MERCEp • RI\/ERSIDE • SAN DJEGQ • SANJ'RANCrsCO SANTA BARBAR.A, 8.ANI'A •..• J.

James K Whitesell . University ofCaliforniq, San Diego


Professor of Organic and Mate:iazS Chemistry· Department ofChemistry & Biochemistry
Tel: (858) 534-5870 . . '61 DOE f acific Hall , ·
.Fax: (858) 534-:0969 9500 Gilman Drive, MC-0358
e-mail: [email protected]~d.edu . La Jolla, CA 92093-0358
·.
November 15,2011.
Jv.fr. Frank GJ;ainger ·
Fair :products, Inc.
· POBox386 .
.
· Cary, NC27512-0386 . ·.
Dear Mr: 9rafilger:
I am r~ponding to your r~quest fOr an evaluation of the ~ght-c~ alcohols that you use in fonnulating
Fair 0-Tac~ a proprietary blend consisting of a mixture of eight- and ten-carbon straight-chain alcohols as
active 5ngredients. I have examined the process used by Muslin MaS to pf<?duce this mixture from natUrany
occurring triglycerides· deyived from natural so~; Musim Mas markets ~ ~ as MAS COL 80 anr ·
_!b:_e!r_P._IQ~?· ·k.!Jp'?J.ll i:is_ fu,~ J:?~V)7- pr?~~es ~~d-~e _a!c:>~G~ J?!?_duc~. ~i.ng this tecbnplogy should b1.
considered as fully organic. Davy Technology acknowledges Musim: Mas as a partnerlli t1iis verifu.re~ - - - - ·- - -
Brj.efly, the Davy i)rocess converts lla.~ally. occurring trigiy.ceri~es (which ar~. esters of glycerin) futo·methyl
.est'~:rs. 1Jiese eSters are then :reduced with hydrogen and a catalyst to· form the miXtUre of alcohols comprising
. MASCOL 80. The methanol iritrcduced.in ·the·first stage u~ removed in the second (an~ recycled, .that is,
.. reused for th~ iii-st stage). Nothing Unnatural is introi:luced into the pl;Oduct rueohols chning'tbis process. All of
the carbon, oxygen, and hydrogen present ·ip. the _alcohols produced cm;ne from the statt:i:z:i.& natural,
triglycerides.
I should n_ote that the production of fatty acid t;riglycerides by liying systems produces mixtureS that vary in
. composition not only from species to spe~ies (both plants· and animals use these trigiycerides for a variety of
functions) but also vary with external co~tions. For plants, th~e conditions inclqde all of the'nonnal
growing variables including temperature, ambient light, etc. Thus, it is perfectly understandable .that
·MASCOL 80 will vruy in th~ precise percentage composition of the compo:i;i.ent alcohols from batch io batch.·
This variation should in no way altar the effect ofFair OTac as a contact sucker·control agent for tobacco. The ·
function of these al90hols ~_sucker control stems. from a molecplar sti:icture with two parts: f~ soluble (the
hydrocarbon chain); and water ~oluqle (the .alcohol end 6~ t?-e 9hain) .._'.fhe ratio is relatively Unimportant.
.
Indeed , this variation in composition.:impij.es that. fue alcohols were deriv.ed from natural sources..
r hope that I haye provide~ the clarific8.tioii th~t you need. Piease feei free to call on1:11e ~the fu~e.
ISO, GMP, RSPO, and Other

Certifications
PT. MUSIM MAS
Head Office: JI. K..L. Yos Sudatso Km. 7,8 Faclory: JL Oieo, ICnwwn Jndustri Medan II
~njung Muliil -Mcda'll 20241 Sacntis - Pcrc\ll Sei 1\w:I, Ot:li SCidang
Sumatera Utara - Indonesia Medan 2037 J -Indoncaia
Tel: (62-61) 6615511 - 6619866 Tel; (62-6116871123
Fax: (62-6Ji 6613060. {;617386 Fax: (62-61} 6871152-'871153
Email: oleo@mµsirnmas.eom

Date: 15th January 2014


wilhoul prcjudi<•

To Whom It May Concern:

Re: GMO Free Statement Letter

Based on our knowledge of the production methods and product formulation, fatty alcohol
manufactured by PT. Musim Mas is free from GMO.

Certified by; Approvedby: _


PT. Musim.Mas
CERTIFICATE
RSPO SCCS
CERTIFICATE CODE: CU-RSPO SCCS-816551
Based on an audit according to the regulations stated In the RSPO Supply Chain Certification
Systems, version November 2011 and a signed contract, Control Union Certifications herewith
certifies that the faclllty(s) listed below are found to be in compliance with the RSPO Supply Chain
Certification Systems, version November 2011. This guarantees that the criteria for processing RSPO
certified sustainable palm oil and palm kernel oil through one or more of the supply chain models as
stated. In the RSPO Supply Chain Certification Systems have been met.

Certificate holder lnfonnation

Comoanv Name: PT. Musim Mas - KIM 2


RSPO member number:
Company Address: ~udarso Km.7,B, Tanjung Mulla, Medan Dell, Medan,
JI. K.L. Yos
Sumatera Utara-20241. Indonesia
Contact manaaer*: Mr. K.CChla
Contact Email: [email protected]
RSPO realstered oarent comoanv of which the certificate holder Is a subsldlarv f!f aoollcable):
Comoanv name: PT. Musim Mas

(
RSPO member number: 201411000000
. .
* Contact details of management representative responsible for overseeing the certification process

Validity of certificate starts: 09/12/2012


Validity of certificate ends: 08/12/2017
Date of first RSPO certification: 09/12/2010

Issued by Control Union Certifications.


Meeuwenlaan 4-6, P.O. Box 161, 8000 AD Zwolle, The Netherlands;
Tel: 0031 (0) 38 426 01 00.

Certifier: Markus Fertig


Date: 04/12/20i2

certificate no: CB16551CU-RSPO sccs-01.2012

Signature of certifier:
On behalf of the Managing Director.

Control Union Certifications Is accredited for ISO/IEC Gulde 65:1996


Approved by the RSPO for RSPO SCCS on 03/06/2010

(
Control Union Cenificatlons
"°*"'"OfttMl'OI UnlonWDltd Cilllup

Page 1of2
.RSPO
Roundlable on Sustainable Palm OJI
I,
Annex 1 to Certificate - RSPO SCCS

CERTIFICATE CODE: CU-RSPO SCCS-816551


Control Union Certifications has performed an inspection assigned by:
Comoanv Name: PT. Musim Mas - KIM 2
RSPO member number:
Company Address: JI. K.L. Yos Sudarso Km.7,8, Tanjung Mulla, Medan Dell, Medan,
Sumatera Utara-20241 Indonesia
Contact manaaer: Mr. K.CChla
Contact Email: [email protected]
RSPO realstered oarent comoanv of which the certificate holder Is a subsidlarv (If aoollcable):
Comoanv name: I PT. Musim Mas
RSPO member number: 201411000000

Certificate infonnation

cu Name of facility: Location address: Supply chain.


code: model•
REF 1 PT. Muslm Mas KIM Jalan Oleo, Kawasan Industrla Medan 2,
2 Saentls Percut, Sel Tuan Dell Serdang, 181 IP, 181 SG, 181 MB
20371 MedanSumatera Utara. Indonesia
* Select appUcable box(es)

Summary report, including brief description of the scope of assessment

Pwr;hase of certined Crude Palm OJ/ and Crude Palm Kernel Oii, Renne, Process, Fractionate and
Sales of RSPO Certified palm o/I (CPO) and Palm ~eme/ o/I (CPKO) through Identity Preserved, ·!
Segregation and Mass Balance supply chain model and processing into certified CPOL, CPST, \_
CPKOL, CPKST, .8.BDPO, RBDOL, Double Fractionate Oleln, .Palm Mid_ Fractionate, RBDSI, Palm Mid
Stearln, Double Fractionate Stearln, PFAD, RBDPKO and PKFAD, RBDPKOL, RBDPKST, Glycerlne
and Fatty Acids, Soap noodles, Finished Soap Bars, Amides, Esters, Fatty Alcohols and Methyl
Esters.

This certificate Including the annex remains the prop~rty of Control Union Certifications and can be
withdrawn In case of terminations as. mentioned In the licensee c:Ontract, or In case changes or
deviations of the above mentioned data ocrur. The licensee is obliged to Inform CUC Immediately of
any changes In the above mentioned data. Only an original and signed certificate Is valid.

Authenticated by:

Certifier: Markus Fertig

Date: 04/12/2012
Certificate no: cs1sss1cu-RSPO sccs-01.2012

Signature of certifier:
On behalf of the Managing Director.

/ / i7 <::::;"~·-- --· ........ ---


///(~
/ /'

//
Central Union Certifications
M«dltl ofCtMl'JI Ul'doftWutd GNIUP

Page 2 of2
RSPO
Rcuncllable on sustainable Pam OR
~ ~OSHER CERTIFIOATif KCI 3281991 - l

r
®KOSHER
f£~!~,~JJQN P.T. MUSIM MAS (OLEOCHEMICAL DNISION)
28 Adar I, 5n4
February 28, 2014

Kashruth Administrator JL. OLEO, KAWASAN INDUSTRI MEDAN II


MEDAN 20001, NORTH SUMATRA (INDONESIA)
PHONE: 011-82-61-861-9866
FAX: 011-62-61-661-7386
The following products sold by PT. Musim Mas (Oleochemical DMsion) are certified Kosher with the listed restrictions.

Name K..fD Status Restriction Size


MascolSO . Passover @PSYMBOL
TJds a:rtificatc is VAL1D UNTIL Febniary 28, 2015

Verify authenticity by entering K-ID at


www.dlgltalkosher.com
RABBI DON YOEL LEVY, Kashruth Administrator
······-··-··--·-· •"- . . . . . . ·-
·---~-- -··~----·-··-----·-

391 li Avenue, Brooklyn, New York 11213 U.S.A.• Tel: 718 756-7500 Fax: n&-756·7503 • E-Mail: [email protected]

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PT Mu:slm..ftlfas :.· : ,, ... -. ..

Jalan- or~;~~$'.fl'idUstrfM~il~n IJ
. SAe.~-:P~uf$$i T~~.i'l
0e1i..s.eroa]Jg;...'2os11, Medan.
'·· .·· 1NooNE~A .
b!\Sbeei!:p~'.~nd ~·~$·~:JM·~~~~cif

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CERTIFICATE OF ACCREDITATION
LP-668-IDN
Date cl issue : 23 November 2012 Date of expiry : 22 November 2016

Granted to
ANALYTICAL LABORATORY OF OLEOCHEMICALS AND SPECIALTY FATS
- PT. MUSIM MAS
. 'cit- -. -- - - ~ - - - - - - - - - - - -.
JI. Oleo Kawasan Industri Medan II Saentls, Percut, Sei Tuan Deli Serdang, Medan 20371
Which has shown Its competence as
TEmNG LABORATORY
by Implementing consistently

SNI ISO/IEC 17025:2008 (ISO/IEC 17025:2005)


General requlrem~nts for the competence of testing and calibration laboratories
for the scope of accreditation as sJ)edfied in the annex
KOMITE AKREDITASI NASIONAL

~~~ .l
·---~
l>fof. Dr. BAMBANG PRASETYA
CHAIRMAN
7"/1 aullf/t:DI• nllrhl t/w /rJl>o,OIOl)'IDJUe lh• Marl 1//14/ra/ltf /wroilf 1111 /mlriicer~ h/llr1-Js. ""-tlKmcnltllld OIMT/1'0lllolfllll [11111KJtt8 hi~ wilbtktumfntdnp/atlllll.
71rJs C•rlJf/l:tllu may llOI k rrproduad In part, at:epl infllll. w/llrall/ >w/U"11 pem/uit»Jfioai Komiu. lfkndllml NaJlonol fNolional Ai:t:rrdilalJon Bad)I ofhJtlonalDJ.
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Certificate SG12/03970
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lbe managemert system of

PTMUSIM MAS
KIM I: JL. Pulau Palu, Kawasan lndustrj Medan 1
._.:·. ··~. < i Mabar, Medan 20252. SUmatera Utara
·, .. -~"·.
....... ,.': :; INDONESIA
.. :\-;:."\(·].
: :... .•·:.: has been assessed and ce1111ied as meeting Ille requlremen1$ of
);;'~?-:.'!

:5~~ 1 1 l·SO 14001 :2004


For the followlllg activllles

The scope of registration appears on page 2 of this certificate.

This certificate is valid from 28 May 2012 until 27 May 2015 and remains
varJd subject to satisfactoty su1Ve1llance auarts.
Re certification audit due before 15 March 2015
Jss'ue 1. certified since 28 May 2012
. . . _ . This is a mufti.,site certification.
Addftlonal Site details are listed on the subsequent M)e.

~-s;;· '· ,·i-,1~·~·1


~-ft.~ ,~~~~~:~~:~ {~~ .
f;·1.1..:.;1·1,..·-···~'""\.

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UICAS
MANAGEMENT
SYSTEMS
SGS Unled K11¥1doll! ltd Systems & SeNices C8ltiliCaliOn
ROSSlllGlll Business Palk Elesmere Port Chashia CH65 3eN U)( 005
t -144 (0)151350-66611 f "44 (0)151 350-6600 ww.sgs.com

l·~~1 :::(fI'~:-1 SGS EMS 04 0311 M2

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SG
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Certificate SG 12/03970, continued •

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PT MUSIM MAS

ISO 14001:2004.

Issue 1

Pillaled.scope

• KIM 1- Productlonf.storag~ &Oeflvery· of CPKO & PKE.


•KIM II- Manufacturing Of Oleochamicals ($Uch as Fatty Acids,
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Ami dee, J:sters; Fatty Alcohols,
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• Belawan - Production of Refined Oils from CPO I CPKO; stwage &
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INDONESIA

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PT MUSIM MAS
KIM 1: JL. Pulau Palu, Kawasan Jnclustri Medan 1
Mabar, Medan 20252, Sumatera Utara
INDONESIA
has been assessed and cenllled as meeting the l'Bqlliiemenls of

OH.SAS 18001 :2007


Occupatlonal Safety and Health Management SY$temS
Forlhe fdlowlng actlvilles

The scope of registration appears on page 2 Of thl• certlfteate.


FllllherdaJ1lieallOns reuanlii9 lllll SC11118 d this cerUllcala and fie app1lc:abll1Y of
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PT MUSIM MAS

OHSAS 18001:2007

IS$Ue 1

• KIM 1- Production, Ste.rage & Delivery of CPKO & PKE.


• KIM 11- Manufacturing of OJeochemi~s {sliC:h u Fatty Acids,
Glycerine. Soap Noodles, Soap Bars, Amides, Esters, Fatty AICDhofs,
Methyl Esters~ ~ Fatl and Vefiletable Oil .Pl'Ocfucts.
• Belawan - Ptoductton of Re.fine-ct Oll•fr'OM CPO &CPKO, Storage &
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Jalan Oleo, Kawasan lndostri Medan; If ·


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INDONESIA
has been ass~ aild cel'tified as ll!8llUng thci ~IS of

1so 90'0'1 :2ou·a


Forlhe following aclMtles

1) Manufacturinp of Oleoehemfcal Produets ~uch aa Fatty Acids,


Gtyctrfne, So11p Noodles, Soap.~aT$, Amfdn, MQT &A1.c.0Ju>f~sters 1
Fatty Alcohols &Methylesters
2) Manufacturing of SP.eciatty Fat§ ind Vegetable Oil Prodpr;ts by one
· or more of the folJowlng process: ~itill Rd.nJng, Fradlonatlon,
:Neutralization, .Hydrogenation, Blendfng. Texturing, lnteresteriflcation,
Dlstlllatlon, Spray Drying, Spray Cooling,
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EPA, FDA, EAFUS and State Authorities

SPEC. SHEETS, LABELS, & MSDS FORMS

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UNITED STATES ENVIRONMENTAL PROTECTION AGENCY
WASHINGTON, D.C. 20460

OFFICE OF
PREVENTION, PESTICIDES, AND
TOXIC SUBSTANCES

June 30, 2006

MEMORANPUM

SUBJECT: Aliphatic Alcohols: Human Health Chapter of the Reregistration


Eligibility Decision (RED) Document Reregistration Case Number 4004.

DP Barcode: 325712
PC Codes: 079029, 079038, 079059

Regulatory Action: Reregistration Action


Risk Assessment Type: Multiple chemicaVno aggregate

FROM: Elissa Reaves, Ph.D., Toxicologist/Risk Assessor


Reregistration Branch 2 (RRB2)
( Health Effects Division (7509P)

AND

Shanna Recore, Occupational/Residential Exposure


Yvonne Barnes, Product Chemistry
Reregistration Branch 2 (RRB2)
Health Effects Division (7509P)

Through: William Hazel, Ph.D., Branch Chief


Reregistration Branch 2 (RRB2)
Health Effects Division (7509P)

AND

Alan Nielsen, Senior Scientist


Reregistration Branch 2 (RRB2)
Health Effects Division (7509P)

TO: Tawanda Spears, Chemical Review Manager


Reregistration Branch 3
Special Review and Registration Division (7508P)

Page 1of13
1. Executive Summary

This document represents the human health risk assessment chapter of the Reregistration
Eligibility Decision (RED) document for the aliphatic alcohols, which include N-decanol,
Cx-Cxx alcohols, and fatty alcohols. Aliphatic alcohols are contact sucker control agents
used primarily on tobacco. There are no tolerances or tolerance exemptions established
for residues of aliphatic alcohols on food.

It should also be noted that the one active product (EPA Reg. No. 53263-29) for the fatty
alcohols has recently been voluntarily canceled (Anastasiou Memo, 6/7/06). Therefore,
there are no supported products for the active ingredient use of the fatty alcohols. Based
on the supported tobacco use, there are no residential uses for the aliphatic alcohols. In
addition, the pesticidal uses of the aliphatic alcohols do not involve use on food and,
therefore, are not subject to the Food Quality Protection Act (1996).

The available acute toxicity studies indicate the aliphatic alcohols are of low oral and
dermal toxicity. Acute inhalation studies with the rat resulted in LDso estimates above
the limit concentration of 2 mg/L. Eye irritation studies, however, resulted in severe and
sometimes non-reversible eye irritation. Dermal irritation studies revealed slight to
moderate irritation in rabbits. The aliphatic alcohols generally did not produce
sensitization in tests with guinea pigs.

A 90-day dermal rat study (fatty alcohol blend) resulted in irritation at lower
concentrations and before the development of any marginal systemic effects. Slight
changes in hematology, clinical chemistry, and organ weights were noted at the limit
dose of I 000 mg/kg/day. Severe irritation including fissuring of the skin occurred in
40% of the animals at 100 mg/kg/day and in 80% of the animals at the limit dose.
Available developmental toxicity studies (rat) via the inhalation ( 1-decanol) and oral
(fatty alcohol blend) routes of exposure resulted in no adverse effects when examined at
the maximum attainable vapor concentration ( 100 mg/m3) and oral limit dose ( 1000
mg/kg/day) based on fetal and maternal parameters. Genotoxicity and mutagenicity
studies available were negative and long-term rodent studies to infonn the carcinogenic
potential of the aliphatic alcohols are not available. However, as a class, the straight
chain aliphatic alcohols are generally not carcinogenic. Neurotoxicity information is
currently not available, however, there were no clinical signs in any of the acute,
subchronic, or developmental toxicity studies to suggest the aliphatic alcohols elicit a
neurotoxic effect CUrrently there is insufficient hazard concern to warrant a dose-
response evaluation or endpoint selection for quantitative risk estimates. Therefore, no
acute or chronic endpoints have been identified.

An exposure assessment considers the different pathways (food, water, occupational, and
residential) through which exposure to the aliphatic alcohols may occur. Oral exposure
through food is not expected since the aliphatic alcohols have no food uses and there are
no residential uses. Drinking water is not of concern due to: a) the high vapor pressure
and likely volatilization in air; b) atmospheric degradation by reaction with
photochemically produced hydroxyl radicals; c) lack of hazard for the oral route of

Page 2of13
/
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exposure; and d) lack of systemic endpoints based on the available studies. Acute and
chronic dietary endpoints have not been selected. Therefore, based on the low hazard
concern, lack of food uses, along with no quantitative toxicological endpoints, a dietary
(food and water) risk assessment is not required.

Since a quantitative dermal endpoint was not identified, no quantitative post application
dermal risk was assessed. For uses within the scope of the Worker Protection Standard
for Agricultural Pesticides (40 CFR 170), a restricted entry interval (REI) must be
established. The REI should be based on the category assigned to the acute dermal
toxicity, skin irritation potential, and eye irritation potential of the active ingredient. The
appropriate REI is 48 hours if any of the three categories are classified as toxicity
category one.

For occupational handler exposure of aliphatic alcohols-containing products, dermal, eye


and respiratory irritation effects are addressed through precautionary labeling
requirements for use of Personal Protective Equipment (PPE). Most of the current labels
for N-decanol, alcohols (Cx-Cxx), and fatty alcohols require long pants, chemical
resistant gloves, shoes plus socks, and protective eyewear.

Based on the lack of food and residential uses and low hazard via the oral, dermal, and
inhalation routes of exposure, quantitative dietary (food and water) and
occupational/residential exposure assessments have not been conducted.
( Additionally, the aliphatic alcohols are 'non-food use' chemicals and are not subject to
'.
the amendments to the Federal Food, Drug, and Cosmetic Act (FFDCA) promulgated
:under the Food Quality Protection Act (FQPA) of 1996, and an aggregate risk
assessment is not required.

2. Introduction

a. Scope of Risk Assessment

This risk assessment evaluates the aliphatic alcohols that are comprised of decanol,
alcohols Cx-Cxx, and fatty alcohols. Because of the low hazard concern of the aliphatic
alcohols, no toxicological endpoints have been selected for dietary or exposure risk
assessment purposes.

b. Ingredient Profile

The review of the product chemistry for the aliphatic alcohols was .not based on a single
chemical or pc code but rather based on the collective nature of tlie aliphatic alcohols.

Page 3of13
i. Structure and Nomenclature

Table 1 Nomenclature for Aliphatic Alcohols

Chemical structure
n-Decyl Alcohol
~'11
Common name Simple Aliphatic Alcohol: Ethanol 1-Decanol
Molecular formula WHsOH CH3(CH2)~H
Molecular weight 46.068 glmol 15829g/mol
IUPAC name (denotation) lnChl=1/C2H60/c1-2-3/h3H,2H2, 1H3 Not Reported
CASname Ethyl Alcohol n-Oecyl Alcohol
CASnumber 64-17-5 112-30-1
PCCode 001501 079038

ii. Physical and Chemical Properties

Table 2. Physicochemical Properties Aliphatic Alcohols


Simple Aliphatic Alcohol Aliphatic Alcohol : 1-Deconol
Parameter
Value/Reference Value/Reference
-114.1 to-117 degrees Celsius 6.9 dAorees Celsius (
Melting point/range
Merd< 12th Edition: MSDS MSDS I

1.59 4.5
"-- - -
Vapor Density at 20 degrees Celsius
ChemFlnder . MSDS
Fully miscible; >=10g/100 ml at23 °c 37 mg/L ; Insoluble; poor
Water solubility
Riddick, JA et al. (1996); ChemFlnder Barton, AFM (1984)
Organic solids of low molecular weight are
usually soluble In ethanol. -Among g
compounds, many mono-valent salts are
at least somewhat soluble In ethanol, with
sans of large, po!arizable Ions being more
soluble than salts of smaller ions. -
Solvent solubility at Most salts of polyvalent Ions are
practically insoluble In ethanol. Not reported
20 degrees Celsius
1) Va!fa, et al., Appl. Biochem.
Biotechno/., 1, 51, 1982. 2) J. M. Lee and
J. Woodward, Biotech. Bloeng., 25, 2441,
1983. 3) Encyclope<fia

40mmHg at 19°C
44 mmHg at 20°c 0.00851 mmHg at 25°C
Vapor pressure 59.3 mmHg at 25°C
Daubert, TE & Danner, RP (1985);
MSDS Daubert, TE & Danner, RP (1989)
15.9 (H• from OH group} Not reported

Page 4of13
Table 2. Physicochemical Properties Aliphatic Alcohols
Simple Aliphatic Alcohol Aliphatic Alcohol : 1-0econol
Parameter
Value/Reference Value/Reference
Dissociation constant, pK. Hansch, c et al. (1995)
Log Ko.. Log P = -0.14 Log Kort Log p = 3.79
Octanollwater partition coefficient
Hansch, c et al. (1995) Hansch, c et al. {1995)
UV/visible absorption spectrum Data Gap DataGap
Refer to htn>:llwww.epa.gov/athens/research/regsupport!pmperties.html for further details relating to
physical and chemical chemistry

c. Summary of Pesticldal Uses

All three chemicals that comprise the reregistration case for the aliphatic alcohols serve
as plant regulators. N-Decanol, alcohols (Cx-Cxx), and fatty alcohols are formulated as
liquids and are applied via the following methods: groundboom sprayer, backpack
sprayer, handgun sprayer, high pressure handwands and low pressure bandwands.

d. Tolerances

L Established Tolerances & Tolerance Exemptions

As the aliphatic alcohols are not registered for use on food crops, there are no tolerances
established for residues on food. Similarly, there are currently no tolerance exemptions
for the aliphatic alcohols.

3. Hazard Characterization and Assessment

The available toxicity database for the aliphatic alcohols consists of acute toxicity,
irritation, and sensitization studies. In addition, there are developmental rat (oral and
inhalation) toxicity studies and a 90-day rat (dermal) study. Mutagenicity studies
available include the Ames, micronucleus, and gene mutation assays. Sources from the
published literature are also included in this hazard assessment. The combination of the
published literature and submitted toxicity studies are sufficient to assess the pesticidal
nonfood uses of the aliphatic alcohols. Based on the low hazard concern via the oral,
dermal, and inhalation routes of exposure, a qualitative hazard assessment is appropriate
for the aliphatic alcohols.

1-Decanol has been found as a natural component in apples and oranges and has been
reported in essential oils of ambrette seeds, almond flowers, citrus oils and fermented
beverages (as cited in HSDB, 2005). 1-Decanol is also a permitted food additive for
direct addition to food for human consumption as a synthetic flavoring substance and
adjuvant in accordance with the following FDA conditions: 1) the quantity added to food
does not exceed the amount reasonably required to accomplish its intended physical,
nutritive, or other technical effect in food, and 2) when intended for use in or on food it is
of appropriate food grade and is prepared and handled as a food ingredient (21 CFR
(
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Page 5of13
172.515). There is currently no known mode of action for the aliphatic alcohols. There
are currently no guideline metabolism studies in rats available for the aliphatic alcohols.

The acute toxicity studies available for all three of the aliphatic alcohols (PC Codes
079038, 079029, 079059) are listed in Table Al. The available acute toxicity studies
indicate the aliphatic alcohols are oflow oral and dermal toxicity (Toxicity Categories ill
and IV). Acute inhalation studies with the rat resulted in LDso estimates above the limit
concentration of 2 mg/L. However, eye irritation studies resulted in severe and
sometimes non-reversible eye irritation (Toxicity Category I, II, and III). Dermal
irritation studies revealed slight to moderate irritation in rabbits (Toxicity Category III
and IV). The aliphatic alcohols generally did not produce sensitization in tests with
guinea pigs.

Oral subchronic toxicity studies are not available for the aliphatic alcohols. However, a
90-day dermal toxicity study in the rat is available (MRID 43701201). Results of the
dermal exposure to a fatty alcohol blend (56. 7% decanol, 42.7% octanol) at 0, 100, 300,
or 1000 mg/kg for 5 days/week for 13 weeks included erythema, edema, desquamation,
eschar formation and exfoliation of all treated animals. The irritation occurred early
(within two weeks of the application process) with irritation apparent in a dose-response
fashion. Fissuring of the skin occurred in 40% of animals at 100 mg/kg/day while in
80% of animals at the limit dose of I 000 mg/kg/day'. Decreased body weight was also
observed at the limit dose (-19% M, -13% F). Slight changes in hematological
parameters, clinical chemistry, and organ weight changes were apparent at the limit dose.
No other gross or histopathological organ pathology was associated with the skin
application of the fatty alcohol blend. The dermal irritation NOAEL was not established
with an irritation WAEL of 100 mg/kg based on severe initation. The systemic NOAEL
was 300 mg/kg/day with systemic WAEL of 1000 mg/kg/day, based on hematological,
clinical chemistry, and organ weight changes.

Developmental toxicity studies via the inhalation (1-decanol) and oral (fatty alcohol
blend) routes of exposure resulted in no adverse effects based on fetal and maternal
parameters. A developmental inhalation study exposed Sprague-Dawley rats (15) to 15
3
ppm (100 mg/m ) 1-decanol for 7 hours per day on GD 1-19 (Nelson et al., l 990a;
Nelson et al., 1990b). The concentration of 1-decanol selected was based on the highest
concentration that could be generated as a vapor at an average daily chamber temperature
of70-80°F. No treatment-related effects were observed in pregnant females or fetuses
including frequency of resorptions, fetal weights, or skeletal/visceral malformations. An
oral developmental study exposed 25 female Sprague-Dawley rats/dose at 0, 125, 375, or
1000 mg/kg/day to a fatty alcohol blend (55% decanol; 40.7% octanol) on GD 6-16
(MRID 42609301). The maternal NOAEL was 375 mg/kg/day and LOAEL was 1000
mg/kg/day (limit dose), based on increased incidence of salivation (67%). No adverse
effects were observed in the offspring. The developmental NOAEL was 1000 mg/kg/day
(HDT) with no WAEL being established.

Genotoxicity and mutagenicity studies available were negative for reverse gene mutations
in Salmonella typhimurium, not mutagenic in 2 independent assays with/without

Page 6of13
/

activation at levels ranging from 9.4 µg/ml to 37.5 µg/ml, and negative for micronucleus
induction in bone marrow cells of male and female CD-1 mice harvested 24 or 48 hrs
post-administration of3 daily doses of 500, 1000, or 2000 mg/kg/day. There is currently
no long-term rodent information regarding the carcinogenic potential for the aliphatic
alcohols.

Neurotoxicity information is currently not available. However, there were no clinical


signs in any of the acute, subchronic, or developmental toxicity studies to suggest the
aliphatic alcohols elicit a neurotoxic effect.

4. Endpoint Selection

Based on the available data, there is no evidence to suggest that the aliphatic alcohols
cause increased susceptibility in infants and children. Furthermore, based on the low
hazard concern from the available studies, no endpoints of toxicological concern have
been identified for risk assessment purposes.

5. Incident Report

Although a summary of the incident data for the aliphatic alcohols is currently not
available for inclusion in this assessment, it should be noted that the aliphatic alcohols are
scheduled to be reviewed. The Agency will consider the results of the incident review
( once the evaluation is available.
\

6. Exposure Assessment

a. Dietary Exposure (food and drinking water)

An exposure assessment considers the different pathways (food, water, occupational, and
residential) through which exposure to the aliphatic alcohols may occur. Drinking water
is not of concern due to: a) the high vapor pressure and likely volatilization in air; b)
atmospheric degradation by reaction with photochemically produced hydroxyl radicals
(HSDB, 2005); c) lack ofhazard for the oral route of exposure; and d) lack of systemic
endpoints based on the available studies. Acute and chronic dietary endpoints have not
been selected. Therefore, based on the lack of food uses and the low hazard concern of
the aliphatic alcohols along with no acute or chronic dietary endpoints being identified, a
dietary (food and water) risk assessment is not appropriate.

b. Occupational and Residential Exposure

Aliphatic alcohols are contact sucker control agents used primarily on tobacco [N-
decanol, alcohols (Cx-Cxx), fatty alcohols]. Currently there are no residential uses for
the aliphatic alcohols. There is potential for exposure of occupational mixers, loaders,
applicators, and post-application workers to aliphatic alcohol formulations. However,
due to the low hazard concern of the aliphatic alcohols, no dennal, oral, or inhalation
(
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Page 7of13
endpoints of toxicological concern have been identified for the aliphatic alcohols.
Therefore, an occupational/residential exposure assessment is not required.

N-Decanol; alcohols (Cx-Cxx), and fatty alcohols are formulated as liquids and are
applied via the following methods: groundboom sprayer, backpack sprayer, handgun
sprayer, high pressure bandwands and low pressure handwands.

Available dennal studies indicate that aliphatic alcohols are acutely irritating with any
possible stress related changes systemically occurring at higher concentrations and over
repeated dennal exposure. Mammals are, therefore, more sensitive to irritation than to
any systemic effects and so dermal exposure should be avoided. Available inhalation
toxicity studies indicate that aliphatic alcohols are oflow toxicity via the inhalation route.

Due to the low hazard profile and lack of endpoint selection for the dermal route of
exposure, no postapplication dermal risk was assessed. For uses within the scope of the
Worker Protection Standard for Agricultural Pesticides (40 CFR 170), a restricted entry
interval (REI) must be established. The REI should be based on the category assigned to
the acute dermal toxicity, skin irritation potential, and eye irritation potential of the active
ingredient. The appropriate REI is 48 hours if any of the three categories are classified as
toxicity category one.

For occupational uses of aliphatic alcohol-containing products, dermal, eye and


respiratory irritation effects are addressed through precautionary labeling requirements
for use of Personal Protective Equipment (PPB). Most of the current labels for N-
decanol, alcohols (Cx-Cxx), and fatty alcohols require long pants, chemical resistant
gloves, shoes plus socks, and protective eyewear.

N-Decanol Tobacco foliar EC 21.5 lbs 2 groundboom


ai/acre for sprayer,
hand sprayer backpack
18.9 lbs sprayer,
ai/acre for handgun
oundboom sprayer, high
Alcohols Tobacco foliar Liquid 21.7 lbs 3 pressure
{Cx-Cxx csc ai/acre handwands and
Fatty Tobacco foliar EC 14.19 lbs 2 low pressure
Alcohols ailacre handwands

7. Cumulative Exposure

As the aliphatic alcohols are not registered for use on food crops, the requirements of
FQPA are not applicable and a cumulative risk assessment is not appropriate.
(
Page 8of13
8. Summary

1-Decanol has been found as a natural component in apples and oranges and has been
reported in essential oils of ambrette seeds, almond flowers, citrus oils and fennented
beverages. 1-Decanol is also a pennitted food additive for direct addition to food for
human consumption as a synthetic flavoring substance and adjuvant in accordance with
the FDA . Aliphatic alcohols are contact sucker control agents used primarily on tobacco
[N-decanol, alcohols (Cx-Cxx), fatty alcohols]. Currently there are no residential uses
for the aliphatic alcohols.

There is potential for exposure of occupational mixers, loaders, and applicators to


aliphatic alcohol fonnulations. However, endpoint selection was not warranted based on
the available toxicity data. Therefore, occupational handler risk assessments cannot be
conducted and are not appropriate for the aliphatic alcohols.

Based on the hazard profile for dermal exposure to aliphatic alcohols, no post-application
dennal risk was assessed. For uses within the scope of the Worker Protection Standard
for Agricultural Pesticides (40 CFR 170), a restricted entry inteival (REI) must be
established. The REI should be based on the category assigned to the acute dennal
toxicity, skin irritation potential, and eye irritation potential of the active ingredient. The
appropriate REI is 48 hours if any of the three categories are classified as toxicity
category one.
( For occupational uses of aliphatic alcohol~ontaining products, dennal, eye and
respiratory irritation effects are addressed through precautionary labeling requirements
for use of PPE. Most of the current labels for N-decanol, alcohols (Cx-Cxx), and fatty
alcohols require long pants, chemical resistant gloves, shoes plus socks, and protective
eyewear.

Due to the toxicity profile of the aliphatic alcohols, toxicological endpoints of concern
were not warranted for risk assessment purposes. Quantitative dietary (food and
water) and occupational/residential exposure assessments, therefore, have not been
conducted. Additionally, as the aliphatic alcohols are 'nonfood use' chemicals and are
not subject to FQPA, an aggregate risk assessment is not required.

Appendix 1: Toxicological Profile Tables for the Aliphatic Alcohols

Table Al: Acute Toxicity Data for the Aliphadc Alcohols


Guideline Toxicity
No. Study Type PC Code MRID Results Category
079029 85% fatty alcohols, LD50 = 29.3
870.1100 Acute oral [rat]
mg/ml (95% CI of 26.5 to 32.5)
81-1 Fatty 00142279 IV
(approximately 25 g/kg)
Alcohols

Page 9of13
Table Al: Acute Toxicity Data for the Aliphatic Alcohols
79.2% decanol
870.1100 Acute oral [rat) 079038
44460401 No deaths at 2000 mg/kg III
81-1 1-Decanol LD50>2000mg/kg
Acute oral [rat] 79%decanol
870.1100 079038
46004601 No deaths at 2000 mg/kg Ill
81-1 1-Decanol LD50>2000 mg/kg
37.98% decanol
870.1100 Acute oral [rat] 079038
45507901 No deaths Ill
81-1 1-Decanol LD50>3000 mg/kg
Acute oral [rat] 079038 0060309 78.4% decanol, LD50 = 5000
870.1100
mg/kg IV
81-1 1-Decanol 0064859
Acute dennal [rat] 79.2% decanol
870.1200
81-2 No systemic clinical signs, no
079038
44460402 deaths, very slight erythema at III
1-Decanol 2000 and 4000 mg/kg
LD50>4000 mg/kg
870.1200 Acute dermal [rat] 79%decano1
81-2 079038 No deaths, no systemic clinical
46004602 signs, III
1-Decanol
LD50> 2000 mg/kg
Acute dermal [rat] 37.98% decanol
870.1200 079038
81-2 45507902 No deaths, no clinical signs III
1-Decanol LD50>4000 mg/kg
870.1200 Acute dennal [rabbit] 079038 0046993 78.4% decanol, LD50 = 5000
81-2 mg/kg IV
1-Decanol 0046994
870.1300 Acute inhalation [rat] 79.2% decanol (4 hr nose only)
81-3 1 male died Day 2 post-
079038
44460403 exposure, survivors recovered JV
1-Decano) from 7 to 10 post-exposure
LCS0>5.07 mg/L.
870.1300 Acute inhalation [rat] 79% decano1
079038
81-3 . 46004603 No deaths. IV
1-Decanol LC50>3.35 mg/I..
870.1300 Acute inhalation [rat] 37.98% decanol (4 hr nose only)
81-3 079038 No deaths
45517901 LC50>7.08 mg/L IV
1-Decanol

870.2400 Acute eye irritation 79.2% decanol


81-4 [rabbit] Corneal opacity in all treated eye
079038 44460404 at 7 days. Conjunctive irritation
until 7 and 14 days. Irreversible I
1-Decanol 44578801
vascularisation in one eye until
Day 21.

Page IO of 13
Table Al: Acute Toxicity Data for the Aliphatic Alcohols
870.2400 Acute eye initation 79%decanol
81-4 [rabbit] Corneal opacity, initation
079038 cleared by 6 days. Conjunctive
46004604 irritation, redness, chemosis III
1-Decanol
cleared by 6 days. Moderately
irritating.
Acute eye irritation 37.98% decanol
870.2400 079038
81-4 [rabbit] 45517902 Corneal involvement or irritation III
J-Decanol clearing in 7 days or less

Acute eye initation 100% fatty alcohols,


870.2400
81-4 [rabbit] All 6 rabbits showed moderate to
079029 severe irritation. Opacity up to 7
days. Slight iritis with
Fatty 44340701 conjunctiva] redness to Day 6, Il-111
Alcohols slight chemosis to Day 7 and
slight to severe discharge to Day
8.
Acute eye irritation 78.4% decanol, irreversible
870.2400 079038 corneal opacity in all 6 animals.
81-4 [rabbit]
1-Decanol
- Severe eye irritation.
1

870.2500. Acute dermal 79.2% decanol


079038 44407601
/
I 81-5 irritation [rabbit] Primary irritation index 4.0. III
I,
1-Decanol 44460405
Moderate irritation.
870.2500. Acute dermal 79%decanol
079038
81-5 irritation [rabbit] 46004605 Primary irritation index 0.0 IV
1-Decanol

Acute dermal 37.98% decanol


870.2500. 079038
81-5 irritation [rabbit] 45517903 Primary irritation index 0.0. JV
1-Decanol Non-irritant.

870.2500. Acute dermal PIS 2.04. Erythema, eschar


81-5 irritation [rabbit] 079038 fonnation and edema evident at
1-Decanol
- 72 hrs. lII
Mild irritant.
870.2600 Skin sensitization Fatty alcohol blend C6-C12
079029
81-6 [guinea pig] (99%)
Fatty
43386201 All animals survived. No NA
Alcohols
adverse effect on body weight.
Not a dermal sensitizer
870.2600 Skin sensitization 79.2% decanol
81-6 [guinea pig] 079038 44407602
No change in body weight. NA
1-Decanol 44460406
55% (1 J/20) sensitization rate.

''

Page 11of13
Table Al: Acute Toxicity Data for the Aliphatic Alcohols
870.2600 Skin sensitization 79%decanol
079038
81-6 [guinea pig] 46004606 Not a dennal sensitizer NA
1-Decanol

870.2600 Skin sensitization 37.98% decanol


079038
81-6 (guinea pig] 45507903 Not a dennal sensitizer NA
1-Decanol

Table Al: Subcbronlc, Chronic, Developmental, Reproductive and Other Toxicity Prome on the Fatty
Alcohols
Guideline#/ Study MRID# (year)/ Clauification
Type /Doses Results
870.3250 43701201 (1995) Fatty alcohol blend (56.7% decanol, 42.7% octanol)
82-3 Primary adverse clinical signs included ecythema, edema,
Acceptable/Guideline
90-Day dennal desquamation, eschar fonnation and exfoliation of all
toxicity 10 Sprague-Dawley rats/sex/dose treated animals. Irritation apparent within 2 weeks after
of 0, 100, 300, or I000 mg/kg for 5 dermaJ application. Fissuring of skin observed in 40% of
days/week for 13 weeks animals in low dose while 80% of animals in high dose.
High doses animals exhibited vocalization and
hypersensitivity to touch. Body weight was reduced in
high dose (-191'/a M, -13% F) animals. Marginally
increased adrenal glands in high-dose animals, slightly
reduced RBC counts, hematocrit, and increased WBC and
platelet counts in high-dose animals. No gross or
histological alterations other than severe irritation.
Dermal Irritation NOAEL not established, LOAEL
100 mg/kg based on severe initation.
Systemic NOAEL 300 mg/kg/day, LOAEL 1000
mg/kg/day (LID), based on slight changes in
hematological and clinical chemistry parameters, and
decreased bodyweight
Developmental 42634201 (1991) Fatty Alcohol Blend: 96.6%.
Range Finding Rats Dose levels tested: 125, 375, 750, and 1000 mg/kg/day.
No treatment-related effects were seen in the dams or in
the fetuses of dams given the highest dose. Based on this
study, does level selected for the main study were: 0, 125,
375 or 1000 mg/kg/day.
42609301 (1992) Fatty alcohol blend (55% decanol; 40.7% octanol)
870.3700a
83-3a Acceptable/Guideline Maternal NOAEL 375 mg/kg/day
Developmental 25 F Sprague-Dawley /dose at 0, Maternal LOAEL 1000 mg/kg/day, based on increased
Toxicity (rat) 125, 375, 1000 mg/kg/day on GD incidence of salivation (67%).
6-16 Developmental NOAEL 1000 mg/kg/day
Developmental LOAEL not established

Page 12of13
/

Table Al: Subcbronlc, Chronic, Developmental, Reproductive and Other Toxicity Prome on the Fatty
Alcohols
Guideline#/ Study MRID# (yearV Classification
Type /Doses Results
Nelson et al., l 990a, I 990b Dams weighed daily for first week and weekly thereafter.
Developmental
Toxicity (rat) I 00 mg/m3 (max vapor achievable) Rats sacrificed on GD 20.
15 F Sprague-Dawley/ 7 hrs/day on No treatment related effects observed in pregnant
GD 1-19 females, frequency of reso1ptions, fetal weights, or
skeletal/visceral malformations.
42372002 (1992)
Gene Mutation Negative for reverse gene mutations in Salmonella
84-2 Acceptable/Guideline typhimurium TA 1535, TA 1537, TA 1538, TA98, and
870.5100 (553% decanol, 40.7% octanol) TA I 00 in presence or absence of S9 activation to 6 doses
(Salmonella from 1.5 µg/plate to 500 µg/plate (2 independent trials).
typhimurium) Cytotoxicity was apparent for all strains at 500 µgi'plate
+/-89.
42372003 (I 992) Not mutagenic in 2 independent assays with/without
Gene Mutation
870.5300 Acceptable/Guideline activation. Initial assay non-activated & S9 levels ranged
84-2 (553% decanol, 40.7% octanol) from 9.4 µg/ml to 37.5 µg/ml; doses of75 µg/ml severely
(mouse lymphoma cytotoxic. Confinnatory assay with 10-50 µg/ml -S9 and
cells) 30-70 µg/ml +89 were evaluated with severe cytotoxicity
observed at non-activated levels (60 µglml and at 89
activation 80 µglml).
42372001 (I 992) Negative for micronucleus induction in bone manow
Micronucleus
870.5395 Acceptable/Guideline cells of Male and Female CD-1 mice harvested 24 or 48
84-2 (55.3% decanol, 40.7% octanol) hrs post-administration of 3 daily doses of 500, 1000, or
(mouse) 2000 mg/kg/day. No overt toxicity in any treated animal
or target organ in any treatment group.

References:

Nelson BK, Brightwell WS, and Krieg EF Jr (1990a). Developmental toxicology of


industrial alcohols: A summary of 13 alcohols administered by inhalation to rats.
Toxicology and Industrial Health. Vol 6 (3/4): 373-387.

Nelson BK, Brightwell WS, Khan A, Krieg EF Jr, and Hoberman AM (1990b).
Developmental toxicology assessment of 1-octanol, 1-nonanol, and 1-decanol
administered by inhalation to rats. Journal of the American College of Toxicology. Vol
9(1): 93-97.

HSDB, 2005. Hazardous Substances Data Banlc. National Library of Medicine. Search
Term: 1-Decanol. http://toxnet.nlm.nih.gov/cgi-bin/sis/search/f?./temp/-fK9cOq: 1

Page 13of13
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Reregistration Eligibility Decision


for Aliphatic Alcohols

March 2007
United States Prevention, Pesticides EPA 738-R-07-004 (--,
OEPA. Environmental Protection
Agency
and Toxic Substances
(7508PJ

Reregistration
Eligibility Decision
for Aliphatic Alcohols

(
~,__ ,

( ·.
\ .
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Reregistration Eligibility Decision (RED) for


Aliphatic Alcohols

List D

Case No. 4004

Approved by: _ _ _ _ _ _ _ __

Date: - - - - - - - -

Debra Edwards, PhD., Director


Special Review and Reregistration Division
TABLE OF CONTENTS

Abstract v
I. Introduction 1
II. Chemical Overview 1
A. Regulatory History I
B. Chemical Identification 2
III. Summary of Aliphatic Alcohols Risk Assessments 4
A. Human Health Risk Assessment 4
B. Environmental Risk Assessment 6
1. Environmental Fate and Transport 7
2. Ecological Risk Assessment 8
IV. Risk Management, Reregistration, and Tolerance Reassessment Decision 14
A. Determination of Reregistration Eligibility 14
B. Public Comment Period 15
C. Regulatory Position 15
1. Regulatory Rationale 15
2. Endocrine Disruptor Effects 16
3. Endangered Species 16
D. Labeling Requirements 17
V. What Registrants Need to Do 17
A. Manufacturing Use Products 18
1. Additional Generic Data Requirements 18
2. Labeling for Manufacturing-Use Products 18
B. End-Use Products 18
1. Additional Product-Specific Data Requirements 18
2. Labeling for End-Use Products 18
C. Labeling Changes Summary Table 19

II
Glossary of Terms and Abbreviations

ai Active Ingredient
CFR Code of Federal Regulations
CSF Confidential Statement of Formula
DCI Data Call-In
EDWC Estimated Drinking Water Concentration
EEC Estimated Environmental Concentration
EPA Environmental Protection Agency
FDA Food and Drug Administration
FIFRA Federal Insecticide, Fungicide, and Rodenticide Act
FFDCA Federal Food, Drug, and Cosmetic Act
FQPA Food Quality Protection Act
GENEEC Tier I Surface Water Computer Model (Estimated Aquatic Environmental Concentrations)
LC so Median Lethal Concentration. A statistically derived concentration of a substance that can be expected
to cause death in 50% oftest animals. It is usually expressed as the weight of substance per weight or
volume of water, air or feed, e.g., mg/I, mg/kg or ppm.
LDso Median Lethal Dose. A statistically derived single dose that can be expected to cause death in 50% of
the test animals when administered by the route indicated (oral, dermal, inhalation). It is expressed as
a weight of substance per unit weight of animal, e.g., mg/kg.
LOC Level of Concern
LOAEL Lowest Observed Adverse Effect Level
mg/kg/day Milligram Per Kilogram Per Day
mg/L Milligrams Per Liter
MRID Master Record Identification (number). EPA's system ofrecording and tracking studies submitted.
( MUP Manufacturing-Use Product
< NIA
NOAEL
Not Applicable
No Observed Adverse Effect Level
OPP EPA Office of Pesticide Programs
ppb Parts Per Billion
PPE Personal Protective Equipment
ppm Parts per Million
RED Reregistration Eligibility Decision
REI Restricted Entry Interval
RQ Risk Quotient
TGAI Technical Grade Active Ingredient
UV Ultraviolet
WPS Worker Protection Standard

iii
ALIPHATIC ALCOHOLS TEAM

Office of Pesticide Programs:

Health Effects Risk Assessment


Elissa Reaves
Shanna Recore
Yvonne Barnes

Ecological Fate and Effects Risk Assessment


Colleen Flaherty
Silvia Termes

Biological and Economics Analysis Assessment


Jihad Alsadek
Jenna Carter
Art Grube

Registration Division
Tony Kish

Risk Management
Kevin Costello
Tom Moriarty
c
Kimberly Nesci

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IV
Abstract

The Environmental Protection Agency (EPA or the Agency) has completed the human
health and environmental risk assessments for the Aliphatic Alcohols case 4004 and is issuing its
risk management decision. Currently, case 4004 consists of four active ingredients. Three of
these active ingredients, 1-octanol, 1-decanol and a mixture of aliphatic alcohols described as
"fatty alcohols," are used as plant growth regulators on tobacco. The fourth, 1-dodecanol (also
known as lauryl alcohol), is registered as a Lepidopteran pheromone/sex attractant in pear and
apple orchards.

A tolerance reassessment was performed in 2002 for the use of 1-dodecanol as a


pheromone. In that assessment of potential human exposure and dietary risk, the Agency
concluded, "the tolerance exemption for Lepidopteran pheromones has been reassessed and is in
compliance with the FQPA ." Neither a handler nor post-application (reentry) occupational
assessment has been conducted for any uses of aliphatic alcohols of case 4004, because no
dermal, oral, or inhalation endpoints of toxicological concern have been identified.

The potential for ecological risk from the pheromone use and from the growth-regulator
uses is considered in this document. The ecological risk assessment identifies no ecological risks
of concern from the use of aliphatic alcohols.

The risk assessments, which are summarized below, are based on the review of the
required target database supporting the use patterns of currently registered products. After
( considering the potential risks identified, EPA has determined that aliphatic alcohol-containing
\
products are eligible for reregistration. That decision is discussed fully in this document.

/
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v
I. Introduction

The Federal Insecticide, Fungicide, and Rodenticide Act (FIFRA) was amended in 1988
to accelerate the reregistration of products with active ingredients registered prior to November 1,
1984. The amended Act calls for the development and submission of data to support the
reregistration of an active ingredient, as well as a review of all submitted data by the U.S.
Environmental Protection Agency (referred to as EPA or "the Agency"). Reregistration involves
a thorough review of the scientific database underlying a pesticide's registration. The purpose of
the Agency's review is to reassess the potential risks arising from the currently registered uses of
the pesticide, to determine the need for additional data on health and environmental effects, and
to determine whether or not the pesticide meets the "no unreasonable adverse effects" criterion
ofFIFRA.

This document summarizes EPA's human health and ecological risk assessments and
reregistration eligibility decision (RED) for aliphatic alcohols. The document consists of six
sections. Section I contains the regulatory framework for reregistration; Section II provides an
overview of the chemical and a profile of its use and usage; Section III gives an overview of the
human health and environmental effects risk assessments; Section IV presents the Agency's
decision on reregistration eligibility and risk management; and Section V summarizes the label
changes necessary to implement the risk mitigation measures outlined in Section IV. Finally, the
Appendices list related information, supporting documents, and studies evaluated for the
reregistration decision. The risk assessments for aliphatic alcohols and all other supporting
documents are available in the Office of Pesticide Programs (OPP) public docket
(http://www.regulations.gov) under docket number EPA-HQ-OPP-2007-0134. (

II. Chemical Overview

A. Regulatory History

Reregistration case number 4004 consists of straight chain aliphatic alcohols with 6 to 16
carbon atoms in the chain, which has been abbreviated in previous documents as aliphatic
alcohols (Cx-Cxx) or (C6-Cl6). Currently, case 4004 consists of four active ingredients. Three
of these active ingredients are used as plant growth regulators on tobacco. These are described
as fatty alcohol blend (PC code 079029), 1-octanol (079037) and 1-decanol (079038). The fatty
alcohol blend under PC code 079029 is predominantly a mixture of 1-octanol and 1-decanol,
although some labels list 0.5% 1-hexanol (C6) and 1.5 % dodecanol (Cl2) among the active
ingredients. The single product listed under PC code 079037, although listed as 1-octanol, is
also in fact a mixture of 1-octanol and 1-decanol. The earliest registered label for use of
aliphatic alcohols for tobacco sucker control included in the Agency's Pesticide Product Label
System (PPLS) was issued to Uniroyal in 1964.

The fourth active ingredient in case 4004, 1-dodecanol (PC code 001509), was first
registered for use as a Lepidopteran pheromone/sex attractant in 1993. The potential human
health risks from 1-dodecanol were reassessed in 2002 by the Agency's Biopesticides and
Pollution Prevention Division (BPPD), as described in the document, Tolerance Reassessment
Decision Regarding Tolerance Exemption for the Biochemical Lepidopteran Pheromones. July

26, 2002. This RED document describes the potential ecological effects of the use of 1-
dodecanol.

Other aliphatic alcohols are not assessed in this document. The fatty alcohol product
included under PC code 079059 is not being supported, and will be voluntarily cancelled. In
April 1995, the Agency completed a Reregistration Eligibility Decision (RED) for case number
4003 (C 1 - C5), which consists of aliphatic alcohols with only one to five carbons. The active
ingredients addressed in that assessment included ethanol (PC code 001501), and isopropanol
(PC code 047501).

B. Chemical Identification

The aliphatic alcohols are considered primary alcohols (i.e., the -OH group in the C-1
position). The aliphatic alcohols 1-octanol (PC code 079037) and 1-decanol (PC code 079038)
are also known by many other common names, and the fatty alcohol blend (PC code 079029) is a
generic term meaning that the compound is obtained by the hydrolysis of fatty acid esters. The
registrations under the name fatty alcohol blend (PC code 079029) are considered a mixture of
the linear, straight chain chemicals 1-octanol and 1-decanol. Tables 1 - 3 provide the chemical
identification for 1-octanol, 1-decanol, and 1-dodecanol, respectively.

Table 1. Chemical Identification of 1-0ctanol


Tvne of Information Information for this Chemical
IUPAC Name 1-0ctanol
CASReg. No. 111-87-5
Octyl alcohol; n-Octan-1-ol; n-Octanol; n-Octyl alcohol; Caprylic alcohol; Heptyl
carbinol; Octanol; Alcohol C-8; Capryl alcohol; n-Heptyl carbinol; Octan-1-ol; Prim-
Other Names
n-octyl alcohol; Octanol-(1); Octyl alcohol, normal-primary; Primary octyl alcohol;
Hvdroxvoctane
Emoirical Formula CsH1sO
Molecular Weight Number 130.23
of Carbons The number of carbons is 8

Chemical Structure OH

Table 2. Chemical Identification of 1-Decanol


Tvoe oflnformation Information for this Chemical
IUPACName 1-Decanol
CASReg. No. 112-30-1
Decyl alcohol; n-Decan-1-ol; n-Decanol; n-Decyl alcohol; Alcohol CIO; Capric alcohol;
Other Names Caprinic alcohol; Decanol; Nonylcarbinol; Decylic Alcohol; Decan-1-ol; Decanol-(1); Decyl,
n- alcohol 22; Primarv decvl alcohol; Nonvl carbinol
Emoirical Formula C10H220
Molecular Weight Number of 158.28
Carbons The number of carbons is I 0

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2
T e oflnformation Information for this Chemical

Chemical Structure

Table 3. Chemical Identification of 1-Dodecanol


T e of Information Information for this Chemical
IUPACName 1-Dodecanol
CASRe. No. 112-53-8
Dodecyl alcohol; n-Dodecan-1-ol; n-Dodecyl alcohol; Alcohol C-12; Dodecanol-1; Laurie
Other Names Alcohol; Laurinic alcohol; Laury! alcohol; 1-Dodecyl alcohol; Duodecyl alcohol; n-Lauryl
alcohol; n-Lauric alcohol, rim ; Dodecanol; 1-H drox dodecane; H drox dodecane
Em irical Formula
Molecular Weight 186.33
Number of Carbons The number of carbons is 12

Chemical Structure

The aliphatic alcohols 1-octanol and 1-decanol are applied as water-based sprays to
burley, flue cured and dark tobacco by hand using a back pack sprayer, or to tobacco plants by a
boom. The aliphatic alcohols are applied to tobacco at the button or early flower stage and act as
chemical pinching agents to control sucker shoots. The aliphatic alcohols dissolve the layer of
waxy cuticle on the plant, causing dehydration of the young sucker. Because these aliphatic
alcohols are applied solely on tobacco, its use is limited to the tobacco growing states, mainly on
the east coast (Connecticut, Pennsylvania, Virginia, North Carolina, South Carolina, Georgia,
and Florida), but also in Kentucky and Tennessee. Between 1.5 and 2 million pounds of
aliphatic alcohols are applied annually.

Recommended application rates range from approximately 8.5 lbs ai/acre up to


approximately 21 lbs active ingredient/acre, at 1to3 applications per year. However, 1-octanol
and 1-decanol have estimated volatilization half-lives of 3.5 and 1.0 minutes, respectively.
Therefore, the amount of the aliphatic alcohol available for runoff or for chronic exposure to
terrestrial animals is likely to be lower than the maximum label rates. As described below, the
ecological risk assessment took this into account when estimating potential exposure.

The volatility of 1-dodecanol is essential to its use as a pheromone in apple and pear
orchards. The pheromone is applied from polyethylene dispenser tubes hung throughout the
orchard. The active ingredient, 1-dodecanol (lauryl alcohols; PC code 001509), disperses
passively from the tube into the atmosphere over 3-4 months. Once dispersed from its dispensers,
1-dodecanol degrades quickly by photolysis in the air.

The aliphatic alcohols are used in, or can be naturally found in various food items. The
Food and Drug Administration permits the use of aliphatic alcohols as a food additive, under
certain conditions. The aliphatic alcohols have been found to be natural components of apples
and oranges, and have been reported as a component of edible seeds, oils and fermented
beverages.

3
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III. Summary of Aliphatic Alcohols Risk Assessments

The purpose of this summary is to assist the reader by identifying the key features and
findings of these risk assessments, and to help the reader better understand the conclusions
reached in the assessments. The human health and ecological risk assessment documents, and
supporting information listed in Appendix C were used to formulate the safety finding and
regulatory decision for aliphatic alcohols.

While the following risk assessments and related addenda are not included in this
document, they are available from the OPP Public Docket, docket number EPA-HQ-OPP-2007-
0134, and may also be accessed through the website http://www.regulations.gov/. Hard copies of
these documents may be found in the OPP public docket under this same docket number.

• Tolerance Reassessment Decision Regarding Tolerance Exemption for the Biochemical


Lepidopteran Pheromones. July 26, 2002;
• Human Health Risk Assessment: Aliphatic Alcohols: Human Health Chapter of the
Reregistration Eligibility Decision (RED) Document. Reregistration Case Number 4004.
June 30, 2006;
• Ecological Risk Assessment: Reregistration Eligibility Decision, Reregistration Case 4004:
Aliphatic Alcohols C-8, C-10 and C-12. September 8, 2006.
• Aliphatic Alcohols (1-octanol; 1-decanol): Tier 2 Aquatic Exposure Model (PRZM and
EXAMS) Estimates and Risk Characterization. November 28, 2006;
• Aliphatic Alcohols (1-octanol; 1-decanol): Addendum to PRZM and EXAMS refinement of
environmental concentrations in surface water (DPBarcode D334066; 1112812006).
Recalculation of EECs considering volatilization from soil as a dissipation route;
Recalculation of Risk Quotients. December 11, 2006;
• Aliphatic Alcohols (1-octanol; 1-decanol) Addendum to Ecological Risk Assessment in
Support of RED: Reconsideration of Ecological Toxicity Data Gaps in Light ofSurface
Water EEC Refinements. February 9, 2007.

A. Human Health Risk Assessment

The Agency has conducted a risk assessment of the tobacco plant growth inhibitor use of
the aliphatic alcohols. The Agency's screening level assessment was conducted using data
submitted by the registrants and published in the open literature. A summary of the Agency's
human health risk assessment is presented below. More detailed information associated with the
risks posed by the tobacco plant growth inhibitor use of the aliphatic alcohols can be found in the
human health risk assessment, Aliphatic Alcohols: Human Health Chapter of the Reregistration
Eligibility Decision (RED) Document. Reregistration Case Number 4004, which is available in
the public docket.

The potential human health risks from 1-dodecanol were assessed in 2002 by the
Agency's Biopesticides and Pollution Prevention Division (BPPD), as described in the document,
Tolerance Reassessment Decision Regarding Tolerance Exemption for the Biochemical

4
Lepidopteran Pheromones. July 26, 2002. The tolerance exemption for Lepidopteran
pheromones, including 1-dodecanol, was determined to be in compliance with FQPA.

Toxicity Summary for Aliphatic Alcohols

The data base of submitted toxicity studies and published literature is sufficient to assess
the uses of the aliphatic alcohols. The available toxicity data base for the aliphatic alcohols
consists of acute toxicity, irritation, and sensitization studies. In addition, there are
developmental rat (oral and inhalation) toxicity studies and a 90-day rat (dermal) study. The
available mutagenicity studies include the Ames, micronucleus, and gene mutation assays.

Currently, there is no known mode of toxicological action for the aliphatic alcohols.
Based on the low hazard concern via the oral, dermal, and inhalation routes of exposure, a
quantitative risk assessment for the aliphatic alcohols is not appropriate. Therefore, the Agency
conducted a qualitative assessment.

Toxicity Profile

Available acute toxicity studies indicate the aliphatic alcohols are of low oral and dermal
toxicity. Acute inhalation studies with the rat resulted in estimates of the median lethal dose
(LDso) above the limit concentration of 2 mg/L. However, eye irritation studies resulted in
severe and sometimes non-reversible eye irritation. Dermal irritation studies revealed slight to
moderate irritation in rabbits, and the aliphatic alcohols generally did not produce sensitization in
tests with guinea pigs.

There are few subchronic or chronic toxicity data available for the aliphatic alcohols;
however, the available developmental toxicity studies revealed no adverse effects in fetal and
maternal parameters. The available genotoxicity and mutagenicity studies were negative. There
is currently no long-term rodent toxicity information regarding the carcinogenic potential for the
aliphatic alcohols. While neurotoxicity information is currently not available, there were no
clinical signs in any of the acute, subchronic, or developmental toxicity studies to suggest the
aliphatic alcohols elicit a neurotoxic effect. Based on the available data, there is no evidence that
warrants determining any dietary, oral, dermal, or inhalation endpoints to quantify sub-chronic or
chronic toxicity.

Finally, there is no evidence to suggest that the aliphatic alcohols cause increased
susceptibility in infants and children. Therefore, based on the results of the available studies, no
endpoints of toxicological concern have been identified for human health risk assessment
purposes. Table 4 summarizes the available toxicity data for the aliphatic alcohols.

Table 4. Acute Toxicity Data for the Aliphatic Alcohols


Guideline Study Type PC Code MRID Results Toxicity
No. Category
870.1100 Acute oral [rat] 079038 44460401 LD 5o > 2000 mg/kg (other
III
studies report no deaths at 2000
81-1 1-Decanol 46004601 mg/kg, one study showed LD 50
(
5
,/
\ Guideline Study Type PC Code MRID Results Toxicity
No. Category
45507901 =5000 mg/kg)
0060309
0064859

870.1200 Acute dermal [rat] 079038 44460402 LD 50 reported as > 2000 mg/kg;
III
(other studies reported LD 5o>
81-2 1-Decanol 46004602 4000 mg/kg and one study
45507902 showed LD 50 = 5000 mg/kg

Acute inhalation LD 50> 3.35 mg/L (other studies


870.1300 079038 44460403 IV
[rat] showed LD 5o>5.07 mg/Land
81-3 1-Decanol 46004603 LD 50> 7 .08 mg/L)
45517901

Acute eye irritation Most severe effect reported as


870.2400 079038 44460404 I-III
[rabbit] corneal opacity in all treated eye
81-4 1-Decanol 44578801 at 7 days. Conjunctive irritation
46004604 until 7 and 14 days. Irreversible
vascularisation in one eye until
45517902 day 21
870.2400 Acute eye irritation 079029 44340701 All 6 rabbits showed moderate to II-III
[rabbit] severe irritation. Opacity up to 7
81-4 Fatty days. Slight iritis with
Alcohols conjunctiva! redness to day 6,
slight chemosis to day 7 and
/ slight to severe discharge to day
< 8.

870.2500 Acute dermal 079038 44407601 In one study, erythema, eschar III-IV
irritation [rabbit] 1-Decanol formation and edema was
81-5 44460405
evident at 72 hrs.
46004605
Test substance reported as mild
45517903 irritant.

870.2600 Skin sensitization 079038 44407602 Three studies reported 1-decanol NA


[guinea pig] is not a skin sensitizer.
81-6 1-Decanol 44460406
46004606
45507903

870.2600 Skin sensitization 079029 43386201 All animals survived. No NA


[guinea pig] adverse effect on body weight.
81-6 Fatty
Alcohols Not a dermal sensitizer.

B. Environmental Risk Assessment

The Agency has conducted a screening-level risk assessment of the tobacco plant growth
inhibitor and pheromone uses of the aliphatic alcohols. The Agency's screening level
assessment was conducted using data submitted by the registrants in conjunction with acceptable
,/·

6
ecotoxicity data from the open literature. Anticipated exposure pathways to non-target species
include oral exposure, and inhalation of aliphatic alcohol products.

A summary of the Agency's ecological risk assessment is presented below. More


detailed information associated with the ecological risks posed by use of the aliphatic alcohols
can be found in the environmental risk assessment, Reregistration Eligibility Decision for the
Aliphatic Alcohols, dated September 8, 2006, which is available in the public docket.

1. Environmental Fate and Transport

Because environmental fate data are not available, physical and chemical properties for
the aliphatic alcohols were estimated by Quantitative Structure-Activity Relationships (QSAR)
using EPISuite v3.21 (Estimation Programs Interface for Windows (EPIWIN)). The estimated
properties of 1-octanol, 1-decanol and 1-dodecanol differ somewhat, due to the different lengths
(i.e. number of carbons) in their straight, saturated carbon chains. As suggested by their
common names, 1-octanol has 8 carbons in its chain, 1-decanol has 10 carbons, and 1-dodecanol
has 12 carbons.

In spite of these small differences, the expected behavior of these aliphatic alcohols in the
environment is generally similar. The major route of dissipation in the field for these chemicals
is likely to be volatilization. The volatility half-lives for 1-octanol and 1-decanol were estimated
using the Dow Method described in the Handbook of Chemical Property Estimation Methods by
Lyman, Reehl and Rosenblatt. The half-lives for volatility from soil for 1-octanol and 1-decanol
were estimated to be 3.5 minutes and 1 minute, respectively. 1-dodecanol would likely volatilize
even more quickly, but the half-life was not estimated, since volatility from pheromone traps is
the known route of dissipation.

There is some uncertainty about the rate of volatility of 1-octanol and 1-decanol from
plant surfaces, since aliphatic alcohols are hydrophobic and, therefore, have affinity for the waxy
surfaces of plants. However, these volatility half-lives suggest that the aliphatic alcohols will not
be available long to expose non-target terrestrial animals, nor to be transported to surface water
bodies in runoff. Residues of 1-dodecanol are not expected on plants or in soil, since they are
dispersed in the air from pheromone traps, and then degraded by photolysis. The ecological risk
assessment concluded that except for terrestrial insects, which are the target for the pheromone
use of 1-dodecanol, "environmental exposures resulting from this use are likely negligible." The
risk assessment for this use was therefore qualitative.

Additional estimation of environmental fate parameters obtained from EPISuite provides


a basic set of data to perform a screening-level environmental risk assessment. The model
indicates that aliphatic alcohols have a moderate tendency to bind to soils. The portion of
applied chemical that binds to the soil, rather than volatilizing, will be subject to biodegradation,
with estimated half-lives for 1-octanol and 1-decanol of 2.3 days. The portion of applied
chemical that does volatilize is estimated to degrade in the air by reaction with hydroxyl radicals
with half-lives of about 10 hours.

7
As mentioned above, dissipation via volatilization will greatly reduce the amount of
\.
aliphatic alcohols reaching surface-water bodies, and aliphatic alcohols will volatilize from water
as well as soil. However, the fraction that does reach surface water will not be degraded by
hydrolysis. These alcohols have the potential to bioaccumulate in fish, but the rates of uptake,
metabolism, and depuration, as well as the nature of metabolites, are not known. However, the
magnitude of the bioconcentration factors (BCF) suggests a low potential to bioconcentrate.

EPISuite does not provide information on the rates of formation/decline of product, the
nature and relative amounts of transformation products, and their distribution in soil/sediment-
water-air. Therefore, the specific nature and persistence of potential biotransformation products
(primary biodegradation) are not known. However, the ultimate biotransformation products of
the aliphatic alcohols are water and carbon dioxide.

2. Ecological Risk Assessment

The Agency uses a pesticide's use profile, exposure data, and toxicity information to
determine risk estimates to non-target terrestrial and aquatic organisms. Estimated
environmental concentrations (EECs) are used to calculate risk quotients (RQs). EECs are based
on the maximum application rate(s) which would potentially yield the greatest exposure. An RQ
is derived by dividing the EEC by a single estimate of toxicity. The Agency then compares an
RQ to its Level of Concern (LOC) to determine if exposure to the aliphatic alcohols could
potentially pose a risk to non-target organisms (RQs that exceed the LOC indicate potential risk).
Table 5 outlines LOCs, and the Agency's corresponding risk presumptions.
(
' T a ble 5. A.2ency L eve I ofC oncerns an dR"IS kP res um p f IODS
LOC Terrestrial LOCAquatic
Risk Presumption LOC Plants
Animals Animals
Acute Risk - there is a potential for
0.5 0.5 1
acute risk
Acute Endangered Species -
endangered species may be adversely 0.1 0.05 1
affected
Chronic Risk - there is potential for
1 1 NIA
chronic risk

a. Exposure to Aquatic Organisms

The Agency ran a number of exposure modeling simulations to derive expected


environmental concentrations of aliphatic alcohols in surface water. The Agency first ran the
Tier I GENEEC model, which resulted in exceedences of the endangered species level of
concern (LOC) for freshwater fish and estuarine/marine invertebrates for some application
scenarios. However, these simulations did not consider the volatilization of aliphatic alcohols
from soil, and each thereby overestimated potential exposure.

Although GENEEC is not designed to consider volatility from soil directly, the Agency
used an indirect method to consider volatility with the GENEEC model and to refine the aquatic
/ exposure assessment. As described above, the volatility half-lives for the aliphatic alcohols were

8
estimated using the Dow Method described in the Handbook of Chemical Property Estimation
Methods (Lyman, et al., 1982). The half-lives for volatility from soil for 1-octanol and 1-decanol
were estimated to be 3.5 minutes and 1 minute, respectively. Such short volatility half-lives
mean that little pesticide will remain by the time a runoff event occurred, unless rainfall began
immediately after application.

To simulate this scenario using GENEEC, the Agency determined the amount of 1-octanol
or 1-decanol that would remain in the field 3 to 4 minutes after application at the maximum rates
allowed on the label. GENEEC was then run in the standard fashion, but with this "effective
application rate." Even though this was done using estimated volatility half-lives on the order of
a couple of minutes, the resulting EECs are still considered upper-bound. GENEEC does not
simulate a rainfall event until two days after application; if rainfall does not occur until two days
after actual application of 1-octanol or 1-decanol, there could be very little product remaining to
be subject to transport in runoff. For this reason, the simulations considered only a single
application, although aliphatic alcohols can be used more than once within a single growing
season.

b. Toxicity to Aquatic Organisms

Registrant-submitted data and open literature studies suggest that the aliphatic alcohols
are "slightly" to "moderately" toxic to freshwater fish. Although the data base is not complete
for all compounds in the aliphatic alcohol registration case, there are adequate data to assess the
acute risk to freshwater fish. Although there are no registrant-submitted acute toxicity data
available for estuarine/marine fish, data from the open literature provided the information to
assess the acute risks of aliphatic alcohols to these organisms. The relevant study from the open
literature indicates that 1-octanol is "slightly" toxic, and 1-decanol is "moderately" toxic to
estuarine/marine fish.

No chronic toxicity guideline studies exist for any of the aliphatic alcohols. However,
chronic data for freshwater fish from the open literature on 1-octanol provide an endpoint which
the Agency used to calculate RQs. Chronic toxicity data for aquatic invertebrates on the
aliphatic alcohols were also drawn from the open literature. The Agency used a chronic no
observed adverse effect concentration (NOAEC) of 1 mg/L for reproductive effects for 1-octanol.
The Agency notes that chronic toxicity data on 1-decanol for aquatic invertebrates would reduce
the uncertainty posed by the lack of these data. A summary of all toxicity endpoints is presented
below in Table 6.

Table 6. Toxicity Reference Values Used to Calculate RQs for Aliphatic Alcohols
1-0ctanol 1-Decanol
Taxonomic Assessment
Group Endpoint Species/ Species/
Toxicity Endpoint Toxicity Endpoint

Fathead minnow Fathead minnow


Survival
Acute LC 50 = 12.2 mg/L Acute LC 50 = 2.3 mg/L
Freshwater Fish
Reproduction, Fathead minnow
No data available
Growth NOAEC = 0.75 mg/L

9
1-0ctanol 1-Decanol
Taxonomic Assessment
Group Endpoint Species/ Species/
Toxicity Endpoint Toxicity Endpoint

Water flea Water flea


Survival
Freshwater Acute EC 50 = 4.16 mg/L Acute EC 50 = 6.5 mg/L
Invertebrates Reproduction, Water flea
No data available
Growth Chronic NOAEC = I mg/L
Bleak Bleak
Survival
Estuarine/marine LCso = 15 mg/L LCs 0 = 7.2 mg/L
Fish Reproduction,
No data available No data available
Growth
Harpacticoid copepod Harpacticoid copepod
Survival
Estuarine/marine LC so= 58 mg/L LCs 0 =4 mg/L
Invertebrates Reproduction,
No data available No data available
Growth
Survival, Scenedesmus subspicatus
Aquatic Plants No data available
Growth ECso = 6.5 mg/L; EC 10 = 2.8 mg/L
LC 50 _ Median Lethal Concentration, statistically derived single concentration that can be expected to cause death in
50% of the test animals; EC 50 _ Median Effect Concentration, statistically derived single concentration that can be
expected to cause an adverse effect in 50% of the test animals or plants; EC 10 _ statistically derived single
concentration that can be expected to cause an adverse effect in 10% of the test animals or plants; NOAEC - no
observed adverse effect concentration.

c. Risk to Aquatic Organisms


(
Based on the refined surface water EECs and the available ecotoxicity data for 1-octanol
\
and 1-decanol, RQs for aquatic animals do not exceed acute LOCs. In addition, although chronic
toxicity data are available for 1-octanol, but not 1-decanol, aliphatic alcohols do not appear to
pose a chronic risk to freshwater aquatic animals. No chronic toxicity data are available for
estuarine/marine fish and invertebrates. In spite of these data gaps, the Agency does not
anticipate chronic risk to estuarine marine fish and invertebrates. As described above, little 1-
octanol or 1-decanol would likely be available for transport in runoff if a significant rain event
did not occur within a few hours of application. Estimated RQs for 1-decanol and 1-octanol are
summarized in Tables 7 - 10 below.

Table 7. Acute and Chronic RQs for Freshwater Fish


60-Max
Peak
Effective Application Toxicity Value Acute Average
Chemical EEC ChronicRQ
Rate (lbs a.i./acre) (µg/L) RQ EEC
(µg/L)
"J.JJ/L)
LCso = 2300
1-Decanol 1.95, I application 57 0.02 13 nd
NOAEC-nd
LCso = 12200 <I
1-0ctanol 4.4, I application 140 O.Ql 29
NOAEC=750

10
Table 8. Acute and Chronic RQs for Estuarine/Marine Fish
60-Max
Peak
Effective Application Toxicity Value Acute Average
Chemical EEC Chronic RQ
Rate (lbs a.i./acre) (µg/L) RQ EEC
(µg/L)
(ue:/L)
LC 50 = 7200
1-Decanol 1.95, 1 application 57 <0.01 13 nd
NOAEC-nd
LCso= 15000
1-0ctanol 4.4, 1 application 140 <0.01 29 nd
NOAEC-nd

Table 9. Acute and Chronic RQs for Freshwater Invertebrates


21-Max
Peak
Effective Application Toxicity Value Acute Average
Chemical EEC Chronic RQ
Rate (lbs a.i./acre) (µg/L) RQ EEC
(µg/L) {ug-/L)
ECso= 6500
1-Decanol 1.95, 1 application 57 <O.ot 29 nd
NOAEC-nd
EC 50 = 4160
1-0ctanol 4.4, 1 application 140 0.03 70 <l
NOAEC= 1000

Table 10. Acute and Chronic RQs for Estuarine/Marine Invertebrates


Peak 21-Max
Effective Application Toxicity Value Acute
Chemical EEC Average ChronicRQ
Rate (lbs a.i./acre) (µg/L) RQ
(11!!/L) EEC (ue:/L)
ECso=4000
1-Decanol I. 95, 1 application 57 0.01 29 nd
NOAEC-nd
ECso= 58000
1-0ctanol 4.4, I application 140 <0.01 70 nd
NOAEC-nd
nd= no data

Aquatic plant toxicity data from open literature were only available for 1-octanol. Based
on these data, the acute RQs for aquatic plants do not exceed the Agency's acute and endangered
species LOCs (both 1.0) (Table 11 ). However, there is some uncertainty in this risk conclusion,
given that the NOAEC for 1-octanol is unknown, and no aquatic phytotoxicity data are available
for 1-decanol. The NOAEC is used to calculate an RQ to evaluate potential risk to endangered
species. Because the NOAEC was not established, the EC1o for 1-octanol was used. Since the
LOC for endangered aquatic plants is 1.0, and the RQ derived using the EC 10 is 0.05, the
NOAEC would have to be at least 20 times lower than the EC1o for the Agency to have an
endangered species concern for aquatic plants.

Based on the analysis of the volatility of the aliphatic alcohols, aquatic exposures
resulting from the labeled use of 1-decanol and 1-octanol are unlikely to reach concentrations
that exceed the Agency's LOC. As a result, the value of additional aquatic plant studies for the
aliphatic alcohols is low.

.
T a ble 11 R"IS kt0 A,quaf IC Plans
t
Peak EEC
Chemical Rate (lbs a.i./acre) Toxicity Value (µg/L) AcuteRQ
(u!!/L)
ECso = 6500 0.02
1-0ctanol 4.4, I application 140
EC 10 =2800 0.05
1-Decanol 1.95, 1 application 57 No data --
( /

11
/

d. Exposure, Toxicity and Risk to Terrestrial Organisms

Birds

Available toxicity data indicate that the aliphatic alcohols are categorized as "practically
non-toxic" to birds on acute oral and dietary bases. Acute risks to birds were not quantified,
because no discreet median lethal doses or concentrations were established in the acute oral and
dietary studies. An acute dietary study from the open literature reported a dietary LC 50 for
bantam chickens of 201,000 ppm (100% 1-decanol). This level is more than 20 times greater
than the highest predicted dietary exposure level (~10,000 ppm). Therefore, the Agency
concludes that the aliphatic alcohols do not pose an acute risk to birds.

No avian chronic toxicity studies were available for any of the aliphatic alcohols and,
therefore, the Agency cannot directly assess the potential chronic risk to avian species. However,
since 1) the aliphatic alcohols are not acutely toxic to birds at doses many times higher than
expected exposure, 2) the volatility of the aliphatic alcohols makes chronic exposure unlikely,
with EECs dropping more than an order of magnitude within 30 minutes, 3) the aliphatic
alcohols assessed are listed as food additives and are "Generally Recognized as Safe" (GRAS)
by the U.S. Food and Drug Administration 1 , and 4) a mammalian chronic toxicity study indicates
the aliphatic alcohols are not chronically toxic to mammals, the Agency does not expect a
chronic risk to birds, and will not require chronic avian toxicity studies at this time.
/
I
\
Mammals

Acute oral mammalian toxicity data indicate that the aliphatic alcohols are "practically
non-toxic" to mammals on an acute oral basis. Four studies performed with laboratory rats did
not result in LC 50 endpoints with which RQs could be calculated. The Agency concludes that
aliphatic alcohols do not pose an acute dietary risk to mammals.

In the single chronic mammalian developmental toxicity study, which used a 1-


decanol/1-octanol blend, no chronic effects were observed in laboratory rats, even at the
maximum tested dose of 957 mg/kg bw/day. It is unknown ifthe predicted exposures approach
the level at which effects may occur since no LOAEC was identified in the chronic study.
However, the Agency does not anticipate chronic risk to mammals, considering the volatility of
the aliphatic alcohols, and the acceptance of these chemicals as food additives, as described
above.

Terrestrial Insects

Available toxicity data indicate that aliphatic alcohols are "practically non-toxic" to
honey bees (acute contact LD50 > 25 µg/bee). However, given that aliphatic alcohols can be
used as Lepidopteran sex inhibitors, there is a potential for sub lethal (e.g., reproductive) effects
on non-target Lepidopterans, such as butterflies. This potential effect cannot be quantified at this
time.
1
http://vm.cfsan.fda.gov/~dms/eafus.html

12
Terrestrial Plants

Tier-I terrestrial plant seedling emergence study data suggest a fatty alcohol blend (1-
decanol and 1-octanol) is not toxic to most plants at the maximum rate tested (18.03 lbs ai/A).
An EC 25 could not be established for tested species, although lesser effects were observed in
cucumbers, carrots and tomatoes. Therefore, the Agency did not calculate RQs based on
seedling emergence effects.

EC 25 values and related no-effect levels were established for two (com and cucumber) of
10 crop plants tested in a submitted vegetative vigor study. The Agency used these endpoints in
the TerrPlant model to calculate RQs (Table 12). All were below the Agency's LOC of 1.

. . 1 Plan t Ve2et a f 1ve v·12or RQ s f rom D r1"ft on1y


T a ble 12 T errest ria 1 fior T erres t ria t *
. 1Plans
Class of Terrestrial Plant Monocot Dicot

Non-endangered species 0.02 0.01


Endangered species 0.19 0.36
*Based on vegetative vigor monocot NOAEL = 1.12 lbs a.i./A, EC25 = 9.02 lbs a.i./A; dicot NOAEL = 0.58
lbs a.i./A, EC25 = 14.8 lbs a.i./A (MRIDs 42514701, 43379602)

e. Adverse Ecological Incidents

There are currently no adverse ecological incidents listed in the Ecological Incident
Information System (EIIS) that are associated with the aliphatic alcohols.

f. Endangered Species

Based upon the screening-level assessment conducted on aliphatic alcohols, the Agency
has not definitively identified exceedences of endangered species LOCs for direct effects to non-
target animals or plants. Acute RQs did not exceed endangered species LOCs for birds,
mammals, terrestrial plants, freshwater fish and invertebrates, or estuarine/marine fish and
invertebrates. Chronic data were not available for birds and estuarine/marine fish and
invertebrates. As described above, the Agency believes that the volatility and low toxicity in
available acute and chronic toxicity studies for mammals and freshwater animals suggest that
chronic risk to birds and estuarine/marine animals is unlikely. However, because the toxicity
data are not available, the Agency cannot completely preclude risk to listed birds and
estuarine/marine animals at this time. Similarly, since a no-effect level was not determined for
aquatic plants, the Agency cannot preclude direct effects on these organisms, although exposure
is expected to be negligible.

The Agency considers a potential for not only direct effects, but also adverse indirect
effects to listed species that rely on other affected organisms. Because direct effects to aquatic
plants cannot be precluded, indirect effects to listed aquatic species which rely on aquatic plants
can also not be dismissed. Similarly, indirect effects to terrestrial plants and animals cannot be
precluded because of potential reproductive effects of aliphatic alcohols to some terrestrial
insects.

13
Table 13. Potential Listed Species Risks Associated with Direct or Indirect Effects Due to
A,pp r1cafions 0 f ArIP h a f IC Alcoh oIs as Sh00ti n h•b•t
I 1 ors on T 0 b acco.
Direct Effects Indirect Effects to Endangered
Listed Taxon
Acute Chronic Species
Terrestrial and semi-aquatic plants - No NIA Possible
monocots
Terrestrial and semi-aquatic plants - No NIA Possible
di cots
Birds No No data Possible
Terrestrial-phase amphibians No No data Possible
Reptiles No No data Possible
Mammals No No Possible
Aquatic non-vascular plants* Insufficient data NIA NIA
Aquatic vascular plants Insufficient data NIA NIA
Freshwater fish No No Possible
Aquatic-phase amphibians No No Possible
Freshwater crustaceans No No Possible
Mollusks No NIA Possible
Marine/estuarine fish No No data Possible
Marine/estuarine crustaceans No No data Possible
.. of threatened and endangered species.
* At the present time, no aquatic non-vascular plants are mcluded m Federal hstmgs The
taxonomic group is included here for the purposes of evaluating potential contributions to indirect effects to other taxa and as a
record of exceedences should future listings of non-vascular aquatic plants warrant additional evaluation of Federal actions.

Further analysis regarding the overlap of individual species with each use site is required
prior to determining the likelihood of potential impact to listed species. At the screening level,
this analysis is accomplished using the Location of Crops and Threatened and Endangered
Species (LOCATES) data base, which uses location information for listed species at the county
level and compares it to agricultural census data for crop production at the same county level of
resolution. The ecological risk assessment includes a complete listing of aquatic plants, birds,
reptiles, terrestrial-phase amphibians, mammals, and terrestrial invertebrates associated with the
States where the aliphatic alcohols are use as a plant growth regulator on tobacco.

IV. Risk Management, Reregistration, and Tolerance Reassessment Decision

A. Determination of Reregistration Eligibility

Section 4(g)(2)(A) of FIFRA calls for the Agency to determine, after submission of
relevant data concerning an active ingredient, whether or not products containing the active
ingredient are eligible for reregistration. The Agency has previously identified and required the
submission of the generic (i.e., active ingredient-specific) data required to support reregistration
of products containing aliphatic alcohols as an active ingredient. The Agency has completed its
review of these generic data, and has determined that the data are sufficient to support
reregistration of all products containing aliphatic alcohols (C6 - C 16).

The Agency has completed its assessment of the human health and ecological risks
associated with the use of pesticide products containing aliphatic alcohols (C6-C16). The
Agency has determined that aliphatic alcohol-containing products are eligible for reregistration
provided that label amendments are made as outlined in Chapter V. Appendix A summarizes the

14
uses of aliphatic alcohols (C6- Cl6) that are eligible for reregistration. Appendix B identifies
the generic data requirements that the Agency reviewed as part of its determination of
reregistration eligibility of aliphatic alcohols (C6 - C 16), and lists the submitted studies that the
Agency found acceptable.

The Agency has identified eye-irritation concerns that warrant specific label language
concerning personal protective equipment (PPE) and the length of restricted-entry intervals after
application for tobacco uses of the aliphatic alcohols (C6 - C 16). If all changes outlined in this
document are incorporated into the product labels, the eye-irritation concerns will have been
mitigated. Should a registrant fail to implement any of the reregistration requirements identified
in this document, the Agency may take regulatory action to address these concerns.

B. Public Comment Period

Because the risks associated with the use of aliphatic alcohols were low and did not
warrant mitigation measures, a Phase 3 public comment period on the aliphatic alcohols risk
assessments was not conducted. However, a 60-day public comment period will be conducted
after the RED is issued, and will be announced in the Federal Register. Comments may be
submitted under Docket number EPA-HQ-OPP-2007-0134 at http://www.regulations.gov/. The
RED document and technical supporting documents for aliphatic alcohols are also available to
the public under docket identification (ID) number EPA-HQ-OPP-2007-0134. In addition, the
aliphatic alcohols RED document may be downloaded or viewed through the Agency's website
at http://www.epa.gov/pesticides/reregistration/status.htm.

C. Regulatory Position

1. Regulatory Rationale

The Agency has determined that aliphatic alcohols-containing products are eligible for
reregistration provided that specified label amendments are made. The following is a summary
of the rationale for managing risks associated with the use of aliphatic alcohols.

a. Human Health Risk Management

There are no human health risk concerns for the aliphatic alcohols with the exception of
eye irritation for 1-decanol. 1-decanol, which is a component of all active tobacco use
formulations of the aliphatic alcohols (C6 - C 16), is an acute toxicity category I eye irritant and,
therefore, pursuant to the Worker Protection Standards (WPS), products with agricultural uses
must require a 48 hour REI and the following PPE for early entry: coveralls, chemical-resistant
gloves made of any water proof material, shoes plus socks, and protective eyewear.

b. Ecological Risk Management

The risk assessment identified no exposure scenarios with aliphatic alcohols that pose
ecological risks of concern to the Agency, including direct effects on endangered species. Thus,

15
\ no mitigation measures to address ecological risks are necessary for the reregistration of aliphatic
alcohols.

Moreover, because of the low risks associated with the use of aliphatic alcohols, as
summarized in this document, the Agency concludes that spray drift mitigation is not needed as
part of the reregistration eligibility determination.

2. Endocrine Disruptor Effects

Following recommendations of its Endocrine Disruptor Screening and Testing Advisory


Committee (EDSTAC), EPA determined that there was a scientific basis for including, as part of
the program, the androgen and thyroid hormone systems, in addition to the estrogen hormone
system. EPA also adopted EDSTAC's recommendation that EPA include evaluations of
potential effects in wildlife. For pesticides, EPA will use FIFRA and, to the extent that effects in
wildlife may help determine whether a substance may have an effect in humans, FFDCA
authority to require the wildlife evaluations. As the science develops and resources allow,
screening of additional hormone systems may be added to the Endocrine Disruptor Screening
Program (EDSP).

When the appropriate screening and/or testing protocols being considered under the
EDSP have been developed, individual pesticides may be subject to additional screening and/or
testing. However, in the available toxicity studies for the aliphatic alcohols, there was no
evidence of endocrine disruption.

3. Endangered Species

The Endangered Species Act required federal agencies to ensure that their actions are not
likely to jeopardize listed species or adversely modify designated critical habitat. The Agency
has developed the Endangered Species Protection Program to identify pesticides whose use may
cause adverse impacts on federally listed endangered and threatened species, and to implement
mitigation measures that address these impacts. To assess the potential of registered pesticide
uses that may affect any particular species, EPA puts basic toxicity and exposure data developed
for the REDs into context for individual listed species and considers ecological parameters,
pesticide use information, the geographic relationship between specific pesticide uses and
species locations and biological requirements and behavioral aspects of the particular species.
When conducted, these analyses take into consideration any regulatory changes recommended in
this RED being implemented at that time. A determination that there is a likelihood of potential
effects to a listed species may result in limitations on the use of the pesticide, other measures to
mitigate any potential effects, and/or consultations with the Fish and Wildlife Service or National
Marine Fisheries Service, as necessary. If the Agency determines use of aliphatic alcohols "may
affect" listed species or their designated critical habitat, EPA will employ the provisions in the
Services regulations (50 CFR Part 402).

The ecological assessment that EPA conducted for this RED does not, in itself, constitute
a determination as to whether specific species or critical habitat may be harmed by the pesticide.
Rather, this assessment serves as a screen to determine the need for any species specific

16
assessment that will evaluate whether exposure may be at levels that could cause harm to (
specific listed species and their critical habitat. That assessment refines the screening-level
assessment to take into account the geographic area of pesticide use in relation to the listed
species, the habits and habitat requirements of the listed species, etc. If the Agency's specific
assessments for aliphatic alcohols result in the need to modify use of the pesticide, any
geographically specific changes to the pesticide's registration will be implemented through the
process described in the Agency's Federal Register Notice (54 FR 27984) regarding
implementation of the Endangered Species Protection Program.

The Agency has reviewed data and other information for the aliphatic alcohols (C6 -
C 16) and concludes that this plant growth regulator does not pose a risk of direct acute effects to
most species listed under the Endangered Species Act, because EPA's screening-level
assessment shows 'no effect' on listed species or their critical habitat (RQ values were below the
level of concern for endangered species). There is some uncertainty regarding acute risk to
aquatic plants, however. Although the volatility of 1-octanol and 1-decanol suggests that
exposure to aquatic plants would be negligible, a no-observed-adverse-effect-level could not be
established and, therefore, indirect effects to listed aquatic animals which depend on aquatic
plants could not be precluded. Similarly, the Agency believes that the volatility and low toxicity
in available acute and chronic toxicity studies for mammals and freshwater animals suggest that
chronic risk to birds and estuarine/marine animals is unlikely. However, because the toxicity
data are not available, the Agency cannot completely preclude risk to listed birds and
estuarine/marine animals at this time.

D. Labeling Requirements

In order to be eligible for reregistration, various use and safety information will be
included in the labeling of all end-use products containing aliphatic alcohols. For the specific
labeling statements, refer to Section V of this RED document.

V. What Registrants Need to Do

The Agency has determined that aliphatic alcohols (C6-C16)-containing products are
eligible for reregistration provided that the required label amendments are made. The Agency
intends to issue Data Call-In (DCis) Notices requiring product-specific data. Generally,
registrants will have 90 days from receipt of a DCI to complete and submit response forms or
request time extension and/or waiver requests with a full written justification. For product-
specific data, the registrant will have eight months to submit data. Below are the label
amendments that the Agency intends to require for aliphatic alcohols to be eligible for
reregistration.

17
A. Manufacturing Use Products

1. Additional Generic Data Requirements

The generic data base supporting the reregistration of aliphatic alcohols for currently
registered uses has been reviewed and determined to be substantially complete. However, a few
data gaps remain, and these are listed below.

Product Chemistry

830.7050 UV /VIS Spectrum for Pure Active Ingredient (PAI)


830.7950 Vapor Pressure

2. Labeling for Manufacturing-Use Products

To ensure compliance with FIFRA, manufacturing-use product (MUP) labeling should be


revised to comply with all current EPA regulations, PR Notices, and applicable policies. The
MUP labeling should bear the labeling contained in Table 14.

B. End-Use Products

1. Additional Product-Specific Data Requirements


/
Section 4(g)(2)(B) of FIFRA calls for the Agency to obtain any needed product-specific
data regarding the pesticide after a determination of eligibility has been made. The Registrant
must review previous data submissions to ensure that they meet current EPA acceptance criteria
and if not, commit to conduct new studies. If a registrant believes that previously submitted data
meet current testing standards, then the study MRID numbers should be cited according to the
instructions in the Requirement Status and Registrants Response Form provided for each product.
The Agency intends to issue a separate product-specific data call-in (PDCI), outlining specific
data requirements. For any questions regarding the PDCI, please contact Karen Jones at 703-
308-8047.

2. Labeling for End-Use Products

To be eligible for reregistration, labeling changes are necessary to implement measures


outlined in Section IV above. Specific language to incorporate these changes is specified in
Table 15. Generally, conditions for the distribution and sale of products bearing old
labels/labeling will be established when the label changes are approved. However, specific
existing stocks time frames will be established case-by-case, depending on the number of
products involved, the number of label changes, and other factors.

18
C. Labeling Changes Summary Table
c
In order to be eligible for reregistration, amend all product labels to comply with the
following table. Table 14 describes how language on the labels should be amended.

(
19
/~ -~. _,.,..-~,

1-0ctanol, 1-Decanol and Fatty Alcohols : Required Labeling Language


Description Placement on Label

Manufacturing-Use Products

Required on all "Only for formulation into a growth regulator for tobacco sucker control." Directions for Use
MUPs

One of these "This product may be used to formulate products for specific use(s) not listed on the MP label ifthe Directions for Use
statements may formulator, user group, or grower has complied with U.S. EPA submission requirements regarding
be added to a support of such use(s )."
label to allow
reformulation of "This product may be used to formulate products for any additional use(s) not listed on the MP label
the product for a ifthe formulator, user group, or grower has complied with U.S. EPA submission requirements
specific use or all regarding support of such use(s)."
additional uses
supported by a
formulator or
user i;!;roup.
Environmental "Do not discharge effluent containing this product into lakes, streams, ponds, estuaries, oceans, or Directions for Use
Hazards other waters unless in accordance with the requirements of a National Pollution Discharge
Statements Elimination System (NPDES) permit and the permitting authority has been notified in writing prior
Required by the to discharge. Do not discharge effluent containing this product to sewer systems without previously
RED and Agency notifying the local sewage treatment plant authority. For guidance contact your State Water Board
Label Policies or Regional Office of the EPA."

20
End-Use Products Intended for Occupational Use (WPS and non-WPS)
HandlerPPE "Personal Protective Equipment (PPE) Precautionary
Requirements 1 for (insert Statements:
type of formulation) Mixers, loaders, applicators, and other handlers must wear: Hazards to
> Long-sleeved shirt and long pants and, Humans and
Note: Separate sections > Shoes plus socks" Domestic
should be used for each Animals
formulation type (i.e.
liquids, powders,
granulars, etc ... ) unless
the required handler PPE
is identical for all
formulation types.

User Safety Requirements "Follow manufacturer's instructions for cleaning/maintaining PPE. Ifno such instructions for Precautionary
washables exist, use detergent and hot water. Keep and wash PPE separately from other laundry." Statements:
Hazards to
"Discard clothing and other absorbent material that have been drenched or heavily contaminated Humans and
with the product's concentrate. Do not reuse them." Domestic
Animals
immediately
following the
PPE
requirements
User Safety "USER SAFETY RECOMMENDATIONS" Precautionary
Recommendations Statements
"Users should wash hands before eating, drinking, chewing gum, using tobacco, or using the toilet." under:
Hazards to
"Users should remove clothing/PPE immediately if pesticide gets inside. Then wash thoroughly Humans and
and put on clean clothing." Domestic
Animals
"Users should remove PPE immediately after handling this product. Wash the outside of gloves immediately
before removing. As soon as possible, wash thoroughly and change into clean clothing." following
Engineering
Controls

(Must be
placed in a

21
,,.- - ....""
,f '
,.,,.-----~.,
.,..--......_

box.)
Environmental "ENVIRONMENTAL HAZARDS" Precautionary
Hazards Statement Statements
Do not apply directly to water, or to areas where surface water is present or to intertidal areas under
below the mean high water mark. Do not contaminate water by cleaning of equipment or disposal Environmental
of wastes." Hazards
Restricted-Entry Interval "Do not enter or allow worker entry into treated areas during the restricted entry interval (REI) of Directions for
for products with WPS 48 hours." Use,
uses Agricultural
Use
Requirements
Box
Early Entry Personal "PPE required for early entry to treated areas that is permitted under the Worker Protection Directions for
Protective Equipment for Standard and that involves contact with anything that has been treated, such as soil or water, is: Use,
products with WPS uses Agricultural
> coveralls, Use
> shoes plus socks, Requirements
> chemical-resistant gloves made of any waterproof material, Box
> protective eyewear."
General Application "Do not apply this product in a way that will contact workers or other persons, either directly or Place in the
Restrictions for products through drift." Direction for
with WPS or non-WPS - Use.
uses on the label "Only protected handlers may be in the area during application."

PPE that is established on the basis of Acute Toxicity of the end-use product must be compared to the active ingredient PPE in this document. In the case of multiple
active ingredients, the more protective PPE must be placed on the product labeling. For guidance on which PPE is considered more protective, see PR Notice 93-7.

22
\

Fatty Alcohols - a review of their natural


synthesis and environmental distribution

Stephen M Mudge

School of Ocean Sciences,.


University of Wales - Bangor

For SDA and ERASM

November, 2005
c
© 2005 The Soap and Detergent Association. All Rights Reserved.
Table of Contents

Executive Summary ..................................................................................................... 3

Chapter 1. Definitions ................................................................................................... 5


NanJ.es and structures ..................................................................................................... 5
Physico-Chemical Properties ......................................................................................... 7
Solubility vs. chain length.............................................................................................. 7
Partitioning CKow) and sediment associations ................................................................ 9

Chapter 2. Biological Synthesis ................................................................................ 12


Animals ........................................................................................................................ 12
Unsaturated chains ....................................................................................................... 14
Plants and Bacteria....................................................................................................... 15
Unsaturated Compounds .............................................................................................. 15
Branched chains ........................................................................................................... 16
Fatty Acid Degradation ................................................................................................ 16
Fatty .Acyl-CoA Reductase (FAR) ............................................................................... 17
Synthesis from carbohydrates (Copepods) .................................................................. 21

Chapter 3. Occurrence .........................................-·······························-··················23


Bacteria ........................................................................................................................ 23 (
Chlorophyll side chain (phytol) ................................................................................... 25 \.
~!:' Pl.30~ ,. ........... ,..,.........., ................~··•••."•H•.•"'-'•'-""···········•"••••••!'••••·········-"······.o .. •••······26.
Terrestrial Plant Waxes ................................................................................................ 27
Mosses and other peat fonning plants ......................................................................... 29
Marine animals ............................................................................................................. 30
.Insects ............................................................................~ ........•.................•.....••....••....•.. 32
Birds ............................................................................................................................. 33
Detergents .................................................................................................................... 34

Chapter 4.....................................................................................-._··························45
Metabolism ofFatty Alcohols ..................................................................................... 45
Natural degradation ...................................................................................................... 48
Short chain moieties ..................................................................................................... 49
Long chain moieties ..................................................................................................... 53
Degradation Rate Constants ......................................................................................... 55
Phytol degradation ....................................................................................................... 57
Effect of chemical associations on transformation rates .............................................. 57
''Natural" fatty alcohols in STPs .................................................................................. 57
Anthropogenic fatty alcohols in STPs ......................................................................... 59

Chapter 5. Analytical methods ............................................................. ~ .... .,.............. 61


Overview of Methods .................................................................................................. 61
Methods for analysis of free fatty alcohols (and ethoxylates) ..................................... 61
Environmental Smnples ............................................................................................... 62
Comment on inter-laboratory comparisons ................................................................. 68
(

<G 2005 The Soap and Detergent Association. All Rights Reserved. 1
i
I

Chapter 6. Environmental Concentrations -···············..................................... - ...... 69


Global Locations .......................................................................................................... 73
A. Victoria Harbour, BC - Surface Sediments ............................................................ 73
Bl. Concepcion Bay, Chile......................................................................................... 75
B2. San Vicente Bay, Chile ............................................,............................................ 75
C. Rio de Janeiro - surface sediments in a contaminated bay ..................................... 79
D 1. Arade Estuary ........................................................................................................ 80
D2. Ria Fomiosa lagoon - surface sediments .............................................................. 82
D3. Ria Fomiosa lagoon - suspended and settled sediments ...................................... 85
D4. Ria Fomiosa lagoon - shallow core from intertidal sediments ............................. 87
E. Eastern North Atlantic .................................................................................. :.......... 88
F. San Miguel Gap, California-long core .................................................................. 91
G. Rio Grande Rise (516F ofleg 72 ODP), Brazil ...................................................... 92
H. Falkland Plateau (511 ofleg 71 ODP), S. Atlantic ................................................. 93
I. Guatemalan Basin (Legs 66 & 67 ODP), Central America ...................................... 94
JI. Continental slope, SW ofTaiwan........................................................................... 95
J2. East China Sea, N ofTaiwan.................................................................................. 95
K. Pasture land, Southern Australia ............................................................................. 98
L. Prairie Zone soils, Alberta, Canada ...............,..........................................~ .............. 99
UK Studies ................................................................................................................. 100
l. Conwy Estuary - Core (50 cm) ............................................................................. 100
2. Mawddach Estuary- surface sediments................................................................ 103
3. Menai Strait............................................................................................................ 106
4. Loch Riddon, Scotland-mid-length core ............................................................. 106
( 5. Lochnagar, Scotland........................................ ~ ..................................................... 108
6. Clyde:< .Sea. _S.cofland.._....._.................._ .............................. ,..,.............
L..............,.~ 102 _ _ _. _
.........

7. Loe Pool, Cornwall ................................................................................................ 111


8. Bolton Fell Moss, Cumbria .................................................................................... 112
9. Blackpool Beach-see Chapter 7.......................................................................... 113
1Oa. Loch Lochy, Scotland - a freshwater deep loch core ........................................ 114
lOb. Loch Eil, Scotland-a mid-depth (-70m) seawater loch core ........................... 114
SllIDDl&ry" ............................................................................................................... 116
I • • • 11

Chapter 7. Multivariate Statistics .......................................................................... 118


Chemometric methods of use with fatty alcohols ...................................................... 118
PCA ............................................................................................................................ 118
PLS ............................................................................................................................. 127

Recommendations ....................................................................................................... 131

References .............. - .................................................................................................. 132

Appendix Synthetic Pathways of Detergent Alcohols ................................. 141

© 2005 The Soap and Detergent Association. All Rights Reserved. 2


Executive Summary

The published and grey literature on the environmental occurrence, fate and behaviour
of fatty alcohols has been reviewed. The principal focus has been on the natural
production, which occurs in all living organisms from bacteria to man, and the
profiles and co1;1centrations of these compounds in water, soils and sediments. Their
relatively non-polar nature means they are principally associated with solid phases
(e.g. sediments) rather than dissolved in water. The major production mechanism is
from the reduction of fatty acids, through aldehyde intermediates, to fatty alcohols
and in many organisms to esters with fatty acids to form waxes. These waxes are used
for a variety of purposed from the prevention of desiccation in the terrestrial
environment to energy reserves in the ma.rine envLron.rnent. They are ubiquitous and
occur in most environments around the world including the deep ocean and in
sediment cores.

Due to the nature of the synthetic pathway using acetyl-CoA, most fatty alcohols are
of an even chain length. Terrestrial plants utilise fatty alcohols as waxy coating and
·lliese· coinj>OWic1S areaoriiliiiifod-oy-1ong cliain moieties with cham leiiglhS from C22 to ·
C32; in contrast marine organisms synthesise smaller compounds with peak chain
lengths of C1 4 to C16· Bacteria also produce fatty alcohols but these can als_o be odd
chain lengths and contain branches. Titls aspect of their occurrence enables them to be
used as biomarkers for organic matter sources.

As well as their natural production and occurrence, fatty alcohols are also utilised in
detergent formulations principally as polyethoxylates. The analytical method used to
measure the concentration of the ethoxylates involves direct derivatisation with a
pyridinium complex and quantification via LC-MS. This technique will detect free
fatty alcohols as well as the ethoxylates but will not detect any of the bound alcohols
such as the waxes. To detect this group, a saponification step is required. This second
method in combination with the LC method will detect all of the ethoxylates and may
be considered a good measure of the total fatty alcohols present in the system.

The concentration ofindividual fatty alcohols in the environment ranges from low
values in old deep cores and the open ocean floor {undetectable to 12 ng.g"1 DW for
C16) to high values near natural sources and especially in suspended particulate matter

© 2005 The Soap and Detergent Association. All Rights Reserved. 3


(2.7 mg .g·1 DW for C16); this is almost a factor of 106 difference in their
concentrations. The short chain compounds are more readily degradable than the
longer chain compounds and in many cases are removed first as a food source for
bacteria. The longer chain compound may also degrade to short chain compounds
with time but, in general, the >C20 cJass of alcohols are better preserved in sedhnents
than the <C20 class.

The different compound profiles for each source has made them suitable as
biomarkers and the use of multivariate statistical methods can clearly distinguish
compounds from each potential source as well as sites. Principal Component Analysis
(PCA) is particularly useful in this regard. Signature analysis using Partial Least
Squares (PLS) analysis is successful when the marine I terrestrial sources are used to
discriminate samples, however, due to the commonality of commons present in
detergent formulations and the natural environmental alcohols. source partitioning on
the basis of compounds alone is not as successful. When ascribing proportions to such
sources, a different approach such as stable isotopes may be more appropriate. .

Key issues and directions for further study which have arisen from this review include
(
-·-·--···· ~----~~}a.~-~~-~l?~~i?!'o~~~~np~es~~~wJi~-~~P~~~~~~~h_o~~~9~ti~~;- ________ _
no corresponding measure of total (including wax bound) alcohols is made and this
may serve as a useful indicator of the relative importance of each source. Further
information is· needed on the rates at which free alcohols may be derived from bound
sources or fatty acid precursors both in sewage treatment plants and in the
environment as a whole. These aspects will .have repercussions on the toxicity and
ecotoxicity of alcohols in the environment, an aspect that was not included in this
review.

(
i,

© 2005 The Soap and Detergent Association. All Rights Reserved. 4


Chapter 1. Definitions (I'his chapter aims to introduce the family of

compounds, how they are referred to, the likelys_tructures that will befoimd and their
chemistry.from an environmental point ofview).

Names and structures

Fatty alcohol is a generic term for a range of aliphatic hydrocarbons containing a


hydroxyl group, usually in the terminal position. The accepted definition of fatty
alcohols states that they are naturally derived from plant or animal oils and fats and
used in pharmaceutical, detergent or plastic industries (e.g. Dorland's Illustrated
Medical Dictionary). It is possible to find the hydroxyl (-OH) group in other positions
within the aliphatic chain although these secondary or tertiary alcohols are not
. discussed to any great extent in this treatise.

The generic structure of fatty alcohols or n-alkanols can be seen in Figure 1.1 and
specific examples in Figure 1.2. The value of then component is variable and is
discussed below.

Figure 1.1 Generic structure of a: fatty alcohol -the total number of carbons needs to
be greater than 8 - 10 to be a "fatty" alcohol; shorter chain compounds have an
appreciable water solubility.

The range of chain lengths for these n-alcohols can be from 8 to values in excess of
32 carbons. With such a wide range of chain lengths, the chemical properties and,
consequently, environmental behaviour vary considerably. As well as these straight
chain moieties, a range of branched chain compounds are also naturally produced by
micro-organisms in the environment. The major positions for the methyl branches are
on the carbons at the opposite end of the molecule to the terminal -OH. If the methyl
branch is one in from the end of the molecule (co-I) it is termed an iso fatty alcohol; if
it is two in from the end (co-2) it is called an anteiso fatty alcohol. Examples of these
branches can be seen in Figure 1.2.

© 2005 The Soap and Detergent Association. All Rights Reserved. 5


~OH C10 Straight Chain n-alkanol
(decan-1-ol, capryl alcohol)

OH C16 straight Chain n-alkanol


(hexadecan-1-ol, cetyl alcohol)

OH iso C15 branched


(13-methyl tetradecan-1.-ol)

OH anteiso C17 branched


(14-methyl hexadecan-1-ol)

Figure 1.2 Example fatty alcohol structures. The majority found in nature are of the
straight chain type with smaller amounts of the branched chain compounds also being
present.

Most fatty alcohols are saturated in that they have no double bonds present in their
structure. However, there are a limited number of mono-unsaturated compounds that
can be found in nature. The two most C01JllD.On compounds are phytol (3,7,11,15 -
tetramethyl-2-hexadecen-1-ol), an isoprene (Chikaraishi et al.• 2005) derived from the
(
\
.. s~d~ ~h~ of C?bJ~!OP~YP. ~i-~ 1.~)_an_d ~ s_~~8!i! ~~~~-~Q .~~o!i~I_\!i~ _!1 E~'!.We __________ .__ _
bond in the ro9 position counted from the tenninal carbon (eicos-11-en-1-ol, Figure
1.4, (Kattner et aL, 2003).

Phytyl side chain

OH

phytol

Figure 1.3 The chlorophyll a molecule with the phytyl side chain labelled~ Cleavage
( of this chain at the COO- group produces free phytol in the environment.
\.

© 2005 The Soap and Detergent Association. All Rights Reserved. 6


OH

Figure 1.4 Eicos-11-en-1-ol or 20:1 fatty alcohol, one of the most frequently
measured straight chain mono-unsaturated alcohol in the environment

There have been occasional reports of polyunsaturated fatty alcohols but these are
relatively rare (e.g. Ju and Harvey, 2004) and are confined to di-unsaturates such as
18:2. There is a group ofisoprenoid lipids which may be found in bacteria which are
essentially repeating isoprene subunits strung together and tenninated by a hydroxyl
group (Perry et al., 2002). These compounds are also uncommon in environmental
analyses and are not reported to any great extent.

Fatty alcohols together with many other groups of compounds have both systematic
and trivial or common names. This trivial name is based on the length of the alkyl
chain and the root is common between aliphatic hydrocarbons and fatty acids. These
names together with the systematic name and carbon JJ.umber are shown in Table 1.1.

Physii:o-Chemical Properties·

Solubility vs. chain length

One of the key factors in detennining the environmental behaviour of any compound
is its water solubility; this will detennine the partitioning between solid and solution
phases. Compounds with low water solubility will be preferentially adsorbed to
particulate matter, either settled or suspended in water. These compounds will also
partition into the lipid phase of organisms and have higher bioconcentration factors.
The available physico-chemical properties for the fatty alcohol series from Ci to C30
are summarised in Table 1.1. These data are drawn from many sources but principally
from the Beilstein Chemical Database {Elsevier :MDL). The density and melting
points in the summary data (Table 1.1) have a degree of uncertainty about them as
some compounds, especially the longer chain and odd carbon number moieties, are
less well studied. The density data are not available for all compounds.

© 2005 The Soap and Detergent Association. All rughts Reserved. 7


.- ....

MQNQGRAPH

Literature Review on Fatty Alcohol Compounds

REPQRTDATE
November 15, 1991

PROJECT NUMBER
PATF-9101

REPORT AUTIIOR
Bemalyn D. McGaughey, Compliance Services International

DATA REQUIREMENTS
.\ Pesticide Assessment Guidelines, Subdivision N, Sections
160-S, 161-1, 161-2, f61-3, 162-1;'1'62-3, l&:r-:1, 164-f: I6S-4

SPQNSOB.
Fatty Alcohol Task Force
c/o Cochran Corporation, 2227 Deadrick Road, Memphis; Tennessee 3811~3
901-452-2107 .

· PERFQRMJNG LABQRATORY
Compliance Services International
700 Seafirst Center, 950 Pacific Avenue, Tacoma, Washington 98402
206-272-6345 .

STUDY DIRECTOR
Beroalyn D. McGaughey

Page 1 of~

.(.
\...

(
\
Compliance Services lpternational Report Number FATF-9101
Patty Alcohol Compounds Page S

)' TABLE OF CON'I'ENTS

DATA CONFIDEN'rIAJ.,ITY OLA.IMS •••••.••••••••••.•••••••••••••••••••

CERTIFICATION OF GOOD LABORATORY PRACTICE ••••..••..•••••.••••

QUALITY ASSURANCE STATEMENT •••••.••••.••.••.••..•.•• ". .•..• , ..

I. ABS'11RACT • . . • • . • • • . • • . . • . • . • • • • . • • • . . • • • . • • • • • • • . . . • • • • • • • • • • • •
n. 1NmooucnoN ............................................ _... .
m. GENERAL INFORMATION •••••••••.••.••••.: •..•••••••••.........•

IV. SECTION N GtJIDELINES,.160-6 •.•.•.•.•..••..••.••......•..•...•..

V. SECTION N GUIDEIJNES, 161-1 .................................. .

VI. SECTION N GUIDELINES, 161·2 •....•• ·, .•......•.••.•.••..••• ·" .•

VII. SECTION N GtJIDELINES, 161-3 ... • ••.•••.•••••.•••.....•••••.•.••

\ VIII. Se.ction N Guidelines, 162-1 ....................................... .


.. ·../
IX. SECTION N GUIDELINES, 162.-3 ......................... • ....... .

X. SECTION N GUIDELINES, 163-1 •.•..•••••.•.•.....•.•.•••..••.••••

XL SECTION N GUIDELINES, 164-1 ••••••••••.•.•••••••••.•.....•..••

XII. SECTION N GUIDELINES, 166-4 ••••••••••••••••••••••••. ·••••••••

ml. CONCLUSIONS ............................................. .

:xIV. RAW ~4T4 ~C.lll'VING .................•.....................

XV". CER'I'IFICA~ON ....... ., ...................... -. ............... *


.-•· .
XVI. TABI.BS ......................................................... .

.'XV'II... FIGURES . . . . . ~ . . . . . . . . . . . . .. . . . . . . . . . ~ . . . . . . . . . . . . . . . . . . . . . ·

XVlil. ANNOTATED BIBIJOGRAPHY . : . •..•.•..... ; • • • • . . . . . . • • . . • • • . 35

....·
Compliance Seivices International Report Number FATF-9101
Fatty Alcohol Compounds Page 6

\
f

I.ABSTRACT

The scientific da41 bases available by on-line access to the Dialog Information Services
were searched for information on fatty alcohols and their behavior in the environment.
The data reviewed and presented here support many of the basic assumptions of fatty
acid metabolism and straight-chain carbon compound breakdown. Fatty alcohols have
been investigated as }?iomarkers, because they are associated with virtually every life
form. Different species have different ranges of chain-length alcohols, and are variously
able to transform these products into shorter or longer<hain fatty acids, ketone, glycols
. or other compounds which are natural components of living organisms.

The fate and metabolism of straight-chain fatty alcohols is explained by basic biochemi-
cal principals. The compounds of interest in tobacco sucker control are short chain fatty
alcohols, primarily C1 and C10 norm.al alcohols, with small amounts of C8 and 0 111 normal
alcohols. Many of the articles reviewed dealt with chain lengths above and below this
number, or with iso- or antesio-chains; some investigations on fatty alcohol detergents
}.lave valuable information, but dealt with fatty alcohol ethoxylates.

) While no reviewed information addresses the classical requirements of the EPA guide-
lines Jor environmental fate testing, there does appear to be some inforn-uLtion available
which -allows the prediction of the behavior of n-fatty alcohols of 0 6 to C12 chain length.
Basic breakdown in alt" systems is by 2-carbon oxidation, followed by mineralization or
use of the components in fatty acid synthesis pathways.

. ...;:.
Compliance Services International Report Number FATF-9101
· Fatty Alcohol Compounds Page 7

\
'1
../

IL INTRODUCTION
As requested by the EPA in Dr. Allan S. Abramson's letter to Harley D. Hathaway of
Cochran Corporation (August 21, 1991), a literature search was conducted to address the
environmental fate aspects of the FIFRA Section N Guidelines for Pesticide Registration.
A search of on-line data through Dialog Information Services was conducted on Septem-
ber 8, 1991. The ..science end technical files" of Dialog were searched (120 files). No
effort was made to limit this search by alcohol chain length or nature. There were
11,456 citations availa'ble on fatty alcohol compowids. In order to develop a reasonable
list of citations, terms related to environmental fate were used to nBITow down the num-
ber of "hits" on the data system. A print-out of 677 citations was the result of this
search process; many of the citations had abstracts included. Particularly relevant arti-
cles, which were available in the English language, were obtained for review.

Where abstracts presente·d relevant information, b~t the article was _either not directly
related to our investigation or was published in a language other than English. appropri-
·ate excerpts of the abstract were noted in a bibliography. Full copies of articles were
·,reviewed and built into the bibliography on fatty alcohols. Lastly, articles which were
•.
; described or cited by authors whose publ~cations are reviewed here (secondary references)
) .were included in the bibliography as possible further source documents. Time did not
· ·allow the procurement of secondary references. It is important to includ!;! these publica-
tions in our list, since much of the research on fatty alcohols was elementary in that the
predictability of the behavior of the compound is based on early biochemical discoveries
related to the metabolism and global recycling of organic carbon compounds. · All refer-
ences found to be relevant (abstracts, reviewed articles and secondary references) are
included in the appendix of this document.

The body of this document is arranged by guideline number, in accordance with the data
requirements this monograph was intended to address. AB might be expected, no publica-
tions approached fatty alcohol fate in a typical FIFRA-guidellne testing ~fi!r. The
findings of various authors do corroborate one another and can lead to a buic under..
standing of the behavior of normal (or straight chain saturated) fatty alcoh~Is•

}
Compliance Service$ International Report Number FATF~9l0'1
Fatty Alcohol Comoounds Page 8

ID. GENERAL INFORMATION

Mixtures of 0 8 ~d 0 10 fatty alcohols are used in the "desuckering" of tobaci:o. The


"technical product" consists of a distillation cut within the range of alcohols which (1)
show significant activity for the use intended and (2) are not phytotoxic to mature tobac·
co foliage. The "formulated pro~ucts" and the technical product usually include small
amounts of C8 and 0 12 alcohols, and the end use product includes the addition of poly-
oxyethylene (20) sorbitan mono-oleate (SMO). Fatty alcohols are applied as emulsions
and in t.obacco act as plant growth regulators by desiccating small axillary growth. They
are not translocated but instead destroy the tissue at the point of contact (Wheeler,
Seltman and Motten, 1991).

Fatty alcohols for use in tobacco suclter control are from natural and synthetic sources.
The process of manufacture or isolation of the chain lengths of interest is by one of two
·· means: hydrogenation of natural raw materials, such as coconut oils or palm kernel oils
or the Zigler alcohol process which uses petrochemical feedstocks. The fatty alcohols
·synthesized by the Zigler processes are structurally similar to natur~ fatty alcohols
(Noweck, 1987). These processes are the. most appropriate for providing the basic ingredi·
ents of sucker control agents due to their production of materials which are high in
· purity and due to the range of chain-lengths obtained.

In the following discus&ions, several synonyms for primary alcohols will be u.Sed inter-
changeably, These are: n-fatty alcohols, l·xxxxol (where xxxx is the description of the
chain length), straight-chain alcohols, [normal] aliphatic alcohols and saturated alcohols.
For ease in identification of the nomenclature which relates to various chain·Iengths, see
Table 1.

This review concentrates on information available on n-fatty alcohols of "lower" chain


lengths (6 to 16 carbons). Most research shows that the behavior of these comP,Junds in
the environment is simi1ar due to the manner in which the molecule Is attacked and wUh
which it binds to soil. Soil microorganisms readily incorporate fatty alcohols into their
nutrient assimilation cycles (Buning-Pfaue and Rerun, 1972). Birds, fish and mammals
can ingest or digest th~se compounds or mC?re complex compounds with fatty alcohol
components without a4verse effects CNoweck, 1987; Place and Roby, 1986; Obst, 1986;
Prahl, Eglinton and Corner, 1985).

; Son._e very valuabie information comes from BW.dies conducted on biodegrtidable deter-
gents which are based on fatty alcohol. These studies followed the fate of the ring com-
pounds a8 well as the fate of the straight-chain alcohols and used radiolabeled tracers to
identify those components. The findings confirm the assumptions that .basic ~arbon
oxidation and fatty al~hol assi,milation or ~alization is rapld m;u~ c~inplete, without
the formation of exf:>tic metabolites. ·

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IV. SECTION- N GUIDELINES, 160-5: CHE:MICAL IDENTITY

Fatty alcohols are aliphatic alcohols with chain lengths between CG and Cu; alcohols
with a chain length above C 12 are refen-ed to as "wax alcohols". Coconut ("natural")
alcohols produce very few impurity peaks and contain less than 0.1% n-tridecanol and
varying amounts ofn-alkanes. Zigler alcohols are primary, straight chain alcohols with
an even carbon number. Gas chromatography shows up to 1.0% impurities, consisting of
numerous even-numbered, isomeric fatty alcohols (Noweck, 1987).

The compounds used in tobacco sucker control predominantly contain C1 (1-octanol) and
· 010 (1-decanol),which are considered the effective ingredients in sucker control. The
presence of C41 and Cu1 are. partly due to artifact and partly due to their contribution to
the desiccation properties of the product. Saturated fatty alcohols up to 1-dodecanol (C1J
are clear, colorless liquidS with a lower specific gravity than water. The lower members
of the series have a characteristic odor. Boiling points and melting points increase uni~
formly with chain length. There ere no gaseous alcohols. Sinniah (1983) reports a melt-
ing point value for 1-decanol which is significantly different from that reported by No~
week (-26.6° vs. 7°0, respectively). The influence of the polarizing hydro"Yl group dimin-
..
ishes with chain length; thus hexanol and even octanol show some water solubility, but
l
decanol is immiscible with water. Fatty alcohols are soluble iii common organic solvents
such as petroleum ether, lower alcohols, and diethyl ether (Noweck, 1987).

Available details on the production, properties and nomenclatme of fatty alcohols are
given in Tables 1, 2, 3 and 4 and in Figure L Approximately 60% of the fatty alcohols
produced are based on petrochemicals. Price fluctuation in raw materials (natural versus
petrochemical) could affect the future distribution of the use of these two raw materials.
Fatty alcohols and their derivatives are used in synthetics, surfactants, oil additives and
C:osmetics (Noweck, 1987), as well as in the uses being supported by this review.

In Chemistry for Agrlcylture and Ecology. the author makes the followins }Jl"esentation
regarding general ~c: di~

In spite of the large number of known organic compoundS, it is not necessary to


examine the properties and reactions of each compound individually. Instead, organ-
ic compounds can be classified into a few homologous series of closely related com-
poun~ with similar properties and reactions. For eXa.mple, the series of compounds
H HH ·,·HBH .HHHH
I II I I I .· IIII
H-C-OH H-C-C-OH Ji-C-C-C-OH H-C-C-C-C-OH
I lr I I I ·, IIII .
H llH HHH H.HHH
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Fatty Alcohol Compounds Pai:e 10

is a homologous series of alcohols, each containing the hydroxyl (OH) functional


group attached to a hydrocarbon chain of varying length. As we shall see in chapter
12, hydrocarbon chains tend t'O be chemically inert [emphasis added] and, there-
fore, the chemical properties of alcohols depend mainly upon the hydroxyl functional
group. Consequently, we can establish gener&lizations about the properties of alco-
hols by studying a few representative members of the series. (Hay, 1981)

Hay notes further that the length of the chain has a small effect on the chemical proper-
ties of the eompo~d, but can have a large effect on the physical properties of_ the com-
pound, such a6 melting poin~, boiling point and solubility (as we see in the information
from Noweck, 1987). The high temperatures for changes of state and the high water
solubilities of C1-C1 alcohols are due to the formation of strong hydrogen bonds between
hydroxyl groups of the molecules and water molecules. However, as the hydrocarbon
chain becomes longer, its hydrophobic properties dominate. This dominance is generally
reported to occur at a chain length of 10 carbons.

Alcohols are very weak acids. For their ionization, K. values vary from 10-13 to 10-18,
depending upon the length of the carbon chain. Primary alcohols are oxidized by strong
oxidizing agents, such as potassium dichromate or potassium permanganate, and yield
first aldehydes and. subsequently carboxylic acids. Alcohols react with carboxylic acids to
· give·esters; for example, ethanol reacts with acetic acid to give ethyl acetate. Alcohols
may also be "condensed to form carbohydrates or other more complex molecules. Prima-
ry alcohols are very basic building blocks of organic molecules, and without biological
processes or extreme conditions not foun~ in the environment, n-fatty alcohols would be
expected to be generally inert.
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V. SECTION N GIDDELINES, 161-1: HYDROLYSIS

Hydrolysis studies reported in the literature ere based on studies which utilize more
complex compounds than normal saturated fatty alcohols. Lindstedt (1990) reported that
fatty alcohol esters hydrolyze and produce normal human metabolites. The fate or action
of hydrolysis on the chain itself was not discussed in the abstract which was reviewed;
contents of the abstract suggested that the information was not ·directly relevant to the
range and charac;ter of alcohols in which we have an interest.

In studies by Hosotani, Ohkochi and Inui (1988), there WaS no apparent interference from
hydrolysis when the photoassimilation of fatty alcohols was studied in Euglena .gracilis Z.
Experiments were run in both light and dark conditions; in studies using sucrose as the
nutrient source, hydroiysis of sucrose was reported to have interfered. No such mention
was made for the studies conducted with fatty alcohols as a carbon source. Euglena
cultures were maintained for up to 14 day~.

The properties of fatty aicohol as displayed by the available literature suggest that
hydrolysis is not a major degradation pathway for n-aliphatic alcohols. The behavior of
lower chain (C2 to CJ alcohols in water-based formulations and their use as solvents in so
many arenas suggest that decomposition by hydrolytic means is not a factor. The influ-
ence of the polarizing hydroxyl group, which in turn influences miscibility, diminishes
:with chain length (Noweck, 1987). The Use of octanol in the FIFRA. guideline study
which determines an "octanoVwater. parlition coefficient" is also a statement toward the
stability of octanol under sterile solution conditions.

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VI. SECTION N GUIDELINES, 161-2: PHOTODEGRADATION ·WATER

No specific studies on the photodegradation of fatty alcohols in water were discovered in


this literature search. Some conclusions can be drawn from the conditions reported in
other types of investigations.

· Peltzer and Gagosian (undated) compared concentrations of fatty alcohols in air and rain-
water samples in order to test the efficiency of their sampling and analytical methods.
Their interest was in the analysis of fatty alcohols and their use as biomarkers. No
report of interference due to breakdown in water was given in the abstract reviewed
here.

The single study found that specifically dealt with hydrolysis assessed breakdown by
titration, with the experimentation being conducted on fatty alcohol esters (Brown, 1983).
Since specific break.down products were not identified, and the parameters of the test
were·far from those of "natural" conditions, the study provided no additional data specific
to n-fatty alcohols.
The fact that marine and riverine surface sediments and oceanic surface samples contain
/ fatty alcohols and acids which reflect the nature of life or organic carbon soui:ces they
contain (Sargent, et. al., 1983; Romankevich et. al., 1982; Garrett, 1964) also supports the
thesis that these compo\lllds do not degrade readily by photolysis.

The inf9rmation above suggests that photodegradation of n-fatty alcohols in water is


minimal and is not a major pathway for compound degradation•

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VII. SECTION N GUIDELINES, 161-3: PHOTODEGRADATION - SOIL

AB with the literature citations on photolysis in water, no_ studies were found .which
specifically dealt with this aspect of fatty alcohol behavior. 'Many researchers have
· undertaken to utilize fatty alcohols as biomarkers in identifying the origin of 8ncient
sediments and in identifying the airborne sources of carbon compounds (Sargent et. al.
· (1983)i Simoneit (1989); Simoneit and Mazurek (1982)j Currie and Johns (1989); Venka·
tesan and Kaplan (undated); Sever and Parker (1969)). These researchers have found
that the distribution of fatty alcohols and fatty acids in th~ samples collected are in
many cases representative of the distribution of life forms which created the sediment or
particulate matter dispersed tlµ-oughout the associated environment. These similar
"fmgerprints" suggest that these compounds are relatively stable when not being cycled
through a living organism. The presence of-fatty alcohols in sedimentary rocks and in
uncontaminated soils (Roering (1969); Ambles (1991)) further supports this thesis.

The fmdings reported above on use of fatty alcohols as biomarkers or as origin-markers


suggest that degradation in soil would not be expected in the absence of microbiological
activity and photolysis in soil is not a major degradation pathway.
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VIII. Section N Guidelines, 162-1: Aerobic Soil Metabolism

Several investigators have worked with isolated soil organisms to determine the ability
of such organis~ to degrade fatty alcohol or to use it ~ a food source. In experiments
by Buning-Pfaue and Rehm (1972), Pseudomonas aeruginosa was able to produce fermen-
tation products based on. the use of decanol as a sole source of nutrients. His fmdings
suggested that soil microorganisms of this type readily incorporate fatty alcohols into
their nutrient assimilation cycles.

The commercial production of detergents and biosurfactants has lead to research on


fermentation which includes experimentation with organisms isolated from the soil.
Bacteri~ yeast and fungi grown on basic carbon sources can synthesize fatty acids, gly-
cerides, phospholipids, lipopeptides and antibiotics. Singer and Finnerty (1990) report
that biosurfactants produced by microorganisms are generally considered to represent a
mechanism for the solubilization or emulsification of water-insoluble substrates to facili·
tate transport by cells. Their investigation describes the identification of a biosurfactant-
producing bacterium· and the general physiology of biosurfactant synthesis. The organ-
ism studied is Rhodococcus species H13-A; which was isola~d from SQil after several
passages on hexadecane (C1J enrichment medium.
. /
In general, biological assimilation of primary alkanes and alcohols would be expected to
be similar. Of interest hi the Singer and Finnerty work is their experiments to deter-
mine the growth rate of the isolated soil organism on various carbon sources. Among the
compounds they investigated were straight chain alkanes. Extracellular glycolipid
synthesis by Rhodococcus occurred when the carbon source was decane (C10 through C18).
Other studies were referenced which reported glycolipid synthesis by actinomycete dur-
ing growth on alkanes.

Ambles, et. al, 1991, noted that soil lipids include a great number of neutral or acid
components (including fatty alcohols). These h~ classed es •simple lipids";. the ~own,
barely soluble fraction was reported as complex·lipids or the "po.Jar fraction" of the soil
lipid components. Ambles observed that the experimental work of others (and his work)
."suggested that the soil polar fraction may correspond to a polar matrix (a biopolymer)
which can 'react' with: simple lipids, [with] the process of incorporation of simple lipids
b~g reversible in biologically active soils."

In his work, Ambles compared. the simple lipids. in the soil to breakdow:n products of the
'"polar fraction". Even .carbon number, straight Chain fatty alco~ols.~re found in soils
from the two locations he tested. His work 84owed that the distributj.on of simple lipids
was fairly similar to the produc~ derived from the bre.akdown o( the .polar fraction and
that his initial pre~ may be valid. This work provides evidence that microbielly
active soil has an existing metabolic pathway for .the immediate incorporation of short.
chain fatty alcohols such as th~e used in to~acco sucker control. Since componepts Qf
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the formulation are already naturally present in the soil, microbial metabolism may be
expected to proceed rapidly, with the use of 0 8 and 0 10 normal alcohols as a food source.

Fatty alcohol based detergents and surfactants have been shown to degrade thoroughly
and completely in the environment (Steber, et. al, 1988; Richterich et. al, 1985). Steber
reported generally that this group of detergents showed a very rapid and complete
biodegradation under both aerobic and anaerobic conditions with respect to j>rimary
breakdown and ultimate degradability (mineralization and assimilation). Richterich
reported a biodegradability (the German BiAs reduction test) of 93% to· 98% for a 0 1./018
· based fatty alcohol deter~ent.

The straight chain fatty alcohol sulfates (detergents), whether derived from natural
alcohols, natural fats or oils, or from ethylene by Zigler-type processes, are generally
considered to be completely biodegradable (Speel, 1963).

'fhe relationship of the above articles to the degradation of fatty alcohol will be discussed
further in Section IX (Anaerobic: Aquatic Metabolism); investigations with [1·14CJ.stearyl
alcohol ethoxylate and EO-labeled compound further identify the specific behavior of the
alkyl portion of that compound. Two Italian language articles were not translated which
.could support further the microbial breakdown of aliphatic alcohols (Sabastiani et. al,
1971). Work by Langley (1970), which investigated the properties of monolayer films in
connection with their proposed use as evaporation control agents, is also reported in the
1'.ext section. The work reported in that section reinforces the 8.ssumpti,on that metabo-
.\ lism of fatty alcohols in soil is rapid and complete and without the formation of exotic
} metabolites.

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IX. SECTION N GUIDELINES, 162-3: ANAEROBIC AQUATIC METABOLISM

The ~bic and anaerobic degradation of fatty alcohol-derived detergents has been well
reported in publlshed literature. Since some of these studies follow the fate of the fatty
alcohol moiety, they are valuable to our understanding of the aquatic metabolism of
these eompounds. Fatty alcohols are generally accepted as biodegradable under both
aerobic and anaerobic conditions (Steber, et. al, 1988) and will be used as a carbon source
by the microorganisms which occupy those respective environments. The pathway of
incorporation and the assimilated products may vary based on many environmental
factors, but all assimilated products will be typical compounds found in the fatty acid
synthesis process which is basically "common" to all life forms.

The articles reviewed below give credence to the statement made above. They also
provide some evidence of the possible end points which would be typical in a classical
FIFRA guideline study on aerobic or anaerobic aquatic metabolism.

Hosotani, et. al (1988) conducted a series of investigations in the aquatic protozoan,


Euglena gracilis Z. The assimilation of fatty alcohols and other carbon sources by Eugle-
na gracilis Z. was investigated by studying the growth of the organism and its photo-
assimilation of these comp0unds. E. gracilis Z and its streptomycin-bleached mutant
from established stock cultures were ~d to growth media contafuing 0.2% fatty
alcohols (carbon chain lengths of 1 to 20).

E. gracilis growth varied depending upon the chain length of the alcohols included in the
culture medium. 1-dodecanol (C1J, 1-tridecanol (018), and l-tetradecanol .(014) supported
considerable growth Under illuinination. Assimilation of dodecanol and tetradecanol for
growth strictly depended upon lighl The fatty alcohols C11-Cu inhibited growth, while
methanol and the alcohols 0 15-020 did not support growth. The growth pattern of E.
gracilis on fatty alcohol is shown in Figure 2.

The mechanism of p~oto&sSimU~iiO'ii of Cu·alcohol (myristyl alcohol) was strictly light


dependent; however, DCMU, an inhibitor of photosynthetic electron transfer,. did not
.inhlbit srowth completely. With the bleaehed mutant Eqkna, a Jong Jag-phase extend·
ing more than 10 days occUJTed before growth started under illumination, ~d the final
cell yield was about half that observed with wild-type cells. Growth on myrlstyl alcohol
was almost saturated at light intensities of 600-1000 Ix in_comparison to autotrophic
growth which increased with light intensitie$ to at least 2000 Ix.

.The reason for variance in growth rates from one compound to another was not clear.
·The alcohols with chain lengths of 5 to 11 carbon& inhibited photoautotrophic growth
completely, and killed the cells. 0th~ varieties .of Euglena gracilis have been reporte~ to
grow o~ these middle. carbon-chain-length alcohols.

The results of the photoassimilation experiments sliow that photosynthetic energy is not
·completely necessary for the photoassimllatio~.ofthe.alcohol. Shading ()f Euglena grow-

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ing on myristyl alcohol may have caused the accumulatiOn of paramylon and lowered
synthesis of amino acids and protein which ~e essential for the cell growth. The
bleached mutant has been shown to adapt. to my-ristyl alcohol medium after several
transfers and an increase in (NHJ2SO, concentration. The mutant may induce an ability
to synthesize amino acids from myristyl alcohols by this adaptation.

Steber and Wierich, in two publications (1983 and 1986), discuss the biodegradation of
fatty alcohol ethoxylates. their work is particularly relevant to our interests here due to
the labeling of both the alkyl chain and the ethoxylate in separate but parallel experi-
ments. The [1-14CJ stearyl alcohol • 7 EO had a specific activity of 19.2 mCi/g; the
radiochemical purity was 98%. Only the results of the experimentation conducted on the
labeled alkyl compound is discUssed here.

In the first publication (1983), the simulation tests used a model plant which was a
miniature continuous flow activated sludge unit constructed according to Swisher. The
die-away tests were discontinuous tests analogous t.o the OECD Screening Test and were
perfonned in shake flasks modified t.o a closed system. In the simulated plant study,
after a working-in period of approximately two weeks the plant was fed for about one
week with synthetic sewage containing one of the radiolabeled surfactants. AB expected,
the carbon in the I-position of the elkyl·labeled compound was mineralized to HCQ2 to a
greater extent than the EO-moiety·of the analog9us icc.EO surfactant. Mineralization
rates were 50 to 60% after 2 to 3 days of 14C-feeding, with a slightly increasing tendency.
'.fhe radioactivity of the efiluent from the· alkyl-labeled surfactant only amounted t.o
'1 about 6% (undegraded). When results were adjusted for recovery (93.8%), it was reported
J that 99% of the fatty .alcohol ethoxylates present in the influent incurred microbial
attack within 3 hours retention time in the model plant. ·

The lipid fraction of the ·sludge from the [1-1'C] alkyl ethoxylate experiment had a consid-
erably higher radioactivity than sludge from the ring labeled experiment. This was· ·
explained as a consequence of microbial degradation of the alkyl-chain via ti-oxidation
according to general biochemical pathways, resulting in the production of acetyl units,
which represent the elementary precursors for fatty acid biosynthesis.

The relatively high surfactant content in the sludge may result from the comparatively
low water solubility of stearyl alcohol + 7 EO. Additionally, the hydrophilic ECkhain of
alcohol etho.xyJates exhibits a slower bJodegradation rate than the hydrapho&Jc part of
the surfactant molecule. The faster biodegradation of the alkyl chain is clearly shown by
the fact that the intermediates of the [1-140] _stearyl alcohol ethoxylate biodegradation
found in the effiuent consisted largely of higher EO-numbered acidic polyethylene glycols
which obviously must contain a small uc labeled moiety. In addition, it is evident that
these polyethylene glycol earboxylates can only arise if degradation -of the alkyl chain
.starts at the terminal methyl group. This is in accordance with conclusion,s drawn by
other authors.

.The alkyl ch~ of the fatty alcohol ethoxyh~te exhibited an ultimate biod.egradation of
about 76%. The actual extent of degrad,ation may exceed this value for two reasons: q)
µie steady state. mineral~on rate was higher than the balanced. value of total 1'001-
evolutiQn an~
. (2). an :undervaluation
. .re.suits
. from ~ ~4 C·labeling position
- . in connection
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· · · fatty Alcohol Compounds Page 18

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with the degradation mechanism. The biodegradatlon begins at the terminal. methyl of
the alkyl chain, so that in this case, the alkyl carbon in position 1 represents the last
carbon being transformed.

From these studies it was concluded that the biodegradation of stearyl alcohol + 7 EO
formed no recalcitrant metabolites and would be expected to completely ·biodegrade under
primary sewage treatment, as well as by self-purification processes in surface waters.
These ~dings relate. to both aerobic and anaerobic metabolic pathwgys.

A second study by these authors was published in 1985. Here, Steber and Wierich report
that there are two distinct primary degradation mechanisms acting simultaneously in
the microbial biocenoses of fatty alcohol ethoxylates: intramolecular scission of the
surfactant as well as tat- and ti-oxidation of the alkyl chain. In this report, a picture of the
microbial pathways that bring about ultimate biodegradation of fatty alcohol ethoxylates
in the environment were made. Studies were again conducted in a model continuous
flow activated sludge pl~t simi.lar to that described by the OECD Conf1.rma~ry Test.

A fast degradation of the fatty alcohol moiety of the surfactant occurs, beginning with
terminal methyl group and slowing down before the radiolabeled C-1 is reached. The
terminal oxidation of the alkyl chain. (c.>·oxidation) and subsequent stepwise removal of C1
Units by 13-oxidation is presented as the fatty alcohol chain metaboljc process. The result-
ing products represent the elementary precursors of fatty acid biosynthesis.
. .
.. In addition to the above work, Speel reports that sodium lauryl sulfate (Cu} disappears
) from water in less than 3 days. The studies with fatty alcohol detergents have generally
demonstrated "complete biodegradeability" in three days or less.

Work by other authors has shown that straight-chain alcohols may be a preferred carbon
source, or at minimum microorganisms require little conditioning to utilize norm.al fatty
alcohols as a carbon source. Langley (1970) conducted experiments on hexadecanol (C 1J
and octadecanol (C1J in conjunction with research on the control of water loss from soil in
the arid southwest. In conjunction with these efforts, this project was de8igned to meet
two goals: (1) to investigate the behavior of hmdecanol and octadecanol ·in ~icrobial
systems, including the detection, identification and behavior of any intermediate or end
products formed as a result of biological transformation; and (2) to correlate the behavior
of long.i:hain fatty alcohoJs with studies of lower ·moJecuJar weight alcohols.

Three ,primary analytical techniques were employed to obtain ·Qirect and specific mea-
surements of the rate and extent of degradation of hexadecanol and octadecanol by adapt;.
ed mi~ganisms: gas chromatography,. total oi.-ganic carbon analysis and recorded
. oxygen uptake. A se~ed sewage supernatant was .used· as the so~ce .of mici'.obial organ-
: isms which were adapted to the alcohol. substrate. Low
chain lenith 8.Jcohols (3 and 5
carbon) were used to condition the S,Y$tem and demonstrate its capability to adapt to
&oluble alcohols as a carbon source. The higher chain alcohols were insoluble in water
but formed a film on ~e water S,W'face. Due wthis filming tendency, l·h!!xadecanol·and.
1-octadecanol were ~s_ted in a sta£ic env~~nt to avoid loss of the compound on ~k
walls. . · . . · : . . .
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1-butanol and l·pentanol were removed from the solutions within 4 to 6 houra. of their
introduction. When isopentanol was also present, there appeared to be a selectivity or
response which favored the straight chain alcohols. The total organic carbon removal
during this phase of experimentation approached first order microbial response with half-
lives as short as 2 hours. Shiillar responses were evoked when cultures were exposed to
isobutanol, 1-butanol and 1-pentanol; response to straight chain alcohols was virtually
non-selective and the removal or isobutanol was esse~tially stopped until the straight
chain alcohols were removed or converted.

Considerable operational difficulty was experienced in attempts to conduct growth and


utilization trials on the higher chain alcohols. Given sufficient time in contact with the
adapted microbial species, complete disappearance of 1-hexadecanol and 1-octadecanol as
en identifiable molec~ar species did occur. Experimental difficulties precluded the
establishment of an exact halt-life, but degradation appeared to be fairly complete within
7to10 days. Where these substrates were added in granular, slow release forms, so that
disappearance was also slowed, no significant soluble organic accumulation occurred.
Where substrate was added in diSsolved form (a hexane solution), microbial growth was
rapid and there was evidence of soluble organic accumulation above the level of controls.
E;fl'.orts to extract and identify the organics were unsuccessful, partly due to the presence
of hexane ail a complicating· factor (some adaptation of the microorganisms to hexane
may have occWTed}. ·

~e complications of studying these compolinds in both the field and !~oratory were
discussed. The fact that solvents such as hexane or isopropanol must be used to disperse
the compounds in an aquatic system and the :ubiquitous presence of carbon make qualifi-
cation and identification of breakdown products extremely difficult.

In work with fatty alcohols as biomarkers, Simoneit and Mazurek (1982) reported that
absolute concentration of the homologs of <Cao in aerosol samples were not accurate
although quantitative comparisons could be made. They speculated that the presence of
shorter chain fatty alcohols were equal to or greater than the concentration of fatty alco-
hols which are > C.,. The quantitative comparisons made by Simoniet and Mazurek
whic.h include data on chain lengths of 10-35 carbons which are shown in Figure 3.
These authors propose that the concentration or <Cm fatty alcohols is relatively high in
· dispersed aerosols, end that the origin of these products is microbial activity resulting
primarily from the breakdown of plant waxes. ·
In a living aquatic system, be it aerobic· or anaerobic, fatty alcohol breakdown is rapid
and complete. Papers reviewed here suggest th.at the aquatic half-life· of shorter-chain
fatty alcohols may be a matter of hours, and is likely. to be less than 3 to 7 days. Be-
cause these types of compounds are a prefened· carbon source, they will be rapidly bioas-
.sim.ilated or mineralized to C02• ·

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X. SECTION N GUIDELINES, 163-1: LEAClllNG, ADSORPTION AND


DESORPTION

Some of the papers reviewed and the chemical and physical properties of n-alipatic alco-
hols suggest that these compounds are not mobile in soils. One publication was found
which provides data on the movement of n-fatty alcohols in soil. Unfortunately a full
copy of this article was not available within the time period for this report's preparation.
However, the abstract does provide the following summary informatiol\: hydrogen
bonding was the primary attraction between the fatty alcohol compound and Wyoming
bentonite clay. Binding was rapid and strong, with virtually no lateral or vertical move-
ment detected. Fatty alcohols tendency to bind to soil and stay in place, and the ftlm-
forming properties of fatty alcohoJs of chain length C16 and above, are the specific proper·
ties which lead to the investigation of these compounds as evaporation inhibitors in soils
where water Use is critical.

The discovery of fatty alcohols in sedimentary rocks Uioering, 1969) suggests that move-
ment is limited once the substrate involved is no longer bioactive. Microbial biosynthesis
or mineralization may result in the formation of fatty acids or other natural products as
well as carbon dioxide. The movement of these compounds may vary; however, they are
natural constituents of the soil and are likely to be thoroughly involved in the carbon
cycling process.

Again. no FIFRA-guideline type studies are available for the leaching, adsorptive and
desorptive properties of 0 1 to 0 12 alcohols, but the information presented above, and the .
general properties of these compounds as described by Hay (1981) suggest that this range
of fatty alco\lol compounds will not be mobile in the soil.
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XI. SECTION N GUIDELINES, 164-1: TERRESTRIAL FIELD DISSIPATION


No articles were discovered which dealt with the dissipation half-life of fatty alcohols in
· soil. Because these compowids are ubiquitous and constantly cycled through organisms
and bioactive soil and water, one would expect that the exposure of soil to fatty alcohol
from its use on tobacco would elicit no changes in the metabolic cycles therein. Brengle's
(1965) thesis on the behavior of fatty alcohols in soil supports this postulation.

In a later publication, Brengle (1969) conducted field tests of the ability of hexadecanol
and octadecanol to inhibit soil moisture loss. Octadecanol was broadcast at O, 300, 600 or
900 pounds per acre each May for three years. Fatty alcohol, at the rates used in this
study, did not retard soil wa~ loss enough to warrant use in a fallow 'system. The
treated area did maintain a protective vegetation cover. Apparently, even.these extreme-
ly high rates did not affect the productivity of the soil over the three year test period.

The dissipation of fatty alcohols from soils would be expected to follow first order kinet-
ics, with half-lives varying based on the level of microbial activity in the soil. Since most
agricultural soils are quite bioactive, and. receive fatty alcohols in the form of plant
waxes on a regular basis, the dissipation of C8 through C12 n-alcohols can be predicted to
be quite rapid. Use rates for tobacco &Ucker control are several orders of magnitude
} below those used by Brengle. Brengle used longer chain compounds; however, since
oxidation occurs carbon-by-carbon, the shorter chain compounds would be·degraded more
rapidly, if they are not simply assimilated for use in the fatty acid synthesis pathway.

Several studies in plants dealing with the synthetic pathways used in the production of
plant waxes and wax esters give some information on the level of low-chain .length fatty
alcohols which may be deposited in agricultural soils. That data is not included in the
Jection but is reviewed in the attached bibliography (see: Moreau and Huang, 1979;
Wilkinson, 1973; and Wilkinson, 1974). These studies also suggest that the variability of
background fatty alcohols in soil will be great, depending upon the specific environmen·
tal factors relating to plant ~wth, nutrition and soil metabolism.

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m. SECTION N GUIDELINES, 165-4: BIOACCUMULATION IN FISH

Fatty alcohols and wax esters are abundant in nature. The fact that one source of the
fatty alcohols us~d in tobacco sucker control agents is plant material is the strongest
evidence of their occurrence. Bioaccumulation would not be expected since these com-
pounds are constantly cycled through the carbon pool. Several articles reviewed support
this hypothesis.

Wax esters are an abundant source of energy in the marine envirOnment (Place and
Roby, 1986). Hydrolysis of wax esters produces fatty alcohols which then are oxidized to
or assimilated into fatty acids. Cycling of fatty alcohols begins at the "base" of the food
chain. Annelids, crustacea end single celled organisms all assimilate fatty alcohols and
acids end are important in affecting the flux of lipids through food chains (Bradshaw, et.
al, 1990 end 1990a; Hosotani, et al, 1988). •· -

Obst (1986) reported that the feces of wu-fed birds (Wilson's storm petrel) contain fatty
alcohol and fatty acid, again the products of. wax hydrolysis. Fish feeding on zooplankton
readily digest fatty acids of 0 18 to 0 20 chain length; higher chain lengths are excreted in
the feces. The same pattern would be expected for fatty alcohols, except that they ere
likely to be converted to fatty acids or synthesized into more complex molecules.

In further studies on fish, Cowey and Sargent (1977) followed the distribution and fate of
fatty alcohols which resulted from wax ester hydrolysis. These authors reported that
fatty alcohols were oxidized to the corresponding acid and thereafter follow pathways of
fatty acid metabolism. Some species were reported to have the ability to convert short
chain acids into longer chain polyunsaturated acids that have full essen~ial fatty acid
activity. 'lhis fin~g would suggest that pathways exist for the rapid assimilation of
fatty alcohols.

Similar .findings are reported in other types of organisms. Konµlick and Baue.rfeind
(1991) reported that dragonfiy larvae hydrolyze wax
esters and absorb &0th the fatty aeid
and fatty alcohol moieties. These moieties are then used in the synthesis of triglycerides
and wax esters. No accumulation of lipid droplets occurred after ingestion of free fatty
~cohol alone. Again supporting the rapid assimilation of this class of compounds.

Straight-cha.in fatty alcohols are considered "building blocks" in fatty acid synthesis and
i other carbon cycling pathways (Hay, 1981). The existence of these pathways provides for
mechi;misms which prevent bioaccumulation .from occurrhig. Hence, bioaccumulation in
fish, a result of the use of fatty alcohols in tobacco sucker control, dermitely w0uld not be
expected to occur. • '
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XIII. CONCLUSIONS
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Guideline Number 160-~ Chemical Identity: Normal fatty alcohols are considered chemi·
cally "inert" and are precursors to fatty acids. Their production and manufacture yields
a relatively pure product mixture, depending upon the "cut" desired. The C,·Cu alcohols
used in tobacco sucker control ·agents would be expected to contain no WlUSUal or high
levels of impurities.

Guideline Number 161-1, Hydrolysis: Hydrolysis is not a major pathway of degradation


for C8-Cu alcohols.

Guideline Number 161~2, Photodegradation fn Water: Photolysis of 0 8-Cia n-alcohols in


water would not be eXpected to occur.

Guideline Number 161-3, Photodegradation in Soil: Photolysis of 0 8 -012 n-alcohols in soil


would not be expected to occur.

Guideline Number 162-1, Aerobic Soil Metabolism= Aerobic soil metabolism is the major
degradation pathway for C8-C12 n-alcohols. Breakdown or assimilation by microbial
organisms is rapid and complete. Half-lives may be as short as a matter of hours, and
would not be expected to exceed 3 to 5 days.

Guideline Number 162-3, Anaerobic Aquatic Metabolism: Anaerobic aquatic metabolism


is similar to other microbial metabolism pathways for C8-C11 n-alcohols. End pro.ducts
may differ due to individual organism output, but products will be naturiµ components of
the aquatic system. Breakdown or assimilation by microbial organisms is rapid and
complete. Half-lives may be as short as a matter of hours, and would not be expected to
.
exceed one day. ·

Guideline Number 163-1, Leaching/Adsorption/Desorption: C 6·C11 fatty alcohols strongly


·adsorb to soil and would not be expected to move through the soil column. Desorption is
expected to be minimal. .

Gu~line Number 164-1, Terrestrial Field Dissipatio,n: Dissipation of C.-Cu fatty alco·
hols \inder field rates and conditions is rapid and .complete. Half-lives as short as a
~atter of ho~ could be porsible. HalFlives woul~ not be upeeted ta exeeed. 3 t.a 5 dJJys.

· Guideline Number 166-4, Bioaccumulation in Fish: C8-C11 fatty' alcohols will not bioac·
cumulate in fish.

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XIV. RAW DATA ARCHIVING

The final copy of this report will be archived in the Quality Assurance files of Compli-
ance Services International. The references collected will be retained or returned to the
sponsor and will be made available for further review if that is the desire of the sponsor
or regulatory agencies.

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XV. CERTIFICATION

The data presented in this report are true and accurate to the best of my knowledge end
were taken from peer-reviewed, published articles. Hypotheses presented on the behav-
ior of specific compounds are logical extensions of the information reviewed to date•

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XVI. TABLES

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Table 1. PHYSICAL PROPERTIES OF FA'ITY ALCOHOL
CAS Molecular Mi Hydroxyl mp. hp, ·c Density, Refractive
lUPACName Common Name registry No. formula Number ·c. (p.kPa) g/cm3 index
(t, ·c) (t, .C)
1-Hexanol caproic alcohol 111-27-3 C6 H 1 ~0 102.2 548 -52 157. 0.819(20) 1.4181(20)
1-Heptanol cminthic alcohol 111-70-6 C,H 160 116.2 482 -30 176 0.822(20) 1.4242(20)
1-0ctanol caprylic alcohol 111-87-5 C1H1e0 130.2 430 -16 195 0.825(20) 1.4296(20)
1-Nonanol pelargonic alcohol 143·08-8 C,Hzo{) 144.3 388 -4 213 0.828(20) 1.4338(20)
1-Decanol capric alcohol 112-30-1 C10H210 158.3 354 7 230 0.829(20) 1.4371(20)
1-Undecanol .... 112-42-5 CuH2,0 172.3 326 16 245 0.830(20) 1.4402(20)
~ 1-Dodecanol lauryl alcohol 112-53-8 C12H200 186.3 300 23 260 0.822(40) 1.4428(20)
u
·~ 1-Trldecanol 112-70-9 C13H210 200.4 280 30 276
Cl.I

}a~
1-Tetradecabol myrislyl alcohol 112-72-1 C 1 ~H,o0 214.4 261 38 172(2.67) 0.823(40) 1.4358(50)
1-Pentadecanol ··629-76-5 CuHnO 228.4 245 44 1.4408(50)
6
8 1-Hexadecanol cetyl alcohol 36653-82-4 C10H340 242.5 230 49 194(2.67) .0.812(60) 1.4392(60)
1-Heptadecanol margaryl alcohol 1454-85~9 C11H,,O 256.5 218 54
1-0ctadecanol stearyl alcohol 112-92-5 C18H310 207.5 207 58 214(2.67) 0.815(60) 1.4388(60)
1-Nonadecanol 1454-84-8 C1,H4o0 284.5 196 62 1.4328(70)
1-Eicosanol arachidyl alcohol 629-96·9 CioR.20 298.6 187 64 215(1.33) 0.806(70)
1-Heneicosanol 15594-90-8 C21 H~O 312.6 179 68
1-Docosanol behenyl alcohol 661-19"8 CnH4oO 326.6 171 71 2411.33 0.807(80)

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Table 2. PRODUCTION PROCES9 USED IN FA'ITY


ALCOHOL MANUFACTURE
Pledominent Chain Lengths
Name Of Process Raw Material Brief Description
Hydrolysis of Wax Esters Sperm Oil Oil is heated with concentrated sodi· c,6-<;,
um hydroxide at about 3oo·c
Reduction of Wax Esters with Sperm Oil Molten·SOdium is dispensed in an Unsaturated
Sodium : inert solVent and then carefully dried especoley1 alco-
ester and alcohol are added. When hol
the reaction ~ complete, the altoxides
,,
. are split by stirring in water, and the
alcohols are washed and distilled
Hydrogenation of Natural Raw Coconut or Palm lmpurties removed in a cleaning c.-e"
Materials Kernel Oil stage. Refined Triglycerides are
(Proctor & Gambte)(Henkel) hydrolyzed to yield fatty acids or
Palm Oil, Soybean ttans-esterlfied with lower alcohols to Ci6 -Cu
oil, tallow yield fatty acid esters. Hydrogenation
(
.. is by suspension, 'gas-phase or tricle-
\. Rapeseed oil bed. .
~~
Ziegler Alcohol Process - AJfol Petrochemical Hydrogenation, etbylation, growth ~~
{Vista) feedstocks reaction, oxidation, hydrolysis, frac-
tionation.
Ziegler Alcohol Process - Epal Pettocbemical As above, but growth reaction is ~
(Ethyl Corp) feedstocb limited.
Oxo Process (bydroformulation) Petrochemical Reaction of olefins with an H2-CO n-butanol and
feedstocb gas mixture in their presence of suit- 2-ethylhexaaol
abl6 catalyts.
Hydrogenation of Fatty Acids Oxidized Paraffinic Mixture of parafins is oxidized above Linear, primary
Hydrocarbom 1oo·c in the presence of manganese alcohols with
catalyts. many by prod-
ucts
c~

Bashkirov Oxidation Patafins Oxidation in the presence of boric Secondary alco-


acid at t60•c hots
Other Processes X-Olefins
. Reaction with hydroperoxides in the Isobutanol.
presence of transition metal cataiyts. ~SI
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Table 3. ALCOHO~ TESTED AGAINST THE AQUATIC STAGP.S OF MOSQUITO$
No.of Physical Solubility Molecular Melting
Alcohol Carbous Characteristics in Water .Weight Point
1-decaool ClO Liquid Insoluble 158.3 -26.6·c
1-decanol C10 Liquid Josoluble 172.3 1S.2·c
1-dodecaool C12 Liquid Imoluble 186.3 23.o·c
1-Tetradecanol C14 Solid Wax Insoluble 214.3 39,o·c
1-hexadecanol C16 Solid Wax Insol~le 242.2 49.0"C
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Table 4. PROPERTIES OF SOME STRAIGHT-CHAIN ALCOHO~


Watersolu-
Molecular ' bility
Name Formula Weight . m.p. ·c b.p. ·c (g 100 mt1)
Methanol CH,OH 32 --94 65 *
Ethanol CJI,OH 46 -117·. 70 *
1-propanol C,H70H 60 -1~7 97 *
1-butanol C.Ji110H 74 .• -90 117 8•0
1-pentanol C,H110H ·88 -79 137 2•2
.
1-hexanol CJl130H 102 -47 158 0•6
1-heptanol C,H1,0H 116 -34 176 0•1
1-octanol CJ1170H 130 -17 195 0•04
1-decanol C1Jl210H 158 7 229 0•004
/ m au propomons ot water to alcono •
"'Solu~le
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XVII. FIGURES

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.1101. A 10 Fatty Alcohols 291

I fo0
L:100 h100 !:100 L:90
1· 30

. 20
j

~ 10
~ . 0 ..._,.,_,.,_,_ _,,.,..~,_.
6 8 10 12 14 1618 2 4 6 8 1012141618 202224 ~ 8 10 12 lC. 1618 20 10 12 14 16
Hydrogenation ·Ziegter- Modified Hydrag~na tion
of fatty acid Alfol . ~· Ziegler of fatty acids
methyl ester process process from paraffin
from coconut lEpall oxidation
oil

1.0 L <15 !:80 L :r.o !:100


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1
. 30

'i 20
§0 10
E
< 0 ~-..ud"!.Al,.f.lr.LI.-

10 12 14 10 12 14 10 12 14 10 12 14 16 18 20
Oxo alcohol Oxo alcohol Oxo alcohol Unsaturated
from by phosphine from ;lcohol from
.br~nche' · catalysis •.. statistical tallow
olefins n-olefins

• n-alcohols 0 isoalcohols I§ unsaturated alcohols L=tin earity

Fagure1 • Typical fillly alcohol compositions obt:iined by difrerent processes


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-
.

- 15 ...
E ~
;!
tJ
-
u
.._
0
0
. 10 -
zx ..
.... ' .
0 .
5 - - ..
'
. ,.. -
~: . -.
-
0
-
2 J
...
4
- - -
t •V
~-......,..-
- I
:... ... ......
5 6 7 8 9 IU II 12 13. 14 15 16 17 18 19 20
- -. - -
Carbon-chain kngth of fatly alcohols

Photoautotropbically grown cells are transferred to culture media containing individual fatty
alcohol and cultivated for 14d with or without illumination. Initial cell number was 0.9· x 10"1•
Open and closed bars represent growth of Euglina with and Without illumination respectively.
A carbon chain length of 0 indicates photoautotrophic growth.
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'\

_) (

a,4 b74
c• 111 26
26 18 t6 ie
18
24
'\., ... ,_ .
'
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32
~lv.i.3

37
16
nq/rn3
9
20
54

IO 20 30 <> 10 20 30 &() 10 ~ 3C ~ '


c- c- c-
e16 ..

26 2S

I-·. - . 2?
tfti/tr:l • 2~
ZS

16

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20 30
·- c-

21 ?O

I
to 30 4Q 10 zo 30 co '' ao ~ -. :c zc :!(
c- c- c - c--

Fig. 3 • Distnoutioa. diagrams for then-fatty alcohols: (a) Battle Creek M~ow Ranch (s:implc 6): lb} Suprpiae
Point State P:irk, night. summer (sample I); (c) S"Lem. Ski Ranch (s:implt S); (d) "Suprpinc Point State Park. winter
(sample 3): (c) D and D R.:mc:h. summer (s:i.mplc S); (I) Corvallis. forest {s:unplt 14): lt) C:mog-J Park. Santa Ana
conditions (sample 16); (h) Pasadena (sample 17); (ij Composited grass. ~-ax (sample :?O\: (jl Compositcdconifc.'"1. wax
·sample 21): (k) ~nan aerosol. Jos. Nigeria (Cox er al.• 1982): ll) Adantic Oc=n. ~ 4 {Simonet. 1977a.).
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XVIll. ANNOTATED BIBLIOGRAPHY

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\. \ .~bstracts only (-)
Article reviewed (,/*)
Referenced by author
and referenced information
is
presented . (*)

J"'Ambles, A., J.C. Jacquesy, P. Jambu, et al. 1991. Polar lipid fraction in soil- a kerogen-like matter. Organic Geochem-
istry 17(3):341-349.
.
. .
•soil lipids include a great number of neutral or acid components (hydrocarbons, esters, ketones, fatty alcohols and
acids) which can be easily studied ("simple Jipidsj and an unknown, barely soluble, fraction called •potar fraction• or
•complex lipids": •,

In reviewing the work of others, conducted to identify the relationship of simple lipids to complex lipids in soils, Ambles
observed that the exper~ental results •suggested that the soil polar fraction may correspond to a polar matrix (a
biopolymer) wbi~ can "react• with simple lipids, the process of incorporation of simple lipids being reversible in
biologically-active soils."

Ambles selected two hydromorpbic soils from the western part of France for his studies. He compared the s~ple lipids
in the soil to the breakdown products of the "polar fraction•. The n-alkabes displayed a relatively regular distribution
ranging from C16 to C,.. In further extraction processes, primarily even-carbon number, straight chain alkaJ}ols (maxi-
mum chain length Crz) were found in both soils. His work also showed that the distnoution of simple lipids was similar
to the products derived from the breakdown of the polar fraction of the soil, suggesting that his initial premise may be
valid, and that the polar fraction of the soil is a •smt• for the fatty alcohols and lipids introduced into the soil from plant
fractions and microbial activity. ·

*Aubertin, G.M., G. W. Gorsline. 1964. Effect of fatty alcohol on evaporation and transpiration. Agron. 156:50-52.

*Barras, D. R., & B. A. Stone. 1969. Carbohydrate composition and metabolism in Euglena. In 1be Biology of Euglena,
Vol. 2, pp. 149-191. Edited by D. E. Buetow. NY:Academi' Press.

Bradshaw, S. A., S. C. M. O~ E. D.S. Comer, et al. 1990•. Changes In lipids during simulated herbivorous feeding by
the marine crustacean Neomysil integer. Journal of the Marino Biological Association of the United Kingdom. 70(1):225-244.

The results of these investigations indicate that crustaceans such as that tested here would have a profound effect on fatty
acid and alcohol fractions in material that passes though the pelagic food chain; feeding activity of these organisms may
determine certain aspects of the sedimeDtary lipid distributions. ·

Bradshaw, S. A., S. C. M. O'Hara, B. D.S. Comer. 1990. Dietary lipid changes during herbivory and coprophagy by the
marine invertebrateNereisdiversicolor. Journal of the Marine BiologicaJ Association of the United Kingdom. 70(4):771·788.

Herbivorous and particularly coprophagous feeding by the annelid worm, Nereis diversicolor leads to relatively high
abundances of •bacterial• odd carbon-number normal and branched chain fatty acids and these organisms are important
, in affecting the flux of lipids through marine food cJudns.

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( ~rengt8, K. G. 1965. The behavior of fatty alcohol applied to soils. Dissertation, Michigan State University (reponed in
· ·1 .1.....sertation Abstracts International, 26(2):615.

Fatty alcohol absorption by Wyoming ventonite was studied by x-ray diffraction, differential thermal analysis, infra-red
absorption and angle of wetting. Hydrogen bonding was wumed to be the primary attraction between fatty alcohol and
ventonite. Fatty alcohols were found to be active in reducing water movement in soil at extremely high rates (see
Brengle, 1969). This research was conducted with a special interest in fatty alcohols as evaporation control agents.
Vertical and lateral movement of fatty alcohol in the soil was practically non-existent. the Jack of lateral movement
sugges? that compressed monofilms are not formed at the air-water interface· in the soil.

*Brengle, K. G., H. 0. Mann. 1969. Effect of fatty alcohol on change iii soil water during the summer fallow period.
Journal of Soil and Water Conservation. 24(1):25-26. ·

Hexadecanol and octadecanol were used ~ an experiment assessing the capability of th~ compounds to inhibit soil
moisture loss. Octadecanol was broadcast at 0, 300, 600 or '900 pounds per acre each May for three years. ·Fatty
alcohol, at the rates used in this study, did DOt retard soil water loss enough to warrant use in a fallow system. The
tteated area did maintain a protective vegetation· cover.

*Bro(ldin, G. W. Cautreels & D. van Cauwenberghe. 1980. On the aliphatic and polyaromatic hydrocarbon levels in urban
and background aerosols from Belgiwn and the Netherlands. Annospheric Environment 14:895-910.

~rown, H. 1983. The stability of esters to hydrolysis. Cosmetics and Toiletries. .98(12):56-58.

Six fatty alcohol esters were selected for hydrolysis studies: C1~u alcobOls beµzoate, isopropyl myristate, isopropyl
palmitate, lauryl lactate, dioctyl adipate and isononyl isononate. Lauryl lactate was included since it hydroly;es readily
and would be a good comparison standard reference. The hydrolysis methodology utilized 959'0 ethanol solutions and
pH levels of 2, 3, and 12. Ten percent ester solutions were prepared and subjected to 3 hour reflux and oven storage
(47° C for 30 days). Hydrolysis was measured by titration. The method utilized for alkaline hydrolysis was Inadequate
and no results were obtained. Under acid conditions, laurel lactate had the greatest degree of hydrolysis at.both 3 hour
reflux and 30 day storage intervals. While the behavior of the ester is determined in these studies, DO specific data is
provided on the alcohols or their stability in this system.

Buning-Pfaue, H., H. J. Re1un. 1972. Production of aldehyde from •batch• fermentation by Pseut1omoruu aeruglnosa
growing OD decanol. Arch. Mikrobiol. 86(3):231-40. .

APltlldomonas species was able to produce fermentation products based on the use of 4ecanol as a sole source of
nutrients. This suggests that soil microorganism readily incorporate fatty alcohols into their nutrient assimilation cycles.

*Cook, K. A. 1979. Degradation of non-ionic surfactant Dobanol 45-7 by activated sludge. Water Res. 13:259-266.

Cowey, C. B.• J. R. Sargent. tm. Lipid nutrition in fish. Comparative Biochemistry and Physiology B: Comparative
Biochemistry. 57(4):269-274.

Currie, B. R., R. B. Johns. 1989. An organic geochemical analysis ofteaestrial biomarkers in a transect oftbe Great Barrier
Reef Lagoon. Queemlaod, Australia. Australian Journal of Marine and Freshwater Research. 40(3):275-284.

Fatty alcohols, as well as certain other compounds are being used as •biomarJcers• to determble the deposition and
source of marine sediments. Fatty alcohols are deposited not only from terrestrial .sources but also from planktonic
sources and thus are not well correlated with distance-from·land.
I
\
Fatty alcohols resulting from wax ester hydrolysis are oxidized to the corresponding add and thereafter follow pathways
of fatty acid metabolism. Some species have the ability to convert short chain acids into longer chain polyunsaturated
acids that have full essential fatty acid activity.

*Finnerty. W. R. &.. M. E. Singer. 1984. A microbial biosurfactant- physiology, biochemistcy and applications. Dev. Ind.
Mierobiol 25:3140. :

Garrett. Vf. D. 1964. The organic chemical composition of the ocean surface. Naval Research ~aboratory (Washington)
R.eport ~o. NRU;20l. N11S No. AD-610 396.

The major water-Insoluble organic constituents of the sea are.fatty esters, free fatty acids, fatty alcohols and hydrocar-
bons. The distn'bution of the various fatty acids and alcohols varies according to the meteorological and oceanographic
conditions prevalent at a particular location. The high molecular -weight and less-water soluble fatty alcohols are the
most surface active (likely to be found absorbed to the surface) while the more water soluble (less surface active)
compounds are excluded from the surface by competition with th~ compounds.

*Gentner, W. A. 1966. The influence of EPTC on-external foliage wax deposition. Weeds 14:27-31.

Gerllold, R. M. & G. W. Malaney. 1966. Structural Determinants in the Oxidation of Aliphatic Compounds by Activated
Sludge. Journal Water Pollution Cont Fed. 38(4):562-79.

JIHosotani, K., T. Ohkocbi, H. lnui, et al. 1988. Photoassimilation of fatty acids, fatty alcohols and sugars by Eugle1U
gracill.r Z. Journal of General Microbiology. 134(1):61-66•
.
The assimilation of fatty alcohols and other carbon sources by Euglena gracilis Z. was. inve.uigated by studying th1
growth of the organism and its photoassimilation of these compounds. This investigation demonstrates the effect of lip
on the growth of Euglena and compatt.\I the mechanisms of their photoassimilation.

E. gracills Z and its streptomycin-bleached mutant from established stock cultures were. exposed to growth medi:
containing 0.25 fatty alcohols (carbon chain lengths of 1 to 20). Cell numbers were :determined by hepw:ytomete:
counts. Where inve$tlgation included the use of 1-tetradecanol (myristyl alcohol), extraction was by chloroform, wid
· determination by gas-liquid chromatography.
. .
E. gracllU growth varied depending upon the chain length of the alcohols included in theculture medium. Ethanol wa
the best cubon source in both light and dart. Propanol, butanol, 1-dodecanol, l~ecanol, and 1-tertadecanol aJs.
supported considerable growth under ·illumination. Assimilation ~f butanol, dodecanol and tetradecanol for growr:
strictly depended upon light The fatty alcobols.CrC 11 inhibited growth, while methanof and the alcohols Cu-Ca did DC
support growth. .

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Fany_ Alcohol Comp~unds Page 39

20 .....

.
- 15 -
E ~
er.
CJ
-
:.J
c.....
0
. 10
o.
~ ..
;;z: '
....x
. .
0
,
.•
.
5 ...
.
~~
2
.. -5
3 4
- -
7
~
~
8
-
·v
~-

9 IO 11 12 13. 14
I- .. .. - .....
15 16 l 7 18
.._ ....
0 6 , 19 20
Carbon-chain length of fatly alcohols
..
... -:; ·
./
\,

Photoautotrophically grown cells are transferred. to culture media containing individual fatty
alcohol and cultivated for 14d with or without illumination. Initial cell number was 0.9· x 10-1•
Open and closed bars represent growth of Euglina with and without illumination respectively.
A carbon chain _le!i~th of 0 indicates photoautotrophic growth•

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( . .
The results of the photoassinulation experiments show that photosynthetic energy is not completely necessary for the
pbotoassimilation of the alcohol. The blue light receptor may take part in the pbotoassimilation of myristyl alcohol;
photosynthesis also appears to have some relation to photoassimilation since the occurrence of photosynthesis during the
soldering caused a higher cell yield •

..-Roering, T. C. 1969. Fatty alcohols in sedimentary rocks. Yearbook of the Carnegie Imtitute. of Washington. 67:202-
~. - . -

". • • Mild thermal treatment of unextracted recent sediment produced a good yield of the normal alkanes 11-CJJ.i& and
lJ-CuH,, and that under the same conditions recent sediment will reduce fatty alcohol to an alkane. These considerations
suggest that fatty alcohols in the form of wax esters may be p~esent in sedimentary rocks. Plant waxes are esters of fatty
acids and fatty alcohols •.• where [carbon chain lengths] typicalfy run from 12 to 30." [plus two for the initial and
.terminal carl>ons] • • • Fatty alcohols, presumably present in the fonn of wax esters, make a small but significant
contnlrution to the inventory of normal alkyl groups found in s~imentary rocks.•

*Ichikawa, Y., Y. Kitamoto & N. Hosoi. 1978•. Iregradation of polyethylene glycol ethers by a Pseudomonad isolated from
activated sludge. J. Ferm. Techanol. 56:403409:

*Joneda, T. 1984. Lips of Actinomycetes: Their structure and biosynthesis In Biological, Biochemical and Biomedical
Aspects of Actinomycetes. Ed. by L. Ortiz-Ortiz, L. F. Bojalil and Y. Yakoleff. Acad. Press. NY pp. 239-49.

*Jambu, P., G. Coulibaly, P. Bilong et al. 1983. Influence of lipids on physical properties of soil. Studies About Humus
Humas &. Planta. VIlI 1:46-50.

'· *Kolattukudy, P.E. 1968. Tests whether a head to head condensation mechanism occurs in the biosynthesis of n-hentriaconta-
ine, the paraffin of spinach and pea leaves. Plant Physiol. 43:1466-1470.

*Kolattukudy, P.B. & T. J. Liu. 1970. Direct evidence for biosynthetic relationships among hydrocarbons, secondmy
alcohols and kitones in Branica oleracea. Biochem. Biophys. Res. Commun. 41:1369-1374.

Komnick. B., R. Bauerfeind. 1991. Intestinal absoq>tion of defined lipids by the larval dragonfly Auhna cyanea ~
Odonata)- wax esters and fatty alcohols. Journal of Insect Physiology. 37(3):179/.

Dragonfly larvae hydrolyse wax esters and absorb both the fatty acid and fatty alcohol moieties. These components are
then used in the synthesis of triglycerides and wax ester. No accumulation of lipid droplets occurs after ingestion of free
fatty alcohol alone. Wax ester is a natural constituem of the larval cuticle of this species.

~ey. W. D. Intermediate products in the bacterial decomposition ofhexadecanol and octadecanol. Tecbnical Report I
TR-29; W70-09829; OWRR-A-012-TEX(l). Texas A&M University Water Resources Institute. NTIS Accession fPB.194-
237.
In the arid climate of the southwest, control of water loss by the use of monolayer films was. investigated. In conjunc-
tion with these efforts, this project was designed to meet two goals: (1) to investigate the behavior of bexadecanol and
octadecanol in microbial systems, including the detection, identification and behavior of any intermediate or end produces
formed as a result of biological transformation;' and (2) to correlate the behavior of long-chain fatty alcohols with studies
of lower molecular weight alcohols.

Three primary analytical techniques were employed to obtain direct and specific measure of the rate and extent of
degradation of hexadecanol and octadecanol by adapted microorganisms: gas chromatography, total organic carbon
( analysis and recorded oxygen uptake. A settled sewage supernatant was used as the source of microbial organisms
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\. which were adapted to the alcohol substrate. Low chain length alcohols (3 and S carbon) were used to condition the
system and demomtrate its capaJ>ility to adapt to soluble alcohols as a carbon source. The higher chain alcohols were
insoluble in water but formed a film on the water surface. Due to this filming tendency, 1-hexadecanol and 1-octadec·
anol were tested in a static eovironmeot to avoid Joss of the compound on flask walls. ·

1-butanol and 1-peotanol were removed from the solutions within 4 to 6 hours of their introduttion. When isopentanol
was also present, there appeared to· be a selectivity of response which favored the straight chain alcohols. The total
organic tarbon removal during this plme of experimentation approached fust order microbial re,,ponse with half-lives as
sbort as 2 hours. Similar re,,pomes were evoked when cultures were exposed to isobutanol, 1-butanol and 1-pentanol;
respense to straight chain alcohols was virtually oon-selective and the removal of isobutanol was essentially stopped until
the straight chain alcohols were removed or converted.

Considerable operational difficulty was experienced in attempts ~'conduct growth and utilization trials on the higher
chain alcohols. Given sufficient time In contact with the adapted microbial species, complete disappearance of 1-
hexadecanol and 1-octadecanol as an identifiable molecular speties will occur. Experimental difficulties precluded the
establishment of an exact half-life; but degradation appeared to be fairly complete within 7 to 10 days. Where these
substrates were added in granular, slow rel~ forms, so that disappearance was also slowed, no significant soluble
organic accumulation occurred. Where substrate was added in dissolved form (a hexane solution), microbial growth was
rapid and there was evidence of soluble organic accumulation above the level of controls. Efforts to extract and identify
the organs were unsuccessful, partly due to the presence of hexane as a complicating factor (some adaptation to hexane
may have oCClllted). ,_

The complications of studying these compounds in both the field and laboratory were discussed. The fact that solvents
such as hexane or isopropanol must be used to disperse the compounds in a aquatic system and the ubiquitous presence
:.i of carbon make qualification and identification of breakdown products extremely difficult

*Larson, R.J. & L.M. Games. 1981. Biodegradadon oflinear alcohol ethoxylates in natural TRANSLATED BY The British
Library DOcument Supply CeQter. Boston Spa, Wetherby, West Yorkshire LS23 7BQ, United Kingdom. BLDSC 5828.4 (M·
52051).
._ ..
Lindstedt, M., S. Allemnark, R. A. Thompson and L. Edebo. 1990. Antimicrobial activity of betaine aters quaternary
ammonium amphiphiles which spontaneously hydrolyze into non-toxic components. Antimicrobial Agents and Chemotherapy.
34(10): 194!).19S4.

*Lorenzen, G.A.· and W. W. Meinke. 1968. A feasibility study on the utilization of monomolecular _films for mosquito
abatement. Mosquito News 28:230-232.

*Mann, H. Biological effects of fatty alcohols on freshwater animals. Internationale Revue der Gesamten Hydrobiologie.
56:599-601. TRANSLATED BY The British Ll"brary Document Supply Center. Boston Spa, Wetherby, West Yorkshire
LS23 7BQ, United Kingdom. BLDSC S828.4 (M-S20Sl).

*Miller, S. and Q.D. Maddock. 1970. Ovicidal effect of selected compounds on.the eggs of Anopheles albimanus. Journal
of Economic Entomology. fi3:11S1-1154.

Moreau, R. A., A. H. C. Huang. 1979. Oxidation of fatty alcohol in the eotyledOJIS of jojoba seedlings. Archives of
Riocbemistry and Biophysics. 194(2):422-430.

During the germination of jojoba (Sbnmondsia chlnensis) seeds, fatty alcohols are formed from the hydrolysis of stored
wax esters. The cotyledon ex~ has the ability to convert fatty alcohols to fatty aJdehydes in the presence of molecular
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Oi and subsequently to fatty acids when NAD+ is added. 'The whole fatty alcohol oxidation system is capable of
·,. .oxidizing monosaturated fatty alcohols which are the physiological substrates in jojoba cotyledons.
.,

.i-Noweck, K., H. Ridder. 1987. Fatty alcohols. Jn Ullman's Encyclopedia of Industrial Chemistry, 5th ed. Al0(4): 277-
296. VCH Publishers Inc., New York.

Fatty alcohols are aliphatic alcohols with chain lengths between C. and Cu· They· are predominantly stralght-dlain and
monobydric, and can be saturated or ~e one or more double bonds. Alcohols with a chain length above C:,z are
referred to as wax alcohols. The character of fatty alcohols is determined by the manufacturing process and the raw
materials used. Natural productS, such as fats, oils and waxes, and the Ziegler alcohol process give straight-chain,
primary, even-numbered alcohols. Other types of dimerization and oxidation processes give branched chain or second-
ary alcohols of various characteristics. •.
..
•Natural fatty alcohols• are derived from renewable reso~ such as fats, oils and waxes of plant or animal origin.
•synthetic fatty alcohols• are produced from petrochemicals such as olefins and paraffins. Up blltil 1930, the manufac-
ture of fatty alcohols was based almost exclusi-~e1y on the splitting of sperm on. The invention of high-pressure hydro-
genation was cleveloped at that time and allo~ed the use of new ra\v materials. In 1985, the world nameplate production
capacity of fatty alcohols was estimated. af 1.3 ·x 106 t/a, of which about 60% was based on petrochemicals. Fatty
alcohols and their derivatives are used in synthetics, surfactants, oil additives and cosmetics and have many ~
uses, such as sucker control agents in tobacco.

Pltysical Properties: Saturated fatty alcohols up to dodecanol (12 carbons) are clear, colorless liquids with a lower
specific density than water. The lower members of the series have a characteristic odor. The physical properties of
straigbt-diain, primary alcohols are summarized in the table b~ow. ·
/ \
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.f (
) tol. A 10 Fatty Alcohols 291

L:100 l:lOO l:lOO LE90

"'
i 20

~ 10
i 0 .....,.,,..,..._..,,.,_,"""""..,.,..,,,.,--
6 8 10 12 14 1618 2 l. 6 810121f.1618202224. 6 8101214161820 10 12 14 16 , .
Hydrogenation
of fatty acid
·Ziegltr-
Al fol
- .•
Modified
Ziegler
Hydrogenation
of fatty acids
methyl ester process process from paraffin
from coconut IEpalJ oxidation
oa
I-
r.o L<tS t:BO L ;:l.O L:lOO

~
130 . 1··

\ ..
.
0

"'i 20

-
.- . 'I._ 'I.
., I

10 12 14 10 12 11. 10 12 14 10 12 14. 16 18 20
Oxo alcohol Oxo alcohol Oxo alcohol Unsaturated
from by phosphine from alcohol from
br~nched· catalysis statistical tallow
otefins n-olefins

• n-alcohols 0 isoalcohols ~ unsaturated alcohols L=linearity

F1gure1 • Typical fatty alcohol compositions obtained by different processes

c
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Fattx Alcohol Compounds Page 44

( Boiling points and melting points increase unifonnly with chain length. The influence of the polarizing hydroxyl group
.! diminishes with increasing chain length; thus hexanol and even octanol show some water solubility, but decanol and the
higher fatty alcohols can be considered as .immisci"ble with water. Common organic solvents such as petroleum ether,
lower alcohols and diethyl ether are suitable for fatty alcohols.

Under normal conditions, fatty alcohotS am resistant to oxidation. However, they can be converted into aldebydes or
or
carboxylic acids using strong oxidaiits or by catalytic oxidation with air oxygen.

Production Processes: Several ~ are available for the production of fatty alcohols. The base material and the
technique used detennine the type and length of the carbon chain in the final product. The type of process, base
material and the end products produces are outlined below:

.
:. . -..;.
'

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Fatty Alcohol Compountfs Page 4S

c PRODUCTION PROCF.SS USED IN FATIY ALCOHOL MANuFACTURE


Predominent
Name of Process Raw Material Brief Description Chain Lengths
Hydrolysis of Wax Esters Sperm Oil Oil is heated with concentrated Sodi- c,...c;,
um hydroxide at about 300·c
Reduction of Wax Esters with Sperm Oil Molten Sodium is ~ispemed In an Unsaturated
Sodium inert solvent and then carefully dried especoleyl alco-
ester and alcohol are added. When hol
the reaction is complete. the alkoxides
are split oy stirring in water. and the
alcoh<lls are washed and distilled
Hydrogenation of Natural Raw CocOnut or. Palm Impurties removed in a cleaning C~11
Materials Kernel Oil stage. Refined Triglycerides are
(Proctor & Gamble)(Henkel) . hydrolyzed to yield fatty acids or
Palm Oil, Soybean trans-esterified with lower alcohols to C" -C11
oil, tallow yield fatty acid esters. Hydrogenation
is by suspension, gas-phase or tricle-
Rapeseed oil bed.
C..-Cn
Ziegler Alcohol Pro~ - Aiful Petrochemical Hydrogenation, etbylation. growth ~-e,.
{V"ISta) feedstocks reaction, oxidation, hydrolysis, frac-
tionation.
Ziegler Alcohol Process - Epal Petrochemical As above, but growth reaction is c.-ea,
(Ethyl Corp) feedstocks limited. .
Oxo Process (hydroformulation) Petrochemical Reaction of olefins with an Hi-CO n-butanol and
. feeclstocb gas mixture in their presence of suit- 2-ethylhexm<>!
able catalyts.
Hydrogenation of Fatty Acids Oxidiu.d Paraffinic Mixture of para.fins is oxidized above Linear, primary
Hydrocarbons 1oo·c in the presence of manganese alcohols with
catalyts. many by prod-
ucts
clD..ca
Bashkirov Oxidation "Parafins Oxidation in the presence of boric Secondary alco-
acid at 160·c hoJs
Other Processes X-Olefins Reaction with hydroperoxides in the Isobutanol,
presence of transition metal catalyts•. ~
.•

Table 1. PHYSICAL PROPBRTJES OF PA'ITY ALCOHOL


CAS Molecular Ms Hydroxyl mp, bp, ·c Density, Refractive
lUPACName Common Name registry No. formula Number ·c (p.kPa) g/c~ index
: (t, .C) · (t, "C)
1-Hexanol caproic alcohol 111-27-3 C6 H140 102.2 548 -52 157 0.819(20) 1.4181(20)
l·Heptanol cnanthic alcohol 111-70-6 C1H110 116.2 482 -30 176 0.822(20) 1.4242(20)
l-Octano1 caprylic alcohol 111-87-S CaH110 130.2 430 -16 195 0.825(20) 1.4296(20)
1-Nonanol pelargonic alcobol 143-08-8 C,H2uO 144.3 388 -4 213 0.828(20) 1.4338(20)
1-Decanol capric alcohol 112-30-1 C10H210 158.3 354 1 230 0.829(20) 1.4371(20)
1-Undecanol .... 112-42-5 CuH2'10 172.3 326 16 245 0.830(20) 1.4402(20)

~ 1-Dodecanol lauryl alcohol 112-53-8 C12HuO 186.3 300 23 260 0.822(40) i.4428(20)
~ 1-Tridecanol 112-70·9 C 13 H210 . 200.4 280 30 276

~ 1-Tetradecabol myrlstyl alcohol 112-72-1 C14H300 214.4 261 38" 172(2.67) 0.823(40) 1.4358(50)
.
~
1-Pentadecanol 629-76-5 CuH,20 228.4 245 44 1.4408(50)
1-Hexadecanol cetyl alcohol 36653-82-4 C111H340 242.5 230 49. 194(2.67) 0.812(60) . 1.4392(60)
~

t5 1-Hepladecanol n1argaryi alcohol 1454-85-9 C11H,,.O 256.S 218 54

~
1-0cladecanol stearyl alcohol 112-9.2-5 C 11H510 207.• S 207 58 214("2.67) 0.815(60) 1.4388(60)
1-Nonadccanol 1454-84-8 C"H..00 284.5 196 62 1.4328(70)
~ 1-.Eicosanol arachidyl alcohol 629-96-9 CzoH420 298.6 187 64 215(1.33) 0.806(70)
~
1-Heneicosanol 15594-90-8 Cz1H440 312.6 179 68
§ 1-Docosanol behenyl alcohol 661-19-8 Czzlti,O 326.6 171 71 2411.33 0.807(80)

~
~

....
II)
:g
E-i

.'-'
....-.....

.j
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Fatty Alcohol Compounds Page 41

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Uses: Fatty alcohols are mainly used as intermediates. Surfactants account for 70-753 of fatty alcohol production. The
most important groups of surfactants are alkyl polyglycol ethers, alkyl sulfates and alkyl polyglycol ether sulfates. On
a much smaller volume, fatty al~hols are used In cosmetic creams, lotions and industrial emulsions.

Analytical Methods: Analytical methods for quality control purposes are defined by DIN [101), ASTM (102] and the
Deutsche Gesellschaft fttr Fettwisseoschaft (DGF) [103). the parameters measured typically include (where appropriate
of the· compound under production): composition (by gas chromatography), hydrocarbon content, color, refractive
index, density, viscosity, solidification point, boiling range, flash point, ignition temperature, hydroxyl number, carbonyl
number, peroxide number, iodine number, acid number, saponification number and water content. The sources of &tty
alcohols used for tobacco desuckering include those produced from coconut and other natural oils and those produced
from petrolewm compounds by the Ziegler Process. Coconut alcolJols produce very few impurity peab and contain Jess
that 0.1 ~ IHridecanol and varying amounts of n-alkanes. Ziegler, alcohols are primary, straight chain alcohols with an
·even carbon number. Gas chromatography shows up to 1.9% impurities, consisting of numerous even-numbered,
isomeric fatty alcohols.

*Neufahrt, A-, K. l..Otzsch & D. Gantz. 1982. Biod~ability of 14C-Jabeled ethoxylated fatty &tcohols. Teoside Detergents
19:264-268. •

*Nooi, J.R., M.C. Testa & S. W"J1lemse. 1970. Biodegradation mechanisms of fatty ~~hoi ·non-ionics.· Tenside Detergents.
7:61-65. . .. . .

*Olsen, S.R•• F. S. Watanabe, F. E. Clark Et al. 1964. Effect of hexadecanol on evaporation of water from soil. Soil Sci.
97:13-18.

Obst, B. S. 1986. 1986. Wax dipstion in Wilson's storm petrel Oce{llJites oceanicus. Wilson Bulletin. 98(2):189-19S.

Wax esters are an abundant source of energy in the marine environment.· Hydrolysis of the wax ester produces fatty
·alcohols which 8re then oxidized to or assimilated into fatty acids. ·

*Patterson, SJ., C.C. Scott & K.R.E. Tucker. 1970. Nonionic detergent degradation. m. lnitiaJ mechanism of the
degradation. J. Am. Oil Chem. Soc. 47:37-41.

Peltzer, E.. T., R. B. Gagosian. Sampling and quantitation of lipids in aerosols from the remote marine atmosphere. Anal.
Clim. Acta. 198:125-144.

Air and ram samples were collected to demonstrate the efficiency of an analytical method for five classes of naturally
occuning Up~ one of which was fatty alcohols of C13 to C36 chain length.

Place, A. R., D. D. Roby. 1986. Assimilation and deposition of dietary fatty alcohols in Leach's storm petrel Oceanodroma
leucorhoa. Journal of Experimental Zoology. 240(2):149-162.

Shading of Euglena growing on yield alcohol may have caused the accumulation of paramylon and lowered synthesis of
amino acids and protein which are essential for the cell growth. The bleached mutant has been shown to adapt to
myristyl alcohol medium after several tramt'ers and an increase in (NBJ~ concentration. The mutant may induce
an ability to synthesize amino acids from myristyl alcohols by this adaptation.
-
Prahl, F. G., G. Eglinton, E. D.S. Comer, et al. 1985. Fecal lipids released by fish feeding on zooplankton. Journal of the
Marine Biological Association of the United Kingdom. 65(2):547-S60.
Compiiance Services International Report Number FATF-9101
Fatty Alcohol Compoupds Page 48

Fatty acid (and therefore fatty alcohol?) moieties of Cl8-C20 virtually eliminated in digestion; higher chain lengths were
( enriched in the feces.

The feces of wax-fed (hexadecyl oleate) birds contain fatty alcohol and fatty acid, the products of wax hydrolysis.

*Ristau, E. & F. Wagner. 1983. Formation of novel anionic trehalose tetraesters from Rhodococcus erythropoJis under
growth limiting conditions. Biotecbnol. Lett S:9S-100.

Romankevich, Ye. A., M. G. Bystrova, l. A. Nemirovskaya, et al. 1982. Composition ofJipids ofbenl:hicsediments. Vinltl.
No volume number givm. Pages 100-107. ·

A study was made of the upper layer (0-S cm) of benthic sediments from a river system shelf. The lipids in the organic
matter of the sediments fluctuated from 1.S to 10.7%, averaging 3.5%, with fatty alcohols being one of the 7 lipid
components. This article is in Russian and has ~t been translated.. ·
. ..
Richterich, K., P. Gode, W. Guhl. 1985. Ecological evaluation of a bew non-ionic anti-foaming agent. Fette Seifen Anstric·
hmittel. 87(10) 421-424.
..
The product discussed is a mixture of C12/C18 fatty alcohol with 10 EO butyl ether. In Germany, specific tests are
required for biodegradability \BiAs• reduction). For this product, the BiAs reduction was between 93 and 989'; a
better degree than the minimum regulatory requirement of 80%. Closed bottle tests and a simulation of sewer
plant/riverine environments demonstrated rapid biodegradation (time values are not given In abstract. The article is in
German and bas not been tramlated.) ·

Sabastiani, A., Simonetti, A. D., Borgioli, A., et. al. 1971. Behavior of synthetic detergents In soil. m.. Soft detergents,
microorganisms and soil. Nuovi Ann lg Microbiol. 22(4):229-242•
.)
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This article is in Italian. with no abstract. Lack of other information may require this to be ordered and translated.

Sargent, J .. R.'. ·C: C. E. Hopkins> J. V. Seiring, et al. 1983. Partial characterization of organic material in surface sediments
from Balstjord~ Northern Norway. in relation to its origin and nutritional value for sediment Ingesting anima,ls. Marine
Biology (Berlin). 76(1):87-94.

Basin surface sediments were characterized to assess the nature and origin of the organic material present and its
potential nutritive value for sediment ingesting animals. Fatty alcol)ols accounted for 30% of the non-saponifiable lipids
and pbytol alcohols accounted for 40% of the fatty alcohols. Small amounts of very long-chain fatty alcohols character·
istic of terrestrial plants were present, but long-chain monounsaturated fatty alcohols characteristic of marine 7.00plankton ·
were essentially absent. · ·

No fatty alcohols n-chain-lengths of.Jess than 13 carbons were detected in this experiment. k is possible that the
extraction process volatilized the n-fatty alcohols with lower chain lengths (the shortest chain alcohol detec:ted had a
melting Point near the temperature used in the extraction process and lower .chain length compounds would be expected
·to be more volatile than longer straight-chain alcohols). The percentages of n-fatty alcohols recovered are presented
below:
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Fatty Alcoho1 Compounds Page 49

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.!

Table S. Percentages of total epicuticular fatty alcohols within


classes on burley tobacco leaves grown under different
temperature and light regimes
c. 1s· 1s· 2s· 2s· 35·
Short Long Short Loug Long Field s.,
13 o.o· 0.0 0.1 0.0 0.3 0.0 0.07
IS 0.6 0.4 . 1.1 0.8 3.4 2.1 0.42
19 0.9 o.o 1.4 5.2 .. 0.0 0.0 0.40
21 0.7 0.3 1.S 3.8 ' 0.0 0.6 0.1~

23 3.2 o.s 3.4


..
2.2 0.0 0.7 0.54
2S 3.6 0.0 6.S 7.6 0.0 0.7 Q.96
27 17.8 0.0 1.9 3.8 0.0 0.1 2.22
14 2.0 0.0 2.6 3.4 1.2 0.2 0.10
16 0.5 13.6 6.1 1.0 13.9 11.S 0.80
18 9.2 4.5 11.S 16.6 5.S S.9 0.58
20 3.3 1.6 2.2 1.2 1.2 4.9 0.91
..· -· 22 2.4 0.4 2.8 3.8 0.2 6.5 1.SO
24 0.0 0.6 1.4 3.7 - 7.9 1.6 O.S3
26 9.3 0.7 8.S 4.5 2.3 0.9 0.32
28 4.1 0.0 1.1 2.0 0.0 0.2 0.42

Fatty alcohol contents exJu'bited differences in respome among leaves grown under differing photoperiods and tempera.
tures. Since epicuticular fatty acid and fatty alcohol class tot.als were altered by the effects of tho environment on
,euetically uniform leaves, the possibility arose of a random synthesis within a single subclass as opposed to the synthe-
sis of a single product as a major unit within each subclass.

Tobacco epicuticular alkane quality is influenced by photoperiod, temperature and leaf age. Fatty acids aro precursors
to aJkanes in peas and spinach and to primacy alcohols in broccoli. Also, alkanes can be converted to secomlary alcohols
and ketones in broccoli. lbe quantity of each of these constituents in leaf epicudcular wax appears to depend upon the
plaut species and the environment during leaf development. In this experiment, generally, loug photoperiod and cool
temperature were associated with highest Jong-aliphatic carbon chain production on a leaf area basis. Quantity of the
individual alkane, fatty acid and fatty alcohol elasses present under the different growth conditions varied in relation to
the Jeaf metabolic status and not leaf size•

.;hOberl, P., E. KUDkel & K. Espeter. 1981. (No title provided; cited by Steber (1983)). Tenside Detergents. 18:64.

\_
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Fatty AJcoho1 Compounds Page 50

*ScMbed, ·P. 1982. Mikrobieller Abbau eines Kokosfettalkohol-etboxylates durch Adnetobacter lwoffi, Stamm ML. Tenside
Detergents 19:329-3339.

*Scbnitzer, M., C.A. Hindle, M. Meglic. 1986. Supercritical gas extraction of alkanes and alkanoic acids from soils and
humic materiaJs. Soil Science Soc. Am. 150:913-919.

J"Sever, J., P. L. Parke.r. 1969. Fatty alcohols normal and isoprenoid in sediments. Science (Washington). 164(388-
3):1052-1054.

Normal long-chain fatty alcohols were identified in marine sediments and evaluated as indicators of s~imeut age. Both
normal and isoprenoid alcohols were found in recent and ancient ~~iments. Sediments from three different recent and
three different ancient sediments were aoalyzed by gas chromatography. Ancient sediments were: Miocene age, ftom an
outcrop in the Philippine Islands; Eoeene, from Green River (c'olorado) Shale; and Upper Cretaceous, from an outcrop
near Austin, Texas. Recent sediments were: Baffin Bay, a hypersaline arm of Laguna Madre off Corpus Christi,
.
Texas; Gulf of Mexico, off Port ArBD.W, Texas; and San Nicholas Basin, off the coast of Southern California.

ReCent sediments, even where terrestrial run-off is minimal, contain normal saturated alcohols with 12 to 26 carbons.
AICohols with both even and odd numbers of carbon atoms were present. In addition, normal, monomethyl and isopren-
oid long-ebain hydrocarbons, alcohols and fatty acids were present. The amounts of alcohols found in ~sediments
were from one order of magnitude less to the same order of magnitude as the concentrations of fatty acids.

(
\
SEVER TABLE: Concentration
(Parts Of alcohol per million parts of dry sediment)
of the Normal Alcohols in Sediments

SAN
GULF OF NICHOLAS MIOCENE EOCENE UPPER
ALCOHOL BAFFIN BAY MBXICO BASIN AGE AGE CRln"ACEOUS
n-dodecanol 1.00 - - - - .. .
n-tetndocanot 1.40 0.36 3.00 1.7S 3.20 •.· -· 1.30

a-hexadecanol 0.99 J.08 2.20 0.14 o.so 1.10

Analytical confirmation was conducted to assure that the extraction ~ure did not create any artifacts.
Fatty alcohols in ~ts probably have their origin in the marine life of the areas studied. Baffin Bay,
where C12 alcohol was detected, normally receives very little fresh water and is often twice as saline as nonnal
sea water. Such restricted run-off would probably not transport enough terrestrial organic matter to account
for the unifonn concentrations of alcohols observed in the Bay sediments. The author did not sPecuJate as to
which marine organisms were involved in the formation of organic compounds studied here, although he
Compliance Services lntelnational Report Number FATF-9101

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~--··· Fatty Alcohol Compounds Page St
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proposed that bacteria may be involved. Isoprenoid alcohols which were detected suggested that these prod-
ucts were side chains of chlorophyll and possibly were partially decayed deposits of plant material.

*Shadiakhy, A., H. Stage. 1981. Influence of double bonds and branchings on vapor pressure as well as the
volatility relations of fatty acids, fatty acid esters, fatty alcohol D:Uxtures or mixtures of the corresponding carbohy-
drates. Fette Seifen Anstrichmittd. 83(11):431. ' ·

This article is in German and is apparently presented only as a meeting abstract. There are no references. It
may be interesting to pursue if no other information on vol~tility is discovered•
.,
Jl'Singer, M. E. V., W.R. Finnerty. 1990. Physiology of biosurfactant synthesis by Rhodococcus species H13-A.
Canadian Journal of Microbiology. 36(11):741-745.
_,

The commercial production of biosurfactants from microbial activity is of interest Biosurfactants are· surface-
active agents produced by bacteria, yeasts, and fungi and include such products as fatty acids, glycerides,
phospholipids, lipopeptides and antibiotics. Biosurfactants produced by microorganisms are generally consid-
ered to repieSent a mechanism for the solubilization or emulsification of water-insoluble substrates to facilitate
transport by the cells.

This investigation descnl>es the identification of a biosurfactant-producing bacterium and the general physiolo-
gy of biosurfactant synthesis in Rhodococcus species H13-A. Rhodococc:us species H13-A was isolated from (
soil after several passages on hexadecane enrichment medium. Extracellular glycolipid synthesis by Rhodoco-
ccus species H13-A occurred following growth on decane through octadecane as sole sources of carbon and
energy. The highest levels of glycolipid results from growth on dodecane, tridecane and teb:adecane.. No
evidence was obtained of cell lysis. The synthesis and release of glycolipid into the growth medium are linked
to nitrogen limitation.

Other studies were referenced which have investigated this process in other organisms. Other sorface-active
.glycolipids are synthesized by actinomycetes during growth on alkanes, including trebalose mycolates by
Arthrobacter parq/fineus. ·
........
Jl'Sinniah, B. 1983. Insecticidal effect of aliphatic alcohols against aquatic stages of Aedes mosquitoes. Tmnsac-
tions of the Royal Society of Tropical Medicine and Hygiene. 77(1):35-38.

Long chain fatty alcohols (Cn-c;J can be applied to water so that a monomolecular layer is formed on ~
surface. Earlier research showed that a surface layer of lauryl alcohol (C12 alcohol) kills all larval stages of
Culex quinquefascialU3. The aim of the cuaent study was to investigate the effectiveness of some aliphatic
alcohols as insecticides against the aquatic stages of Aedes Qlgypti (L.) and Aedes scutellaris (Walker) •
.
The article also presents some information on the properties of the compounds investigated. Compounds of
interest and their properties giv~ ~ ~ted below:
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Fatty Alcohol Compounds Page 52
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ALCOHOLS TESTED AGAINST THE AQUATIC STAGES OF MOSQUITOS

NO.OF PHYSICAL SOLUBILTIY MODECULAR MELTING


·ALCOHOL CARBONS CHARACTERISTICS IN WATER WEIGHT POINT
1-decanol ClO liquid Insoluble 158.3 -26.6'C
1-decanol CIO Liquid Insoluble 172.3 1S.2'C

1-dodecanol Cl2 liquid Jnsolu\>)e 186.3 23.o·c


1-tetradecanol Cl4 Solid Wax Inso~Ul>le 214.3 39.0"C
l
l-hmdcc:anOl C16 Solid Wax Insoluble 242.2 49.0"C
- .•

The alcohols tested :nnged flom chain lengths ofc;-c11• but there were no straight chain alcohols tested below tho chain lenglh
of decanol. Compounds were tested at c:oncentrations equivalent to 1, 2, 4, 8, 10, 20. 40, 80, 100 and 200 liters/hectare, at test
temperatures of 2S to 27 degrees C. Larvae, pupae and eggs were tested. Results are shown below:

24-hour I.DJD and LO,. (") for various alcohols tested against eggs, :firSt. third and fourth iostar larvae and pupae ofk. aegypti
and Ae. scukllaril

Alcohol Egg or Lethal dose in lilres/hectate


Tested Larval
state Ae. aegyptl k. scutellarls
LD'° LD'° J..D5ll LD'°
1-decanol ~gg 3 s 3 5
L1 3 s 3 4
•::a ••
1.3-IA -·. 3 6 3 6
pupae 2 3 2 .....,.. 3
1-undecanol Egg 4 6 4 6
.... Ll 3· 5 3 s
I.HA 4 6 3 6
pupae 4 s 4 s
• 1-dodecanol Ea 4 7 4 7
Lt 4 6 4 6
1.3-IA 4 7 4 7
pupae 3 6 4 6

1-tetndecanol Egg 20 4 21 42
L1 285 312 280 315
L3-L4 285 3S2 309 335
pupae 59 • 86 62 92

1-he.xadecanol Egg 37 S4 40 59
L1 312 396 296 385
L3-L4 3S6 436 321 409
pupae 86 132 91 140
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In control trials, the solvent (hexane) showed no harmful effect on the larvae. Trials with more than 10%
mortality in the control were not used in the determination of an ~ This author reports work by Miller
and Maddock (1970) which tested. a number of alcohols and found only one that was effective (cinnamyl
alcohol). Most of the alcohols tested were of lower carbon chain length, and they tend to evaporate before
they have a chance to cause damage to the tissues of mosquitoes. Very long chains were ineffective except
at- very high dosages. In separate studies also reported here, Lorenzen and Meinke (1968) found that
larvae fed 1-hexadecanol did not die. It was speculated that mortality was induced by the breakdown of
ciiiicwar: lipids. thus as with most oils, the surface-active properties may be .respOnsible for the ovicidal
activities of these compounds.
.
Simoneit, B.R.T. 19TI_. Organic matter in eolian dusts over the Atlantic Ocean. Mar. Chem. 5:443-464.
,
Simoneit, B. R. 1989. Organic matter of the troposphere V: Application of molecul3r marker analysis to
biogenic emissions into the troposphere for ·source reconciliations. Journal of Atmospheric Chemistry.
8(3):251. -

Aerosols from rural and remote areas in the Western US, South America, Nigeria, and Australia were
· analp.ed for •atmospheric detritus• contenl All samples contained predominantly plant waxes. The
loadings of hydrocarbons included fatty alcohols at 10 to 1650 ng/nr. Higher molecular weight lipids
contn"buted a major portion of the organic carbon in samples from remote and rural areas. They are
therefore important indicators for regional biogenic sources in the global cycling of organic carbon.

.l*Simoneit, B.R.T. 1979. Biogeoic lipids in eolian particulates collected over the ocean. In Proceedlnp:
Carbonaceous Particles In the Atmosphere. (Ed. by T. Novakov), pp. 233-244. NSF-LBL
c
*Simoneit, B. R. T., M.A. Mazurek. 1982. Organic matter of the troposphere. II. Natural Background of
biogenic lipid matter in aerosols over the rural western United States. Atmos. Environ. (F.ngJand). 16(9):2-
139-2159.

This research concluded that higher plant waxes were


·- •. . ... - .. -
the predominant mat\Ual components in the lipid
fractions (>Cu) of aerosols sampled over rural and oceanic regions. These compounds are important
components in the global recycling of organic carl>on. Volatile natural organic compounds have been
identified and quantified in mat, oceanic and urban aerosols.

This study of aerosols from the Western United States was initiated for the threefold purpose of: (1)
. comparison of the area extremes; (2) characterization of the solvent soluble fractions; and (3) evaluation of
relative organic aerosol contn"butions from natural biogenic emimons and anthropogenic sources. Aetosol
samples were acquired from the rural and urban sites by filtration of the ambient air using a standard high
volume air sampler fitted with a quartz fiber filter. Representative samples of vegetation were taken in
various areas to provide a composite for i1' situ wax analysis. Analysis was by gas chromatography and
GC/MS.

The concentration ~ge for the total lipids (hydrocarbons, fatty acids, fatty alcohols, trace im~ts of
ketones, etc) was discovered to be from 90 to 3600 ng nr' with the fatty alcohols and other polar lipids at
a ~tration of 200 to 2000 ng m·'. The yield of lipid material for these samples represented up to
10% of the total organic:; carbon. 'The total fatty alcohol composition was indicative of derivation from
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Fany Alcohol Compounds Page S4
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vascular plant waxes, especially forest and grassland types of plants. The saw-:toothed distnbution of the
chain lengths (odd> even) compared direcUy with the n-a1kane distributions in specific plant communities.
The total fatty alcohol fractions included chain lengths of C10 to ~' with the middle of this :range predom-
inating.

In this particular investigation, the C. to Cio bomologs were largely lost due to evaporation (according to
their boiling points) in the environment and/or in the· experimental. procedure, or were separated by
distillation in the refining process. Absolute concentrations of the bomologs < Cio in these aerosol samples
are not accmate, but qualitative comparisons can be made.
.
From the infonnation above, the au~ors have concluded ·that the concentration of shorter chain fatty
alcohols is equal to or greater thm·.~e-concentration of fatty alcohols which are > eio. Typical distribu-
tion of fatty alcohols which were quantifiable are shown below, and include data on chain lengths of 10 to
3S carbons. .•

The author speculates that the homologs < Cio may be derived from microbial sources since they are not
prevalent in fresh vascular plant waxes. The predominant alcohols in all samples were normal fatty
alcohols with minor amounts of secondary ~hols and varying amounts of phytosterols. The dominance
of ~ and c;. chain lengths in the aerosol samples compares in general with the distributions for grass
· wax. These data indicate that fatty alcohols from plant waxes preserve their characteristic fingerprint in
aerosols and are a major fraction of the lipid material.

Procedural blanks were analyzed to assess the accuracy of the extraction and analytical procedures. Some
contaminants were discovered and included minor amounts of n-fatty acids and residual phthalate cstersj
but no fatty alcohols•

./*Solberg, Y. 1989. A literature review of the lipid constituents of higher fungi. New investigations of
Agaricales species. International Journal of Mycology and Lichenology. 4(1/2):137-154.

The chemical contents of several higher fungi were studied. Extraction and concentration lead to isolation
of fractions containing aliphatic and aromatic hydrocarbons, fatty alcohols and fatty acids. Fatty acids
(and &tty alcohols?) were predominantly of C1, to C.1 chain length. The details of findings by species
tested are provided, with the discussion centering on fatty acids. ·

.l*Speel, H. C. 1963. Foam, pollution and biodegradability. Journal of the American Oil Chemist's
Society. 40(7):4,12,13,15 •.

This article presents general infonnation but no original research. The biodegradability of detergents is the
topic matter, but their origin (alkyl benzene sulfonates vs. alkyl sulfates) determines their behavior. The
straight chain fatty alcohol sulfates, whether derived from natural alcohols, natural fats or oils, or from
ethylene by Ziegler-type processes, are gCnerally considered to be completely biodegradable. Sodium
lauryl sulfate {C1J, for example, disappears in less than 3 days (m water). The overall process was
oxidative. In general, the lower molecular weight species of each detergent type produces more foam on
agitation, but degrades more rapidly than the higher molecular weight species.
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Fatty Alcohol CompouncJs Page SS
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J'*Steber, J., P. Wierich. 1983. The environmental fate of detergent range fatty alcohol ethoxylates.
Biodegradation studies with a 14C labelle.d model surfactant. Tenside Detergents. 20(4):183-187.

In order to solve several outstanding problems in the biodegradation of a model fatty alcohol ethoxylate
(labelled separately in the alkyl as well as the EO chain) was elucidated in a continuous activated sludge
system using simulation tests and die-away tests. Because the alkyl chain was labeled, some conclusions
can be drawn about the fate of the. stearyl alcohol side chain. The (1: 14c] stearyl alcohol = 7 EO had a
specific activity of 19.2 mCi/g; the radiochemical purity was 98%. Only the results of the experimentation
conducted on the labeled alkyl compound is discussed here.
. .
The ·simulation tests used a model plant which was a mii1iature continuous flow activated sludge unit
constructed acc0rding to Swisher. The die-away tests wpe discontinuous tests analogous to the OECD
Screening Test and were perfonned in shake flasks modified to a closed system. In the simulated plant
study, after a working-in period of approximately two we.eks the plant was Jed for about one week with
synthetic sewage containing one of the radiolabeled suifactmts. As expected, the carbon in the !-position
of the alkyl-labeled compound was minerali7.ed to 14CC>z to a greater extent than the BO-moiety of the
analogous 14C-EO sulfactmt. Mineralizati~ rates were 50 to 60% after 2 to 3 days of 14C-feeding; with
a slightly increasing tendency. The radioactivity of the effluent froQl the alkyl-labeled surfactant only
amounted to about 6% (undegraded). When results were adjusted for recovery (93.8%), it was reported
that 99% of the fatty alcohol ehtoxylates present in the influent incurred microbial attack withiil 3 hours'
retention time in the model plant.

Degradation of the [l-14e] stearyl alcohol ethoxylate led to predominantly (90%) acidic metabolites. This
fraction of degradation products was mainly composed of carboxylated polyethylene glycols. 1be neutnl
c
· metabolites as well as the acidic biodegradation intermediates were reported as highly biodegradable. 25-
30% of the sludge radioactivity accounted for undegraded residual surfactants. The main portion of sludge
radioactivity (70%) corresponded to about 27% of the initial radioactivity and consisted of bacterial
biomass. The lipid fraction of the sludge from the [l-14C] alkyl ethoxylate experiment had a considembly
higher radioactivity than sludge from the ring labeled experimenL This was explained as a consequence of
microbial degradation of the alkyl-chain via P-oxidation according to general biochemical pathways,
resulting· in the production of acetyl units, which represent the elementary precursors for fatty acid biosyn-
tbesis.

The relatively high surfactant content in the sludge may result from the comparatively low water solubility
of stearyl alcohol + 7 EO. Additionally, the hydrophilic BO-chain of alcohol ethoxylates exlu'bitS a
slower biOdegradation rate than the hydrophobic part of the surfactant molecule. The faster biodegradation
of the alkyl chain is clearly shown by the fact that the intermediates of the [l -14C] stearyl alcohol ethoxy-
late biodegradation found in the effluent consisted largely of higher BO-numbered acidic polyethylene
glycols which obviously must contain a small 14C Jabeled moiety. In addition, it is evident that these
polyethylene glycol carboxylates can only arise if degradation of the alkyl chain starts at the terminal
methyl group. This is in accoidance with eonclusions drawn by other authors.

The alkyl chain of the fatty alcohol ethoxylate exhibited an ultimate biodegradation of aboot 1S %• The
actual extent of degradation may exceed this value for two reasons: (1) the steady state mineralization rate
was higher than the balanced value of total 14CC>z-evolution and (2) an undervaluation results from the 1'C- /
I ,
labeling position in connection with the degradation mechanism. The biodegradation begins at the terminal \ .·
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Fatty AJcoh~t Compounds Page S6
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methyl of the alkyl chain, so that in this case, the alkyl carbon in position 1 represents the last carbon
being transformed.

From these studies it was concluded that the biodegradation of stearyl alcohol + 7 EO formed no recalci-
trant metabolites and would be expected to completely biodegrade under primary sewage treatment, as well
as by self-purification processes in surface waters. ·

Steber, J., P. Gode, W. Guhl. 1988. Fatty alcohol sulfates: the ecological evaluation of a group of impor-
tant detergent surfactants. Fett Wissenschaft Technologie. 90(1):32-38.

This group of alcohol detergents. showed a very rapiii.and complete biodegradation with respect to
primary breakdown and ultimate degradability (11\ineralization and assimilation). This was true
under both aerobic an~ anaerobic conditions. The similarity of these processes to those for
straight-chain fatty alcohol is not ewlained in the abstract for the article (the article is in German
and bas not been translated).

,/*Steber, J., P. Wiericb. 1985. Metabolites and biodegradation pathways of fatty alcohol ethoxylates in
microbial biocenoses of.sewage plants. Applied and Environmental Microbiology. 49(3):530-537. .

'The results_ of Steber (1983) and subse.quent experimentation are discussed and indicate that there is a
faster degradation of the alkyl than the polyethylene glycol moiety and that there are two distinct primaxy
degradation mechanisms acting simultaneously in the microbial biocenoses: intramolecutar scission of the
( surfactant as well as er>- and P-oxidation of the alkyl chain. In this report, a picture of the microbial
pathways that bring about ultimate biodegradation of fatty alcohol ethoxylates in the environment were
made. Studies were conducted in a model continuous flow activated sludge plant similar to that described
by the OECD Confirmatory Test.

Stearyl alcohol ethoxylate was labeled on the alcohol or EO portion of the molecule. The information
·presented here concentrates on the results obtained with the steady-labeled compound. [l-14€) stearyl
alcohol-7 BO of 19.2 mCi/g specific activity and radiochemical purity of 98$ was used. 'The OECD
model sewage treatment plant bad a 3 hour mean retention time. Radioactivity of the effluent from the
alkyl-labeled model surfactant amounted to 9% of the initial activity. Only small amounts {l" of the
initial level) of each compound could be a~'butecfto·intact parent surfactants. After degradation of the
chain-labeled compound, largely acidic compounds were abstained.

A fast degradation of the fatty alcohol moiety of the surfactant, beginning wilh terminal methyl group and
slowing down before the radiolabeled C-1 is reached. The terminal oxidation of the alkyl chain (c.HJXida-
tion) and subsequent stepwise removal of Ci units at a time by {J-oxidation is presented as the fatty alcohol
chain metabolic process. The resulting products represent the elementaxy precursors of fatty acid biosyn-
thesis.

"Steffens, G. L., T.C. Tso & D.W. Spaulding. 1967. Fatty alcohol inhibition of tobacco axillary&. tenni-
Jal bud growth. 1. Agr. Food Chem. 15:972-975.

*Stephens, U. 1958. Research and Experiments in Evaporation Reduction. Journal of American Water
Works Association. 50:846-854.
Compliance Services International Report Number FATF-9101
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·' *Stevenson, F.J. 1982. Humus Chemistry, Genesis, Composition Reactions. Wtley, New York.

*Still, G. G., D. G. Davis & G. L. Zander. 1970. Plant epicuticular lipids: alternation by herbicidal
carbamates. Plant Pbysiol. 46:307-314.

*Suzuki, T., K. Tanaka, L Matsuhara et al. 1969. Trehalose lipid and a-bI3Jlched hydroxy fatty aci~
formed by bacteria grown Qll n-albnes. Agric. Biol. Chem. 33:1619-1627.

Scharer, D.H., L. Kravetz & J.B. Carr. 1979. Biodegradation of non-ionic surfactants, p. 61-66. Proc. of
the TAPPI Env. Conf. TAPPI, Atlanta.

Simoneit, D.R.T. 1978. 'The organic chenrlstry of Marine S~fuients. In Chemical Oceanography, 2nd ed.
·· (edited by J. P. Riley & ~ Chester) Vol 7:233-311. Academic Press, New York. ·

*Tobin, R.S., F.I. Onuska, B.G. Brownlee et ii: 1976. The application of an ether cleavage technique to a
study of the biode~on of a linear alcohol ethoxylate noniom?-c surfactant. Water Res. 10:S29-53S.

*Vashon, R.D. & B.S. Schwab. 1982. Mineralization of linear alcohol ethoxylates & linear ethoxy sulfates
at trace c0ncentrations in estuarine water. Environ. Sci. Technol. 16:433-436.

Venbtesan, M. L, I. R. Kaplan. The lipid geochemistry of Antartic marine sediments: Bransfield Straight. ·
Marine Chemistry. 21(4);~7-376.

In sections of sediment cores from the area titled; the resolvable lipid compound classes generally occur in
the following order of abundance: n-fatty acids > n-alkanes > n-alcohols > sterols > P411.. 1be
distribution of various lipid components indicate that they are priJicipally from marine autoCbtbonous
sources, Jargely from diatoms and bacteria and to a lesser extent from dinoflagellates. ·

*Willcinson, R.E._ &. MJ. Kasperbauer. 1972._ (No title provided; cited by Wilkinson & ~uer.(19-
80)). Phytochemistry. 11:2439.

/'*Wilkinson, R.B. &. W.S. Haidcastle. 1970. EPTC. effects on total leaflet fatty acids and hydrocarbo~
Weed Sci. 18:125-128.

*Wilkinson, R.E. 1970. Sicklepod fatty acid response to photo period. Plant Physiol 46:463-465. -·
*Wang, T.S.C. 1969. Soil organic matter as cause of increased soil productivity or otherwise phytotoxk;ity.
Int Rice Com. Newsletter 18(2):23-26.

Willcinson, R. E., M. J. Kasperbauer. 1980. Effect of light and temperature on epicuticular fatty acid and
fatty alcohol of tobacco Mcotiana tabacum Cdltivar Burley-21. Phytochemistry (Oxford). 19(7):1379-1383.

!*Wiikinson, R. E. 1974. Sicklepod surface wax response to photoperiod and S-(2,3oodichloroallyl)diisop-


ropylthiocarl>amate (diallate). Plant Physiology. 53(2): 269-275.
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The influence of herbicides on the deposition of epicuticular waxes and the compopents of such waxes has
been studied in several species. In a study on peas, diallate was found to inhibit wax synthesis quantita-
tively but did not qualitatively influence lipids except for the primary alcohols. The current investigation
evaluates the wax deposition and its components in sicklepod leaf tissue in order to detennine the influence
of photoperiod and various diallate concentrations on epicuticular wax formation and content

· Total fatty alcohol content of sicklepod leaflet epicuticular waxes was significantly increased over the
untreated control by 0.28 kg/ha diaDate and significantly decreased by 1.12 kg/ha diallate. Between these
two Cxtremes~ the intermediate application rat.es of diallate were not significantly different from the un-
treated control This general pattern was repeated in all structural classes of fatty alcohols present in the
epicullicular waxes of sicklepod leaflets with the exception of. the antesio-fatty alcohols which were signifi-
cantly decreased by all application rates of diallate. .,
. .... .
Synthesis of fatty acids was. shown to be greatly inlu"bite(fby qiallate·with the exception of four constituents
(C14:b C1 ~h ~ 1 and C122l. Conversely, 1he synthesis of all fatty alcohols was stimulated by 0.14 and
0.28 kg/ha diailate with the excep.tion of CA17 and C122• These results suggest that the biochemical rela-
tionships between the .various lipid classes is not completely elucidated. In addition, epicuticular fatty
alcohof content was responsive to photoperiod in a different pattern from that of the fatty acids. The two
patterns were not reciprocal. The influence of diallate on individual n·fatty alcohols which are in our
I311ge of interest is shown below.

Each value is the average of 20 determinations; five from each of 10-, 12-, 14-, 16-hr photoperiods.

Table IV. Influence of Diallate on the Individual ~icuticular


Fatty Alcohol Constituents
Diallate (kg/ha)
0 0.14 0.28 0.56 1.12
10 100 725 1071 207
11 100 312 343 152 2
12 100 260 232 189
13 100 683 238 190 1
14 100 270 • 215 59
lS 100 230 400 8
16 100 113 275 46 10
18 100 167 230 64 16
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Fatty alcohol conttmt of the external wax of sickelpod leaflets demonstrated a different photoperiod re-
sponse from that of the fatty acids. The total surface fatty alcohol content was minimal under 12-hour
photoperlods and maximal under 16 hour photoperiods. Earlier experiments with thiocarbamate herbicides
noted ~ reduction of cuticular waxes upon herbicide exposure. Sublethal application ntes of EPTC were
reportt.d to stimulate total fatty acid synthesis and reduce alkane synthesis in the sicklepod. Fatty acids
were converted to alkanes in pea or spinach and to alcohols in broccoµ. The presumption that fatty acyl
moieties produced by fatty acid synthetase serve as general intermediates to the various lipid classes found
in plant cuticular waxes has gained credence. Plant cuticular waxes have been proposed as the end product ·
of metabolism in the epidennis. ·

Wlllcinson, R. E. 1973. Diallate and photoperiod influence:on epicuticular fatty acid and fatty alcohol
contenl Abstracts, 1973 Meeting of the Weed Science Society of America (uMumbered).

In experiments with sicklepod, a common· weed species, it was found that herbicide application and
varying photoperiods could result in variations in plant fatty alcohol content. Fatty alcohol contents were
highest under 10 hour photoperiods. Previous experiments showed that age and temperature could also
induce· variations.

J*Wheeler, J. J., H. Selbnan, A. G._ Motten. 1991. The mode of action of fatty alcohols on leaf tissue.
Journal of Plant Growth Regulation. 10(3):129-137.

Mixtures of C. and C10 fatty alcohols, which usually include small amounts of the C. and C12 alcohols,
formulated with polyoxyethylene (20) smbitan mono-oleate (SMO), are among the agents used in the
control of axillary buds (•suckers•) in the culture of tobacco. Fatty alcohols as emulsions are contact
herbicides; they are not translocated, but instead destroy tissue at the point of contact. In these stluijes, the
fatty alcohol emulsion was applied at label rates and it was found to pass through the cuticle without
disrupting iL The plasma membranes of subtending cells were altered so that, in time, bud tissues were
desiccated and growth of the sucker was controlled•. fight plant species/varieties were used in this investi-
gation: Nicodana tabacum L. and Nicotiana tabacum L. cv Xanthi (tobacco); Nicodana glauca L.; Ficus
elasticaRom. ex Homam.; Taraxacum o.fficinale L.; Lami10n amplexicaule L.; Rosa sp.; and Elodea sp••
The mode of action in each plant type was identical; the induction of desiccation apparently was dependent
upon the time it took fatty alcohol to cross the leaf cilticle (thus the selective desiccation of axillary buds
with incompletely developed cuticular surfaces).

Wertz, P. W., D. T. Downing. 1989. Integlal lipids of human hair. Comparative Biochemistry and
Physiology B:· Comparative Biochemistry. 92(4):759-762.

A series of quaternary ammoniwn compounds that are esters of betaine and fatty alcohols with hydrocar-
bon chain lengths of 10 to 18 carbon atoms were tested with respect·to antimicrobial activities and rates of
hydrolysis. The hydrolysis products were normal human metabolites.
It has been demonstrated that hair contains lipids ••• includingJatty alcohols at levels of trace to 0.2
mgfg.
The mechanism of photoassimilation of C14-alcohol (myristyl alcohol) was strictly light dependent; howev-
er, DCMU, an inlul>itor of photosynthetic electron transfer,. did not inhibit growth completely. With the
bleached mutant Euglena, a long lag-phase extending more than 10 days occurred before growth started
under illumination, and the final cell }'ield was about halfthat observed with wild-type cells. Growth on
myristyl al~ol was almost saturated at light intensities of 600-1000 Ix in comparison to autotropbic ·
growth which increased with light inten~ties to at least 2000 Ix. :_

Biosynthetic bypath~ suggest that short chain fatty-acid synthesis occurs with elongation of the aliphatic
chain to long-ca:d>on chains. Unsaturate, even-carbon numbered saturates, odd-carbon numbered saturates,
and branched Chain aliphatic units.are derived from deaminated Valine and isoleucine. Then, fatty acids
are converted to alcohols and alkanes. Thus, the total variability of epicuticular wax quality and quantity
reflects the activity of the individual enzymatic processes as they are affected by each environmental
condition. These processes include but are not limited to: aliphatic carbon chain synthesis, desaturation,
( reduction and other modification, amino acid metabolism, and the multiplicity of factors influencing leaf
\,
growth.

/
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S E R v· 1 C E S INTERNATIONAL

·' .

..
November 41, 1991
·: :: ...

-
. . "'·'!':.·.. · ..
.. .. -: ~

Ronald B. Ames .-
Uniroyal Chemical company Inc •. · .-· :·
World Headquarters
Benson Road·- ·. · · ··....
Middlebury;
... CT . ,.067.49
.. · , . .~

·.
Dear Mr • .AJD.es: ·. . {.
• ! /

.. As you r~~ested fuli copies Of articles referenced in th~


I

\
Monograph report are enclosed (list is also attached). Bernal~
.also requested that I include a copy of the· report. ·: ....
Sincerely,

~-~~
d~~~~e Perry 0
Administrative Assistant
··~
.. : .

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November l~ 1991 ......


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Mr. Ronald B. Ames. ..


Uniroyal Chemical :company Inc..
WQrld ~eadquaiters
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Abo" encfosed is a printout from the teratology work we ·completed· ~lier in the project.· .·
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FDA - GRAS - EAFUS

Support Documents

(
\ .·
\
U. S. Food and Drug Administration
Center for Food Safety and Applied Nutrition
Office of Premarket Approval

EAFUS: A Food Additive Database


This is an informational database maintained by the U.S. Food and Drug Administration (FDA) Center for Food
Safety end Applied Nutrition (CFSAN) under an ongoing program known as the Priority-based Assessment of Food
Additives (PAFA).. lt contains administrative, chemical and toxicological information on over 2000 substances
directly added to food, including substances regulated bytlie U.S. Food and Drug Administration (FDA) as direct,
"secondary" direct, and color additives, and Generally Recognized As Sa.CC (GRAS) and priol'-sanctioned
substances. In addition, the database contains only administrative and chemical information on Jess than 1000 such
substances. The more than ·3 000 total substances together comprise an inventory often referred to as "EverythingH.
Added to FoOd in the United States (EAFUS).

This list of substances contains ingredients added directly to food that FDA has either approved as food additives or
listed or affirmed as GRAS. Nevertheless. it contains only a partial list of all food ingredients that may in fact be
lawfully added to food, because under federal law some ingredients may be added to food under a GRAS
determination made independently from the FDA. The list contains many. but not all, of the substances subject to
independent GRAS detenninations.

The list below is an alphabetical inventory representing only five of 196 fields in FDA/CFSAN's PAFA database. To
obtain the entire database, including abstractions·or over 7,000 toxicology studies performed on substances added to
food as well as a search engine to locate desired informatio~ order Food Additives: Toxicology, hgulation, and.
Properties, available in CD-ROM format from CRC Press.
Defmitions of the labels that are found in the inventory are:

DOCTYPE

· · · Ai:t"llidicirtOr ofthe stafijS"citilieiO:iicofogy-Uifoniiitloii ivaH8bfe for-tfie.cliemfciii fuPAF.A (admfnfstiaiive and -


chemical information is available on all chemicals):

ASP

Fully up-to-date toocicology ~onnation available;

EAF
There is reported use ofthe chemical, it has. not yet been assigned for toxicology literature ~arch.

NEW
There is reported use of the chemical; the toxicology literature search is in progress.

NIL
Although listed as a food additive, there is no current reported use of the chemical, and, therefore, although
toxicology information may be available in PAFA, it is not being updated;

NUL
There is no reported use of the chemical an,d there is no toxicology infonnation available in PAFA;

BAN
The chemical was formerly approved as a food additive but is now banned; there may be some toxicology data
available.

DOCNUM
pAFA database number of the Food Additive Safety Profile volume containing the printed source information
concerning the chemical.

- I,,.
(
MAINTERM
Naine ofthe chemical as recognized by CFSAN.

CAS RN OR OTHER CODE

Chemical Abstract Service (CAS) Registry Number for the chemical or a numerical code assigned by CFSAN
to those substances that do not have a CAS Registry Number (888nnnnnn or 977nnnnnn-series).

REGNUM

Regulation numbers in Title 21 of the U.S. Code of federal Regulations where the chemical appears.

To access the specific regulations listed below, type in the title number, 21, and then the section and part numbers,
e.g. 184 and 1330 at the Government Priutine Office web site.

To search this list, use your browser's "find" feature. In most web browsers look under the Edit menu at the top of
your browser window and click on Find (or use CTRL-F) to bring up the browser's "find• window. Type in the
phrase you wish to search on, and your browser window should move to the next occurrence of that phrase on this
w.ebpage.

22JAN98

EVERYTHING ADDED TO FOOD IN THE UNITED


STATES
DOC DOC MAl:NTlUUd CAS :RN OR REGNUM
(
TYPE NtJM OTHER CODE
~-
- ---·-. -· ----- ·- ---··· --
AS!'. 1620 ACACIA, GUM (ACACIA SENEGAL {L.) 00~000-01-5 184.1330
WILLD.) 169.179
r12.230

ASP 2952 ACES UL FAME POTASSIUM 055589-62-3 172.800

ASP 1 ACETAL 000105-57-7 172.515

ASP 2 ACETALDEHYDE 000075-07-0 182.60


177.2410

ASP 3 ACETALDEHYDE, BUTYL PHENETHYL 064577-91-9


ACETAL

EAF 2997 ACETALDEHYDE ETHYL CIS-3-HEXENYL 028069-74-1


ACETAL

ASP 4 ACETALDEHYDE PHENETHYL PROPYL 007493-57-4 172.515


ACETAL

ASP 5 ACE TANIS.OLE 000100-06-1 172.515

ASP 1609 ACETIC ACID 000064-19-7 131.136


172.814
184.1005
73.85
178.1010
176.300
131.144
133.123
-:i.-
/

ASP 295 DECANOIC ACID 000334-48-5 172.860


173;340
172.210
178.1010

ASP 296 1-DECANOL 000112-30-1 172. 864


i,2.~I~

ASP 297 3-DECANOL 001565-81-7

ASP 298 . 2-DECENAL 003913-71-1 172.515

ASP 299 4-DECENAL 030390-50-2

NUL 2007 5-DECENOIC ACID 085392-03-6

NUL 2008 6-DECENOIC ACID 085392-04-7

EAF 2009 9-DECENOIC At::ID 014436-32-9

ASP 300 3-DECEN-2-·0NE 010519-33-2 112:515

ASP 301 lilECYL ACETATE 000112-17-4 172.515

ASP 302 DECYL BUTYRATE 005454-09-1 172.515

ASP 303 DECYL PROPIONATE 005454-19-3 172.515

EAF 2972 DEERTONGUE SOLID EXTRACT 0 68 602-8 6-8


- --- -.-· ......... "ASP. ·3u4: . D)::HYDRATED..BEETS ·....... 911010-·u:.. z - n.icr·· - .. .- -- - - ,

ASP 305 DEHYDROACETIC ACID 000520-45-6 172..130


175.105

ASP 306 DEHYDRODIHYDROIONOL 057069-86-0

ASP 307 DEHYDRODIHYDROIONONE . 020483-36-7

NOL 2974 DEHYDROMENTHOFUROLACTONE 075640-26-5

NOL 2010 DESOXYCHOLIC ACID 000083-44-3

EAF 2011 DEX TRANS (AVG M W LESS THAN 009004-54-0 186.1275


100 f 000~

ASP 2012 DEXTRIN 009004-53-9 184.1277

ASP 2013 DEXTROSE 000050-99-7 133.124


133.178
133.179
169.175
145.134
·1ss.200
155.170
169.179
145.180
184.1857
73.85
\ 101. 9
145.3

- .5 - 146.3
ASP 2455 NUTMEG {MYRISTICA FRAGRANS HOUTT.) 977051-44-7 182.10
1.01.22

ASP 2456 NUTMEG, OIL (MYRISTICA FRAGRANS 008008-45-5 182.20


HOUTT.)
... NUTMEG OLEORESIN 008007-12-3
ASP 24~.7 182.20

EAF 2458 OAK CHIPS, WHITE, EXTRACT (QUERCUS 977083-13-B 172.510


·ALBA L.}

EAF 2459 OAK MOSS, ABSOLUTE (EVERNIA SPP.} 977059-15-6 172.510

EAF 2460 OAK WOOD, ENGLISH (QUERCUS ROB UR 977089-90-9 172.510


L.}

. NUL 2461 OAT GUM 073020-09-4 133.178


PART 135
.133~179

ASP li°34 OCIMENE 013877-91-3 172.515

ASP 1135 9,12-0CTADECADIENOIC ACID (48%} 977043-76-7


AND 9,12,15-0CTADECATRIENOIC ACID

ASP 1136 OCTADECYLAMINE 000124-30-1 173.310

ASP 1137 2-TRANS-6-TRANS-OCTADIENAL 056767-18-1

-- -~ .. -~~F. 2~-~~. . T~Sr'.J'~~::?r.4"."9.CTJW_I~tl¥___ Q3!)JQl::£8:-_s. _________ - . - -


-----·-
NIL 1138 OCTAFLOOROCYCLOBOTANE 000115-25-3 173.360

ASP 3012 OCTAHYDROCOUMARIN 004430-31-3

ASP -1139 DELTA-OCTALACTONE 000698-76-0

ASP 1140 GAMMA-OCTALACTONE 000104-S0-7 172.515

ASP 1141 OCTANAL 000124-13-0 172 .515

NIL 1142 OCTANAL DIMETHYL ACETAL 010022-28-3 172.515

NIL 1143 1,8-0CTANEDITHIOL 001191-62:-4

ASP 1144 OCTANOIC ACID 000124-07-2 172.860


186.1025
184.1025
173.340
172.210
178.1010
178.3130
173.315

ASP 1145 1-0CTANOL 000111-87-5 172.515


112.na
i"/7 .126~
175.105

ASP 1146 2-0CTANOL 000123-96-6 172.515

ASP 1147 3-0CTANOL 000589-98-0 172. 515


-tf""
CFR- Code of Federal Regulations Title 21 Page 1 of6

\
U.S. Food & Drug Administration

CFRtlcode of Federal Re~ulations Title 21


• [J1
FDA1-l~Medlcal Devices4 Databases5

510(k)7JReglstratlon & UstlngSJAdverse Ewnts~JRecals 10JPMA11JClasslficatlon12JStandan:ls13


CFR Tiiie 21 141Radlatlon-Emllllng Products1~X-Ray Assembler16 JMedsun Reports 17 JCLIA 18JTPLC19

New Search Help:!O I More About 21CFR 21


[Code of Federal Regulations]
[Title 21, Volume 3)
[Revised as of April 1, 2011)
[CITE: 21CFR172.864)

TITLE 21--FOOD AND DRUGS


CHAPTER I--FOOD AND DRUG ADMINISTRATION
DEPARTHENT OF HEALTH AND HUMAN SERVICES
SUBCHAPTER B--FOOD FOR HUMAN CONSUMPTION (CONTINUED)
PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION
Subpart !--Multipurpose Additives
Sec. 172.864 Synthetic fatty alcohols.
Synthetic fatty alcohols may be safely used in food and in the synthesis of food components
in accordance with the following prescribed conditions:
(a) The food additive consists of any one of the following fatty alcohols:
(1) Hexyl, octyl, decyl, lauryl, myristyl, cetyl, and stearyl; manufactured by fractional
distillation of alcohols obtained by a sequence of oxidation and hydrolysis of organo-
aluminums generated by the controlled reaction of low molecular weight trialkylaluminum
with purified ethylene (minimum 99 percent by volume C2H4}, and utilizing the hydrocarbon
solvent as defined in paragraph (bl of this section, such that:
(i) Hexyl, octyl, decyl, lauryl, and myristyl alcohols contain not less than 99 percent of
total alcohols and not less than 96 percent of straight chain alcohols. Any nonalcoholic
impurities are primarily paraffins.
(ii} Cetyl and stearyl alcohols contain not less than 98 percent of total alcohols and not
less than 94 percent of straight chain alcohols. Any nonalcoholic impurities are primarily
paraffins.
(iii) The synthetic fatty alcohols contain no more than 0.1 weight percent of total diols
as determined by a method available upon request from the Commissioner of Food and Drugs.
(2} Hexyl, octyl, and decyl; manufactured by fractional distillation of alcohols obtained
by a sequence of oxidation, hydrolysis, and catalytic hydrogenation (catalyst consists of
copper, chromium, and nickel) of organo-aluminums generated by the controlled reaction of
low molecular weight trialkylaluminum with purified ethylene (minimum 99 percent by volume
C2H4), and utilizing an external coolant such that these alcohols meet the specifications
prescribed in paragraph (a) (1) (i) and (iii) of this section.
(3) n-Octyl; manufactured by the hydrodimerization of 1,3-butadiene, followed by catalytic
hydrogenation of the resulting dienol, and distillation to producen -octyl alcohol with a
minimum purity of 99 percent. The analytical method forn -octyl alcohol entitled "Test
Method [Normal-octanol]• dated October 2003, and printed by Kuraray Co., Ltd., is
incorporated by reference. The Director of the Office of the Federal Register approves this
/ incorporation by reference in accordance with 5 U.S.C. 552(a) and 1 CFR part 51. You may
obtain a copy from the Office of Food Additive Safety, 5100 Paint Branch Pkwy., College
Park, MD 20740, or you may examine a copy at the Center for Food Safety and Applied

http://www.accessdata.fda.gov/scripts/cdrh/cfdocs/cfcfr/CFRSearch.cfin?FR=l 72.864 4/25/2012


CFR- Code of Federal Regulations Title 21 Page 2 of6

Nutrition's Librar1, Food and Drug Administration, 5100 Paint Branch Pk~~·., College Park,
MD 20740, or at the National Archives and Records Administration (NARA). For information on
the availability of this material at NARA, call 202-741-6030, or go
tohttp://ll'ww.archives.gov/federal_register/code_of_federal_regulationslibr_locations .html .
(b) The hydrocarbon solvent used in the process described in paragraph (a) (1) of this
section is a mixture of liquid hydrocarbons essentially paraffinic in nature, derived from
petroleum and refined to meet the specifications described in paragraph (b) (1) of this
section when subjected to the procedures described in paragraph (b) (2) and (3) of this
section.
(1) The hydrocarbon solvent meets the following specifications:
(i) Boiling-point range: 17S deg. C-27S deg. C.
(ii) Ultraviolet absorbance limits as follows:
Wave1ength (mi11icrons) Maximum absorbance per centimeter optica1 path 1ength
280-289 O.lS
290-299 .12
300-359 .OS
360-400 .02
(2) Use ASTM method D86-82, "Standard Hethod for Distillation of Petroleum Products," which
is incorporated by reference, to determine boiling point range. Copies of the material
incorporated by reference may be obtained from the American Society for Testing Materials,
100 Barr Harbor Dr., west Conshohocken, Philadelphia, PA 19428-29S9, or may be examined at
the National Archives and Records Administration (NARA) . For information on the
availability of this material at NARA, call 202-741-6030, or go
to:http://Wl"IW.archives.gov/federal_register/code_of_federal_regulations/ibr_locations.html.
(3) The analytical method for determining ultraviolet absorbance limits is as follows:

General Instructions
All glassware should be scrupulously cleaned to remove all organic matter such as oil,
grease, detergent residues, etc. Examine all glassware, including stoppers and stopcocks,
under ultraviolet light to detect any residual fluorescent contamination. As a
precautionary measure, it is reconunended practice to rinse all glassware with purified
isooctane inunediately before use. No grease is to be used on stopcocks or joints. Great
care to avoid contamination of hydrocarbon solvent samples in handling and to assure
absence of any extraneous material arising from inadequate packaging is essential. Because
some of the polynuclear hydrocarbons sought in this test are very susceptible to photo-
oxidation, the entire procedure is to be carried out under subdued light.

Apparatus
Chromatographic tube. 450 millimeters in length (packing section), inside diameter 19
millimeters +/-1 millimeter, equipped with a wad of clean Pyrex brand filtering wool
(Corning Glass Works Catalog No. 39SO or equivalent). The tube shall contain a 2SO-
milliliter reservoir and a 2-millimeter tetrafluoroethylene polymer stopcock at the
opposite end. Overall length of the tube is 670 millimeters.
Stainless steel rod. 2 feet in length, 2 to 4 millimeters in diameter.
Vacuum oven. Similar to Labline No. 3610 but modified as follows: A copper tube one-fourth
inch in diameter and 13 inches in length is bent to a right angle at the 4-inch point and
plugged at the opposite end; eight copper tubes one-eighth inch in diameter and S inches in
length are silver soldered in drilled holes (one-eighth inch in diameter) to the one-
fourth-inch tube, one on each side at the 5-, 7.S-, 10- and 12.S-inch points; the one-
eighth-inch copper tubes are bent to conform with the inner periphery of the oven.
Beakers. 2SO-milliliter and SOO-milliliter capacity.
Graduated cylinders. 2S-milliliter, SO-milliliter, and lSO-milliliter capacity.
Tuberculin syringe. 1-milliliter capacity, with 3-inch, 22-gauge needle.
Volumetric flask. 5-milliliter capacity.
Spectrophotometric cells. Fused quartz ground glass stoppered cells, optical path length in
the range of 1.000 centimeter +/-0.00S centimeter. With distilled water in the cells,
determine any absorbance difference.
Spectrophotometer. Spectral range 2SO millimicrons--400 millirnicrons with spectral slit
width of 2 millirnicrons or less: under instrument operating conditions for these absorbance /--
measurements, the spectrophotometer shall also meet the following performance requirements: \_

http://www.accessdata.fda.gov/scripts/cdrh/cfdocs/cfcfr/CFRSearch.cfm?FR=l 72.864 4/25/2012


CFR- Code of Federal Regulations Title 21 Page 3of6

Absorbance repeatability, +/-0.01 at 0.4 absorbance.


Absorbance accuracy, 1 +/-0.05 at 0.4 absorbance.
Wavelength repeatability, +/-0.2 millimicron.
Wavelength accuracy, +/-1.0 millimicron.
Nitrogen cylinder. Water-pumped or equivalent purity nitrogen in cylinder equipped with
regulator and valve to control flow at 5 p.s.i.g.

ReaQents and Materials


Organic solvents. All solvents used throughout the procedure shall meet the specifications
and tests described in this specification. The isooctane, benzene, hexane, and 1,2-
dichloroethane designated in the list following this paragraph shall pass the following
test:
To the specified quantity of solvent in a 250-milliliter beaker, add 1 milliliter of
purifiedn- hexadecane and evaporate in the vacuum oven under a stream of nitrogen.
Discontinue evaporation when not over 1 milliliter of residue remains. (Tb the residue from
benzene add a 5-milliliter portion of purified isooctane, reevaporate, and repeat once to
insure complete removal of benzene.)
Dissolve the 1 milliliter of hexadecane residue in isooctane and make to 5 milliliters
volume. Determine the absorbance in the 1-centimeter path length cells compared to
isooctane as reference. The absorbance of the solution of the solvent residue shall not
exceed 0.02 per centimeter path length between 280 and 300 m[micro] and shall not exceed
0.01 per centimeter path length between 300 and 400 m[micro].
Isooctane (2,2,4-trimethylpentane ). Use 10 milliliters for the test described in the
preceding paragraph. If necessary, isooctane may be purified by passage through a column of
acth·ated silica gel (Grade 12, Davison Chemical Co., Baltimore, Md., or equivalent).
Benzene, spectro grade (Burdick and Jackson Laboratories, Inc., Muskegon, Mich., or
equivalent ) . Use 80 milliliters for the test. If necessary, benzene may be purified by
distillation or otherwise.
Hexane, spectro grade (Burdick and Jackson Laboratories, Inc., Muskegon, Mich., or
equivalent ) . Use 650 milliliters for the test. If necessary, hexane may be purified by
distillation or otherwise.
1,2-Dichloroethane, spectro grade (Matheson, Coleman, and Bell, East Rutherford, N.J., or
equivalent ) . Use 20 milliliters for test. If necessary, 1,2-dichloroethane may be purified
by distillation.
Eluting mixtures:
1.10 percent 1,2-dichloroethane in hexane. Pipet 100 milliliters of 1,2-dichloroethane into
a 1-liter glass-stoppered volumetric flask and adjust to volume with hexane, with mixing.
2.40 percent benzene in hexane. Pipet 400 milliliters of benzene into a 1-liter glass-
stoppered volumetric flask and adjust to volume with hexane, with mixing.
n-Hexadecane, 99 percent olefin-free. Dilute 1.0 milliliter ofn- hexadecane to 5
milliliters with isooctane and determine the absorbance in a 1-centimeter cell compared to
isooctane as reference between 280 m[microJ-400m[micro]. The absorbance per centimeter path
length shall not exceed 0.00 in this range. If necessary,n- hexadecane may be purified by
percolation through activated silica gel or by distillation.
Silica gel, 28-200 mesh (Grade 12, Davison Chemical Co., Baltimore, Md., or equivalent).
Activate as follows: Weigh about 900 grams into a 1-gallon bottle, add 100 milliliters of
de-ionized water, seal the bottle and shake and roll at intervals for 1 hour. Allow to
equilibrate overnight in the sealed bottle. Activate the gel at 150 deg. C for 16 hours, in
a 2-inch * 7-inch * 12-inch porcelain pan loosely covered with aluminum foil, cool in a
dessicator, transfer to a bottle and seal.

Procedure
Determination of ultraviolet absorbance. Before proceeding with the analysis of a sample
determine the absorbance in a 1-centimeter path cell for the reagent blank by carrying out
the procedure without a sample. Record the absorbance in the wavelength range of 280 to 400
millimicrons. Typical reagent blank absorbance in this range should not exceed 0.04 in the
280 to 299 millimicron range, 0.02 in the 300 to 359 rnillimicron range, and 0.01 in the 360
to 400 millimicron range. If the characteristic benzene peaks in the 250 to 260 millimicron
/
I region are present, remo~e the benzene by the procedure described above under "Reagents and
Materials,• "Organic Solvents," and record absorbance again.

http://www.accessdata.fda.gov/scripts/cdrh/cfdocs/cfcfr/CFRSearch.cfin?FR= 172.864 4/25/2012


CFR- Code of Federal Regulations Title 21 Page4 of6

Transfer 50 grams of silica gel to the chromatographic tube for sample analysis. Raise and (-
drop the column on a semisoft, clean surface for about 1 minute to settle the gel. Pour 100
milliliters of hexane into the column with the stopcock open and allow to drain to about
one-half inch above the gel. Turn off the stopcock and allow the column to cool for 30
minutes. After cooling, vibrate the column to eliminate air and stir the top 1 to 2 inches
with a small diameter stainless steel rod. Take care not to get the gel above the liquid
and onto the sides of the column.
Weigh out 40 grams +/-0.1 gram of the hydrocarbon solvent sample into a 250-milliliter
beaker, add 50 milliliters of hexane, and pour the solution into the column. Rinse the
beaker with 50 milliliters of hexane and add this to the column. Allow the hexane sample
solution to elute into a 500-milliliter beaker until the solution is about one-half inch
above the gel. Rinse the column three times with SO-milliliter portions of hexane. Allow
each hexane rinse to separately elute to about one-half inch above the gel. Replace the
eluate beaker (discard the hexane eluate) with a 250-milliliter beaker. Add two separate
25-milliliter portions of 10 percent 1,2-dichloroethane and allow each to separately elute
as before. Finally, add 150 milliliters of 10 percent 1,2-dichloroethane for a total of 200
milliliters. When the final 10 percent 1,2-dichloroethane fraction is about one-half inch
above the top of the gel bed, replace the receiving beaker (discard the 1,2-dichloroethane
eluate) with a 250-milliliter beaker containing 1 milliliter of hexadecane. Adjust the
elution rate to 2 to 3 milliliters per minute, add two 25-milliliter portions of 40 percent
benzene and allow each to separately elute as before to within about one-half inch of the
gel bed. Finally, add 150 milliliters of 40 percent benzene for a total of 200 milliliters.
Evaporate the benzene in the oven with vacuum and sufficient nitrogen flow to just ripple
the top of the benzene solution. When the benzene is removed (as determined by a constant
volume of hexadecane) add 5 milliliters of isooctane and evaporate. Repeat once to insure
complete removal of benzene. Remove the beaker and cover with aluminum foil (previously
rinsed with hexane) until cool.
Quantitatively transfer the hexadecane residue to a 5-milliliter volumetric flask and
dilute to volume with isooctane. Determine the absorbance of the solution in 1-centimeter
path length cells between 280 and 400 millimicrons using isooctane as a reference. Correct
the absorbance values for any absorbance derived from reagents as determined by carrying
out the procedure without a sample. If the corrected absorbance does not exceed the limits
prescribed in paragraph (b) (1) (ii) of this section, the sample meets the ultraviolet
absorbance specifications for hydrocarbon solvent.
(c) Synthetic fatty alcohols may be used as follows:
(1) As substitutes for the corresponding naturally derived fatty alcohols permitted in food
by existing regulations in this part or part 173 of this chapter provided that the use is
in compliance with any prescribed limitations.
(2) As substitutes for the corresponding naturally derived fatty alcohols used as
intermediates in the synthesis of food additives and other substances permitted in food.
1As determined by using potassium chromate for reference standard and described in National
Bureau of Standards Circular 484, Spectrophotometry, U.S. Department of Commerce, (1949).
The accuracy is to be determined by comparison with the standard values at 290, 345, and
400 millimicrons. Circular 484 is incorporated by reference. Copies are available from the
Center for Food Safety and Applied Nutrition (HFS-200), Food and Drug Administration, 5100
Paint Branch Pkwy., College Park, MD 20740, or available for inspection at the National
Archives and Records Administration (NARA). For information on the availability of this
material at NARA, call 202-741-6030, or go
to:http://www.archives.gov/federal_register/code_of_federal_regulations/ibr_locations.html.
(42 FR 14491, Mar. 15, 1977, as amended at 47 FR 11837, Mar. 19, 1982; 49 FR 10105, Mar.
19, 1984; 54 FR 24897, June 12, 1989; 70 FR 72908, Dec. 8, 2005]

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CFR- Code of Federal Regulations Title 21 Page 5 of6

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CFR- Code of Federal Regulations Title 21 Page 6 of6

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CFR- Code of Federal Regulations Title 21 Page I of 4

U.S. Food & Drug Administration

CFRtlcode of Federal Re~ulations Title 21


• [)1
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New Search Help20 I More About 21CFR 21


[Code of Federal Regulations]
[Title 21, Volume 3]
[Revised as of April 1, 2011]
(CITE: 21CFR172.840]

TITLE 21--FOOD AND DRUGS


CHAPTER I--FOOD AND DRUG ADMINISTRATION
DEPARTMENT OF HEALTH AND HUMAN SERVICES
SUBCHAPTER B--FOOD FOR HUMAN CONSUMPTION (CONTINUED)
PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR
HUMAN CONSUMPTION
( Subpart I--Multipurpose Additives
\_ Sec. 172.840 Polysorbate BO.
The food additive polysorbate 80 (polyoxyethylene {20) sorbitan
monooleate), which is a mixture of polyoxyethylene ethers of mixed
partial oleic acid esters of sorbitol anhydrides and related compounds,
may be safely used in food in accordance with the following prescribed
conditions:
(a) The food additive is manufactured by reacting oleic acid (usually
containing associated fatty acids) with sorbitol to yield a product with
a maximum acid nwnber of 7.5 and a maximum water content of 0.5 percent,
which is then reacted with ethylene oxide.
(b) The food additive meets the following specifications:
Saponification nwnber 45-55.
Acid nwnber 0-2.
Hydroxyl number 65-80.
Oxyethylene content 65 percent-69.5 percent.
(c) The additive is used or intended for use as follows:
(1) An emulsifier in ice cream, frozen custard, ice milk, fruit sherbet,
and nonstandardized frozen desserts, when used alone or in combination
with polysorbate 65 whereby the maximum amount of the additives, alone
or in combination, does not exceed 0.1 percent of the finished frozen
dessert.
(2) In yeast-defoamer formulations whereby the maximum amount of the
additive does not exceed 4 percent of the finished yeast defoamer and
the maximum amount of the additive in the yeast from such use does not
exceed 4 parts per million.
(3) As a solubilizing and dispersing agent in pickles and pickle
products, whereby the maximum amount of the additive does not exceed 500
parts per million.

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CFR- Code of Federal Regulations Title 21 Page2 of4

(4) As a solubilizing and dispersing agent in:


Ci! Vitamin-mineral preparations containing calcium caseinate in the
absence of fat-soluble vitamins, whereby the maximum intake of
polysorbate 80 shall not exceed 175 milligrams from the recommended
daily dose of the preparations.
(ii) Fat-soluble vitamins in vitamin and vitamin-mineral preparations
containing no calcium caseinate, whereby the maximum intake of
polysorbate 80 shall not exceed 300 milligrams from the recommended
daily dose of the preparations.
(iii) In vitamin-mineral preparations containing both calcium caseinate
and fat-soluble vitamins, whereby the maximum intake of polysorbate 80
shall not exceed 475 milligrams from the recommended daily dose of the
preparations.
(5) As a surfactant in the production of coarse crystal sodium chloride
whereby the maximum amount of the additive in the finished sodium
chloride does not exceed 10 parts per million.
(6) In special dietary foods, as an emulsifier for edible fats and oils,
with directions for use which provide for the ingestion of not more than
360 milligrams of polysorbate 80 per day.
(7) As a solubilizing and dispersing agent for dill oil in canned spiced
green beans, not to exceed 30 parts per million.
(8) As an emulsifier, alone or in combination with polysorbate 60, in
shortenings and edible oils intended for use in foods as follows, when
standards of identity established under section 401 of the act do not
preclude such use:
(i) It is used alone in an amount not to exceed 1 percent of the weight
of the finished shortening or oil.
(ii) It is used with polysorbate 60 in any combination providing no more
than 1 percent of polysorbate 80 and no more than 1 percent of
polysorbate 60, provided that the total combination does not exceed 1
percent of the finished shortening or oil.
(iii) The 1-percent limitation specified in paragraph (c) (8) (i) and
(ii) of this section may be exceeded in premix concentrates of
shortening or edible oil if the labeling complies with the requirements
of paragraph (d) of this section.
(9) As an emulsifier in whipped edible oil topping with or without one
or a combination of the following:
(i) Sorbitan monostearate;
(ii) Polysorbate 60;
(iii) Polysorbate 65;
whereby the maximum amount of the additive or additives used does not
exceed 0.4 percent of the weight of the finished whipped edible oil
topping.
(10) It is used as a wetting agent in scald water for poultry
defeathering, followed by potable water rinse. The concentration of the
additive in the scald water does not exceed 0.0175 percent.
(11) As a dispersing agent in gelatin desserts and in gelatin dessert
mixes, whereby the amount of the additive does not exceed 0.082 percent
on a dry-weight basis.
(12) As an adjuvant added to herbicide use and plant-growth regulator
use dilutions by a grower or applicator prior to application of such
dilutions to the growing crop. Residues resulting from such use are
exempt from the requirement of a tolerance. When so used or intended for
use, the additive shall be exempt from the requirements of paragraph {d)
(1) of this section.
(13) As a defoaming agent in the preparation of the creaming mixture for
cottage cheese and lowfat cottage cheese, as identified in 133.128 and
133.131 of this chapter, respectively, whereby the amount of the
c..
additive does not exceed .008 percent by weight of the finished

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CFR- Code of Federal Regulations Title 21 Page3 of4

products.
(14) As a surfactant and wetting agent for natural and artificial colors
for use in barbecue sauce where the level of the additive does not
exceed 0.005 percent by weight of the barbecue sauce.
(d) To assure safe use of the additive, in addition to the other
information required by the Act:
(1) The label of the additive and any intermediate premixes shall bear:
(i) The name of the additive.
(ii) A statement of the concentration or strength of the additive in any
intermediate premixes.
(2) The label or labeling shall bear adequate directions to provide a
final product that complies with the limitations prescribed in paragraph
(c) of this section.
[42 FR 14491, Mar. 15, 1977, as amended at 43 FR 2871, Jan. 20, 1978; 45
FR 58835, Sept. 5, 1980; 46 FR 8466, Jan. 27, 1981]

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CFR- Code of Federal Regulations Title 21 Page4 of4

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Specification Sheet and MSDS Forms

Fatty Alcohols
~
.-..~ MUSIMMAS
MASCOL 80 For: P & G
Octyl Decyl Alcohol

Spec No. : ALS00-02

Chain Distribution (wtll/o): GC


C6 1.0 max
CB 39.0-47.0
CtO 51.0 - 59.0
C12 1.0max
Total Alcohol 99.0min

Chemical Property
Acid Value, mg KOH/g 0.10max AOCS Te-2a-64; DIN 53 402
Saponification Value, mg KOH/g O.Smax AOCS 11-1a-64; DIN 53 401
Iodine Value, g/100g 0.1 max AOCS Cd lb-87; DGF C-V 1 tb
Hydroxyl Value, mg KOH/g 380. 393 Derived from chain distnbution
Hydrocarbon, wt% 0.50max GC
\
Moisture, wt% 0.10max Karl Fisher; DIN 51 777 /Tl
Carbonyl of Value, ppm CO 50max MM 1N-AM-ALF06

Physical Property
Color (APHA) tOmax AOCS Ea 9-65; DIN ISO 6271
Appeamnce Oear, no extraneous matter
Bland and &cc from
uncharacteristic odors;
Odor
Typical of previous acccptabl
receipts

CASNo. 68603-15-6
EINECSNo. 271-642-9

Coatacr addttss: Issuance date: t Apr 2011


ia=-Coatincntal Oils and F111 Pie Lid Revision No~ t .00
150llcacb llmd #16-01 GatcWay \l'estSinppon: 187920
Tel No.: +65 6353 6563 Emm1: [email protected]

The infocmalioa obout the producu produced by us (the "Rcla'IDt Pruducl") coatain<d in dris data lhcd (the •.spea Shtttj: (o) is meant for,......, iafoauatioft
pwJ101CS onlJ ud hu llCt ba:n P"'l'"ml with lll'J pa<ticulu qud ID yom putiaalat i:ittam,.._ or me; (b) doa""' constitute and s1Hlald l10t be co-..d u
coatilutinillllf .~. rcpramtatioa, ........,.., or guaantcc u to the qualiti,p~ coaclilion or othawilc of the Rda'IDt Pmdact ;and (c) Im ba:n ~
hom the soom:a which. ID die best of our ltftowlcdge, is accurate. Ir is yom tt..,._;biliry ID cmun: that the:'* of tbe Rclcvut Produc~ 0t d1< me of the: i116irmatioa
i1I the Spocs Sheet duca""' cunttn...,. any laws of any authurilics, whcthet p"CrMICntal or othawisc,.,.. the rights of any party. in ymr jwisdiclion. .\ceu<diogfy, we
discbim oil liabiity for 1-, iajuty or d2Dil£C which may l:tlUk from the me of the Relevant Pmdm:t, or the use of tbt inrotmatioa in the Spca Sheet to die fullcsr CllCnl
pamih<d by the law.
~PT. MUSIM MAS
, AT..A.~Fatty Alcohol, Methyl Esters and Derivatives
\
~ SAFETY DATA SHEET
1. IDENTIFICATION OF THE SUBSTANCE AND THE COMPANY
Product Identification
Product Name : Octyl Decyl Alcohol
Trade Name : MASCOL80
other Identifier : Alcohols C6-C12, 1-0ctanol+1-Decanol.
Recommended Use : Cosmetic base product for Industrial purpose. General chemicals,
as they are used in many ways in the chemicals Industry.

Company Identification

Manufacturer Name : PT Muslm Mas


Address : JI. Oleo, Kawasan lndustri Medan II,
Saentls - Percut Sel Tuan, Deli Serdang
Medan 20371 - Indonesia
Telephone Number : 62-61-6871123
Fax Number : 62-61-6871152 / 6871153
Email Address : [email protected]
Emergency Telephone Number : +62-8116054139

2. HAZARD IDENTIFICATION
GHS Classification
Physical Hazard : Not classified as hazardous substance
Health Hazard : Serious eye damage I eye Irritation, Category 2
Environmental Hazard : Not classified as hazardous substance
GHS Label Element
Hazard Symbol

Signal Word : Warning


Hazard Statement : H319 Causes Serious eye irritation
Precautionary Statement : P264 Wash hands thoroughly after handling.
P280 Wear protective gloves/protective clothing/eye protection.
P305+P351+P338 IF IN EYES: Rinse cautiously with water for
several minutes. Remove contact lenses, if present and easy to do.
Continue rinsing.
P337+P313 If eye Irritation persists: Get medical advice/attention.
other Hazard : No information available

/
3. COMPOSITION/ INFORMATION ON INGREDIENTS
Sub&tance
Chemical Name : Alcohols,C6-C12
Synonym : Octyl Decyl alcohol.
CASNo : 68603-15-6
EINECS No : 271-642-9
Ingredients or Impurities that : This product doesn't have impurities that contribute to the hazard
contribute to hazard classification.

4. FIRST AID MEASURES

Eye Contact : Rinse cautiously with water for several minutes, Remove contact
lenses, if present and easy to do. Continue rinsing.
If eye Irritation persists, get medical advice/attention.
Skin Contact : Gently wash with plenty of soap and water.
Ingestion : Cail a POISON CENTER or doctor/physician if you feel unwell.
Inhalation : Remove victim to fresh air and keep at rest in a position comfortable
for breathing.
Most important symptomps/effects,accute and delayed
: No Information available
Indication of Immediate medical attention and special treatment needed
: No Information available

5. FIRE-FIGHTING MEASURES

Suitable Extinguishing Media : Powder, alcohol resistant foam, carbon dioxide.


Unsuitable Extinguishing Media : No information available
Specific hazards arising from : Combustible material, vapours are heavier than air and may spread
the substances or mlxlure along floors. Forms explosive mlxlures with air on Intense heating.
Development of hazardous combustion gases or vapours possible
in the event of fire.
Special Protective equipment : Use safety goggles in combination with dust mask, and other
for fire-fighters protection as appropriate to situation
Special Protective action : Keep away from source of ignition and use appropriate
for fire-fighters : extinguishing media. Fight fire from upwind position if possible.
. __, ; . .
~PT. MUSIM MAS
, ATA ~Fatty Alcohol, Methyl Esters and Derivatives

~ SAFETY DATA SHEET


6. ACCIDENTAL RELEASE MEASURES
Personal precautions, : Use safety goggles and protective gloves.
protective equipment Large spills : Remove person to safety. Ensure adequate ventilation.
and emergency procedures
Environmental precautions : Avoid release to the environment.
Methods and materials for : Small spifts : Absorb spills with sand, inert absorbent, waste cloth
containment and cleaning up or sawdust. Then wipe up remainder In waste cloth.
Large spiUs : Dike spills and dispose of in safe area.

7. HANDLING AND STORAGE

Precautions for safe Handling : Use an adequate ventilation.


Wash thoroughly after handling.
Used personal protective equipment as required.
Conditions for safe storage : Store container tightly closed in well-ventilate place.
including any incompatibilities Do not store together with oxidizing agents.
Keep away from source of Ignitions.

8. EXPOSURE CONTROLS/PERSONAL PROTECTION

Appropriate Engineering : Facilities storing or utlllzing this materials should be equipped with
Controls an eyewash facilities and safety shower
Individual Protection Measures, such as personal protective equipment
Eye/Face Protection : Tightly seal safety glasses.
Skin Protection : Wear suitable protective clothing and glove (butyl rubber, nitrile rubber).
Respiratory Protection : If technical suction or ventilation measures are not possible or are
insufficient, protective breathing apparatus must be wom.
Thermal Hazards : Not applicable
Environmental Exposure : Do not empty into drains.
Controls

/
\
,•T.
~PT.

~
MUSIM MAS
~Fatty Alcohol, Methyl Esters and Derivatives

SAFETY DATA SHEET


9. PHYSICAL AND CHEMICAL PROPERTIES
Basic lnfonnatlon
Appearance
Physical State : Liquid
Colour : Colourless
Odour : Fishy alcohol
Odour threshold : No information available
pH : No information available
Melting Point/freezing point : -11°C
Initial Boiling point and boiling range : 204 - 238°C @ 1 atm
Flash point : 96oC PMCC
Evaporation Rate : No Information available
Flammability (solid,gas) : No information available
Uppernower flammability or explosive limits : No information available
Vapour pressure : 0.058mmHg fl.7 Pa) at 24°C
Vapour density : No information available
Relative density : 0.818 g/cm3 @30°C
Solubility : Water solubifity : < 500 mg/L at 25°C
Solvent solubility : Soluble In general organic solvent
Partition coefficient :n-octanol/water : log Pow: 3.5 - 4.7
Auto-ignition temperature : Approx 2600C
Decomposition temperature : No Information available
Viscosity : 8 mPa.s (3QOC)
Explosive properties : No information available
Oxidizing properties : No information available
Other lnfonnatlon : No information available

10. STABILITY AND REACTMTY

Reactivity : Stable In general


Chemical stability : Stable in general
Possibility of hazardous reactions : No Information available
Conditions to avoid : Do not expose to extreme heat or flame
Incompatible : Strong oxidizing agents
materials
Hazardous decomposition : Carbon Monoxide
products Complete combustion forms carbon dioxide and water.
Partial combustion also forms carbon monoxide, soot, aldehydes
and ketones
\

11. TOXICOLOGICAL INFORMATION


Acute toxicity : Oral : Rat, LD50 > 5000 mg/kg
Dermal: Rabbit, LD50 2000 mg/kg
Inhalation: No Information Available
Skin corrosion/irritation : Rabbit, slight Irritating
Serious eye damage/irritation : Rabbit, irritating
Respiratory or skin sensitization : Negative
Mutageniclty : Negative
Carcinogenicity : Negative
Reproductive toxlcHy : Negative
STOT-single exPOSUre : No information available
STOT-repeated : No information available
exPosure
Aspiration Hazard : No information available

12. ECOLOGICAL INFORMATION

Ecotoxiclty : LC50
Species : Pimephales promelas
Dose : 2.3 mg/L
Exposure time : 96 h
EC50
Species : N. Spinipes
Dose : 3.1 mg/L
Exposure time : 96 h
Persistence and DegradabllHy : Readily biodegradable
Bioaccumulative potential : Octanol-water partition coefficient: log Pow: 3.15-4.57
Mobility in soil : No information available
Result of the PBT and : No information available
vPvB assessment
Other adverse effects : Additional ecological information : Do not allow to run into surface
waters, wastewater or soil.

13. DISPOSAL CONSIDERATIONS


Disposal methods : Dispose of content/container to an approved waste disposal plant.
Dispose only in accordance with local, state and federal regulations.
Do not dispose via sinks, drains or into the immediate environment

\.
~PT. MUSIM MAS
, ATA. ,,Fatty Alcohol, Methyl Esters and Derivatives

~ SAFETY DATA SHEET


14. TRANSPORT INFORMATION
Land Transport (US-DOT) : Not classified
Land Transport (ADRJRID) Not classified
Sea Transport (IMDG Code) Not classified
Air Transport (IATA) Not classified
Inland waterways Transport (AUN) Not classified
Transport In Bulk (Annex II of MARPOL 73178 and the IBC code)
Product Name : Alcohols(C8-C11), primary, linear and essential linear.
Ship Type :2
Pollution category :Y

15. Regulatory lnfonnatlon


Inventories List
AICS (Australia) : Listed
DSL (Canada) : Listed
NDSL (Canada) : No
IECSC (China) : Listed
EINECS(EU) : 271-642-9
ENCS (Japan) : Listed
ECL (Korea) : Listed
NZloC (New Zealand) : Listed
PICCS (Philippines) : Listed
TSCA(USA) : Listed
Chemical Safety assessment : No Information avallable.

16. OTHER INFORMATION


Document No. : SDs-FAQ-11
Revision No. : 2.00
Issue date : 18-Jul-14

Disclaimer

The release of this data sheet to you Is subject to the disclaimers herein. The lnfonnatlon contained Is based on the present
state of our knowledge and this Data Sheet Is for general lnfonnatlon purposes only. No representation, warranty or
111111111ntee ii!' ghMn AA tn ttltt 1.1~.r,,1111cy r)f 11ny stlltelnllnt or lnfomiatlon In the Dl!lta Sheet. We dlscl11lm all llablllty for any lose,
injury or damage which may result from any 1188 by you of the relevant data sheet to the fuDest extent pennltted by the law.

(
\
~PT.
'A~ T.
.. .
MUSIM MAS
,j._ ~Fatty Alcohol, Methyl Esters and Derivatives
SAFETY DATA SHEET
1. IDENTIFICATION OF THE SUBSTANCE AND THE COMPANY
eroduct Identification
Product Name : Octyl Decyf Alcohol
TradeName : MASCOLBO
Other Identifier : Alcohols C8+C10, 1-0ctano1+1-Decanol.
Recommended Use : Cosmetic base product for industrial purpose. General chemicals,
as they are used in many ways in the chemicals industry.

Company Identification

Manufacturer Name : PT Musim Mas


Address : JI. Oleo, Kawasan lndustri Medan II,
Saentis - Percut Sei Tuan, Deli Serdang
Medan 20371 - Indonesia
Telephone Number : 62-61-6871123
Fax Number : 62-61-687115216871153
Email Address : [email protected]
Emergency Telephone Number : +62-8116054139

2. HAZARD IDENTIFICATION
GHS Classification
Physical Hazard : Not classified as hazardous substance
Health Hazard : Serious eye damage I eye Irritation, Category 2
Environmental Hazard : Not classified as hazardous substance
GHS Label Bement

'<!>
Hazard Symbol

Signal Word : Waming


Hazard Statement : H319 Causes Serious eye irritation
Precautionary Statement : P264 Wash hands thoroughly after handling.
P280 Wear protective gloves/protective clothing/eye protection.
P305+P351 +P338 IF IN EYES: Rinse cautiously with water for
several minutes. Remove contact lenses, If present and easy to do.
Continue rinsing.
P337+P313 If eye irritation persists: Get medical advice/attention.
Other Hazard : No lnfonnatlon available
'4 .
'ff'
llf'W"4IPT. MUSIM MAS

I
""4,Fatty Alcohol, Methyl Este" and Derivative!
I SAFETY DATA SHEET
3. COMPOSITION/ INFORMATION ON INGREDIENTS

Chemical Name CASNumber Wt%


1-0ctanol 111-87-5 40-65
1-Decanol 112-30-1 35-60

Ingredients or impurities that : This product doesn't have impurities that contribute to the hazard
contribute to hazard classification.

4. FIRST AID MEASURES

Eye Contact : Rinse cautiously with water for several minutes, Remove contact
lenses, if present and easy to do. Continue rinsing.
If eye Irritation persists, get medical advice/attention.
Skin Contact : Gently wash with plenty of soap and water.
Ingestion : Call a POISON CENTER or doctor/physician If you feel unwell.
Inhalation : Remove victim to fresh air and keep at rest In a position comfortable
for breathing.
Most important symptomps/effects,accute and delayed
: No information available
Indication of immediate medical attention and special treatment needed
: No information available

6. FIRE-FIGHTING MEASURES

Suitable Extinguishing Media : Powder, alcohol resistant foam, carbon dioxide.


Unsuitable Extinguishing Media : No information available
Specific hazards arising from : Combustible material, vapours are heavier than air and may spread
the substances or mixture along floors. Forms explosive mixtures with air on intense heating.
Development of hazardous combustion gases or vapours possible
In the event of fire.
Special Protective equipment : Use safety goggles In combination with dust mask, and other
for fire-fighters protection as appropriate to situation
Special Protective action : Keep away from source of Ignition and use appropriate
for fire-fighters : extinguishing media. Fight fire from upwind position If possible.
r'
I
\

6. ACCIDENTAL RELEASE MEASURES


Personal precautions, : Use safety goggles and protective gloves.
protecttve equipment Large spills : Remove person to safety. Ensure adequate ventilation.
and emergency procedures
Environmental precautions : Avoid release to the environment.
Methods and materials for : Small spills : Absorb spills with send, Inert absorbent, waste cloth
containment and cleaning up or sawdust. Then wipe up remainder In waste cloth.
Large spills : Dike spills and dispose of in safe area.

7. HANDLING AND STORAGE

Precautions for safe Handling : Use an adequate ventilation.


Wash thoroughly after handling.
Used personal protective equipment as required.
Conditions for safe storage : store container tightly closed in well-ventilate place.
including any incompatibilities Do not store together with oxidiZlng agents.
Keep away from source of Ignitions.

8. EXPOSURE CONTROLS/PERSONAL PROTECTION

Appropriate Engineering : Facllltles storing or utilizing this materials should be equipped with
Controls an eyewash facilities and safety shower
lndMdual Protection Measures, such as personal protective equipment
Eye/Face Protection : Tightly seal safety glasses.
Skin Protection : Wear suitable protective clothing and glove (butyl rubber, nltrlle rubber).
Respiratory Protection : If technical suction or ventilation measures are not possible or are
insufficient, protective breathing apparatus must be wom.
Thermal Hazards : Not applicable
Environmental Exposure : Do not empty into drains.
Controls

\.
14. TRANSPORT INFORMATION
Land Transport (US-DOT) : Not classified
Land Transport (ADRIRID) : Not classified
Sea Transport (IMDG Code) : Not classified
Air Transport (IATA) : Not classified
Inland wate1Ways Transport (AON) : Not classified
Transport In Bulk (Annex II of MARPOL 73nB and the IBC code)
Product Name : Alcohols(C8-C11), primary, linear and essential linear.
Ship Type :2
Pollution. category : Y

15. Regulatory Information


Inventories Ust
AICS (Australia) : Listed
DSL (Canada) : Listed
NDSL (Canada) : No
IECSC (China) : Listed
EINECS (EU) : Listed
ENCS (Japan) : Listed
ECL (Korea) : Listed
NZloC (New Zealand) : Listed

c
PICCS (Philippines) : Listed
TSCA(USA) : Listed
Chemical Safety assessment : No information available.

16. OTHER INFORMATION


Document No. : SDB-FAQ-12
Revision No. : 2.00
Issue date : 18-Jul-14

Disclaimer

The release of this data sheet to you Is subject to the disclaimers herein. The lnfonnatlon contained Is baaed on the preaent
state of our knowledge and th!s Data Sheet la for general infonnstlon purpoaes only. No repreaantatlon, wananty or
guarantee Is given as to the accuracy of any statement or lnfonnstlon in the Data SheeL We dlsclalm all llabillty for any 1088,
Injury or damage which may result from any use by you of the relevant data sheet to the fullest extent pennittad by the law.
/
I

\ __

EPA Registered Products Containing

Fatty Alcohols
i lNITED STATES E:'li\'IRONME~TAL PROTECTION AGENCY
\ WASHINGTON. D.C. 20460

OFFICE OF C'HE\llC'AL SAFtn·


ASD POl.Ll TIO' PRE\.ESTIOS

Mr. Roland L. Cargill FEB 1 0 2014


Fair Products, Inc
PO Box 38626 Davis Drive
Cmy, NC 27512

Subject: Product name: 0-TAC Plant Contact Agent


Reg. Number 51873-18
Amendment Dated 9/11/13
New product chemistry and acute toxicology studies replace those previously
cited on data matrix
Decision Number: 483318

Dear Registrant:

The amendment referred to above, submitted in connection with registration under the Federal
Insecticide, Fungicide and Rodenticide Act as amended is acceptable under 3(c) (5).

The new product chemistry and acute toxicology studies submitted are acceptable and will be
placed on file. The revised label reflects the new acute toxicology studies and is acceptable

If you have questions concerning this letter, please contact Banza Djapao at 703-305-7269, or via
email at djapao.banzara:epagov, or myself at 703-308-9443.

Tony Kish
Product Manager, Team 22
Fungicide Branch
Registration Division (7504P)

\
FIRST AID DIRECTIONS FOR USE
lflnEyes Hold eye open and rinse slowly and gently with water for 15-20 minutes. It is a lliolatioo of federal Law to use this prOOuct in a manner inconsistent with its labeling. Do not apply
Removecontactlenses,ifpresent,afterthefirstSminutes,thencontinue this p-OOuct in a YMJ that will contact wcxkersor persons, either directly or indirectly through drih. <Ally

0-TAC
rinsing eye poteaed h.Yidlers may be in the area during application.For any requirements specilic to your State or
Callapoisoncontrolcenterordoctorfortreatmentadvice. Tribe,con'llllt rhe agency responsible for pesticide regulation.
If On Skin Takeoffcont.aminateddothing. 0-TAC PLANT CONTACT AGENT is a c.arefu!!y balanced combin..-ition of active ingredients and wetting
or Clothing Rinse skin immediately with plenty of water for 15·20 minutes.
agents to be used for the conlml of sud:ergrowth on Burley, Flue-Cured, Dark F1red,Maryland and
'311 a poison control center or doctor for treatment advice.
Cigar tobacco. The concentrated product is diluted with water to form a creamy emulsion, which is
'311 a poison control center or doctor for treatment advice. applied as a coarse spray. The emulsion is effective only when it comes Indirect contact with suders;
ff Swallowed
Have person sip a g!ass of water if able to swallow. therefore, the material is applied so thlltmaximum contact is made with the suckers
Do not induce vomiting unless told to do so by the poison control
center or doctor. WHEN TO APPLY:
Do not give anything by mouth to an unconscious person. 0-TAC PLANT CONTACT AGENT can be applied before or after topping. Best results are usually ob-
If Inhaled Movepersontofreshair.
lfpersonisnotbre.;ithing.call911 oranambulance,lherigiveartificial
respiration, preferably by mouth-to-mouth, if possible.
C<!U a poison control center or doctor for treatment adllice.
PLANT CONTACT tained by spraying the tobacco with 0-TAC PLANT CONTACT AGENT before topping in th:- early to late
button stage and then topping the toOOcco immediately full owed by additional applications of().TAC
Pl.ANT CONTACT AGENT starting and spaced 3 to S days apart.If you top the tobacco before sp-aying,
remove any suckers over one inch in length as you top and apply().TAC PLANT CONTACT AGENT after
topping. Becau~(). TAC PLANT CONTACT AGENT is a contact type agent, it is necessary to straighten
I NCJTETOAiYSIClAN:Probablemucosaldamagemaycontn1indicatetheuseofgmritlavage. I
Have the container or !abel with y:ou when catting a pois<m rnntro! center or doctor or going
AGENT® any plants that are leaning so that the emulsion nows down the stalk evenly and contacts each sucker.

0-TAC PLANT CONTACT AGENT usually can be applied any lime during the day, but not to wilted

f~~~~~~:~:~~~~~~i~1Elli~r~~~~f~n~~Jlf~~i~~E~Y~~~~~~:a~
information
plan ls. For best results, it is recommended that you wait until the dew dries before spraying. Do not
spray ah.er the leaves begin to dose in the evening. Because the underside of the !eaves may be
Injured by contact with().TAC PLANT CONTACT AGENT,do not apply when the wind is high enough to

PRECAUTIONARY STATEMENTS
Hazards to Humans and Domestic Animals
CONTACT TOBACCO turn the top leaves over. Do not apply during the rain or when plants are wet. lfhowevl'f,it rairis ah.er
O.TAC PLANT CONTACT AGENT has been on the plants fur over an hour, you should not have to apply
().TAC PLANT CONTACT AGENT again. Do not apply during perlOOs of high heat or if plants are wilted.
DANGER
Cotrosive.C<!ui.es irrC"Versible eye damage. Wear protective eyewear (goggles, face shield, Of safety
glasses).Harmful if absorbed through skin. A~id contact with skin or clothing.Wash thoroughly
SUCKER CONTROL AGENT HOW MUCHO-TAC PlANTCONTACT AGENT TO APPLY:
with soap and water ah.er hllndling and beforeeating,drinking. chewing gum, using tobacco or For each tobacco type listed use the lower rate and apply to untopped plants in the button stage
using toilet. Remove and wash contamin..-ited do thing before reuse. Avoid contact with skin, eyes when plant tissue is tender, then top immediately.U~ the higher rate for the first application when
or clothing. Wear long-sleeved shirt and long pants, socks, shoes, and gloVt.":i (such as or made out plants are more mature and for the second application 3 to S days later followed by
of any waterproof materia!,~!ection cate-gory A) additior1al applications 3 to 5 days apart as needed.

Prolongedorfrequentlyrepeatedskincontactmaycauseallergicreac1iominsomeindividuals. Flue-Cured: For power sprayer - use 2 9<11ions r;T .57 liters) in 48 ga!!ons {182 lite-rs} of
PERSONAL PROTECTIVE EQUIPMENT {PPE)
Some materials that are chemical-resistant to this product a1e m<ldeof barrier laminate, butyl
KEEP OUT OF REACH water,foratotalspraysofutionofSOgallons{189!iters)-4%solution;
or2.Sga11ons(9.4liters)in47.Sgallons(180liters)ofwaterforatotalspray
rubber,nitrile rubber, neoprene rubber, polyvinyl chloride, or vi ton. If you want more options, solution of SO gallons (189 litersl- S% solution
fol!owthe instructions for CATEGORY Con an EPA chemical resistance category selection chart.

MIXERS, LOADERS, APPLICATORS AND OTHER HANDLERS MUSTWIAR:


OF CHILDREN For hand sprayer - use S ounces (148 milliliters) in water to make a total of 1
gallon(3.78Sliters)ofspray{4%solution),or6ounces{177mi!Uliters)in
water to make a total of 1 9<1Uon (3.785 liters) of spray {S% solution).
Gogglesorfaceshie1d
Coverallsovershort-sleevedshirtandshortpants NOTE: In the event of on extended sea50f\. /oteropp/iwtiom of 2.5 gallons
• Chemicalresist.antfootwearplussocks,and (9,4 litm) 0-TAC PLANT CONTACT AGENT in 47 S gallons
• Chemicalresistantgloves (180/iters)water(S%concentra1ion}moybemode.

USER SAFETY REQUIREMENTS


Discard clothing and other absorbent materials that have been drenched or heavily contaminated
DANGER - PELIGRO Burley: For power sprayer - u~ 1.75 to 2 9<1llons (6.62-7.57 liters) in water to make
atotalof50gallons(189liters)ofspraysolution(3.5to4%solution).
with this product's concentrate.Do not reuse them.Follow manufacturer's instructions for clean-
ing and maintaining PPE.lf no such instructions for washables exist, use detergent and hot water.
PRECAUCION AL USUARIO: Si usted no entiende la etiqueta,
e>arkFlm: For hand sprayer - use 6 to Bounces (177-237 milliliters) in water to make a
Keep and wash PPE separately from other laundry. busque a alguien para que se la explique a usted en detalle. total of 1 gallon (3.785 liters) of spray (4.5- 6% solution).
AGRICULTURAL USE REQUIREMENTS (If you do not understand the label, find someone to explain
Use this rrodua only in accordance v.ith its labeling and the Worker Protection Standard,40 CFR part Cigar: u~ 4 toS o~ces (l18-148mi!llhters)in water to makea lol:al ofl gallai
170.This standard containsrequirements for the protection ofagricultural WOl"l<ers on farms, forests, it to you in detail) (3.785 liters) of spray sdution lO apply with a hand !Opfayer (3- 4 % 50!Ulion).
nurseries.and greenhouses, and handlers of agricultural pesticides.It contains requirements for uain-
Jng,decontamination,notification and emergency assistance.It also contains specific instruaions and Maryland: U~4 to4.5 oun~ (118- l33milllliters) in water lO makea tota! ofl gallon
exceptions pertaining to the statements on this label about persor1al protective equipment (PPEJ, (3.785 liters) of sp-ay sdution to apply with a hand !ipfayef (3 to 3.5% solution).
and restricted-entry interval.The requirements in this box only apply to uses of this product that are
coveredbftheWorkerProtealonStanda.rd.
'f/hen applied bf hand using 213 to 1 ounce (20- 30 milliliters) of spray
Do nol enter or allow worker entry Into treated areas during the
READ ENTIRE LABEL CAREFULLY solulion per plant, 1 gallon (3.78S liters) of diluted 0-TAC PLANT CONTACT
AGENTwnl treat 128-190 plants.
Restricted Entry Interval (REI) ofl4 hours.. BEFORE USING THIS PRODUCT
PPErequiredfr~earlyentryintotreatedareaslhatispermittedunderlhe If a power sprayer Is u:>ed,SO gallons (189 liters)ofdiluted product
Worker Protecr.ioo Standard and that irwol~contactwith anyth11"1C] that Ms been ueated.~ch as should be applied per acre of lOWa:o.
plants,soil,orwater,is:
HOW TO APPLY:
Co\E'lal!s The diluted emulsion Is most easily prepared by adding the required am01.Jnt of O.TAC PLANT
Chemical resistantglo~ ACTIVE INGREDIENTS: (%by weight) CONTACT AGENT lO your spray tank and then adding the water. In order to obtain the best results,
• Shoesplus50Cks
• Protectiveeye:wear Octanol (C,l ....................................................................................36.2% it is imporlilnt that the water be added to the(). TAC PLANT CONTACT AGENT rather than the O·TAC
Decanol (C1J .................................................................................. 48.2% Pl.ANT CONTACT AGENT to the water to enhance mi King and reduce lloating
USER SAFETY RECOMMENDATIONS
u~rsshou!d: Related Compounds (Dodecanol (C12) .................................... 0.3% !fyou u~ a hand-held or backpack sprayer, the diluted solution must be applied at a rate of 2/3 to 1
Wash hand> before eating.drinking,chewing gum, using tobacco or using toilet. ounc.e (20-30 milliliters) per plant (or enough to Insure rundown lO the bottom of the plant). A coarse
Remove dothing/PPE immediately if pesticide gets inside.Then wash thoroughly and put on OTHER INGREDIENTS ............................................................... 15.3% spray is recommended.directed downward at the top of the stalk from 6·8 inches above the top
dean clothing. TOTAL ................................................................................................100% leaves, very little tank pressure is required, and in no ca~ should more than 20 pounds be u:>ed.
• Users should remove PPf immediately after handling this product. Wash outside of gloves
before removing. As soon as possible, wash thoroughly and change into dean clothing. When applied with power equipment, three nozzles per row must be used (TG full cone tips, or larger,
This product contains 2.57 lb. octanol, 3.41 lb. decanol and 0.02 lb.
do decanol per gallon. If not used in accordance with directions. plant are satisfactnry). One TG-5 nozzle should be directed downward over the center of the row and two
ENVIRONMENTAL HAZARDS
Do not apply directly to water, to areas where surface water is present or to intertidal areas below TG-3s should be positioned approximately 1t inches on either side directed at or slightly above the
~:s~~an high waler mark.Do not COJltaminate water by deaning equipment or disposal of
injury, excessive residues, or other undesirable results may occur. top of the stalk The diluted 0-TAC PLANT CONTACT AGENT must be applied to the tobacco as a
warse spray from a height of 12 to 16 inches above the top of the stalk. It is recommended that boom
pressure be kept at 20 lbs. By using the recommended spray tips,spra>"ing at apprQll.imately 20 lbs.
STORAGE ANO DISPOSAL pressure, and operatil"IC] a tractor speed of 2.5 to 3 mph, you will apply approximately 50 gallons of
Donotcontaminatewater,foodorfeed bf storage and di~I. diluted solution per acre of tobacco.
1- FESTIODE STORAGE-Do not rud over 2pallets high. Store original cootai~rsin cool HOW OFTEN TO APPLY:
dryplaceawayhomfood,WMerand feed. Usually one app!icatJon of(). TAC PL.ANT CONTACT AGENT will give good control of both primary and
secondary suckers and produc.e eio::el!ent leaf quality. However,in most cases additional treatments of
2. PESTiaDE DISPOSAl. .Jlestiddewastesresu1ting from theui.e of this product may be
().TAC PLANT CONTACT AGENT are recommended 3 to 5 days apart to allow time fof uneven crops to
diij)OSedofon ~\e or at an approved waste disposal facility
become uniform.
3. CDNTAINERDl.SPOSAL-Non-relillatiecootainers. 0:,notreoseorrefillthiscootainef. Sold by'
FormntalnersbesofSgallomorleu.triplerini.easlcilows:Emptytheremainingcootentsinto NOTES:
1. Mix well prior to use and, if allowed to stand during the use, mill again before applying since
applicationequiprnen1oramixWlkanddrainingfor 10secondsaftertheflowbeginstodrip.
l'EI thecootainer'.4 fuH with water and recap.Shake for 10 seconds.Pour rinsate into application
equipmmtoramixtankorstoreliruateforlateruseordisposal.OrainforlOsei:ondsafterthe
Fair Products. Inc•• USA the diluted emulsion may separate on standing.
Agri-Specialties Division 2. Do not use on Burle'/ tobacco during periods of high heat and high humidity.
flow begins to drip. Repeat this proce:I~ tw:> more times.. Th:n offer for IK)"ding if ava~ib!e.. 3. Usage according to the directions oullined has resulted in adequate sucker control with very
or puncture and dispose of in a s.nit.¥y landfill, art,,. incineration, or ifallowed by state and local Post Office Box 386 little or no leaf injury. Application not in accordance
authorities,,bybuming.lfl:uned.stayololsrn::ike. withthedirectionsmayleadtoinjuryofleaVt.":iotimpropersuckercontrol.
Cary, North Carolina 27512 4. Make sure spray equipment is dean before using.
Formntalnersizes.greater than Sptons, triple rinse as iJllows: empty the remaining contents into
application equipment or a mix lillk. FiU the container V4 full with water. Replace Mid tighten closures. Telephone: (919) 467-8352 S. Do not mix with other pesticides, fertilizers, surfactants or any other materials as plant
1ipcontainer on its side and rdl it bac:ka"ld forth.ensuril"ICJ at leastonea:mplete ie.dJtior\ b" 30 damage or death mayresu!t.
seo:rds.Stndthecontineronitsenda"ldlipitbad:ir'ldforth~lines. Ti.rnthea:intainerOll!.fonto
MADE IN U.S.A.
itsdhererdardtipltbad:ardbrthsewrallimes.ErnptytherinsateinlDWicationeqtjpnentaamix
lid a:stae ri1S<11efa later use or disposal. Repeat theproc:edtretv.omore lines.lhm offa"forrE.q'..iiig if EPA REG.N0.51873-18 NET CONTENTS: WARRANTY STATEMENT: To the 01tent permitted by applicable law, Seller's guarantee .shall be
-~orpxt(tl.re<llidcisp::15eofina'iritay!a'ldlil~orbyindnuation,orifabM.>dcyst:11eardkx:al EPA EST.N0.45671-NC-01 27SGALLONS limited to the terms of the label, and subject thereto the buyer assumes any risk to persons or
authorities,byb.Jrring.lfluned,~o(ofsn-d<e lo2102014V-2014PI 1040.9LITERS property arising out of use or handling and accepts the prOOuct on these conditions.
0-TAC

Material Safety Data Sheet

I fair products, inc.

0-TAC PLANT CONTACT AGENT


Version: 1.2 Revision Date: 09/07/2012 Print Date: 09/07/2012

SECTION 1. PRODUCT AND COMPANY IDENTIFICATION

Product name: 0-TAC PLANT CONTACT AGENT

Product Use Description: Plant Growth Regulator

EPA Registration Number 51873-18

Company: Fair Products, Inc.


P.O. Box 386
Cary, NC 27512
United States of America

Telephone: (US) 919-467-1599

Emergency Telephone: Chemtrec: (24 hours) 800-424-9300

Prepared by: Fair Products, Inc.

SECTION 2. HAZARDS IDENTIFICATION

Emergency Overview

WARNING!

Form: liquid Color: light yellow Odor: Characteristic Fatty Alcohol Odor

Hazard Summary Risk of serious damage to eyes. Irritating to


respiratory system and skin. Irritating to
mucous membrane. May cause allergic
skin reaction.
Potential Health Effects

Primary Routes of Entry Skin contact


Eye contact
Inhalation
Aggravated Medical Respiratory disorders
Condition Skin disorders

1
0-TAC

Target Organs Eyes


Respiratory system
Skin

Inhalation Irritating to respiratory system.

Skin Irritating to skin.


May cause allergic skin reaction.

Eyes Risk of serious damage to eyes.

Ingestion Ingestion may cause gastrointestinal irritation,


nausea, vomiting and diarrhea.

Chronic Exposure May cause respiratory system effects.


Lung damage.
Repeated or prolonged skin contact may cause
allergic reactions with susceptible persons.

SECTION 3. COMPOSITION/INFORMATION ON INGREDIENTS

Hazardous components

Component I CAS-No.

Octanol/111-87-5
Weight percent

36.2%
c
Decanol/112-30-1 48.2%
Polyoxyethylene sorbitan monooleate/9005-65-6 15.3%
Related compounds (dodecanol C-12)/112-53-8 0.3%

SECTION 4. FIRST AID MEASURES

First aid procedures

Inhalation If breathed in, move person to fresh air.


Give oxygen or artificial respiration if needed.
Obtain medical attention.

Skin contact If on clothes, remove clothes. Wash off


immediately with plenty of water for at least
15 minutes.
If skin irritation occurs, seek medical advice/
attention.
Wash contaminated clothing in hot water and
detergent before reuse.
Destroy contaminated shoes.
Eye contact In case of eye contact, remove contact lens and (_
rinse immediately with plenty of water, also under

2
0-TAC

the eyelids, for at least 15 minutes.


If symptoms persist, call a physician.

Ingestion DO NOT induce vomiting.


Give small amounts of water to drink.
Call a physician or poison control center immediately.
Never give anything by mouth to an unconscious
person.

SECTION 5. FIREFIGHTING MEASURES

Flammable properties

Flash Point >200 °F

Fire fighting

Extinguishing media Water spray, C02, dry chemical or foam.

Fire fighting procedures Assure self-contained breathing apparatus is


worn. Stay upwind.
Further information Keep away from fire, sparks and heated surfaces.
Use water spray to cool unopened containers.
Prevent fire extinguishing water from
( contaminating surface water or the ground water
'" system.

Protective equipment and precautions for firefighters

Special protective equipment Body covering protective clothing, full


"turn-out" for firefighters gear.
Self-contained breathing apparatus

SECTION 6. ACCIDENTAL RELEASE MEASURES

Personal precautions: Evacuate personnel to safe areas. Wear


suitable protective clothing, long-sleeve shirt
and long pants, chemical resistant gloves, such
as barrier laminate or butyl or nitrile rubber,
neoprene or polyvinyl chloride or Viton.
Wear shoes plus socks, protective eyewear such
as goggles, safety glasses or face shield.
Avoid contact with skin and eyes.
Ventilate the area.

Environmental precautions: Toxic to aquatic life.


\ Do not allow uncontrolled discharge of product into

3
0-TAC

the environment.
Do not flush into surface water or sanitary sewer (
~
system.

Methods for containment/ Soak up spills with an inert absorbent material


Methods for cleaning up: (e.g. sand, silica gel, acid binder, universal binder,
sawdust).
Shovel into suitable container for disposal.
Prevent runoff from entering waterways.
Assure protective clothing is worn.

Disposal: Dispose of in accordance with Local, State and


Federal Regulations.

SECTION 7. HANDING AND STORAGE

Handling procedures: Handle and open container with care.


Protect from contamination.
Use only in well-ventilated areas.
Avoid inhalation, ingestion and contact with skin
and eyes.
Wear suitable protective clothing, gloves and
eye/face protection.
Wash thoroughly after handling.
Keep container closed when not in use. (-'
Storage:

Requirements for storage Keep only in the original container.


areas and containers Keep container tightly closed in a cool, dry and
well-ventilated area.
Store away from direct heat sources.
Keep away from foodstuff.

SECTION 8. EXPOSURE CONTROLS/PERSONAL PROTECTION

Exposure Guidelines

Contains no substance with occupational exposure limit values.

Engineering measures Use mechanical ventilation for general area control.


Ensure that extracted air cannot be returned to the
workplace through the ventilation system.
Ensure that eyewash stations and safety showers
are close to the workstation location.

4
0-TAC

Personal protective equipment


\.
Eye protection Tightly fitting protective eyewear, such as
goggles, safety glasses or face shield.

Hand protection Chemical resistant protective gloves, such as


barrier laminate, or butyl or nitrile rubber, neoprene
or polyvinyl chloride or Viton.

Skin and body protection Long-sleeve shirt and long pants or coveralls.
Shoes plus socks.
Remove and wash contaminated clothing before
re-use.

Discard contaminated shoes.


Respiratory protection In case of insufficient ventilation, wear a suitable
"NIOSH approved organic mist respirator.

Hygiene measures: Handle in accordance with good industrial hygiene


and safety practices.
Avoid contact with skin, eyes or clothing.
Wear suitable gloves and eye/face protection.
Avoid prolonged inhalation of mists.
Ensure adequate ventilation.
Wash hands before eating, drinking, chewing gum,
/
i
using tobacco products or using the toilet.
\.
Remove and wash contaminated clothing before
re-use.

SECTION 9. PHYSICAL AND CHEMICAL PROPERTIES

Appearance

Form: liquid
Color: yellow liquid
Odor: Characteristic fatty alcohol odor

Safety Data

Flash point: >200°F


pH 7-8
Density: 0.85 gms/cc

SECTION 10. STABILITY AND REACTIVITY

5
0-TAC

Materials to avoid Remarks: None known.

Hazardous decomposition Note: Carbon monoxide, carbon dioxide and


unburned hydrocarbons.

Hazardous reactions: Hazardous polymerization does not occur.

SECTION 11. TOXICOLOGICAL INFORMATION

Acute Oral Toxicity: LDso 28 gms/kg (Rat)

Acute Inhalation Toxicity: TLV 5mg/m 3 (Rat)

Acute Dermal Toxicity: LD 50 2gm/kg (Rat)

Skin Irritation: Causes moderate skin irritation (Rabbit)

Eye Irritation: Causes severe eye irritation (Rabbit)

Sensitization: Not a sensitizer (Guinea Pig)

Toxicological Assessment

CMR Effects: Carcinogenicity: negative


Mutagenicity: negative
Teratogencity: negative
Reproductive Toxicity: negative

SECTION 12. ECOLOGICAL INFORMATION

Ecotoxicity Effects

Toxicity to fish: 96 hours LC50 Rainbow trout: 20.4 ppm

96 hours LC50 Bluegill: 9.96 ppm

Toxicity to Daphnia and other 48 hour LCso to Daphnia magna (water flea):
aquatic invertebrates: 8.24 mg/I

Toxicity to birds: Acute oral LD 50 to Mallard Ducks: >4640 mg/kg/bw

Eight Day Dietary LCso to:


Bobwhite Quail - >10,000 ppm
Mallard Ducks - >10,000 ppm

Toxicity of honey bees: 48 hour contact LDso >25 µg/bee

6
0-TAC

/ Elimination Information (persistence and degradability)


\.

Biodegradability: Readily biodegradable

SECTION 13. DISPOSAL CONSIDERATION

Further information:

Dispose of waste material in compliance with all federal, state and local
regulations.

Pesticide wastes are toxic.


Do not contaminate ponds, waterways or ditches with chemical or used container.

SECTION 14. TRANSPORT INFORMATION

DOT
Not dangerous goods

TOG
Not dangerous goods

IATA
Not dangerous goods

IMDG
Not dangerous goods

RID
Not dangerous goods

SECTION 15: REGULATORY INFORMATION

Sara 311/312 Hazards: Chronic Health Hazard Acute health Hazard

California Prop. 65 components: This product does not contain any chemicals
known to the State of California to cause cancer,
birth defects or any other reproductive harm.

The components of this product are reported in the following inventories:

REACH Not in compliance with the inventory.

US.TSCA All substances in this product are exempt from


TSCA as this product is registered under FIFRA
(Federal Insecticide Fungicide Rodenticide Act).

7
0-TAC

DSL This product is registered under the Pest Control


Products Act and is therefore exempt from WHMIS
supplier labeling and MSDS requirements. Please
read entire MSDS and product label for safety
precaution.

AICS Not in compliance with the inventory

NZloC Not in compliance with the inventory

ENCS Not in compliance with the inventory

KECI Not in compliance with the inventory

PICCS Not in compliance with the inventory

IECSC Not in compliance with the inventory

SECTION 16. OTHER INFORMATION

HMIS Classification: Health hazard: 3


Flammability: 1
Reactivity: O

NFPA Classification: Health hazard: 3


Fire hazard: 1
Reactivity hazard: O

This information in this Material Safety Data Sheet is correct to the best of our knowledge
and information at the date of its publication. The information provided is designed only as a
guidance document for safe handling, use, processing, storage, transportation, disposal and
release and is not to be considered a warranty or quality specification.

8
l'NITED STATES ENVIRO:'li:\1E!'\TAL PROTECTIOI'\ AGESC'\'
WASHINGTO~. D.C. 20460

OFFICE OF C'HF.\IW.\l SAFETY


·"D POLLITIO:\ PRF:\"f;'l;TIO:\'

Mr. Roland L. Cargill


Fair Products, Inc
fEB '0 tO\~
PO Box 38626 Davis Drive
Cary, NC 27512

Subject: Product name: N-TAC


Reg. Number 51873-20
Amendment Dated 9/11/13
New product chemistry and acute toxicology studies replace those previously
cited on data matrix
Decision Number: 483319

Dear Registrant:

The amendment referred to above, submitted in connection with registration under the Federal
(
I Insecticide, Fungicide and Rodenticide Act as amended is acceptable under 3(c) (5).
\
The new product chemistry and acute toxicology studies submitted are acceptable and will be
placed on file. The revised label reflects the new acute toxicology studies and is acceptable

If you have questions concerning this letter, please contact Danza Djapao at 703-305-7269, or via
email at djapao.banza'ti1epa.gov, or myself at 703-308-9443.
i
I
1

DIRECTIONS FOR USE


FIRST AID It Is a violation of federal law to U5e lhls product In a manner Inconsistent with Its labe!Jng.Oo
no! apply this product In a way that will contact WQrkersor per.;ons,e!therdlraclly or Indirectly
If In Eyes •Holdeyeq:te11andrinse:slc.Mty<Vld!J?Otlywl!hwall!l'forlS·1!JmirUa
•Remoieo:111act~lfpresent.aftertt.!rirstSmlrutes.lhencanlnue lhrough drlh. Only protected handlers may be In lhe area during appl!catloo.For any require-
rlrulngeye. n'M.'nts~ec11'ictoyourStateorTribe,consulttheagencyre!i(>On~blefo.rpestlclderegu!atfon.
•Callapolsoncontrola/rlfel"ordoctorb'treatmentadvlce-
N-TAC Is a carelUlly balanced combination of active lngredlenH and wetting agenh. to be u!ioed fOf the
If On Skin •Taker.Afc:mtamlnaleddothlng.
•Rinseslr.lnimmedlale>JYtlthplentyofw.sterfor15-20~. control of wcket growth oo Buriey,Flue<ured,Dait. Ared.Mafylillnd and (lg• tobacm. The concen-
orCothing
•Callapolsoncootrolcenterordoctorfortrelltmentadvl~ uated product Is diluted wllh water to fmn a Cn!amy emulsfon, v.tild't ls applied as a coarse spray. The
emulMon Is effective only v.tien It Cc:me5 In dlrec::t o:11tact with strl:.ers; tt.!rebre, it.! material Is applied
If Swallowed •Cal!apotsoocontrolcenll'rcrdoctorb'lr'eal!Tletltadvlce. so Iha! maK1m1.m o:11tact ls made wtth tt-e Suder$.
•Hiwepe!}Ql"l:slpaglassofwaterlfabletoswallow.
•Oonotlnducl'vomltlnglJ"'lie5Stoldtodosobylhepolsoncontrolcmterardoctor.
•Do not give anything by mouth toanuncon'ldous person WHENTOAPPLY:
N-TAC CMl be applled before or aftettopplng. Best resu!lsare uwally obtained by spraying the tobacco
lflnhalt!d •Mavepersontofreshalr. with N-TAC beFore topping !n the early to late button s1age and then topping the tobacco lmmedJ-
•!fperson!snotbmathing,call911aranambulance,thengtveartifidalresplration,
ately lbllowed tr,r add!Uonal applJcatlonsofN-TAC starting and spaa!d l to 5 days apart.If you t~ the
preferab!ybyrno.Jtl).to-mouth,lfposi;ible.
•Callapoi50l'lcontrolcentetordoctorbtreatmentadvice. tobaco:l before spraying.remow any ilrlers over one Inch In length as )'Qll top and apply N-TAC after
topping. Because N-TAC is a contact type agerit,!t Is necessary to stralgfiten any plants that are leanlng
j NOTE TO PHYSICIAN. Probable mucosa! damage mayconll'aindicate the iAeof gastric lav~. so that the emulsion flows down the stalk ewnly and ccntacts each wcker.

HaYethecontaineralabelwilhyouwhencallingapoi50flccnm::ilcenterorcloctCf'orgoingfortreatml!llt N-TACusuallyCMl beappliedilr\(lime dlJingtheday,bw notto wilted plants. Fot beSI ~t5.h Is
Fcremeryencyiofonnillion pertainingtotheproductlll'ld conlil!Ct'Mlfl~cal (919}-467-8352,Mondil'f
rec::ommeoded ttlal )'Qll wait ulllil the dew dries bebfe spraying. Do not spray after the leaws begin lo
tm>ugh Friday 9AM toSPM E5l AAerSPMoillycu Poison CcnodCenterarUll the National Mon Control
Hotlineat1-8l0-222·1222bradditionallnf01Tnation. clo5e In the evening. BecbUSethe undersideotthe leaves maybe !njun!d bycontactwtth N·TAC,do not
applyv.tienthewtrd rs hlgh~ghto tum the tople.wesCNer. Do not apply during the rain or when
planls are ~t lfhoweYer, It rains after N·TAC has been on the plants for over ao hour,)'Qll should not
PRECAUTIONARY STATEMENTS hiwe to apply N-TAC again. Do not apply during perJodsofhlgh heat r:. If plants are wilted.
Hazards to Humans and Domestic Animals

DANGER
CorrosF.le.Cau5es frre11erslb!eeye damage. Wear protective eyewear (goggles.. f.lice shleld,or i.afety HOW MUCH N·TACTO APPLY:
glasses). Harmful If absorbed through skin. Avoid Conla(t with skin ottlothing.Wash thoroughly fOfeachtobao:otypellstedusethelowerratl!andapplytoum~plantslnthebuttonstagewhen
with soap and water after handling and before eating, drinking.chewing gum, using tobacco or
u~ng toilet. RemOYe and wash c:ontaminated ciothlng before reuse. Avoid contact with skin.eyes
pl¥lt tissue Is tender,thent~!mmedialely.Use the Ng her rate b theli!ll appllcatlonwhen planlsare
ordoth!ng. Wear long-sleeved shirt and long pants, socks, shoes, and gloves (wch as ot made out by addltional applic.nions l to 5
IOOfe mature and for the serond appllcatloo 3 to 5 days later lbllowed
ofanywaterproofmatl!rlal,selectionc.ategoryA). dayl.apartasneeded.

Prolonged or frequently repeated sk!o contact may c.au~ allerg!c relletloos In some lndlvlduals
FWE-CUREI>. FOfpov.erspril)'el'-U""!29allonsrJ.571iten.)Jn48gallons(1821i't:ers)
ofwater,foralotalspraysolut!onof50gallons(t89liter.;)-4%solullon;
PERSONAL PROTECTIVE EQUIPMENT (PPE)
Some materials that are chem!cal-reslstantto this product are imde of barrier laminate, butyl
rubber, nltrlle !llbber,neoprene rubber, polyvinyl chloride, or vi ton. If you want more options, follow
the lnstructiOns fot CATEGORY Con an EPA chemic.al resistance categOf)' selection chart.

MIXERS, LOADERS, APPLICATORS ANO OTHER HANDLERS MUST WEAR


KEEP OUT Of or2S gallons(9A llters)Jn47.5gallons{180llters}ofwater bf a total
spl'il'fsolutlonot50gallons{189!itm)-5%solutlon.

Fothand sprayer-U5e 5a.JnceS(148 ml!lil!cers) In water romakeatotal of 19aflon


(3.785liters)ofiP!'ay(4%soluUon),or601S1ces(t77mlllililel>)lnwatertomakea
• Gogglesorface~ield
• CoYerallsover short-sleeved shirt and short pants
• Chemic.al resistant footwear plus socks, and
• Chemlcalreslstantgloves
REACH Of CHILDREN total. of 1 gallon (3.785 liters) of spray (5% solutJon).

NOTE:lntheeventof..iexterdedseasoo,laterappl!t:adorlsol'259aflons(9AU~
N-TACln47.5gallons(180U~wa!er(5%CD11a!111ra!ia'\)maybellli!lde.

USER SAFETY REQUIREMENTS BURLEY: fotpowel' ~rayer·use 1.7Sto 2gallons(6.6'H.57Mlin).,waterk>makeatotalof


Discardclothingandotherabsorbentmaterlalslhathavebeendrenchedotheavilycontarninated 50gallons(1891!~)ofspray5alution(3.5to4%solutlorl}.
with this product's concenuatl!. Do nol reuse them. Follow manufacturer's Instructions fot deaning
and maintaining PPE.lfno such Instructions fot wa!ihabliesexlst,use detergent and hot water.Keep
and wash PPf separa1ely from other laundry. DINGER .. PEUGRO DARKRREI>. FOfharidspril)'el',use6to80U'Kl!s(177-2J7mllHHim)lnwatertomakeatofa!
of1gallon(l.785Utl!rsjof~ray{4.5-6%solutlon).
PIECAICIDI Al ISIARID:
•·.. Use this product only In ac!~d~~~~~~~;~~ :,ed~~!:~~~ctlon Slandard,40CFR SI usted •• enUende la eUqueta. bUSQUI a aloulen CIGAR: U:1e 4 to 5 OUl'l(a (11& 148 m!Hlllters)ln water to makea total of 1 gallon
(l.78Sllters)ofspraysolutlontoapp1ywlth ahand~rayer{3-4%:solution).
p<ll't 170.lhls standard contains requirements for the protection of agricultural workers on farms,
forests, nurseries, and greenhouses, and handlers of agricultural pestk!des.lt contains n!QU!re·
ments for train!ng,decootamlnatlon,notlficatJon and emergency assistance. It also contains specific
para que se la •XllllQue 1 usted en d•talle. MARn.ANI>. Use 4 I04.5 OllllO!S (11 & 1D mlllO!ten) 111 water IO make a total of l gallon
lnstrualons andexcept!onspertalnlng to the statements on this label about personal protective lft JH d110t oadentand die la bat. (l.785 llters) of spray solullon to apply with a hand ~rayer (l to l.5% :solution).
equipment (PPE), and restrk:ted-entry Interval. The n!QUirements In this box only apply to uses of
this product th.al are covered by the Worker Protection Standard. llDd 18111808 tll llPlllD It tll JOU In detalll Ytlhenapplledtr,rharidushc,;r 2/lto 1oull0!{20-30miUmtersJotspray:solutionperplant,1 gallon
Do notenteror 111- worker entry Into tnr1ted1nrn during the (3.785UtersjofdQutedN·TACwflltreat128-190plants.
Rfttrtc:ted Entry lnterwil (REI) of J4 hours.
PPE required for early entry Into treated. areas that Is permitted under the Worker Protection Stan-
dard and that lrwolves contact wtth anything that has been treated, such as plants, son, Of water Is: READ ENTIRE LIBEL CAREFULLY lfa powersprayerlsused,50gallons(189Ut11rl)otdilutedproductsliouldbeapplledperacreof

"""''"




Coveralls
Chemkalreslstantglcwes
Shoesplussocks
Protectlveeyewear
BEFIRE USING THIS PRIDUCT. HOWTOAPPLY:
The dilUled em.i!~on Is most easily prep.¥ed by adding the required armunt ofN·TAC to )OU" spray
tank and theri adding the water. In order to obtain the best res.ills, It ls Important that the water be
added to the N-TAC rather tharl the N-TAC IO the water to e11harice mixing and reduce floating.

USER SAFETY RECOMMENDATIONS ACTIVE llGREDIEITS: l% llJWelgbU K)'Qll use a hard-held orbackpadsprayer,lhe dnuted :solutlonmuSlbeapplled a! a rate of2/lto 1
Users should. ounce (20-30mUl!lhen.)per plant(otenoughtoln5Ure rurdO'Ml to the bottom of the p!antj. A coarse
• Wash hands before eaUng,dilnklng,chewlng gum, using IObauo oru~ng toilet. Octanol (C8l 36.2% spray ls recommended, directed doYmwaid at the top of the ~k fn:m 6-8 ll'ldles abcM! the lop leaves,
• Remcwe dothlng/PPE Immediately If pesticide gets Inside.Then wash thoroughly
aind put on c1eandothlng. Decanol (ClO) 48.2% wry litlle tanli; pressure ts required, and In no case shoLid more than 20 pounds be used.
• Users should remcwe PPE. lmn'll'diatl!ly after handlJng lh!s product. Wash outside ofglcwes
before remcw!ng. As woo as possible, wash thoroughly and change Into clean clothing. Related Compounds (dodecanol Cl 2) 0.3% Ytlhen applied with power eqLipmen1,three nozzles per row muSI be U'.ied (TG full cone tips,ot liir'ger,
are satisfactory). one TG-5 noZ21e should be directed downward ewer the centl!rof the row and two
OTHER INGREDIENTS: 15.3% TG-ls should be positioned approxlmately 11 Inches on either :5kle dkKted at or slightly alxwe the top
ENVIRONMENTAL HAZARDS
Do not apply dire<:dy to water.to areas where surf.lice watl!ris present or to lntertJdat areas below
TOTAL 100% of the stalk. The dHuted N-TAC must be applied to the tobaccoasa coane splil'f fn:m a height of 12 to
161n&es abcwe thetopoftt-estalk. lllsrecommended that boom~5Ure be kept at 201~ By~ng
the mean high wat11r mark.Do not contaminate wat11r by deaning equipment or disposal of wast£!. the recommended spray tips, spraying at approximately 20 lbs.pres5Ure,andoperaling a traaot speed
of 25 to 3 mph, you w!ll apply approximately SO gallons of dQuted solution per aae ot tobaccc.
This product contains 2.57 lb.octanol 3.41 lb.decanol and
STORAGE AND DISPOSAL
Doool cornamlnatewater,bxlor feed by mirage llllddlsposat 0.02 lb. dodecanol per gallon. If not used in accordance HOWOFTENTOAPPLY:
1. PESTICIDE S1'0RAGE - Do no! stack over 2paUets Ngh. Store orlginal containers Jn cool dry place
with directions, plant injury, excessive residues, or other l.l!iUally ooe app!Jcatioo ofN-TAC wfll give goOO ccntroJ of both primary and secondary 51.lden and
produce excellelll leaf quality. Howevet,ln rrno;t casesaddil:lonal treatments of N-TAC are recommend-
~fn:mfood,waierandfeed.. undesirable results may occur. ed lto Sdaysapartto allowUme rorune-.oencr~s tobeccme 1.E11form.
2.PEsnaDE DISPOSAL- PeWdde wastl!s rewldng fn:m the U5e of lhls produc.t may be disposed
ofonsltl!otatanapprovedwastedlsposaifadlity. NOTE~
Sold by: 1. Mbcwe!lpriottou~and,ifalla.wdtostanddur1n9theu:1e,mlx
3.CONTAINER DISPOSAL- Noo-1'efillablecontarners. Do not reuse Of raftll this conlalner. fClf ton-
tllnet !ilim ofS pftons orleu, triple rinse as foll~ Empty !he remaining contentslntoappllcallon
equipment or a mix tank and draining for 10 seconds after the flow begins to drip. FPI the container 'A
Fair Praducts, Inc., USA apaln before applying since the clluli'd emulMon may 5eP<1rate on
standing.
IU:1 wilh water and recap. Shake for 10 seconds.Pour rlnsate into application equipment or a mtx tank 2 Do not use oo Bu-ley !obacCD during pericxls othlgh heat arid high humidity.
or store rinsate for later use or disposal. Drain for 1Oseconds after the flow begins to drip. Repeat thl~
Agri-Specialties Division l. Usage ac{:ord!ng lo the dlrectlonsout'IJned hasreSJited inadequatl! sudei
proced~ t-.. more times. Then offer brrecyding If available, or pUlcture and dispose of In a sanitary Post Office Box 386 comro! with very Htt!eot noleaflrl~. Applk:allon not In accordance with
l<wldfill,Oftr,r Incineration, or KaJloY.e:I by state and local authoritles,byOO-ning. lfbumed,Staywtof
the directions may lead to Injury of leaves or Improper sucWr control.
Cary, North Carolina 27512
"""''·
forcvntithM:r!ilimgreaterthlinS91lkln$.trlplerinseas follows: emplytherema!n!ng contents Into Telephone: (919) 467-8352
Makesuresprayequlpme11tlsdearibeforeusJng.
Oonotmlxwlthotherpestk:ides,~rtlllzers,surfactantsot any other materials as
application eqLipment or a mix tank. Fill the container Y• full with water. Replace and tighten closures. plantdamage ordealhmayresLit.
llp container on its side and roll It back and forth, ensuring at least one complete revolution, for 30
seconds. Standthecontalneronltsendandtlpitbackandforthseveraltlmes. Tum the container over
onto Its other end and tip It back and fotth several times. Emply the rinsate Into application equipment
WARRANTY STATEMENT: TotheeXletlt permitted by applicable law,Sel1er\guararnee shall be
MADE IN U.s.A. limited to the terms of ft-e label, and !>Ubject thereto the buyer ~Sl.SneSarr-J fir.Ir. to penons Of proper1)'
or a mix tank or siore fins.ate kir later use Of disposal. Repeat the procedll'e two more times. Then offer
for recyding If available, or puncture and di:;pose ofln a sanitary lanclli!l,or by incineration, or If allowed EPA REG.N0.51873-20 NET CONTENTS: arislngoutofuseothardllng ardaccepts the product oo lhese a:n::!llion'!i.
by state and local authorities, by burning. If Ix.med, stay out of smoke. EPA EST.N0.45671-NC-01 275GALL.ONS
!02102014V-2014Pi 1040.9 LITERS

I
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N-TAC

(
Material Safety Data Sheet

I
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fair products, inc.

N-TAC
Version: 1.2 Revision Date: 09/07/2012 Print Date: 09/07/2012

SECTION 1. PRODUCT AND COMPANY IDENTIFICATION

Product name: N-TAC Tobacco Sucker Control

Product Use Description: Plant Growth Regulator

EPA Registration Number 51873-XX

Company: Fair Products, Inc.


P.O. Box 386
Cary, NC 27512
United States of America

Telephone: (US) 919-467-1599

Emergency Telephone: Chemtrec: (24 hours) 800-424-9300

Prepared by: Fair Products, Inc.

SECTION 2. HAZARDS IDENTIFICATION

Emergency Overview

WARNING!

Form: liquid Color: light yellow Odor: Characteristic Fatty Alcohol Odor

Hazard Summary Risk of serious damage to eyes. Irritating to


respiratory system and skin. Irritating to
mucous membrane. May cause allergic
skin reaction.
Potential Health Effects

Primary Routes of Entry Skin contact


Eye contact
Inhalation
Aggravated Medical Respiratory disorders
\
' Condition Skin disorders

1
N-TAC

Target Organs Eyes


Respiratory system c
Skin

Inhalation Irritating to respiratory system.

Skin Irritating to skin.


May cause allergic skin reaction.

Eyes Risk of serious damage to eyes.

Ingestion Ingestion may cause gastrointestinal irritation,


nausea, vomiting and diarrhea.

Chronic Exposure May cause respiratory system effects.


Lung damage.
Repeated or prolonged skin contact may cause
allergic reactions with susceptible persons.

SECTION 3. COMPOSITION/INFORMATION ON INGREDIENTS

Hazardous components

Component I CAS-No. Weight percent c


Octanol/111-87-5 36.2%
Decanol/112-30-1 48.2%
Polyoxyethylene sorbitan monooleate/9005-65-6 15.3%
Related compounds (dodecanol C-12)/112-53-8 0.3%

SECTION 4. FIRST AID MEASURES

First aid procedures

Inhalation If breathed in, move person to fresh air.


Give oxygen or artificial respiration if needed.
Obtain medical attention.

Skin contact If on clothes, remove clothes. Wash off


immediately with plenty of water for at least
15 minutes.
If skin irritation occurs, seek medical advice/
attention.
Wash contaminated clothing in hot water and
detergent before reuse.
Destroy contaminated shoes.
Eye contact In case of eye contact, remove contact lens and

2
N-TAC

rinse immediately with plenty of water, also under


the eyelids, for at least 15 minutes.
If symptoms persist, call a physician.

Ingestion DO NOT induce vomiting.


Give small amounts of water to drink.
Call a physician or poison control center immediately.
Never give anything by mouth to an unconscious
person.

SECTION 5. FIREFIGHTING MEASURES

Flammable properties

Flash Point >200 °F

Fire fighting

Extinguishing media Water spray, C02 , dry chemical or foam.

Fire fighting procedures Assure self-contained breathing apparatus is


worn. Stay upwind.
Further information Keep away from fire, sparks and heated surfaces.
Use water spray to cool unopened containers.
Prevent fire extinguishing water from
contaminating surface water or the ground water
system.

Protective equipment and precautions for firefighters

Special protective equipment Body covering protective clothing, full


"turn-out" for firefighters gear.
Self-contained breathing apparatus

SECTION 6. ACCIDENTAL RELEASE MEASURES

Personal precautions: Evacuate personnel to safe areas. Wear


suitable protective clothing, long-sleeve shirt
and long pants, chemical resistant gloves, such
as barrier laminate or butyl or nitrile rubber,
neoprene or polyvinyl chloride or Viton.
Wear shoes plus socks, protective eyewear such
as goggles, safety glasses or face shield.
Avoid contact with skin and eyes.
Ventilate the area.

Environmental precautions: Toxic to aquatic life.

3
N-TAC

Do not allow uncontrolled discharge of product into


the environment.
Do not flush into surface water or sanitary sewer
system.

Methods for containment/ Soak up spills with an inert absorbent material


Methods for cleaning up: (e.g. sand, silica gel, acid binder, universal binder,
sawdust).
Shovel into suitable container for disposal.
Prevent runoff from entering waterways.
Assure protective clothing is worn.

Disposal: Dispose of in accordance with Local, State and


Federal Regulations.

SECTION 7. HANDING AND STORAGE

Handling procedures: Handle and open container with care.


Protect from contamination.
Use only in well-ventilated areas.
Avoid inhalation, ingestion and contact with skin
and eyes.
Wear suitable protective clothing, gloves and
eye/face protection.
Wash thoroughly after handling.
Keep container closed when not in use.

Storage:

Requirements for storage Keep only in the original container.


areas and containers Keep container tightly closed in a cool, dry and
well-ventilated area.
Store away from direct heat sources.
Keep away from foodstuff.

SECTION 8. EXPOSURE CONTROLS/PERSONAL PROTECTION

Exposure Guidelines

Contains no substance with occupational exposure limit values.

Engineering measures Use mechanical ventilation for general area control.


Ensure that extracted air cannot be returned to the
workplace through the ventilation system.
Ensure that eyewash stations and safety showers
are close to the workstation location.

4
N-TAC

Personal protective equipment

Eye protection Tightly fitting protective eyewear, such as


goggles, safety glasses or face shield.

Hand protection Chemical resistant protective gloves, such as


barrier laminate, or butyl or nitrile rubber, neoprene
or polyvinyl chloride or Viton.

Skin and body protection Long-sleeve shirt and long pants or coveralls.
Shoes plus socks.
Remove and wash contaminated clothing before
re-use.

Discard contaminated shoes.


Respiratory protection In case of insufficient ventilation, wear a suitable
"NIOSH approved organic mist respirator.

Hygiene measures: Handle in accordance with good industrial hygiene


and safety practices.
Avoid contact with skin, eyes or clothing.
Wear suitable gloves and eye/face protection.
Avoid prolonged inhalation of mists.
Ensure adequate ventilation.
(
'\
Wash hands before eating, drinking, chewing gum,
using tobacco products or using the toilet.
Remove and wash contaminated clothing before
re-use.

SECTION 9. PHYSICAL AND CHEMICAL PROPERTIES

Appearance

Form: liquid
Color: yellow liquid
Odor: Characteristic fatty alcohol odor

Safety Data

Flash point: >200°F


pH 7-8
Density: 0.85 gms/cc

5
N-TAC

SECTION 10. STABILITY AND REACTIVITY

Materials to avoid Remarks: None known.

Hazardous decomposition Note: Carbon monoxide, carbon dioxide and


unburned hydrocarbons.

Hazardous reactions: Hazardous polymerization does not occur.

SECTION 11. TOXICOLOGICAL INFORMATION

Acute Oral Toxicity: LD50 28 gms/kg (Rat)

Acute Inhalation Toxicity: TLV 5mg/m 3 (Rat)

Acute Dermal Toxicity: LD50 2gm/kg (Rat)

Skin Irritation: Causes moderate skin irritation (Rabbit)

Eye Irritation: Causes severe eye irritation (Rabbit)

Sensitization: Not a sensitizer (Guinea Pig)

Toxicological Assessment

CMR Effects: Carcinogenicity: negative


Mutagenicity: negative
Teratogenicity: negative
Reproductive Toxicity: negative

SECTION 12. ECOLOGICAL INFORMATION

Ecotoxicity Effects

Toxicity to fish: 96 hours LC50 Rainbow trout: 20.4 ppm

96 hours LC50 Bluegill: 9.96 ppm

Toxicity to Daphnia and other 48 hour LC 5o to Daphnia magna (water flea):


aquatic invertebrates: 8.24 mg/I

Toxicity to birds: Acute oral LD 50 to Mallard Ducks: >4640 mg/kg/bw

Eight Day Dietary LC50 to:


Bobwhite Quail - >10,000 ppm
Mallard Ducks - >10,000 ppm (
6
N-TAC

Toxicity of honey bees: 48 hour contact LD50 >25 µg/bee

Elimination Information (persistence and degradability)

Biodegradability: Readily biodegradable

SECTION 13. DISPOSAL CONSIDERATION

Further information:

Dispose of waste material in compliance with all federal, state and local
regulations.

Pesticide wastes are toxic.


Do not contaminate ponds, waterways or ditches with chemical or used container.

SECTION 14. TRANSPORT INFORMATION

DOT
Not dangerous goods

TOG
Not dangerous goods

IATA
Not dangerous goods

IMDG
Not dangerous goods

RID
Not dangerous goods

SECTION 15: REGULATORY INFORMATION

Sara 311/312 Hazards: Chronic Health Hazard Acute health Hazard

California Prop. 65 components: This product does not contain any chemicals
known to the State of California to cause cancer,
birth defects or any other reproductive harm.

The components of this product are reported in the following inventories:

REACH Not in compliance with the inventory.


/

l US.TSCA All substances in this product are exempt from

7
N-TAC

TSCA as this product is registered under FIFRA


(Federal Insecticide Fungicide Rodenticide Act). (

DSL This product is registered under the Pest Control


Products Act and is therefore exempt from WHMIS
supplier labeling and MSDS requirements. Please
read entire MSDS and product label for safety
precaution.

AICS Not in compliance with the inventory

NZloC Not in compliance with the inventory

ENCS Not in compliance with the inventory

KECI Not in compliance with the inventory

PICCS Not in compliance with the inventory

IECSC Not in compliance with the inventory

SECTION 16. OTHER INFORMATION

HMIS Classification: Health hazard: 3


Flammability: 1
Reactivity: 0
(
NFPA Classification: Health hazard: 3
Fire hazard: 1
Reactivity hazard: 0

This information in this Material Safety Data Sheet is correct to the best of our knowledge
and information at the date of its publication. The information provided is designed only as a
guidance document for safe handling, use, processing, storage, transportation, disposal and
(
release and is not to be considered a warranty or quality specification.
·\._ ..

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PesUcldtls Branch
1428 s. King S1raat
Honolul\I, HI 98814-2512

FOR OFFICIAL USE ONLY

APPUCATJON FOR LICENSE OF PESTICIDES AND NON..CHEMlCAL PEST


. CONTROL DEVICES

2. Malling Addrass Slate Zip Coda


P.o. Bo>C .38b NC- ~ IZ-
3. Name of Peraon ~esponsible for License Telephone Number

3-'1
o la atlaelilld a Being subm1lted by rnanuraGturar

s. "fype af P85tlclde (Checlc each ;pplcabla Jtarn) c Non-Cttamlcal Pest COn\rOI oavrca
( -- - -- -- - - .- -- --·rrlnu-cl!Cici•---- oF\ii9t:rda _.. ___a"'i-farblddii ·· · ii RiMseniicidii. --;;-N;.;Uc;i~----~A~idd~-----;;"G~;;;;;dd;···.xoo;~;-- - -- - ·-· - -
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7. Type Of F01mlllallon
o Wettable Powder a Pressurized Product o Gl'8!1Ular J Em~le Uquld oBalt o other

{For State-Use Only) License Period J.or3 -').Df5


CERTIFICATE OF LICENSE
. \l\i?Jen signed under authority of the Ghalrpen;on, Board of Agriculture, this certifiea that the pesticide I device named
above Is duly licensed, license fee paid therefore and Its sale tn Hawau suthorfzed for the Dcense period referred to,
pursuant to proVislons of the Hawai1 Pesticide Law {Chapter 149A, Hawal! Revised Statutes) and the Admlnistratllle
~ules, Chapter66, Pestloldes, !ftle4; Department of Agriculture. ti~·
ob(o3(i! r
Date Issued

YU>'U>?> ocf{o-a(t~ ·
Admlnlslnitur, DMalon of Plani: ind\1$by

SEE BACK FOR lNFORMATION ON FEES, LABEUNG AND PROCEDURES


FmmP-2
Revised 1129/09
(
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*********'**•·······
•FOR YOUR RECORDS 1
NORTH CAROLINA DEPARTMENT OF AGRICULTURE
PESTlCtDE
STEVE TROXLE~, COHHISSIONER
SECTIO~••
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19910117<~
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1NOT TO BE RETURNED• I
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•THIS IS NOT A BILL•
••••••••••••••••••••
PESTICIDE REGISTR\ATION CERTIFICATION
..
THIS CERTIFIES THAT THE BRANDS OR G)tADES OF PESTICIDECS) LISTED BELOW HAVE
BEEN DULY REGISTERED, AND THEIR SALES I~ NORTH CAROLINA AUTHORIZED FOR THE CALENDAR
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YEAR INDICATED, ACCORDING TO THE NORTH C~ROLINA PESTICIDE LAW OF.1971; ARTICLE 52 ...-C"Q ·} 1).i,"'
OF CHAPTER 143 OF THE GENERAL STATUTES. f ~~9z-gi
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SUBMITTED FORt FAIR PRODUCTS INC .SUBHlTIED BV1 FAIR PRODUCTS INC PHONE: (919)467-1599
0000012~1 RENEE ALLEN 00~001231 RENEE ALLEN.
PO BOX 386 PO BOX 386
CARY NC 27515 CARY . NC 27515
REG ETF REG
EPA REG HO )RAND NAME OF PESTICIDE CAS SHOWN OH LA,EL) NC ID STATUS FEE FEE YEAR
051873-00002- - FAIR PLUS FOR THE PREVENTION OF GROWTH
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TOBACCO SUCKERS 19881729 RENEWAL tl50.DO t50.00 2015
051873-0000~- - ' FAIR.TAC CONTACT ~OBACCO SUCKER CONTROL\AGENT
!
200ll99l RENEWAL $150.DO •so.oo 2015
051873-110006- - FST-7 CONTACT & SYSTEHlC TOBACCO SUCKER;coHTROL AGEN~ 19881730 RENEWAL $150.00 t50.00 2015
051873-00007- - FAIR 85 CONTACT TOBACCO SUCKER CONTROL 4GENT 19881728 RENEWAL $150.00 tso.po 2015
051873-00008- - DE.·CUT TO CONTROL & .RETARD PLANT GROWTH jIN ACRES DIF'FICUL'r TO 11AINTAI

19881731 RENEWAL tl50.00 t25.00 2015
051873-00009- - FAIR 30 FOR THE PREVENTION OF GROWTH OF !TOBACCO SUCKERS
.' 19881732 RENEWAL tl~0.00 $50.00 2015
051873-00017- - FAIR 80 SP FOR THE SYSTEMIC PREVENTION OF TOBACCO
i
SUCKER GROWTH . 19:960990 RENEWAL $150.00 tS0.00 2015
0518H-00018- - O·TAC PLANT CONTACT AGENT
'
lt } 2-0090689 RENEWAL tl50.00 $50.00 2015
051873-00018- - GREEH·TAC PLANT CONTACT AGENT
i
20121147 RENEWAL $150.00 $25.00 2015
051873-00020· - H·TAC TO!ACGO SUCKER CONTROL 2on132a RENEWAL $150.00 $25.00 2015

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MASCOL 80

Fatty Alcohol

(
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Substances Physical Properties and Mode Of Action
. Natural Fatty Alcohols, are derived from natural sources generally isolated from
any of a variety of natural occurring fats, oils, and waxes of either animal or
vegetable origin, The most commonly used sources are coconut oil, palm oil, lard
and tallow.
..
The alcohols are prepared by a transesterification of the fatty acids in the
triglycerides found in natural oils and fats followed by--a catalytic hydr6genolysis .
of the resulting esters. purification and fraction of the resulting alcohols is similar
to' the synthetically produced materials. All of the natural alcohols used here are
PKO, sustainably sourced I

The Primary Mode of Action, upon contact of the natural fatty alcohols the axillary
buds/suckers at the leaf axils; the s0lution eentaining-the-ac-tive-substanee quickly-- - -
dissolves the thin underdeveloped cuti{e or waxy area and results in desiccation of
the axillary bud/sucker by rupturing cell walls and rapidly evaporating liquids.

Reference additional information herewith.

(
I
-l-
History Of Natural Fatty Alcohols

Production and occurrence


Most fatty alcohols in nature are found as waxes which are esters with fatty acids and fatty alcohols.ill They
are produced by bacteria, plants and animals for purposes of buoyancy, as source of metabolic water and
energy, biosonar lenses (marine mammals) and for thermal insulation in the form of waxes (in plants and
insects).Ifil Fatty alcoh~Js were unavailable until the early 1900s. They were originally obtained by reduction
of wax esters with sodium by the Bouveault-Blanc reduction process. In the 1930s catalytic hydrogenation
was commercialiZed, which allowed the conversion of fatty acid esters, typically tallow, to the alcohols. In the
1940s and 1950s, petrochemicals became an important source of chemicals,.and Karl Ziegler had
discovered the polymerization of ·ethylene. These two developments opened the way to synthetic fatty
alcohols.

From natural sources


. The traditional and still important source of fatty alcohols are fatty acid esters. Wax esters were form13rly
extracted from sperm oil, obtained from whales. An alternative plant source is jojoba. Fatty acid triesters,
\
.. _ . knQWn !J~ !!'!gly~.!i.QEIS, ctr~. q~J~in~~ from pl_C1rrt. a_nd .?.D.i~~I-SQ!J_r~~. Th~~~ !rj~~t~.~ ?Ire sµ_bJect~d ..
to transest~rification to give methyl esters, which in tum are hydrogenated to the alcohols. Although tallow Is
predominantly C16-C18, the chain length from plant sources are more variable (C6-C24). Higher alcohols ·
(C20-C22) can be obtained from rapeseed or mustard seed. Midcut alcohols (C12-C14) are obtained from
coconut or palm oil.
From petrochemical sources
Fatty alcohols are also prepared from petrochemical sources. lh the Ziegler
process, ethylene Is oligomerized using triethylaluminium followed by air oxidation. This process affords
even-numbered alcohols:
Al(C 2H5) 3 ·+ 18 C2 H4 -.Al(C14H29)3
Al(C 14H29)3 + 1.5 0 2 + 1.5 H20-+ 3 HOC14H29 + 0.5 Al 20 3
Alternatively ethylene can be oligomerized to give mixtures of alkenes, which are subjected
to hydroformylation, this process affording·odd-numbered aldehyde, which is subsequently
hydrogenated. For example, from 1-decene, hydroformylation gives the C11 alcohol:
. C8H17CH=CH2 + H2 +CO-+ C8H17CH 2CH2CHO
C8H17CH2CH2CHO + H2 -+ C8H17CH 2CH2CH20H

/
In the Shell higher olefin process, the chain-length distribution in the initial mi};Cture of alken'"

-/-
oligomers is adjusted so as to more closely match market demand. Shell does this by
means of an intermediate metathesis reaction.Ml The resultant mixture Is fractionated and
hydroformylated/hydrogenated in a subsequent step.

Applications
Fatty alcohols are mainly used in the production of detergents and surfactants. They are
components also of cosmetics, foods, and as industrial solvents. Due to
their amphipathic nature, fatty alcohols behave as nonionic surfactants. They find use
as emulsifiers, emollients and thickeners in cosmetics and food industry. About 50% offatty
alcohols used commercially are of natural origin, the remainder being synthetic.ill

Nutrition
Very long chain fatty alcohols (VLCFA), obtained from plant waxes and beeswax have been
reported to lower plasma cholesterol in humans. They can be found in unrefined cereal
grains, beeswax, and many plant-derived foods. Reports suggest that 5-20 mg per day of
mixed C24-C34 alcohols, including octacosanol and triacontanol, lower low-density
Jipoprotein (LDL) cholesterol by 21%-29% and raise high-density Jlpoprotein cholesterol by
8%-15%.lcitation neededJ Wax esters are hydrolyzed by a bile salt-
dependent pancreaticcarboxyl esterase, releasing long chain alcohols and fatty acids that
_are absorbec! l_n the gastroin_testjn~I tra9l Stµdies_ of fatty al9Qho! l]l~f_?!QoJi~IJl..
in fibr~bJasts suggest that very long chain fatty alcohols, fatty. aldehydes, and fatty acids are
reversibly inter-converted in a fatty alcohol cycle. The metabolism of these compounds is
impaired In· several inherited human peroxisomal disorders,
including adrenoleukodystrophy and Sjogren-Larsson syndrome.lfil

Fatty alcohols, derived from natural fats- and oils, are high molecular straight chain primary alcohols.
They include lauryl (Cl2), Myrlstyl (C14), Cetyl (or palmityl: Cl6), stearyl {Cl8}, Oleyl (Cl8, unsaturated),
and Linoleyl (Cl8, polyunsaturated) alcohols. There are synthetic fatty alcohols equivalent ptwsically
and chemically to natural alcohols obtained from oleochemical sources such as coconut and palm
kernel oil. Fatty alcohols are emulsifiers and emollients to make skin smoother and·prevent moisture loss.
Identical fatty esters are used to improve rub-out of formulas and to control viscosity and dispersion
characteristics in cosmetics, personal care products and pharmaceutical ingredients. As chemical
intermediates, the primary use of fatty alcoh~ls are <?S row material for the production of fatty sulfate
salts and alcohol ethoxylates for foaming and cleaning purposes in the field of detergent industry.
Chemical reactions of primary alcohols include esterifications, ethoxylation, sulfation, oxidation and
many other reactions. Their derivatives and end use applications include:

. -;...·-
/
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• Nonionic surfacta11ts (Ethoxylates and propoxylates}


• Anionic surfactants (Alkyl sulfates and alkyJ°ethoxy sulfates}
• Chemical intermediates and polymerizatlon mod.lfiers (Alkyl halides, Alkyl mercaptans)
• Quaternary ammonium compounds for detergent sanitisers, softner for textiles, phase transfer
catalyst and biocides
• Antioxidants for plastics (Alkyl thiopropionates and a_lkyl phosphites)
• Lubricant additives (Metallic and thio alkylphosphates)
• Flavor and Fragrance (Aldehydes and ketones)
• PVC piasticizers (Dialkyl Phth9lates, adipates and trimellitates)
• Coatings and inks (acrylate and methacrylate esters)
• Water treatment (acrylate and methacrylate esters)
Large amount of fatty alcohols are used as special solvents, fillers in plasticizer and insulating materials
for the building industry. Fatty alcohols are used as ingredients in the industries of agricultural, foodstuff,
metal processing, cosmetics, lube additive, pharmaceutical, rubber, textile, perfume and flavouring as
well as synthetic-detergent.

-~-
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5
Manufacturing and Production Process

Fatty Alcohols

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P.T. MUSIM MAS


JI. Olen. Kawasun Jndustri Medan II
~iitis - Pcn..'Ut Sci Tuun
Deli S.:rd:mg - 211371
Medan • Indonesia
Tel. : (62-lill6R7112J
Fax. : 162-61J68711S2/6871153
----·-·---···------
fatty Alcohol Process Flow

Prepared by:

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Flowchart
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FFBENTERS
THEPLAHT

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TRANSPORTATION OF FFB

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PHYSICAL DEGUMMINQ
(STEAM) AND
REFINING PRE-BLEACHING
!+
FATIY ACID DISTILLATE ... 1

I
EARTH DEODORIZATION
BLEACHING

SOAP S~CK ... ACID OIL

--~------\
/--......... 0 '~\
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--
/.-

The Production of Oleochemicals

Used in
Soap & detergents
Chemical synthesis
Food ·& Feed additives
Cosmetics
Vegetable oils : Pharmaceuticals
__:
.~.·~­
palm, coconut, Paints
rapeseed, ~,'.~
sunflower, etc. Textile products ..
Polymer additives
. Rubber additives
Oleochemical plant

/ Paper additives
Ag roe hem icals

Animal fats and


oils·
Fuel additives
Lubricants
Offshore chemicals
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BASIC OILS & FATS FATIY ACIDS COMPOSl~l~PESEED


(high
PALM . SOYA C22:1
FATTY ACIDS TALLOW .PALM OIL STEARIN BEAN ) CNO PKO

CAP RO IC C6 - - - . - 1.3 Tr

CAPRYLIC cs - - - - - 5.8 3.6

CAP RIC C10 - - .. - - 6.5 3.5

LAU RIC C12 Tr Tr 0.2 - - 51.2 47.3

MYRISTIC C14 3.S 1.1 .1.4 - . Tr 17.6 16.4


. PALMITIC C16 27.4 44 55.7 11.3 2.8 8.5 8.1
;:.'\

STEA RIC C18:0 18.2 4.5 4.8 3.s 1.2 2.7 2.3

OLEIC -C18:1 40 39.2 31 22.3 16.2 6.5 16.2

UNOLIEC C18:2 2.6 10.1 6.6 53.2 14.3 1.2 1.8

LINOLENIC C18:3 Tr 0.4 Tr 4.3 9.S

ICOSANOIC C20:0 - - - 2 7 Tr

ERUCIC C22:1 - - - - 45.4

('~.·
/---~.

Fatty Acid Derivatives


OtLS/FATS The starting materials

.:f esterification

m

I~ Foods, Lubricants,

i-·
{I)
neutralization
~ ESTERS
;.
Coatings

I~
\ Personal Care,
. . s:..:. ~ SOAPS
' Lubricants

::i" Ci) acylation


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2. ""I •
L ERIN I
'
"'" Ill N-ACYLAMINO Surfactants

<O
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-·<
U. VI

VI
nitrilation
~ ~.FATTY Lubricants,
AMINES Surfactants

~
:::s METHYL
amidation/ quartenization I AMINOCATION Surfactants
{I)
tD .. I
ESTER
i""" .I amidation/ neutralization . ESTER-AMIDE. Surfactants
3i
Ll
• HYDROCHLORIDE
,...
c;· hydrogenation
:::s Surfactants,
• ALCOHOL Lubricants

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MEtHYL
The starting materials
ESTERS

Intermediates for
hydrogenation
ALCOHOLS
Surfactants, Lubricants

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,

Amidation ALKANOL . Foam booster


AMIDES Foam stabilizer

Sulfonation
MES ·I . Detergents

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· FATrrY
The starting materials
ALCO OLS '

Dish-washing
Acetalization ;Alylglucosides I · i
detergents ..
low irrit~tion, provide laH ~ring'
J i '
Shampoos
Household detergents

l Ethoxylation Nonionic Surfactants!I I


I '
, Laundry &. household
detergents
---_....
\.
emulsification, dctcrgc1 ~y
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cosmetics

Sulfation Sulfonatcs, detcrgcncj Detergents, Shampoos,


1

1 Toothpaste

Phosphates Lovv irritati n Cosmetics, body &. facial


Phosphorylatio" .. I cleaner

Dimerization G,ucrbct alcohols Aroma


chemicals

Ami nation ;Fatty Amines 1 Detergents, softeners,


shampoos

_, ''-
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I
Palm Kernel Oil Process .Flow ...

Bunch

BUI!Ch
Sterilization

Bunch
ThresbiD:g

Frtiit
Digestion

Pulp Nut
Pressing .Recovery

Oil
. Clarlficatio11

Oil
DJ}'ing

-~ - ~- ~ ~ ' - . ,_ ;;: ~- ...


--. ~ f!~l;I ~;1 ~_!_!311L~ r~\1~! - ~ ~ Kemcl
t:____:-:.~~'~- .~_-_,_·~-- --_-::-- - ~-~-~ .Separation-

· Kemel
Storage

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--'~-- ,+- -~ ... '-,-..,. -_ :::_ •

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· FattvAlcohol Process.Flow

Process Flow

Esterlflcatfon

HydrogenatloJi

Retlnlng I Pollsldn~

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Pagel of

--·····-·c
f~t,-bf··---p;rrr; oil fnfo·--··-·:·-·~·-···--.~·--·--···-~--··-·..-·--·--·--·-~-·---··---·-··-·:....··-:-·-·--~-..
!Date: 1/19/200912:11:27 PM Eastern Standard Time • . ·
iFrom: Iohn:[email protected]
fro: [email protected];corii. [email protected] . .
. mmm~m~\ .
l~~!.~P.!!~.!nt~~-·-·····-:···-···--·-··-·-·:.._._:________._:.....--·--·----·--···-:..:.....:_:_-_____.___.__:..·---·-

Below Is general
. . Information
. regarding the production of palm oil. Our palm oll,·laurfcs and
. related products are widely used rr:i . many Jndustnes lnduding food manufacturing,.
cosmetics and pharmi,ceutlcal Industries.

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e process begins wlth the harvesting of fresh frult .


bunches
. (FFBs)
. ,.
which are milled within 24 hours from "tgsrv.estlng.·FFBs .are first .transferred
..
to the palm oll inms for ~erill~atlo·n by applying high-pressure steam, whereupon the palm
fruits are e'rlzyme deactivated and sep"ara~ed from. the palm bunches.

.
Afte'i-,the steam.Ing process, the palm frultlets a~e crushed In a pressing machine to obtain
~ . . .
crude palm oil and palm kernel. Waste. and water Is then deared
. . . .
and separated fi-om the
CPO by means of a cenbifuge. !he cleared crude p~lm c;>ll emerging from the .cenb1fuge Is
then sent for refl~·lng while the pal~ kernel. nut Is seni: for crushing." l'hi: empty frUlt
bunches and
.
. llquld waste
. I
.
arising from' the proces~ are used as fertnlser In the plantations.

..
e palm kernel nut Is ·fracb.f~d causing the palm kernel
=within the shell tocontract away from :the shell. The sheD Is separated from the kernel
. ::through a dav. bath where It- ls used as fuel In th~ boiler room or ~~eneratfo~ plant.

The palm kernel Is furthet crush~d to produce cru~e palm kernel oil and the remaining palm
kernel meal Is used ~s animal feed.

..

o produce refined oil, cn.ide palm oll and crude palm


kernel oll Is processed thrciogh three refining stages, namely de·gummlng, bleaching and
. deod~·~sln'g: in d~gummln~; the g~~ ~~d f~tty· ~-~Id In crud~ palm· oi1"a~ci crude palm kernel .
. oli are separated tog~ther-..vlth other_ Impurities such as trace mlne~als,. copper and Iron. by
the appllcatlon of phosphoric add.
P~ge3 of4

. with bl~achlng earth (bentonlte. calcium) In. a vacuum room.· to


In bleaching, the oil Is mixed
rem·o~e Impurities and colour pigments· In the palm oil. In ·deodorfslri!;!~ ~e odour a.nd taste
of the oil ls removed.when
. the
. oil Is steamed. at high temperatures between
. 2~0°Cto.260°C.
. .
·and then cooled.to room temperature~

palm stearfn and RBD palm oleJn are obtained by the


fractionation of ~D palm oil; whiereas RBD palm kernel ~earln and RBD palm kernel ofeln
·.are obtained by the fractionation of RBD "palm kernel all. Through a pro~s known as
crystalllsatlon, RBD oil Is c~oled until crystals are.formed,
. '
The. crv~.talllzei:I oil In the crystalllzer Is then fllt~red through· a membrane to ·separate thEI
llqul~ -fractJon I.e. oleln from the s6lld fraction I.e. steartn. RBD palm oleln Js usualJy sold as
cooking oil arid may go through further fractlonatl~n.

Thanksr .

John Schnieder
·.
ICOF America Inc · . ·
10979 Reed Hartman, Suite 109
Cincinnati, OH 45242 .

· Email: [email protected] .
Office: 513-791R1782
Main: 513-791-6813
Mobile:· 513-746-7663
Fax: 51$-791-2767
Internet: www.icofgroup.com

A member of the Musim Mas Group

CONFIDENTIALITY NOTICE: this e-mail fs Intended onfy for th.e person(s) to whom
ii Is addressed a11d may .
contain confidential and/or privileged material. Any unauthor,zed review, use, disclosure ordf::mibuting Is
prohibited: If you are not the Intended recipient; please contact the sender by e-mail and destroy all copies of the
ori_ginal message. . · · . . .

_.- /b,
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Natur.al Detergent Alcohols, Niµural ~etergent Alcohol Plant

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•.. .- . . W;..:·p, . . ...
. . ·:=l:~S
. . ~e ·J~ttmJ~s.v.
~;~ttfrat Qet:erget)t .A~cotJols
. . ·,

The D1avy Proc:eSs TeChnology Natural petergentAleohol process converts tatty a~ds to non-
. acidic intem:iediate methyl esters and .hydrogenate$ these to alcohols. M~anol vap~:mr
. passes counter current to the fatty acrd f;lnsuririg almost complete conversion of the fatty acids
to methyl esters. These are fed·directlyto a low pres$ure {40 bar) vapour phase .
hydrogenation process over a fixed bed. of chrome free copper catalyst to produce a high puf:lty
_\ .-
.. crude mDcecl alcohol product ~tream•. The:product alcohol is then.refined before being polished
~

I
' to convert any residual carboriyls (i:>rincipally aldehydes) in the.producUo alcohols. The ..
methanol consumed in the esteiificatiori is recovered fn·tiJe hydrogenation step and recycled;
so the methanol m~ke-up is mininl;:ll•. The C12-C14 product alcohols are removed as a liquid
side-draw from near the top of the column and pumped to product polishing. The C16-C18
product alcohofs .are· removed as a vapour side-draw from .near the· base .of the column •. ·The
. trace aldehydes in the product to alcohol.
product pofishing .system convertS any

.. .
l\.'fethanaf · Hydrogen ~edlate~ .. · . .
.
Fatty~·--..
. ...
!. . ·\·~ ·. "."J:.r:·:~· 1i:/:~ ~.; t . .
~~r~~: :·-~·•..::.~:.,~*~;.;.~·/Refining -:1;' Deter~AlcohoJs
. ...
. I f .. •) . . :. .·... . ........
..... ·:· ,; . ..: . . . .i : . . ...
:.~·
·..o-... ";... " •••, t· "..
!. ••.•
'
'\Mlter · . · Mstbanol ~

,,
This vapour.pJiase proce$s has been licensed around the world in 10 ester·hydrogenatlon
plants with a total Installed Gapacity of 350,000 tonnes per year of alcohols. These p!ants have.
VirtuaHy no effluentS; smaU by-product streams are.recycled and consumed Within the process
so they have minimal environmental impact Pfease contact us for further infmmation. ·
,,.- ..... , .- ...........
!
Process Flow· Chart
o:.TAC Agent: Mascol 80. Fatty Alcohol Methyl Esters

I C8C10acid -
Vegel'able oil
1'1"..
--"""';. $pfitter · ---·-:: Acicf Fractionation 1--....;;i.). C12C14 acid -
.....
{CPKO) C16Cf8 ·acid .-

• • ·' iJ'

GlyceritJe

...

---> . CBC10 ME_ > ~·


,• .CBC10 Ale:
Esterification --.=:,..> C12C14 ME -·-~> Hydrogenation "> Ct2C14 Ale
--..;;;i.> C16C18 ME . . . -->· .· ) · -C16C18Alc
•i\

Methgnol Hytjrogen ~ ·

~Note : Natural Reductive Environment


'·..

1(7 .
I i..
M~scol 80 Oco/I Decyl Alcohc:>I

The traditional and_ still important source of fatty alcohols are fatty acid esters. Fatty :
acid triesters, knoyvn as triglycerides, are obtained from plant and animal sources. ··
Musim Mas uses renewable Palm. K_ernal Oil as the oil feed . These triesters are.
subjected to transesterification to give m·ethyl esters, which in turn are hydrogenated to
the alcohols. Shorter alcohols (C8-C 10) are obtained from coconut oil and palm kemal
oil.

Contaminants such as phosphatides, sterols or oxidation products and impurities such


as seed particles, dirt and wa~er are removed in a cleaning process. Tne refined
triglycerides are then hydrolyzed to yield fatty esters. Refi_ned free fatty acids esters
are used for hydrogenation. Distilled fatty acids a~~ predom_inantly used. Methanol
reacts with the fatty acid in a countercurrent reactor. The methyl ester is subsequently
distilled for purification ·· . . · · ·

R•-CH2-COOH + R-'oH .--.. R1 -CH 2 ·.COOA'*. +. H2 0

Methanol- MethYf·
Fatty acid + · or
Butanot
+-+ · Ot·
B~thyleater
.
:
- ...
\

Gas-Phase Hydrogenation
ihis process requires a vaporized ~ubstrate and is therefore particularly suitable fo·r
me~hyl esters. Ch~racteristics of the process are an ·extremety·targe excess of recycle_
gas (approx. 600 mole of H~ per mole of ester),·high gas velocities and the addition of
methanol to aid evaporation. The product mixture is split into a gas and. a liquid phase;
the hydrogen is recycled, the methanol is stripped from the fatty alcohol and the fatty
alcohol is purified by distillation ·

.
The Davy P.rocess Tec~nology Natural Detergent Alcohol process converts fatty acids
to ."non-acidic intermediate methyl esters and hydrogenates these to alcohols. Methanol -
vapor passes counter: ~urrent to the fatty acid ensuri11g almost complete conversion of
the fatty acids to me.thyl esters. These ~re fed directly to.a low pressure (40 bar) vapor
phase hydroge~ation process over a fIXe~ bed of chrome free copper catalyst to
produce a high purity crude mixed alcohol product stream. The produ"ct alcohol .is then
refined. The methanol consumed in the esterification is recovered in the
hydrogenation step and recycled. ·
(

\ (,'-,
,,, I
-
,/r--..,,

/ . ------........,
.... ,
j

• Sorbitol + o1eic.Acid reacted throu.gh


esterification to form Sorbitan Oleate

' Sorbitan Oleate reacted to 20 moles of


-
\ ethylene oxide.

• Polysorbate 80
USP Certificate

Polysorbate 80
LOT GOI359

Molecular Formula

Molecular Weight
(OCH1 CHi)yOH
____ _13_!>_9.G'L __

sum of w,x,y, and z Is 20


. Jl
(OCH'aCHa},--0 C11Hu.
CASNumber
- ---9005-65-6- - -

POl..YSORSATE 80 2 g
CIJITIONI.,_
Do nnl drf- Ms q>el*1g arnPIA,
llora In• lljiH!JcloMd
. aonlalr.. Pnndad"""' Jleht.

. . .
USP certifies that the USP Reference Standards Committee, in accordance with their rules and procedures.
· determined that this USP Reference Standard lot is sµitable to assess compliance with the monograph.standards for
which it is specified. The criti~ cbamcteristics of flrls lot ere usually deterinined indepmdently in three ~r more
Jaboratories. including USP. government, academic,.and ind~ collaboraf:Ors.

\. ·(
QA Director
Page 1 of2 09-Apr-2010
\
(• Calculation Value
Unless otherwise stated on the Reference Standard label, a value of 100.0% should be used in USP or NF
compendia! applications for wbii::b. the use o( this Ref~ce Standard is intended. Please refer to ihe specific
Reference Standard label for further information.

Expiration
Current lots are identified in the Official USP Reference Standards catalog. In SODl!' cas~s. the previous lot may still
be considered official. If so, it is identified in the column marked "Previous Lot/Valid Use Date." Ordinarily, the
previous lot i~ carried in official status for about one year after the current Jot enters· ~stribution.

It is the responsibility of each.user to determine that this lot is current when used. To ellS!lI'C up-to-date information.
USP publishes the Official USP Reference Standards. Catalog, which contains official lot designations. This ·
information is also available on the USP web site, at W\vw.usp.org, as well as in the bimanthly subscription
publication. Pharmacopeial Forum.

Instructions for Use


Follow the instructions in the apj,ropriate USP 0r NF Monographs and General Requirements for Tests and Assays
of the current USP-NF. In the event that instructions on the label of this lot differ from those found in the current·
USP-NF, those on the label supersede any ~tions listed in Chapter <11>.

Non-Monograph Use
The suitability of this Reference Standard for use in nan-compendia! applications is solely the responsibility of the user.
. ...
LEGAL NOTICE
USP. MAKES NO REPRESENTATION OR WARRANTY WITH ~CT . TO THE ACCURACY, .
COMPLETENESS, OR CURREN'INBSS OF THIS CERTIFICATE~ AND USP SPBCIFICALLY DISCLAIMS
.NNY OTHER WARRANTY, EXPRESS, IMPLlED, OR STATUTORY, INCLUDING BUT NOT L1MlTBD TO,
THE IMPLlED W.ARRANTIES OF MERCHANTABILITY AND FITNESS FOR A PARTICULAR PURPOSE.
USP DOES NOT WARJJ.ANT THAT 1HE INFORMATION CONTAINED HBRB1N MEETS THE
CUSTO:MER'S RBQUIRBl:v.1ENTS. USP SHALL NO_T BE LIABLE ON ACCOUNI' OF ANY SUCH ERRORS
OR OMISSiqNS. ·

USP Reference Standards are not intended for use as drugs,


dietmy silpplements, or as medicai devices.
This document is not a Material Safety Data Sheet.

This certificate may not be reproduced without.


( the express written permission of USP. .
\
Copyright 2009 The United States Plulnnacopcial C.onvention, Jnc. All right! reserved.

Page2 of2 09-Apr-2010


(Code of Federal.Regulations]
[Title 21 1 Volume. 3]
[Revised as of April 11 '2011]
[CITE: 21CFRl12.B40]

TITLE 21--FOOD AND DRUGS


·'· CHAPTER I--FOOD .AND.DRUG ,ADMINISTRATION
DEPARTMENT OF HEALTH .AND HUMAN SERVICES
SUBCHAPTER B--FOOD FOR HUMAN CONSUMPTION (CONTINUED)
PART !72. -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN
CONSUMPTION
SUbpa~t I--Multipu.rpose Additives

Sec. 172.840 Polysorbate BO.


,.., .
.. tt,t... • •
The food ac;ld.itive poiysorDate 80. (polyoxyethylen.e {20) sorbitp.n
monooleate) 1 which"is a mixture ·of polyoxyethylene ethers of mixed partial
oleic acid esters of sorbitol anhy~rides and· related cOltlpounds, may be
sqf~ly used_in food in.accordance with the following prescribed conditions:

(a} The.food actd.itive is manufactured by reacting oleic acid (usually


containing associated fat~y acids) with sorbitol to yield a product with a
~immn acid numl:ier of 7.5 and a maximum water content of O.? percent,
wh:tch is then reacted with ethylene oxide.·
(b) The food additive meets the following specificat~ons:
s·aponific;ation number 45-55.•
..
Acid nWl\her 0 ...2.
H~droxyl number 65-BO.
Oxyethylen&content 65 per~ent-69.5 percent.
(c) The addi.tive is used or intended for us~ as follows:
0

( l) · An emulsi·fier in ice cream, frozen custard, ice milk, ·fruit" sheri;et,


and nonstandardized frozen desserts, when used a~one or in combination
w.ith polysorbate 65 whereby the maximum amount of -the additives·, alone or
in combination; dqes not exceed_O.I Qercent of"the finished frozen dessert.
(2) In yeast-defoamer foJ:Inulations whereby the maximwn amount Qf the
additive does not exceed. 4 percent of the fini.shed yeast defoamer and the
maximum amount of the additive in the yeast from such use does not exceed
4 ·parts per million.
(3} As a solubilizing and dispersing agent in pickles and pickle products,
whereby the maximum amount of the additive does not exceed 500 parts per
.
million. ·
(4) As a solubilizing and disp~rsing agent in:
(l). Vitamin-mineral preparations. containing calcium caseinate in the
absence Qf fat-soluble vitamins, whereby the maximum.intake of polysorbate
SC shall n~t exceed 175 milligrams from the reconunended daily dose of the
preparations.
(ii) Fat-soluble vitamins in.vitamin and vitamin-mineral preparations
containipg no calcium caseinate; whereby the m~ximum intake of polysorbate
80 shall not exceed 300 milligrams from the recommended daily dose of .the
preparations.
(iii) In vitamin-mineral preparations contairilng both calcium caseinate
and fat-soluble vitamins, whereby the maximum intake of polysorbate BO
shall not exceed·4ryS milligrams from the recommended daily dose· of the
preparations.
·~

~hereby the ~~ximwn amount ~£ the additive in the finished sodium chloride
does not exceed 10 parts: per millio~ .
(
. (6) Id-·special dietary foods, as an emulsifie~ for edible fats and oils,
\ with directions f.or use which provide for the ingestion of not· more than
360 milligrams of polysorbate 80 per day.
(?) AS .a solubilizing and dispersing agent for.dill oil in canned spiced.
green beans, not to exceed 30 parts per millio~ •
.(8) As an emuls~fier, alone or in coi:nlJination with polysorbate 60, in
shortenings and edible oils intended for use in foods as·follows, when
standards of identity established under section 401 of the act do not
preclude such use:
.· (i) It is .used alone in an amount not . to exceed l percent of the weight of
the· fini_shed shortening or oil.
(ii) It is used with polys-orbate 60 in any c.ombination providing no more
than 1 percent of polysorbate 80 and no more than 1 percent of polysorbate
60, provided that the ~otal combinatio~ does not exceed l.percent of the
fi~~~h~9 shortening or oil. .
(iii) _;h~ 1-percent limitation specified in paragraph (c) (BJ (i) and (ii)
0£ this section may be exceeded in premix concentrates of shortening or
edibl~ oil if .the labeling complies with the requirements of paragr·aph (d)
of this section.
(9) As an emul~ifier in whipped edible oil to~ping with or without one or
a combination of the ~ollewin~:
(i.) Sorbitan monostearate;
(ii) Polysorbate 60;
.•:
lii~) P9lysorbate 65;
(··-, ~he,repy the maximmn amount "of the additive or additives .used doe.s not
\ exceed·0.4 percent of the weight of the finished whipped-edible oil
t~P,_ping.
:(-10.) It is \.lSed as a we~ting agent in sc::ald water for· poultry
d~featliering~ foilowed by potable water rinse. The concentration of the
ad~tfve in the scald.water does not ex~eed 0.0175 p~rcent .
. ·(11) As a·qispe~sing agent in ge~atin desserts a.nd 1n gelatin dessert
mixes, whereby the amount of the additiv~ does not exceed 0.082 p~rcent on
a dry-weight ba~is.
(12) As an adj~vant added to herbicid~ use and plant-growth regulator use
dil~tions by a grower or applicato~ prior to appl1cation of such dilutions
to the growing ~rop. Residues resulting from such use are exempt from the
.requir~ent of a tolerance. When so used or intehaed fo~ use, the additive
sha1l be exempt .from th~.requirernents of paragraph (d} (1} of -this sect.ion.
(13) As. a defoaming agent in the preparatio~ of the creaming mixture for.
cottage cheese and lowfat cottage cheese, as identified in 133.128 and
133.131 of this chapter, respectively, whereby the'amount of the additive
does not exce~d .008 percent by weight of the fini~hed products.
(14) As a surfactant and wetting agent for natural and artificial colors
for use in barbecue sauce where· the level.of the addit~ve does not exceed
O. o·os percent by weight of the barbecue sauce.
(d) To assure safe use"of ·the additive, in addition to the other·
information required by the Act:
(1) The label 0£ ~he additive and any intermediate premixes shall bear:
(i) The name of the additive.
(ii) A statement of the concentration or strength of the additive in any
intermediate premixes.
(2) The· label or labeling shall bear adequate directions to provide a
final product that.complies with the limitations prescribed in'paragraph
(c) of this section.
[42 FR 14491,, Mar .. 15, 1977, as amended at 4~ F~ ?R71 .T:.T\. ~n
• Polyaotbatii 80

CCl4; sp. Qt. 1.05; HLB 10.5; pour pt 33 C; a'?kl no.~ maX.: sapon. no. 88- Polyso!bate 85 ~\-
98; hyd. no. 44-60; flash JJl (CC) 149 C; Nonloolc • CAS 9005-7~ (generic) .
Toxicology: TOLD (oral, rat) 635 ~g; experimental reproductive elfector; · Synonyms: PEG:20 sorbitan bloleale; POE (20) i.v.u1ll.
TSCADsted ma~ trioleate 300
PmcaQtfon: Weer safety glasses, lab.coa~ and dust resplra\or Deflnitloir. Mixture of oleate esters of soibltol and s0ib11o1
HazarcJous Qebomp. Prods.: }:leated to decomp., emits acrid-smoke and ... 20 moles ethylene oxide ·
lnllaling fumes • Properliw. HLB 11.0: Nonionic
HMIS: Heallh 1, AammabD!ly 1, ReacllvltyO · · Toxlcolow. Human skin lnitant TSCA Dsted .
Uses: Emulslfi.er. dlspersan~ stabilizer in foods, {ca cream, frozen desserts, Uses: S°"olublllzer for navors, vitamin oDs; o/w emulslfler 1
cakes, cake mlxeS/icings.lfilllngs, whipped toppings, coffee whiteners; conblllzerfe~ convenience food appllcs.; we!Ung agent,
defoamer Jn· processing foods · · mloods. • . •
RegulatDry: FDA21CFR §73.1001, 172.838, 173.340, 175.300,.178.3400; RegulstOJy. FDA21CFR§175.300, 178.3400 • .
Europe lisfed;iJK approved; Canada DSL . MB(Jllf.ID!slrib.: Aldrich; ri11ka; Mosselman NV: Sigma· S
ManufJDlstrib.: Fluka; Mosselman NV: Sigma . · Prods.• • I • '

Trade Names! AvapollM 65; CrDlet 35; Durfax® 65; Gfycosi::ierse@ TS-20 Tiade Namss: Alkamuls® PST0-20; Cri!lel 45; Sorbax P
KFG; Kofilen.s/3; Uposorb TS-20; Liposorb TS-201<; lumfsorbm PSTS- 85 .
20K; Sorbax PT6-20: T·Maz® 6SK; lWeen® 65 · Polystyrene • ·
• Trade Names Contain.Ing: Aldosperse® TS-2Q; Aldosperse® TS-20 FG; CAS 9003-53-6; 8NECSJELINCS 202-851-5 • •
· Aldosperse® TS-20 KFG; Aldosperse® TS-40; Aldosperse® TS40 FG; UN2211 .· .
Aldosperse® TS40 KFG S}7Jonyms: Ataclic polystyrene; Benzene, ethenyl·, horn
..P~lysorbate ~o · . · nybenzene homopolymer; Polystyrene latex; Polystyren
CAS 9005-65-6 (generic); 3720().49.-0; 61790-86-1 · rol; PS; Styrene polymer, Styrene, polymerized; Vinylber
FEMA2917; INS433 • Class111catfoil: Hydrocarbon Jio!ymet ·
Synonyms:· PEG-20so!bltan ol~te; POE (20) sorbitan monooleate; Sorbi-· Definition: H~h molecularwelgfitthermoplaslic resin produ
• maciogol oleate 300 lcal polymenzallon of styrene; grades: aysfa!, Impact, ex
Definition: MixtUre of oleale esters of sorbitol and sorbltol anhydrldes, with EmJir1caJ: (CalfJx -. . .
.. 20 moles EO · • · Formula: (CH{Cefi,¥.;HJx ·
Properties! Amber 'ilfsc. Dq.; faint odor; bitter lasta; nonionic; very sol. In ~ Colorless to ylsh. glassy solid or soft colorless
water; sol. In alcohol, fixed o11s, cottonseed 0tl, com oil, ethyl acetate, Ing odor; sol fn alcohol; sl. sol. In water; m.w. 2500-250 o
methanol, toluene; lnsol. In min. on; dens. 1.06-1.1 O; We. 270-430 cSt; k<IJI; RLp. Q'B-91 C; soften. "Pl 80-102 C; ref. Index 1.59·
HLB 15.0; acid no. 2 max.; sapon. no. 45-55; hyd. no. 65-80; pH 5-7 (5% M"Pa: fens. mod. 3900 MPa ·
·T~ .LD50.(oral,.mouse) ~ g/kg, (IP, rats) 6.3_·~. fJ'/. rat) ~79.. 1b_xlcology: TDLo OV. rat, 2 wk lntennlttent) 200 mg/kg, QffiJ
!ts: severe ~ lllttant tnaY cause lrritalfon to mucous,1•1.
. ll'IJJ/k!I; inod. toxlC by Wroute; mildly toxic by lnQ.; eye hrltant question- bi nan:ollc lri hfgft cones.: quesllonable carclnogr i' ·
alile C:arclnogen: eXperlmental tumorlgen, reproduclive effec1s; human lgen l>Y lmplahfTSCA nstea . I \. ..
mulagenlc d8la; TSCA listed • •HtiZtur/Ou$_ Decomp. Prods.: Heated to decomp., ·- -
Hszsrdous Decomp. Prods.: Healed to decomp., emlls aaid smoke and ln:llaUn_g fumes • •
• lrrlla1lng bnes ~ Jon.exchange resin fer purification of foods and
US&B: Dlluent In food colorants; synlheticJlavorlng agent, emulslller, so1u· (removes undeslrable Ions); puifftcallQn of glycerin and er
bB!zer, dispersant, surfactant. wetting agent, stabl1tzer In foods: In ReguJatory:• FDA 21CFR §1'15.105, 175.125, 175.300, m
defoamers fill' beet sugar, yeast proc:eSslng; emulsifier In fee crean, edJ. · 1n.1200• m.1640, 111.2600, 11a.1005
ble fat/olls; solubllzer, Cllspersant In pickles, vitamin-mineral preps., gelir
· tin dessert; surfacfant In prod. ofcoarse ayst NaCl; wetting agent In jloul- =eel;
Manuf.IDJsbib.: A Schulman; taos C>rg •hlvanced Cher
Arkema; Ashland; BASF; BP Ctiemica1S; ChlM<
~; Evonlt< J?egussa GmbH;'Fluka; GE Plastics; GE F
R!fut~ FDA 21~ §73.1: 73.1001, 172.515, 172.840, 172.842, man; ~; Monomer-P~ & Da}ac Labsj Nova 1
: . 173.340, 175.105, 175.3001 176.180, 178.3400, 573.860j USDA9CFR ~~Plaslnt'f.:tics•~
S~ader, Sigma; 'lbtal f>elrocl:leriilcals B1
-§318,7, 381.147(lmltaUon1% alone, 1% total combined with polySO!f)ate - , ...., ... Chems. Ltd
GO>; FEM.( GRAS; Europe fisted; UK approved; FDA approvedk>r ooc- Trade Names: Dlaion® SA20A; Dlalon® SA21A: DlaJ.
cals, 1n1ramuscu1ar lnje(:fsbles, i?J!av.E!nous. parenteralS, ~. Dlalon® UBK550; Dialon® ~1<555; Dlalon® WPJO
orals, olics, rectals, toplcals, vaglrials; USP/NF, BP. EP compllarioe .
ManUf.IDJsfrib.: GarboMer, Chemacon GmbH: CrocU! Chem. ~ ltd;
Po~~ne-co-butadlene). See
Slyrene/buladlene P01Ym1
Pol}'s ne latex; Polystyrene .resin; Polystyrol. Poly See
Fluka; Mallinckrodt Baker. Mosselman N't, SAFC Specialties; Sigma; Po one resin . ·
SpetlrJ.m_QuaDty Prods.; Voigt Global Dlstrib. · CAS 25135-51-3 .
Tl8de Names: .Mamuls® P,SM0,.20; AVBPOI™ "80; AvaPOllM BOK; Canar- ~PSU · . ·
cel TW 80; Cn1let4; Crillet4 HP; Crillet 4 NF; Cn1et 4.Super; Durfax® 80; 15etini1Jon: Amorphous_ engineering lhennoplastic with h'9h r
. Glycosperse®0-20 KFG; Lamesolb®SMQ.20; Llposorb 0-20; Llposorb alcohols and salt sol'ns.; resfst to hea~ oxklatlon, delerger.
Q.20K; Lonzesiil SM0-20; Lumisorb111 PSM0-20 FGK; Ll.lmfsorb1t1 and smoke emission; self..ov11...... d,,1.1ng· good aeep ~
PSMQ.20Ki N'ISSall Nonlon OT·221; Sorbax PM0-20; T-Maz® 80; T· props.; dlmensJonally stabi;-IJ! 'llUli>I U I . •

Maz® 80K; T-Ma$ 80KlM; T0-10V; '!Ween® SOK; Tween® aw PjopertJes: Tl'Ei~sparent hard rigid solid; scil. in aromatic I
Pharma . . kB1ones, chlorinated h)'drocarbons; m:w. 30,000; dens.
Trade Names Contalnlng: PFC}$ 920; Alclosperse® 0-20; Aldosperse®
0-20 KFG; lce#2; Monofreeze 80 · ·
· t=J·~ tens. sir. 70 Wmm2; tens. mod. 2.5 ~
Polysorbate 81 · . Pm:autfon: CombUSIJble, bl.It $Bff-exlinguishing ···:
CAS 9005-65-6 (generic) . : . Uses: In membranes fdl' H11. separations for food processing_
Synonyms: PEGS SOlbltsn oleate; POE (5) soJbilan monoolea!e Reg~ FDA21CFR§177.1655 .
Definition: Mixture of oleale esters of sorbltol and sorbllol anhyclrides,.with Manuf.!Dfslrib.: Acros Oqj.; Aldrich; BASF; CarboMer; GE·e
•5molesEO. Trade Names Containing: Rlmfec®: Fllmtec® BW30400: Fl/r
Propetties: Amber olly Bqu!d;·v1sc. aoo.ooo·c::s; hydroxyl value 134-150; 2540; Fllmfec® BW30-4014· Fllmfec® BW304o-' ... ~,iu .
sapon. value 96-104; acid value 22; HlB 10.0; Nonionic · · 2514; Filmlec®.SW30:-2540; Fdmtd> sW304Mi \
ToxlccJogy: TSCA Bsted 2521;.FBmfd TW30-2026• ~ TW3l).25-. ,_
Uses: Emulsifier for bakery, confeclioneiy. convenience foods; so!ubillzer 2521; Rlmfec® lW30-2540: Fllmtec® TW304014: ,.,_ .
for flavors, vitamin oils; vise. mOdilier; suspending agent for foods 4021; Rlmtec® .TW30-4040; ·Fllmtec® 1W30HI:'1··
Regulatory; FDA21CFR §175.300 . TW30HP-4611; Fllmtec® 1W30HP-4641 · ·'
Trade Names: Cn11et 41; Hetsorb Q.5; Sorbax PM0-5; T-Maz® 81-; Pol~rpene resin. See Terpene resfn · "': .
Tween® Bf Polythene. See Polyethylene · .- ·

..,, o-·
c'

' "
'1

TWEEN™ 80-NV-LQ-(AP)
Polyoxyethyl~ne(20) Sorbitan Monooleate

Mon-hazardous substance

Contains NJTSN 08306620-11474P regulations.


Precautions Handle In accordance with good Industrial hygiene and Container Disposal Empty remaining contents. Empty containers should
safety practice. be taken to an approved waste handling site for recycling or disposal.
Protective equipment For prolonged or repeated contact use protective Storage Store In original container. Keep container tightly closed in a dry
gloves. Safety glasses with side-shields impervious clothing No personal and well-ventilated place.
respiratory protective equipment normally requll'E!d.
Flash point 148.9 'C
First aid measures:
Eye contact In case of contact, immediately flush eyes with plenty ¢
water for at least 15 minutes. If eye Irritation peraists, consult a specialist
Skin contact Take off contaminated clothing and shoes Immediately.
Wash off with soap and plenty of water. If symptoms persist, call a
physician.
Ingestion If symptoms persist, call a physician.
Inhalation If breathed In, move person into fresh air. If symptoms persist,
call a physician.
-=l
\ Firefighting measures Use water spray, alcohol-resistant foam, dry
chemical or carbon dioxide. Use extinguishing measures that are
appropriate to local circumstances and the surrounding environment In
the event of lire, wear self-contained breathing apparatus.
Spllls and leaks Soak up with Inert absorbent material. Swesp up and
shovel Into suitable containers for disposal. Contaminated sµrfaces will be
extremely slippery.
Waste disposal methods Dispose of In accordance With local

In case of emergency call CHEMTRE.C US: 1-800-424-9300, CHEMTREC WORLD: 1-703-527-3887.

All chemical substanceu In this product are listed on the TSCA Inventory.

Material Number: Batch No.:


8047163/BULK HMIS NFPA
Health I . 0 0
Date of Manufacture: 10/14/2013 Made in: USA Flammability 1 1
Reactivitv 0 0

CR ODA
1111111111111111·1111111111111111111111111
8047163/BULK Croda Inc
300-A Columbus Circle Edison NJ 08837..3907 US Tel 1-732-417-0800 Fax 1-732-417-0804
Material SaJety Data Sheet
(
\ Version 3 Revision Date 2013.11(

SECTION 1. PRODUCT AND COMPANY IDENTIFICATION

Product name lWEEN™ 80-NV-LQ-{AP)


Product number 5047163
Product Use Description Surfactant

Company Croda Inc.


300-A Columbus Circle
Edison, NJ 08837-3907

Telephone (732) 417-0800 (Mon.-Fri., 9:00 AM -5:00 PM EST)


Telefax (732) 417-0804
Emergency telephone 24 Hour Emergency Response Information
CHEMTREC 1-800-424-9300 (toll free)
1-703-527-3887 (direct/ international)

SECTION 2. HAZARDS IDENTIFICATION

Emergency Overview

NON-HAZARDOUS SUBSTANCE ·
r
r-·
I
Potential Health Effects
Eyes Not an irritant.

Skin Not an irritant

Ingestion No toxic effects are expected following ingestion of this product

Inhalation No toxic effects are known to be associated with inhalation of this material.

Fonn liquid
Color yellow-orange
Odor no data available

SECTION 3. COMPOSITION/INFORMATION ON INGREDIENTS

?~~~/!·~J...:;.:.:;:/},~;.~;<:}::.t;'::.{\Y{i?'.{{:.{~;t:;'.:.::{'.5:/'.J:;;}-{f?-~:.'.:·;:~;-.\.= ~'.(r.i.~;~~\1;.::~:~;\/.~\~.\\fi{:;.,r.;s{~r.~;\Y~?t:.-'.{/~:;/;::;.'~
Alkoxylate 9005-65-6 90 - 100

SECTION 4. FIRST AID MEASURES

Eye contact : Immediately flush eye(s) with plenty of water. If eye irritation persists, consult a

Skin contact
.:!. '...:·~,<~s:-..:'-' ,'\~' ~:;,;·., (~;·
:
specialist.

Take off contaminated clothing and shoes immediately. Wash off with soap and
·;: '.':;: . ;;; ·;::.":~.-//.::.,J:=·:'.: 1.f.;~":;.". ':.i':p~ ·for?°, ··'·;~:'.
l_

::·.- ·:. A' ;-.~::.1:-Y...1 ;A.:,·::J!\:~.<::-: · .·,\A:5:\:.':-.·~\ ·:so47H>3 \',.':':. '.--:.!:·. {:.:_:;,5;.:,>:.·
I
Material Safety Data Sheet

Revision Date 2013.11.14

plenty of water. If symptoms persist, call a physician.

Ingestion If large quantities of this material are swall<;>wed, call a physician immediately.

Inhalation If breathed in, move person into fresh air. If symptoms persist, call a physician.

SECTION 5. FIRE-FIGHTING MEASURES

Flash point · >148.9 °C (300.0 °F)open cup

Suitable extinguishing Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
media Use extinguishing measures that are appropriate to local circumstances and the
surrounding environment.

Extinguishing media which High volume water jet


shall not be used for safety
reasons

Specific hazards during fire Do not use a solid water stream as it may scatter and spread fire.
fighting Do not allow run-off from fire fighting to enter drains or water courses.
(
\
Special protective In the event of fire, wear self-contained breathing apparatus.
equipment for fire-fighters

SECTION &. ACCIDENTAL RELEASE MEASURES

Personal precautions Use personal protective equipment


Ensure adequate ventilation.

Methods for cleaning up Soak up with inert absorbent material.


Sweep up and shovel into suitable containers for disposal.

SECTION 7. HANDLING AND STORAGE

Handling Handle in accordance with good industrial hygiene and safety practice.

Advice on protection Normal measures for preventive fire protection.


against fire and explosion

Requirements for storage Store in original container.


areas and containers Keep container tightly closed in a dry and well-ventilated place.

Other data Stable unper recommended storage conditions.


Material Safety Data Sheet
".
~~ \~'
I.>~ "
Version 3 Revision Date 2013.1 {-".

SECTION 8. EXPOSURE CONTROLS/PERSONAL PROTECTION

Exposure Guidelines
no data available

Personal protective equipment


Eye protection Safety glasses

Hand protection For prolonged or repeated contact use protective gloves.

Skin and body protection impervious clothing

Respiratory protection No personal respiratory protective equipment normally required.

Hygiene measures Handle in accordance with good industrial hygiene and safety practice.

SECTION 9. PHYSICAL AND CHEMICAL PROPERTIES

Form liquid
Color yellow-orange
Odor no data available
Odor Threshold no data available
Flash point >148.9 °C (300.0 "F)open cup
pH 6.5-7.5
pour point approximately-20.56 °c (-5.01 °F)
Boiling point > 100 oc (> 212 OF)
Vapor pressur~ no data available
Density no data available
Bulk density no data available
Water solubility no data available
Partition coeffici~nt: n- no data available
octanol/water
Solubility in other solvents Ethanol soluble
lsopropanol soluble
Viscosity, dynamic· approximately425 mPa.s
Viscosity, kinematic 300 - 500 mm2/s at 25 "C (77 "F)

Values are not product specifications.

SECTION 10. STABILITY AND REACTIVITY

Stability Stable under normal conditions.

Conditions to avoid None known.

Materials to avoid : Strong oxidizing agents


ICRODA Material Safety Data Sheet
~t\~\fl'N'~!:~:~~l"~~i¥Qf{~P)< >~.:.
/ Version 3 Revision Date2013.11.14

Hazardous decomposition In case of fire hazardous decomposition products may be produced such as:
products Carbon oxides

Thermal decomposition no data available

SECTION 11. TOXICOLOGICAL INFORMATION

Acute oral toxicity . LOSO rat Low acute toxicity.


Dose: 42,200 mg/kg

Acute dermal no data available


toxicity
· Eye irritation rabbit
Method: Draize Test
Result No eye irritation

Skin irritation rabbit


Method: Draize Test (
Result No skin irritation
"'-·- . /

Sensitiza.pon Humans
Result Did not cause sensitization on laboratory
animals.
. ". Method: Patch Test on humans.

Further information no data available

Carcinogenicity:
Not classifiable as a human carcinogen.

SECTION 12. ECOLOGICAL INFORMATION

Biodegradability 80028
32%
(OECD 301C)

37%
(OECD302B)

static test
100% (-
(OECD static test method) \.
(OECD301C)
Material Safety Data Sheet

Version 3 Revision Date 2013.11f. \

52%

Toxicity to fish static test LCSO


Species: Oncorhynchus mykiss (rainbow trout)
Dose: 471.00 mg/I
Exposure time: 96 h
Method: static test

· Toxicity to daphnia LCSO


· and other aquatic Species: Mysidopsis bahia
invertebrates Dose: 165.00 mg/I
Exposure time: 96 h

Toxicity to bacteria ICO


Species: Pseudomonas putida
Dose:> 10,000.00 mg/I

Additional no data available


ecological
information

(
\ SECTION 13. DISPOSAL CONSIDERATIONS

Disposal Method Dispose of in accordance with local regulations.

Container Disposal Empty remaining contents.


Empty containers should be taken to an approved waste handling site for recycling
or disposal.

SECTION 14. TRANSPORT INFORMATION


DOT Not regulated for transport in accordance with DOT, TOG,
IMDG, and IATA regulations.

SECTION 15. REGULATORY INFORMATION

Notification status
TSCA All chemical .substances in this product are listed on the TSCA Inventory.
DSL All components of this product are on the Canadian DSL.
REACH On the inventory, or in compliance with the inventory
AICS On the inventory, or in compliance with the inventory
NZloC On the inventory, or in compliance with the inventory
IECSC On the inventory, or in compliance with the inventory
ENCS On the inventory, or in compliance with the inventory
( KECI On the inventory, or in compliance with the inventory
PICCS On the inventory, or in compliance with the inventory
l'"_~~gp;.<'\N'':
m,I
tT:!nu,ii;. ·1,r-.2.(·-..A· :-m·)';i:;~:.\
t.11 .• ~ : .,so~
~ 1_;;'"~~ ... '.~,! H
!
,: : .~,.~-~~~
~· ,.
'A• .• 1•
r.\: ·.. , " ·'· :
-" • , • • <
_;·_·
>
Material Safety Data Sheet

J
I -.. ,. Version 3
Revision Date 2013.11.14

SARA302 SARA 302: No chemicals in this material are subject to the reporting requirements
of SARA Title Ill, Section 302.

SARA 313 SARA 313: This material does not contain any chemical components with known
CAS numbers that exceed the threshold (De Minimis} reporting levels established
by SARA Title Ill, Section 313.

SARA 311/312 Hazards No SARA Hazards

Pennsylvania Right To Alkoxylate 900~5-6


Know Ingredients

New Jersey Right To Know Alkoxylate 9005-65-6


Ingredients

California Prop. 65 WARNING! This product contains a chemical known in the State of California to
Ingredients cause cancer.

WARNING: This product contains a chemical known in the State of California to c.·-_
cause birth defects or other reproductive harm.

WHMIS Classification Non-controlled

SECTION 16. OTHER JNFORMATION

H~IS Classlfication Health Hazard: 0


Flammability: 1
Reactivity: 0

HMIS® ratings are based on a 0-4 rating scale, with O representing minimal hazards or risks and 4 representing
significant hazard or risks. HMIS® is a registered trademark of the National Paint and Coatings Association. ·

NFPA Health Hazard: 0


... Fire: 1
('

Reactivity: 0

This information is intended solely for the use of individuals trained in the particular- hazard rating system. Additional
information regarding the NFPA rating system is available from the ~ational Fire Protection Agency at www.nfpa.org.

Further information
Material Safety Data Sheet

Version 3 Revision Date 2013.11;-·-,

The information in this publication Is believed to be accurate and is given in good faith, but no representation of
warranty as to its completeness or accuracy is made. Suggestions for uses or applications are only opinions. Users
are responsible for determining the suitability of these products for their own particular purpose. No representation
or warranty, expressed or implied, is made with respect to information or products including, without limitation,
warranties or merchantability, fitness for a particular purpose, non-fringement of any third party patent or other
intellectual property rights including, without limit, copyright, trademark and designs. Any trademarks Identified
herein are trademarks of the Croda group of companies.

Prepared by Product Safety and Regulatory Affairs Department


Croda Inc.
300-A Columbus Circle
Edison, NJ 08837-3907
(732) 417-0800

Print Date 2013.12.20

Revision Date 2013.11.14

.. '" ...--
i

/.
I
\
(
OMRI Listed®
The following product is OMRI ~ed. It may be used in certified organic
production or food processing and handling according to
the USDA National Organic Program Rule.

Product
TWEEN 80-NV·LO·(AP)

Company.
Croda Inc.
Rachel Lafferty
315 Cherry Lane
New Castle, DE 19720

Status Category Issue· date


Allowed with Restrictions NDP: Adjuvants - f~r pesticide use 12-Dec-2013

Product number Class Expiration date


crd-4521 Crop Management Tools and Production Aids 01-Mar-2016

Restrictions
EPA Inert ln&redlents an EPA's List 4 may h used only with EPA realstered pesticides or active Ingredients considered "25b exempt"fram FIFRA registration. Ust 3
inert inaredients may be used only in passive dispensers of EPA reB!stered pheromones•

.ex.;.....R ~
-~ ...... "-•• .
Product review is C011ducted accardln& to Ille policies In the current DMRI Polley Manual' and based cm 1he standards In the current DMRJ Standards Monua/F.
To verifll the curren1 mtus or this or any CMRI Listed pradua, View the most C1Jrrent version ar the DAIRI l'mducu Ust" at OMRl.org. DMRI Ustlna Is not equivalent to
arpnlc certfflcatlon and is not a product endorsement. It cannot be i:onstrued as sucti. Final decisions on thf acceplllblllty of a product for un In a terlified organic
system ;re lhe respoll5ibillty or a USDA accredited certi~callon agent It is lhe operator's responsibnlty to properly Qse the pradllc:t. lntludlng following any restrictions.

( OMRI Organic Materials Review Institute


P.O. Box 11558, Eugene, OR 97440-3758, USA
ForOrgank Use
541.343.7600 • fax 541.343.8971 • [email protected] • www.omri.org
. ....
.
(

Fatty Alcohols and Surfactant Blending Products

0-TAC PLANT CONTACT AGENT and N-TAC

(
\
(
\~

0-TAC BLEtlDING
Process Ffow Chart

ReJecUruck. Do Not
Unload frto filEllc.
Conlaohsuppllerand
. custi>mer. .

0-TAC BLEHDJNS
· PROCESS
~inlinj'hii)jJ""'iliitbffnnll)

FAIL
· ..

PASS

............·

0-TACtale filring
0-TAC pail ftlling
sfation_
sfaticn.
0-TAC PACKAGhlNG
Process Flow C art

~·:··FAIL

·. · FAIL FAIL

.'

O o • O oo O ·- oo o. 0 ••• oo ''' o o oUooo o

NOT.E: ALL lRANSFER UNES. PUMPS.AND HOS~ USED IN TffE BLENDING MID PAC~GiNG PROCESS
OF O·TAC.AR.E SOLB..Y DEDICAlED FOR lHAT PURPOSE AND ARE CLEARLY MARKED THROUGHOlT.T Ttf
PLANT AND PACKAGJNGAREAS. : (
. . \ "'
!
. .

:;~·eurofins
G·eneScan

REPORT O:F AN~Ysrs·

. .
Custotner: AgriSystems International
125 West 7th St..
Wind Gap, PA 18091
Attn.£ Thomas B Harding .Jr.

Date Received: 06/11/12


Report Date: 06/13112

+Description: 0-TAC Finished 4/3il2


Lab Number: CF59747
Co~odity: 0-TAC BN-0.1

Analysis · : . Result units· Analyzed


PCR Qualitative - CaMV 35$ promoter Negative NA. 06113/12·
PCR Qualitative • NOS term.inatot Negative NA 06/13112
PCR Qualitative - FMV ~4S promoter Negative NA 06113/12

·.
*'nie results shDWJI "tn thls
report relate solely to the Eurofins GeneSc~
item submitted for
~naly.sls.
1Sc:>Jl~"C·'1 'tb2!.i

~
.;.,~•
~•.r1.....,~
Dr. FraiikSpiegelhalter
Executive Vice Pr.esident
T•stlillll Catt. 1940.01
-1~
Eurofins GeneScan Incorporated· 231!;? N. Causeway Boulevard· Suite 200 • Metairie, LA 70001 USA
TI +1504297 4330 •FI +1. 504 297 4335
lNITED STATES ES\'IRO!'CME:-OTAL PROTECTIO!"i AGENCY
WASHINGTON. D.C. 20460

OFFICE OF CHE\llC"AL SAFEW


A'IOD POl.LtTIO'IO PRE\"E"TIO'IO

Mr. Roland L. Cargill FEB 1 0 20'4


Fair Products, Inc
PO Box 38626 Davis Drive
Cary, NC 27512

Subject: Product name: 0-TAC Plant Contact Agent


Reg. Number 51873-18
Amendment Dated 9/11/13
New product chemistry and acute toxicology studies replace those previously
cited on data matrix
Decision Number: 483318

Dear Registrant:

The amendment referred to above, submitted in connection with registration under the Federal
Insecticide, Fungicide and Rodenticide Act as amended is acceptable under 3(c) (5).

The new product chemistry and acute toxicology studies submitted are acceptable and will be
placed on file. The revised label reflects the new acute toxicology studies and is acceptable

If you have questions concerning this letter, please contact Banza Djapao at 703-305-7269, or via
email at djapao.banzalli\epagov, or myself at 703-308-9443.

Tony Kish
Product Manager, Team 22
Fungicide Branch
Registration Division (7504P)

/
I
0-TAC

Material Safety Data Sheet

I fair products, inc.

0-TAC PLANT CONTACT AGENT


Version: 1.2 Revision Date: 09/07/2012 Print Date: 09/07/2012

SECTION 1. PRODUCT AND COMPANY IDENTIFICATION

Product name: 0-TAC PLANT CONTACT AGENT

Product Use Description: Plant Growth Regulator

EPA Registration Number 51873-18

Company: Fair Products, Inc.


P.O. Box 386
Cary, NC 27512
United States of America

Telephone: (US) 919-467-1599

Emergency Telephone: Chemtrec: (24 hours) 800-424-9300

Prepared by: Fair Products, Inc.

SECTION 2. HAZARDS IDENTIFICATION

Emergency Overview

WARNING!

Form: liquid Color: light yellow Odor: Characteristic Fatty Alcohol Odor

Hazard Summary Risk of serious damage to eyes. Irritating to


respiratory system and skin. Irritating to
mucous membrane. May cause allergic
skin reaction.
Potential Health Effects

Primary Routes of Entry Skin contact


Eye contact
Inhalation
Aggravated Medical Respiratory disorders
Condition Skin disorders

1
0-TAC

Target Organs Eyes


Respiratory system /
Skin \_

Inhalation Irritating to respiratory system.

Skin Irritating to skin.


May cause allergic skin reaction.

Eyes Risk of serious damage to eyes.

Ingestion Ingestion may cause gastrointestinal irritation,


nausea, vomiting and diarrhea.

Chronic Exposure May cause respiratory system effects.


Lung damage.
Repeated or prolonged skin contact may cause
allergic reactions with susceptible persons.

SECTION 3. COMPOSITION/INFORMATION ON INGREDIENTS

Hazardous components

Component I CAS-No.

Octanol/111-87-5
Weight percent

36.2%
c
Decanol/112-30-1 48.2%
Polyoxyethylene sorbitan monooleate/9005-65-6 15.3%
Related compounds (dodecanol C-12)/112-53-8 0.3%

SECTION 4. FIRST AID MEASURES

First aid procedures

Inhalation If breathed in, move person to fresh air.


Give oxygen or artificial respiration if needed.
Obtain medical attention.

Skin contact If on clothes, remove clothes. Wash off


immediately with plenty of water for at least
15 minutes.
If skin irritation occurs, seek medical advice/
attention.
Wash contaminated clothing in hot water and
detergent before reuse.
Destroy contaminated shoes.
Eye contact In case of eye contact, remove contact lens and
rinse immediately with plenty of water, also under

2
0-TAC

the eyelids, for at least 15 minutes.


If symptoms persist, call a physician.

Ingestion DO NOT induce vomiting.


Give small amounts of water to drink.
Call a physician or poison control center immediately.
Never give anything by mouth to an unconscious
person.

SECTION 5. FIREFIGHTING MEASURES

Flammable properties

Flash Point >200°F

Fire fighting

Extinguishing media Water spray, C02, dry chemical or foam.

Fire fighting procedures Assure self-contained breathing apparatus is


worn. Stay upwind.
Further information Keep away from fire, sparks and heated surfaces.
Use water spray to cool unopened containers.
Prevent fire extinguishing water from
( contaminating surface water or the ground water
\

system.

Protective equipment and precautions for firefighters

Special protective equipment Body covering protective clothing, full


"turn-out" for firefighters gear.
Self-contained breathing apparatus

SECTION 6. ACCIDENTAL RELEASE MEASURES

Personal precautions: Evacuate personnel to safe areas. Wear


suitable protective clothing, long-sleeve shirt
and long pants, chemical resistant gloves, such
as barrier laminate or butyl or nitrile rubber,
neoprene or polyvinyl chloride or Viton.
Wear shoes plus socks, protective eyewear such
as goggles, safety glasses or face shield.
Avoid contact with skin and eyes.
Ventilate the area.

Environmental precautions: Toxic to aquatic life.


Do not allow uncontrolled discharge of product into

3
0-TAC

the environment.
Do not flush into surface water or sanitary sewer
system.

Methods for containment/ Soak up spills with an inert absorbent material


Methods for cleaning up: (e.g. sand, silica gel, acid binder, universal binder,
sawdust).
Shovel into suitable container for disposal.
Prevent runoff from entering waterways.
Assure protective clothing is worn.

Disposal: Dispose of in accordance with Local, State and


Federal Regulations.

SECTION 7. HANDING AND STORAGE

Handling procedures: Handle and open container with care.


Protect from contamination.
Use only in well-ventilated areas.
Avoid inhalation, ingestion and contact with skin
and eyes.
Wear suitable protective clothing, gloves and
eye/face protection.
Wash thoroughly after handling.
Keep container closed when not in use.

Storage:

Requirements for storage Keep only in the original container.


areas and containers Keep container tightly closed in a cool, dry and
well-ventilated area.
Store away from direct heat sources.
Keep away from foodstuff.

SECTION 8. EXPOSURE CONTROLS/PERSONAL PROTECTION

Exposure Guidelines

Contains no substance with occupational exposure limit values.

Engineering measures Use mechanical ventilation for general area control.


Ensure that extracted air cannot be returned to the
workplace through the ventilation system.
Ensure that eyewash stations and safety showers
are close to the workstation location.

4
0-TAC

Personal protective equipment

Eye protection Tightly fitting protective eyewear, such as


goggles, safety glasses or face shield.

Hand protection Chemical resistant protective gloves, such as


barrier laminate, or butyl or nitrile rubber, neoprene
or polyvinyl chloride or Viton.

Skin and body protection Long-sleeve shirt and long pants or coveralls.
Shoes plus socks.
Remove and wash contaminated clothing before
re-use.

Discard contaminated shoes.


Respiratory protection In case of insufficient ventilation, wear a suitable
"NIOSH approved organic mist respirator.

Hygiene measures: Handle in accordance with good industrial hygiene


and safety practices.
Avoid contact with skin, eyes or clothing.
Wear suitable gloves and eye/face protection.
Avoid prolonged inhalation of mists.
Ensure adequate ventilation.
Wash hands before eating, drinking, chewing gum,
using tobacco products or using the toilet.
Remove and wash contaminated clothing before
re-use.

SECTION 9. PHYSICAL AND CHEMICAL PROPERTIES

Appearance

Form: liquid
Color: yellow liquid
Odor: Characteristic fatty alcohol odor

Safety Data

Flash point: >200°F


pH 7-8
Density: 0.85 gms/cc

SECTION 10. STABILITY AND REACTIVITY

5
0-TAC

Materials to avoid Remarks: None known.

Hazardous decomposition Note: Carbon monoxide, carbon dioxide and


unburned hydrocarbons.

Hazardous reactions: Hazardous polymerization does not occur.

SECTION 11. TOXICOLOGICAL INFORMATION

Acute Oral Toxicity: LD50 28 gms/kg (Rat)

Acute Inhalation Toxicity: TL V 5mg/m 3 (Rat)

Acute Dermal Toxicity: LD50 2gm/kg (Rat)

Skin Irritation: Causes moderate skin irritation (Rabbit)

Eye Irritation: Causes severe eye irritation (Rabbit)

Sensitization: Not a sensitizer (Guinea Pig)

Toxicological Assessment

CMR Effects: Carcinogenicity: negative


Mutagenicity: negative
T eratogencity: negative
Reproductive Toxicity: negative

SECTION 12. ECOLOGICAL INFORMATION

Ecotoxicity Effects

Toxicity to fish: 96 hours LC50 Rainbow trout: 20.4 ppm

96 hours LC50 Bluegill: 9.96 ppm

Toxicity to Daphnia and other 48 hour LC50 to Daphnia magna (water flea):
aquatic invertebrates: 8.24 mg/I

Toxicity to birds: Acute oral LD50 to Mallard Ducks: >4640 mg/kg/bw

Eight Day Dietary LC50 to:


Bobwhite Quail - >10,000 ppm
Mallard Ducks - >10,000 ppm

Toxicity of honey bees: 48 hour contact LD50 >25 µg/bee

6
0-TAC

Elimination Information (persistence and degradability)

Biodegradability: Readily biodegradable

SECTION 13. DISPOSAL CONSIDERATION

Further information:

Dispose of waste material in compliance with all federal, state and local
regulations.

Pesticide wastes are toxic.


Do not contaminate ponds, waterways or ditches with chemical or used container.

SECTION 14. TRANSPORT INFORMATION

DOT
Not dangerous goods

TDG
Not dangerous goods

IATA
Not dangerous goods

IMDG
Not dangerous goods

RID
Not dangerous goods

SECTION 15: REGULATORY INFORMATION

Sara 311/312 Hazards: Chronic Health Hazard Acute health Hazard

California Prop. 65 components: This product does not contain any chemicals
known to the State of California to cause cancer,
birth defects or any other reproductive harm.

The components of this product are reported in the following inventories:

REACH Not in compliance with the inventory.

US.TSCA All substances in this product are exempt from


I TSCA as this product is registered under FIFRA
'
(Federal Insecticide Fungicide Rodenticide Act).

7
0-TAC

DSL This product is registered under the Pest Control


Products Act and is therefore exempt from WHMIS
supplier labeling and MSDS requirements. Please
read entire MSDS and product label for safety
precaution.

AICS Not in compliance with the inventory

NZloC Not in compliance with the inventory

ENCS Not in compliance with the inventory

KECI Not in compliance with the inventory

PICCS Not in compliance with the inventory

IECSC Not in compliance with the inventory

SECTION 16. OTHER INFORMATION

HMIS Classification: Health hazard: 3


Flammability: 1
Reactivity: 0

NFPA Classification: Health hazard: 3


(
Fire hazard: 1
Reactivity hazard: 0

This information in this Material Safety Data Sheet is correct to the best of our knowledge
and information at the date of its publication. The information provided is designed only as a
guidance document for safe handling, use, processing, storage, transportation, disposal and
release and is not to be considered a warranty or quality specification.

8
( l'NITED STATES ENVIRO'.'i:\1E!'\TAL PROTECTION AGESCY
\. WASHINGTO~. D.C. 20460

Of'FIC'E OF C'HF."lr"Al SAFETI'


_\,D POLl.ITIO:>. PRF.\"F:"TIO"

Mr. Roland L. Cargill


Fair Products, Inc
fE9 , 0 20\~
PO Box 38626 Davis Drive
Cary, NC 27512

Subject: Product name: N-TAC


Reg. Number 51873-20
Amendment Dated 9111/13
New product chemistry and acute toxicology studies replace those previously
cited on data matrix
Decision Number: 483319

Dear Registrant:

The amendment referred to above, submitted in connection with registration wider the Federal
Insecticide, Fungicide and Rodenticide Act as amended is acceptable wider 3(c) (5).
\ __

The new product chemistry and acute toxicology studies submitted are acceptable and will be
placed on file. The revised label reflects the new acute toxicology studies and is acceptable

If you have questions concerning this letter, please contact Banza Djapao at 703-305-7269, or via
email at djapao.banzatcl1epa.gov, or myself at 703-308-9443 .

.1
\
N-TAC

Material Safety Data Sheet

I fair products, inc.

N-TAC
Version: 1.2 Revision Date: 09/07/2012 Print Date: 09/07/2012

SECTION 1. PRODUCT AND COMPANY IDENTIFICATION

Product name: N-TAC Tobacco Sucker Control

Product Use Description: Plant Growth Regulator

EPA Registration Number 51873-XX

Company: Fair Products, Inc.


P.O. Box 386
Cary, NC 27512
United States of America

Telephone: (US) 919-467-1599

Emergency Telephone: Chemtrec: (24 hours) 800-424-9300

Prepared by: Fair Products, Inc.

SECTION 2. HAZARDS IDENTIFICATION

Emergency Overview

WARNING!

Form: liquid Color: light yellow Odor: Characteristic Fatty Alcohol Odor

Hazard Summary Risk of serious damage to eyes. Irritating to


respiratory system and skin. Irritating to
mucous membrane. May cause allergic
skin reaction.
Potential Health Effects

Primary Routes of Entry Skin contact


Eye contact
Inhalation
(
I
Aggravated Medical Respiratory disorders
\ Condition Skin disorders

1
N-TAC

Target Organs Eyes


Respiratory system
Skin
c
Inhalation Irritating to respiratory system.

Skin Irritating to skin.


May cause allergic skin reaction.

Eyes Risk of serious damage to eyes.

Ingestion Ingestion may cause gastrointestinal irritation,


nausea, vomiting and diarrhea.

Chronic Exposure May cause respiratory system effects.


Lung damage.
Repeated or prolonged skin contact may cause
allergic reactions with susceptible persons.

SECTION 3. COMPOSITION/INFORMATION ON INGREDIENTS

Hazardous components

Component I CAS-No. Weight percent c


Octanol/111-87-5 36.2%
Decanol/112-30-1 48.2%
Polyoxyethylene sorbitan monooleate/9005-65-6 15.3%
Related compounds (dodecanol C-12)/112-53-8 0.3%

SECTION 4. FIRST AID MEASURES

First aid procedures

Inhalation If breathed in, move person to fresh air.


Give oxygen or artificial respiration if needed.
Obtain medical attention.

Skin contact If on clothes, remove clothes. Wash off


immediately with plenty of water for at least
15 minutes.
If skin irritation occurs, seek medical advice/
attention.
Wash contaminated clothing in hot water and
detergent before reuse.
Destroy contaminated shoes.
Eye contact In case of eye contact, remove contact lens and

2
N-TAC

rinse immediately with plenty of water, also under


( the eyelids, for at least 15 minutes.
If symptoms persist, call a physician.

Ingestion DO NOT induce vomiting.


Give small amounts of water to drink.
Call a physician or poison control center immediately.
Never give anything by mouth to an unconscious
person.

SECTION 5. FIREFIGHTING MEASURES

Flammable properties

Flash Point >200 °F

Fire fighting

Extinguishing media Water spray, C02, dry chemical or foam.

Fire fighting procedures Assure self-contained breathing apparatus is


worn. Stay upwind.
Further information Keep away from fire, sparks and heated surfaces.
Use water spray to cool unopened containers.
Prevent fire extinguishing water from
\
contaminating surface water or the ground water
system.

Protective equipment and precautions for firefighters

Special protective equipment Body covering protective clothing, full


"turn-out" for firefighters gear.
Self-contained breathing apparatus

SECTION 6. ACCIDENTAL RELEASE MEASURES

Personal precautions: Evacuate personnel to safe areas. Wear


suitable protective clothing, long-sleeve shirt
and long pants, chemical resistant gloves, such
as barrier laminate or butyl or nitrile rubber,
neoprene or polyvinyl chloride or Viton.
Wear shoes plus socks, protective eyewear such
as goggles, safety glasses or face shield.
Avoid contact with skin and eyes.
Ventilate the area.

Environmental precautions: Toxic to aquatic life.

3
N-TAC

Do not allow uncontrolled discharge of product into


the environment.
Do not flush into surface water or sanitary sewer
system.

Methods for containment/ Soak up spills with an inert absorbent material


Methods for cleaning up: (e.g. sand, silica gel, acid binder, universal binder,
sawdust).
Shovel into suitable container for disposal.
Prevent runoff from entering waterways.
Assure protective clothing is worn.

Disposal: Dispose of in accordance with Local, State and


Federal Regulations.

SECTION 7. HANDING AND STORAGE

Handling procedures: Handle and open container with care.


Protect from contamination.
Use only in well-ventilated areas.
Avoid inhalation, ingestion and contact with skin
and eyes.
Wear suitable protective clothing, gloves and
eye/face protection.
Wash thoroughly after handling.
Keep container closed when not in use.

Storage:

Requirements for storage Keep only in the original container.


areas and containers Keep container tightly closed in a cool, dry and
well-ventilated area.
Store away from direct heat sources.
Keep away from foodstuff.

SECTION 8. EXPOSURE CONTROLS/PERSONAL PROTECTION

Exposure Guidelines

Contains no substance with occupational exposure limit values.

Engineering measures Use mechanical ventilation for general area control.


Ensure that extracted air cannot be returned to the
workplace through the ventilation system.
Ensure that eyewash stations and safety showers
are close to the workstation location.

4
N-TAC

Personal protective equipment

Eye protection Tightly fitting protective eyewear, such as


goggles, safety glasses or face shield.

Hand protection Chemical resistant protective gloves, such as


barrier laminate, or butyl or nitrile rubber, neoprene
or polyvinyl chloride or Viton.

Skin and body protection Long-sleeve shirt and long pants or coveralls.
Shoes plus socks.
Remove and wash contaminated clothing before
re-use.

Discard contaminated shoes.


Respiratory protection In case of insufficient ventilation, wear a suitable
"NIOSH approved organic mist respirator.

Hygiene measures: Handle in accordance with good industrial hygiene


and safety practices.
Avoid contact with skin, eyes or clothing.
Wear suitable gloves and eye/face protection.
Avoid prolonged inhalation of mists.
Ensure adequate ventilation.
Wash hands before eating, drinking, chewing gum,
using tobacco products or using the toilet.
Remove and wash contaminated clothing before
re-use.

SECTION 9. PHYSICAL AND CHEMICAL PROPERTIES

Appearance

Form: liquid
Color: yellow liquid
Odor: Characteristic fatty alcohol odor

Safety Data

Flash point: >200°F


pH 7-8
Density: 0.85 gms/cc

/
;
\

5
N-TAC

SECTION 10. STABILITY AND REACTIVITY

Materials to avoid Remarks: None known.

Hazardous decomposition Note: Carbon monoxide, carbon dioxide and


unburned hydrocarbons.

Hazardous reactions: Hazardous polymerization does not occur.

SECTION 11. TOXICOLOGICAL INFORMATION

Acute Oral Toxicity: LDso 28 gms/kg (Rat)

Acute Inhalation Toxicity: TLV 5mg/m 3 (Rat)

Acute Dermal Toxicity: LD5o 2gm/kg (Rat)

Skin Irritation: Causes moderate skin irritation (Rabbit)

Eye Irritation: Causes severe eye irritation (Rabbit)

Sensitization: Not a sensitizer (Guinea Pig)

I
Toxicological Assessment \

CMR Effects: Carcinogenicity: negative


Mutagenicity: negative
Teratogenicity: negative
Reproductive Toxicity: negative

SECTION 12. ECOLOGICAL INFORMATION

Ecotoxicity Effects

Toxicity to fish: 96 hours LC50 Rainbow trout: 20.4 ppm

96 hours LC50 Bluegill: 9.96 ppm

Toxicity to Daphnia and other 48 hour LC 50 to Daphnia magna (water flea):


aquatic invertebrates: 8.24 mg/I

Toxicity to birds: Acute oral LD50 to Mallard Ducks: >4640 mg/kg/bw

Eight Day Dietary LC 50 to:


Bobwhite Quail - >10,000 ppm
Mallard Ducks - >10,000 ppm

6
N-TAC

I
Toxicity of honey bees: 48 hour contact LD50 >25 µg/bee

Elimination Information (persistence and degradability}

Biodegradability: Readily biodegradable

SECTION 13. DISPOSAL CONSIDERATION

Further information:

Dispose of waste material in compliance with all federal, state and local
regulations.

Pesticide wastes are toxic.


Do not contaminate ponds, waterways or ditches with chemical or used container.

SECTION 14. TRANSPORT INFORMATION

DOT
Not dangerous goods

TDG
Not dangerous goods

IATA
Not dangerous goods

IMDG
Not dangerous goods

RID
Not dangerous goods

SECTION 15: REGULATORY INFORMATION

Sara 311/312 Hazards: Chronic Health Hazard Acute health Hazard

California Prop. 65 components: This product does not contain any chemicals
known to the State of California to cause cancer,
birth defects or any other reproductive harm.

The components of this product are reported in the following inventories:

REACH Not in compliance with the inventory.


/
\ US.TSCA All substances in this product are exempt from

7
N-TAC

TSCA as this product is registered under FIFRA


(Federal Insecticide Fungicide Rodenticide Act).

DSL This product is registered under the Pest Control


Products Act and is therefore exempt from WHMIS
supplier labeling and MSDS requirements. Please
read entire MSDS and product label for safety
precaution.

AICS Not in compliance with the inventory

NZloC Not in compliance with the inventory

ENCS Not in compliance with the inventory

KECI Not in compliance with the inventory

PICCS Not in compliance with the inventory

IECSC Not in compliance with the inventory

SECTION 16. OTHER INFORMATION

HMIS Classification: Health hazard: 3


Flammability: 1
Reactivity: O

NFPA Classification: Health hazard: 3


Fire hazard: 1
Reactivity hazard: O

This information in this Material Safety Data Sheet is correct to the best of our knowledge
and information at the date of its publication. The information provided is designed only as a
guidance document for safe handling, use, processing, storage, transportation, disposal and
release and is not to be considered a warranty or quality specification.

8
Background Information

Raw Material Manufacturer

Finish Product Producer

(
I
I

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..
.. =. ~ :. : •
. · ,• ;,
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MUSIMMAS.
·; ':;~:{ ~::·\J~-· •·• . .· ........,,. . ·--...... w · · ...•. · r . ·.-···· ·· ;~J,,IriiWi,;,(~-":'imfIf!:,;,;I·:
M.us.1m Mas
·:;~} ~·)>:,><_,:y1
.. ·11-. . . . . ·.· ;u •• . . . ,. .•. • . ,, .•.

li.:~~:~_·i:;f/. ~:=;:::it~·;.~ .: /.:.: ,: ~-~ ;·r<F _;:-:;~.} :·~


Heat:l:q~art~~Gl~fn;~)ngapore, the Mus!mMas Group Is a valued.global supµJy chain j)artrter....-::. l.'•'.1\'.;'.~·~: •.:.J.: i.i:~··;::; :) ·:;,) ;;
fO:foOJttliatlonakbmpanles with sales to more than 125 couhtri6. ltS pi'QdlldSafe mainly
used for food, renewable energy and other industrfal sectors, :~c~ed t:>y' C! f\Jlly ln.tegrated
business operations spanning the palm oil value chain:frQm ~p$tr~m :O'V.p~l~ pJantatfons
to midstream and downstream operations. ·.. :. .
·..... ·.·'... ·~-~;
.. . ...
Musim Mas' wide geographical reach ~xtends across 12 countrl!!S In NQrth Atne~~a, Europe
and Asia Pacific;supported by a workforce (lf 28,500 people. · ··

Musim Mas is committed to conduct its business in an environmentally sustainable. socially


responsible and economically viable manner; by being a~countable to the stakeholde;s.

For more Information about Muslm Mas, please visit www.rous.il:!:l!M~~in MVSIMMA~

c:
Why choose
Musim Mas a·syoursupprychain partner?
.~J·I;p,·r .· GIO.bal
.,.,:\ ·..:- : ·•
Presence
Our presence in strategic locations worlawide
means that there will always be someone from
our team, who can provide the professional sa·les
and technical support at your convenience.

We have operations in USA, UK, Netherlands, the


Germany, Spa_in, Italy, China, India, Vietnam,
Malaysia, Indonesia and Singapore.

The global marketing activities of the Musim


Mas Group are undertak~n by lnter:-Continental
Oils & Fats (ICOF),

2 Musim Mas Group Profile September 2013


\_

• I ' :,~ < "':, •

Commitme·t1t
to Sustain-ability
We believe In creating economic value that also
creates value for society by addressing its needs
and challenges, also known as the#SharedValues•
approach. ·

Our siJstalnabllity strategy is based on the


principles stipulated by Roundtable on
Sustainable Palm OU {RSPO) ani:f our active
engagement with stakeholders. RSPO Is a
multi-stakeholder organisation set up in 20Q4 to
address environmental and soclal concerns In the
palm oil sector. It culminates a.decade's worth of
stakeholders' consensus for solutions to material
Issues.

.We have since achieved many milestones In the


sustainability arena: the first major plantation
group to be ·100% RSPO certified for all its·
plantations and also the firstto certify· its
smallholder scheme.

()tijaJ~~ty . ..
<C~ir~itrn~©U:fil@rrii ;.s
As a commitment towards manufacturing
excellence, we have third-party audited
certifications for quality assurance.

We offer a range of.quality management


cerHficatlons such ·as ISO ~nd HA~CP,.Jncludlng
sustalnablfrty-based ones such as RSPO Supply
Chain Systems, Indonesian Sustainable Palm Oil
(ISPO} and International Sustainability and
Carbon Certification (ISCC) for biofuels. We also
have Kosher and Halal Certifications to cater fur
special needs.

Our quality assurance Is undertaken by a


dedicated team of expel'ienced professionals to
assist with your certification requirements.

(
September 2013 Musim Mas Group Profile 3
Commitment ta
Manufacturing ExceH·ence

first established as Nam Cheong Soap Factory In


1932, we started as a soap manufacturer who went
upstream as Muslm Mas to set up palm
plantations and build mills, refineries and
downstream processing plants, ensuring
co~sistent quality along the supply chain.

We produce pet'Sonal care and food products


dlrectly for consumers too. Our personal care and
hOusehold brands are available In retail stdres.

Our commitment to manufacturing excellence will


help you achieve your commercial differentiation.

La,rge ·
·. · Oper~tional Scale
We own a significant oil palm plantation area,
making us one of the largest plantation owners in
the palm oil space. We also own one of the lar.gest
palm oil refineries and o~ochemicals plants Jn the
world, and.are among the biggest pmducers in the
palm oil refining and soap manUfacturlng sector.

Our fully integrated.business spans the palm oil


value chain, complemented by our own bulk tank
terminals, ships and tankers.

Our operatlol".al scale w!!i'ensure a re Ifable supply


of feedstoclc and efficient backend logistics,
creating more value for your supply chain needs.

4 Muslm Mas Group Profile September2013


How to Successfully Use 0-TAC to Control
Suckers in Your Organic, PRC or MR-Free Tobacco
Contracted to Santa Fe Natural Tobacco Co.
As a processor and manufacturer of I 00 percent additive- Over the years, our growers have found it hard to find
ftee natural tobacco for more than 25 years, Santa Fe products or determine ways they can grow a tobacco crop
Natural Tobacco Company's (SFNTC) commitment to without most of the crop protection products that are
earth-friendly products and the land from which they available when they grow conventional tobacco. All the
come runs deep. That commitment led to the development time, SFNTC has been there to assist in finding them the
of an overall growing approach that is reducing the use of resources $ey need to grow a high quality,
pesticides on the fann and promotes other sustainable high-yielding crop.
practices.
One early challenge for our Organic growers was to
Growers producing Organic, PRC, and MH-Free tobacco obtain organic sources of fertilizer. To assist them,
for SFNTC know that it is good for them -- financially SFNTC searched high and low to find a product that
and environmentally. By reducing and even eliminating would work and be affordable to the grower. Now
the use of many chemicals, the risk of mishandling is min- Nature Safe fertilizer is key to the fertility programs of
imal-and that it is good for the environment all SFNTC Organic growers.

-I-
Sourcing and developing this suckercide for use by
SFNTC growers has not been easy nor inexpensive.
But, believing that the results will benefit both the
growers and them greatly, SFNTC underwrote the
cost of bringing 0-TAC to the market.

At the same time, misapplication


to the growing crop would some-
times result in leaf drop of the
tobacco and/or yield loss. This was not good for
either the grower or SFNTC, who uses the residue This season, 0-TAC will be available for use only by
:free tobacco in their organic cigarettes, pouch andSFNTC contract Organic, PRC and MH-Free grow-
canned tobacco products. ers. SFNTC, Fair Products, or the vendors we assign
to make 0-TAC available to you are not marking up
To help solve the "suckers" challenge, SFNTC teamed any prices of 0-TAC sold to growers.
up with Fair Products, Inc. to develop a suckercide
that would meet organic standards. Just what is 0-TAC?
After searching literally across the globe, Fair 0-TAC Plant ContactAgent is a carefully balanced
Products found an organic source of an 85% fatty- combination of active ingredients and wetting agents to
alcohol for use in the formulation. The oil of palm be used for the control of sucker growth in tobacco. The
trees, grown in the Far East for use in cosmetics, concentrated product is diluted with water to form a
proved to be ideal. They were able to buy a supply of creamy emulsion, which is applied as a coarse spray. (
palm oil-based, fatty-alcohol that would meet the The emulsion is effective only when is comes in direct \
present and future needs for 0-TAC. contact with suckers; therefore, the material is applied so
that maximum contact is made with the suckers. It's ·
The organically approved ingredient was loaded on to important that growers follow these directions in han-
a container ship and sent first to Charleston, SC, then dling and applying 0-TAC, regardless of the type of
by train to Wilmington, NC, where it was off-loaded tobacco they are growing under contract to SFNTC.
on a truck and delivered to the site of South Atlantic
Services, where Fair
Products formulates its
expansive line of sucker- Benefits of Using 0-TAC
cides. compared to vegetable oil to control suckers
• Kills small suckers upon contact and within one
hour after application.

• Fonnulated from palm oil fatty alcohols scientifically


balanced for greatest effectiveness & safety.

• Most helpful in reducing labor of hand suckering.

• Can be used at button stage effectively killing


upper suckers without stopping the growth of
upper leaves.

• Reduces tender food supply (suckers) for insects, (-_


and consequently, the need for insecticides. --

-2- 2
When to Apply 0-TAC How Much 0-TAC to Apply
0-TAC Plant Contact Agent can be applied before or after Flue-Cured
\ topping. The best results are usually obtained by spraying For power sprayer -
the tobacco with 0-TAC before topping in the 6arly to late Use 2 gallons (7.S7 liters) in
button stage and then topping the tobacco immediately 48 gallons (182 liters) of water for a total of SO gallons
followed by additional applications ofO-TAC. (189 liters) for a 4% spray solution.
or
Use 2.5 gallons (9.4 liters) in
47.S gallons (180 liters) of water for a total of SO
gallons (189 liters) for a S% spray solution.

For hand sprayer -


Use 4 to S ounces (118-148 milliliters) in
per gallon (3.78S liters) of water
or
Use 6 ounces (177 milliliters) per gallon in
(3.78S liters) of water.

Suckers at button stage

If the tobacco is topped before spraying, remove any suck-


ers over one inch in length as you top and apply 0-TAC Burley
after topping. Because 0-J:'AC is a contact type agent. it is For power sprayer -
necessary to straighten any plants that are leaning so that Use 1.75 to 2 gallons (6.62-7.S7 liters) in
the emulsion flows down the stalk evenly and contacts 48 to 48.25 gallons (182-183 liters) of water for a total
each sucker. of SO gallons (189 liters) for a 3.5-4% spray solution.

0-TAC usually can be applied anytime during the day, but Note:
not to wilted plants. For the best results, it is recommended *When applied by hand, 1 gallon (3.785 liters) of diluted
that growers wait until the dew dries before spraying. Do 0-TAC will treat approximately 190 plants.
not spray after the upper leaves begin to close in the •If a power sprayer is used, SO gallons (189 liters) of
evening. Because the underside of the leaves may be diluted product should be applied per acre of tobacco.
injured by contact with 0-TAC, do not apply when the
wind is high enough to
turn the top leaves over.
Do not apply during the
rain or when plants are
wet. If, however, it rains
after 0-TAC has been on
the plants for over an hour,
you should not have to
apply 0-TAC again. Do
not apply during periods of
high heat or if plants are
wilted.

3
How to Apply 0-TAC How Often to Apply 0-TAC

The diluted emulsion is most easily prepared by adding the Usually one application of 0-TAC Plant Contact Agent ( ·
required amount of 0-TAC Plant Contact Agent to the will give good control of both primary and secondary \.
spray tank and then adding the water. In ordef to obtain the suckers and produce excellent leaf quality. However, in
best results, it is important that the water be added to the most cases, a dual treatment of 0-TAC is recommended
0-TAC rather than the 0-TAC to the water to enhance 5 to 7 days apart to allow time for uneven crops to become
mixing and reduce floating. uniform. For season long sucker control, apply multiple
treatments of 0-TAC in accordance with label instructions.
When applied with power button stage early flower stage full flower stage late flower stage
equipment, three nozzles per _..,,.__ S-7days ..... 1..- S·7days ..... 1..- S-7days -+-I..-
row should be used {TG full
cone tips, or larger, are satis-
factory). One TG-5 nozzle More Key Points on the Use of
should be directed down- 0-TAC on tobacco
ward over the center of the
row and two TG-3s should 1. Mix well prior to use and, if allowed to stand during the
be positioned approximately use, mix again before applying since the diluted emul-
11 inches on either side directed at or slightly above the sion may separate on standing.
top of the stalk.
2. Do not use on Burley tobacco during periods of high
The diluted 0-TAC should be applied to the tobacco from heat and high humidity.
a height of 12 to 16 inches above the top of the stalk. It is
recommended that boom pressure be kept at 20 lbs. By 3. Use according to the directions outlined has resulted in
using the recommended spray tips, spraying at approxi- adequate sucker control with very little or no leaf injury.
mately 20 lbs. pressure, and operating a tractor speed of Application not in accordance with the directions may
2.5 to 3 mph, approximately 50 gallons of diluted emulsion lead to injury of leaves or improper sucker control.
per acre of tobacco will be applied.
4. Make sure spray equipment is clean before using. (Note{ .
Organic and PRC growers must use dedicated equipment~·
can not have been used for spraying conventional tobacco)

5. Do not mix with other pesticides, fertilizers, surfactants,


adjuvants or any other materials as plant damage or
death may result.

6. Refer to the 0-TAC label for complete use directions

Power sprayer application with triple nozzle arrangement


to apply 0-TAC.

If a hand-held or backpack sprayer is used, the diluted


solution should be applied at a rate of 2/3 to 1 ounce
(20-30 milliliters) per plant to insure rundown to the bot-
tom of the plant. A coarse spray is recommended, directed WARRAN1Y STATEMENT:
downward at the top of the stalk from 6-8 inches above the Seller's guarantee shall be limited to the terms of the
top leaves. Very little tank pressure is required, and in no label, and subject thereto the buyer assumes any risk to
case should more than 20 pounds be used. persons or property arising out of use or handling and
accepts the product on these condition.

-4- 4
How 0-TAC Plant Contact Agent is Formulated by Fair Products, Inc.
In preparing for handling the new "organic" product,
, \l Fair Products first erected two holding tanks - the
\_ " 35,000 gallon tank holds the palm oil-bast:.d alcohol
and the 10,000-
gallon tank holds
the surfactants
used in the formu-
lation-and painted
them green.

Everything else
from those tanks
throughout the
formulation and
packaging area In the line filling the 5-
are painted green - to indicate where 0-TAC is being gallon containers, two
made to maintain compli- buckets are filled side by
ance with organic stan- side, with a lid placed
dards. over the top of each
bucket. Once it has been
In the chemist's lab in the verified to have precisely
plant, the palm oil-based the 5-gallon amount of 0-
alcohol and tween are test- TAC, the bucket moves
ed using a gas chromato- under an automatic sealer
graph, as well as a UV that securely fastens the
Spectra Photo to check for lid on to the bucket.
\ / pH and other characteristics.
The pallet is then taken
Following confirmation that the ingredients meet by a lift-truck for shrink-
specifications, the surfactants are mixed in the alcohol wrapping and then is
tank. stored ready for distribution.

Each is then placed on a pallet, which eventually will


contain a total of 45 gallons or nine 5-gallon buckets.
When the formulated mix is completed, it is piped
,
\ into the container filling equipment, where 0-TAC is
either packaged in 5-gal. FDA-food grade-approved
buckets or into 275-gallon Mini-Bulk containers.

5
In the line where 0-TAC is packaged in labor-saving Testing the Formulated 0-TAC
275-gallon Mini-Bulk containers, once again, the pre-
cise mix of ingredients enter the top of the large con- Just as samples were tested of the
tainer until filled to the top. An operator then places a ingredients used to make 0-TAC (
cap securely on top of the Mini-Bulk container, and before the formulation was made,
affixes a seal to it. An 0-TAC product label is then testing is also conducted on fm-
attached to the container at that time. ished formulations prior to storage
and ready for distribution. On cer-
tain occasions, samples are also
sent to outside laboratories for eval-
uation. Samples are kept from each
batch of formulated 0-TAC. Each
contains a Code # for potential
tracking of each of product, should
a recall be needed.

Testing 0-TAC on Young Tobacco Plants


Samples of 0-TAC are tested on young tobacco plants to
From the assembly line, the Mini-Bulk containers are assure that the formulation causes no problems on the
taken to storage, ready for distribution. growers' tobacco. This assures that the product will per- ·
form correctly when when growers apply it to their crop
of tobacco.

With Fair Products' large,


275- gallon Mini-Bulk II
container, tobacco growers
have the most versatile,
environmentally-friendly
sucker control system
available today. I Fair Products, Inc.
806 Reedy Creek Road, Cary, NC 27513
Tele: (919) 467-1599 Fax: (919) 467-9142
The tough 275-gallon poly- www.fairproductsinc.com
ethylene tank is contained
inside a 114 inch welded
steel cage. Attached to a
four-way access pallet, it is SANTA FE
easy to handle, weatherproof and fits easily in the NATURAL
bed of a pickup truck. With the 275-gallon Mini-Bulk TOBACCO COMPANY

container, attaching a pump and meter system 3220 Knotts-Grove Road, Oxford, NC 27565
requires only 2-inch connectors and a proper length (919) 690-0880 Fax: (919) 603-5755
of suction hose. www.sfntc.com
Fatty Alcohols

Background Information

(
Fatty alcohol - Wikipedia, the free encyclopedia http://en.wikipedia.org/Wikl/Fatty_alcohc

Fatty alcohol
From Wikipeclia, the free encycJopedia
i
\

atty alcohols (or Jong-chain alcohols) are usually hlgh-moJecuJar- :· ;·. ::· ..•. : ..:..-_ ..
-:.::::~::~: ::~:'..'"".. .
.~::::·· .:
-··~::.::_::.·'.:.;:::,::::::-_-:::.::: .-.:_·:-.:~ .

weight, straight-chain primary aJcohOJs, but can also range .from as few as
4-6 carbons to as many as 22-26, derived :from natural fats and oils. The
precise chain length varies willl the somce. [l]f21Some commercially
important fatty aJcohoJs are laury~ stearyJ, and oJeyl alcoboJs. They are
OH:
coJomJess oily Jiquids (for smaJJer carbon rnnnbers) or waxy soJids,
aJtbough impure samples may appear yellow. Fatty alcohoJs usua]Jy have
an even mnnber of carbon atoms and a single alcohol group (-OH)
: Fatty alcohol
attached to the terminal carbon. Some are lllJsaturated and some are ;
..--·--·• ... •• ...... ,.._,••• •""•w-·••·--···-••-··- .,.. ••-•,.•·•--.••-•• .. ••• """

branched. They are widely used in industry. As with fatty acids, they are
often referred to generically by the mnnber of carbon atoms in the moJecuJe, such as 11a C12 aJcoboJ", that is an
aJcobolhaving 12 carbons, for example dodecanol.

Contents
• 1 Production and occurrence
• 1.1 From naiuraJ sources
• 1.2 From petrochemical somces
• 2 Applications
• 2.1 Nutrition
• 3 Sa1ety
• 3.1 Human Health
• 3.2 Environment
• 3 .3 Aquatic OrganG:m
• 4 Common names and related cornpmmds
• 5 References
• 6 ExternaJ Jinks

Production and occurrence


Most fatty aJcohoJs in natme are found as waxes which are esters with 1atty acids and iatty aJcoboJs. fl] They are
produced by bacteria, pJants and animaJs for purposes o1 buoyancy, as source of metaboJic water and energy,
r iosonar Jenses (marine mammaJs) and for thermal insulation in the form o1 waxes (in plants and insects).f3J Fatty
alcohols were unavailable until the early 1900s. They were originaJJy obtained by reduction o1 wax esters with
sodium by the BouveauJt-Bianc reduction process. In the 1930s catalytic hydrogenation was commercialized, which
allowed the conversion o11atty acid esters, typically tallow, to the aJcohoJs. fu the 1940s and 1950s, petrocbemicaJs
Page 1 of7
Fatty alcohol - Wikipedia, the free encyclopedia http://en.wikipedla.org/wiki/Fatty_alcohol

became an nnportant source of chemicaJs, and Kar] Zieg1er had discovered the polymerization of ethy1ene. These
two developments opened the way to synthetic fatty alcohols.

From natural sources


The traditional and still important solll'Ce o11atty alcohols are fatty acid esters. Wax esters were formerly extracted
from sperm oil, obtained from whaJes. An alternative plant solll'Ce is jojoba. Fatty acid triesters, lrnown as
triglycerides, are obtained from pJant and animal sources. These trlesters are subjected to transesterification to give
methyl esters, which in turn are hydrogenated to the aJcohoJs. Ahbougb tallow is prodominantJy C16-C18, the chain
length from p1ant sources are more variable (C6-C24). Higher alcoho1s (C20--C22) can be obtamed :from rapeseed
or mustard seed. Midcut aJcohoJs (CI2-Cl4} are obtained :from coconut or pahn oil.

From petrochemical sources

Fatty a1cohoJs are also prepared from petrocbemicaJ sources. In the Ziegler process, ethylene is oligomerized using
triethylaJuminium followed by air oxidation. 'llis process affords even-numbered aJcoboJs:

Al(C2Hs)3 + 18 C2H4 ~ AJ(C1~29)3


A1(C14f!29}3 + 1.5 02 + 1.5 H20 ~ 3 HOC14f!29 + 0.5 Ab03

AJtemativeJy ethylene can be oligomerized to give mixtures of alkenes, which are subjected to hydroformy1ation, this
process affording odd-mnnbered aJdehyde, which is subsequently hydrogenated. For example, from 1-decene,
hydro1onny1ation gives the C 11 a1cobo1:

Cslf17CH=CH2 + H2 +CO~ CgH17CH2CH2CHO


CsfI1~H2CH2CHO + H2 ~ CgH17CH2CH2CH20H

In the Shell higher o1e1in process, the chaiµ-Jengtb cmtnbution in the initiaJ mixture o1 alkene oJigo:D;lers is adjusted so
as to more closely match market demand. She] does~ by means o1 an intermediate metathesis reaction.C41The
resultant mixture is fractionated '.illd bydroforrny1ated/hydrogenated :in a subsequent step.

Applications
Fatty aJcohoJs are mainly used in the production o1 detergents and surfactants. They are components also of
cosmetics, foods, and as industrial solvents. Due to their amphipathic nature, fatty a1cobo1s behave as nonionic
surfactants. They find use as emulsifiers, emollients and thickeners in cosmetics and food .industry. About 50% of
fatty aJcoho1s used commerciaDy are o1 naturaJ origin, the remalnder being synthetic. [I]

Nutrition

Very Jong chain fatty aJcohoJs (VLCFA), obtained from pJant waxes and beeswax have been reported to Jower (
plasma cboJesteroJ in humans. They can be 1m.md in unre:fined cereal grains, beeswax, and many plant-derived
foods. Reports suggest that 5-20 mg per day o1 mixed C24-C34 alcoboJs, including octacosanoJ and triacontanoJ,
lower ]ow-density Jipoprotein (LDL) cboJesteroJ by 21 o/<t-29% and raise high-density lipoprotein cho1estero1 by
8o/1t-l S%. Wax esters are hydroJyzed by a bl1e sah-dependent pancreatic carboxyJ esterase, releasing Jong chain
P;:imi2of7
Fatty alcohol - Wikipedia, the free encyclopedia http://en.wikipedia.org/wiki/Fatty_alcoho

aJcohoJs and fatty acids that are absorbed in the gastrointestinal tract. Studles o11atty aJcoboJ metabolism in
fibroblasts suggest that very Jong cham fatty alcoboJs, fatty aJdehydes, and fatty acids are reversibly inter-converted
in a fatty alcohoJ cycle. The metabolism o1 these compounds is impaired in several inherited human peroxisomal
\ .. 1orders, incJucling adrenoJeukodys1rophy and Sjogren-Larsson syndrome.f5J

Safety
Human Health

Fatty aJcohoJs are relatively benign materials, with LD50s (ora~ rat) ranging 1rom 3.1-r g/kg 1or hexano1 to 6 -8 g/kg
for octadecanoJ.[IJ For a 50 kg person, these values translate to more than 100 g. Tests o1 acute and repeated
.exposmes have revealed a Jow .level o1 toxicity from inbaJation, oral or dermal exposure of 1atty alcohols. Fatly
aJcohoJs are not very volatile and the acute JetbaJ concentration is greater than the saturated vapor pressure. Longer
chain (C12-Cl6) fatty alcohols produce fewer health effects than short cham (< C12). Short chain 1atty alcohols
are considered eye irritants, while Jong chain alcohols are not.[6] Fatty alcohols exhiblt no skin sensitization.[7]

Repeated exposure to fatty alcohols produce low level toxicity and certain compounds in this category can cause
JocaJ irritation on contact or low-grade liver effects (essentially linear alcohols have a sligbtly higher rate of
occurrence of these effects). No effects on the central neivous system have been seen with inhaJation and oral
exposme. Tests of repeated bolus dosages of 1-he:xanoJ and 1-octanoJ showed potential for CNS depression and
· ·1uced respiratory dEtress. No potential for peripheral neuropatby has been found. In rats, the no obseivabJe
_..tverse effect leveJ (NOAEI..) ranges from 200 mg/kg/day to 1000 mg/kg/day by ingestion. There bas been no
evidence that fatty aJcoboJs are carcinogenic, mutagenic, or cause reproductive toxicity or infertility. Fatty aJcohoJs
are effectively eliminated 1rom the body when exposed, limiting possibility of retention or bioaccmnu1ation.[7]

Margins of exposure resu1ting from consumer uses of these chemicals are adequate for the protection of human
health as determined by the Organization for Economic CoMoperation and Development (OECD) high pr9duction
volume chemicals program.[6J[S]

Environment

Fatty alcohols up to chain length Cl8 are biodegradable, with length up to C16 biodegradingwitbin 10 days
completely. Chains C16 to C18 were found to biodegrade 1rom 62% to 76% in 10 days. Chains greater than C 18
were found to degrade by 37% in 10 days. Field studies at waste-water trea1ment plants have shown that 99% of
fatty alcohols lengths C12-Cl8 are removed.[7]

Fate prediction using :fugacity modeling has shown that fatty aJcoboJs with chain lengths of C10 and greater in water
partition into sediment. Lengths C 14 and above are predicted to stay in the air upon release. Mod~Jing shows that
each type o1 fatty aJcoboJ will respond roepe.rxlently upon environmental release. [7]
(
'\ , ...quatic Organisms
Fish, invertebrates and algae experience similar levels of toxicity with fatty aJcohoJs although it is dependent on chain
Jen.mh wlth the shorter chain having greater toxicity potential. Lon,g.er chain 1enJ?tbs show no toxicity to aquatic
Page 3 of 7
Fatty alcohol - Wikipedia, the free encyclopedia http://en.wikipedia.org/wiki/Fatty_alcohol

organisms. [7]

[~~-afu"Si2e ,A-cut-e _i~~~!!Y f~;fis-.-h-/ 0.-r-om-.~ ..T~~i;}~~·;h·i


1~ C 11 1-100 mgll ~0.1-1.0 mg/1 -------~
jCll-C13
I
0.1-1.0m~0.1- <1.0mg/1 I .
!
. • i
jC14-C15 NA !0.01 mg/I 1
!L>~C-1_6____.,_N_A~----------~,-N-A---=--------~--;

This categozy of cbenrlcaJs was evaluated under the Organization for Economic Co-operation and DeveJopment
(OECD) high production volume, chemicals program. No unacceptabJe environmentaJ risks were identified.[8]

Common names and related compounds

\.

P;:im~ 4 of7
Fatty alcohol- Wikipedia, the free encyclopedia http://en.wikipedia.org/wikVFatty_alcohc
----- ·----------.. -·-..-----·---·· ·-·-..--r---·---·-1-- -··
: Name j Carbon atoms !Branches/saturated? Formula
1-----·----------·------------··--··-· ·-· -··· -·-··--"--·-·-·-;---·--·-------.
~ f (
·-·-··----·-------+--__.;...;~

j tert-ButyJ aJcohol j 4 carbon atoms ; C,µI 100


------------------------··-----..--·-··· . ·-··r-·--------r--·---·-··-·--·
1
·"rt-Amyl aJcohol
. --·
---------- 5 carbon atoms i I! . -
~~etbyJ-~_:p_en~-~---·--··-·-----·--·-·-------~ 6 carbon atoms t-------------+-c-~_1_4o
_ _.
I I j
~tbchJorvynol ______ ..______ i 7 carbon atoms L--·--------+-C_1H_9:;....C_J0---1
i!_:~ctanoJ (capryJ aJcoboJ) . .~ 8 carbon atoms I CBff18CJO
l2-ethyJ bexanol I8 carbon atoms branched
I.peJargonic aJcoboJ (I-nonano1) i9c"ar_b_o_n_a-to-ms--r---------+----'
-i- +----------+--~~
·! 1-DecanoJ (decyJ aJcoboJ, capric a1coho1)
l
110 carbon atoms)
-----+----~~---:-,~-~---~---+---~~
jUndecyJ aJcohoJ ( 1-undecanoJ, lllldec8D?l' Hendecano1) 11 carbon atoms l
t ~-~---:;;---------i-l--~-----~4-------1

l Laury] aJcoboJ (Dodecano~ 1-dodecanoJ) ____-J__12_car_b_o_n_a_to_ms_:_11---------4-------


lTridecyJ aJcohoJ (1-tridecanoJ, trldecanoJ, isotrldecanoJ) I13 carbon atoms i
IMyri.styJ aJcohoJ (1-tetradecanoJ) I14 carbon atoms I j
PentadecyJ aJcohoJ (1-pentadecanoJ, pentadecano1) 15 carbon atoms i
cetyJ aJcoboJ (1-bexadecanol) 16 carbon atoms I
1paJrnitoJeyJ a1coho1 (cis-9-hexadecen-1-oJ)
16 carbon atoms unsaturated
l
·eptadecyJ a1coho1 (1-n-heptadecanoJ, heptade~J) '17 carbon atoms
stearyJ alcohol (1-octadecanoJ) 18 carbon atoms
Nonadecy] alcohol (1-nonadecano1) 19 carbon atoms
IaracbidyJ aJcohoJ (l-eicosano1) 20 carbon atoms
HeneicosyJ aJcobol (1-beneicosanol) 21 carbon atoms
--~~-~~--1-~--~~t-~---~~--4--~--l
!
behenyJ alcohol (1-docosanol) --------- 22 carbon atoms!.----
!erucyJ aJcoboJ (cis-13-docosen-1-ol) --------+l-22__
car_b_o_n_a_to_ms--+uns
__ atur:_a~te~d~~~~~~~-:=====~
I JignoceryJ aJcohoJ (1-tetracosano1) ---·· j 24 carbon atoms, ____
. ---1----i
Icery1 aJcohoJ (1-hexacosano1) -----------126 carbon ato? j -~·-·-----1-----1
!1-heptacosanol ------------· j27 carbon atoms I
Imontanyl alcohol, cJuyty1 aJcohoJ, or 1-octacosanol J28 carbon atoms
! •
J 1-nonacosanol l29 carbon atoms

.~cyl aJcohoJ, melissy] aJcohoJ, or 1-triacontanol !30 carbon atoms!


-~l..._~----~~.~-------~4-------1

I1-dotriacontanol · 132 carbon atoms l C32~60


\ ·-~dyJ~boJCT-;;:~~;;,;;~12==-~==·-.~~.f!~~ato~t--=~~-=-----
i_g~te~J
_ ]
_.J___.___,____________ L_.________..,_______________ _
alco!Jol ______ .:._ .. _____ --·· ·-- .... _______...

PaQe 5 of7
Fatty alcohol - Wikipedia, the free encyclopedia http://en.wikipedia.org/wiki/Fatty_alcohol

References
(
\.,~
I. "a b c d Klaus Noweck, Wolfgang Grafahrend, 'Fatty AlcohoJs" in Ulhnann's Encyclopedia of Industrial Cherr 1

2006, Wiley-VCR, Weinheim. doi:10.1002/14356007.a10_277.pub2


(http://dx.doi.org/10.1002%2F14356007.a10_277.pub2)
2. "'http://goldbook.iupac.org/F02330.html
3. "'Stephen Mudge; Wolfram Meier-Augenstein, Charles Eadsforth and Paul DeLeo (2010). "What contribution do
detergent fatty alcohols make to sewage discharges and the maine environment?". Journal cf Environmental
Monitoring: 1846-1856. doi:l 0.1039/COEM00079E (http://dx.doi.org/10.1039%2FCOEM00079E).
4. "'Ashford's Dictionary of Industrial Chemicals, Third edition, 2011, page 6706-6711
5. "'Nutritional Significance and Metabolism of Very Long Chain Fatty Alcohols and Acids from Dietary Waxes -
Hargrove et al. 229 (3): 215 - Experimental Biology and Medicine
(http://www.ebmonline.org/cgi/content/abstract/229/3/215)
6. "a b Veenstra, Gauke; Catherine Webb, Hans Sanderson, Scott E. Belanger, Peter Fisk, Allen Nie~on, Yutaka
Kasai, Andreas Willing, Scott Dyer, David Penney, Hans Certa, Kathleen Stanton, Richard Sedlak (2009). "Human·
health risk assessment of long c!:i..ain a!cohoJs". Ecotoxicologyand Environmental &jezy: 1016-1030.
doi:l0.1016/j.ecoenv.2008.07.012 (http://dx.doi.org/10.1016%2Fj.ecoenv.2008.07.012).
7. /\a b c de UKIICCA (2006). "SIDS Initial Assessment Profile" (http://webnet.oecd.org/hpv/UI/handler.axd?
id=03441f78-d135-4cab-b832-edfbld0d677e). OECD Existing Chemicals Database.
8. "'ab Sanderson, Hans; Scott E. Belanger, Peter R. Fisk, Christoph Schafers, Gauke Veenstra, Allen M. NieJse1 (

Yutaka Kasai, Andreas Willing, Scott D. Dyer, Kathleen Stanton, Richard Sedlak, (May 2009). ''An overview of
hazard and risk assessment of the OECD high production volume chemical category-Long chain alcohols [C6-
C22] (LCOH)". Ecotoxicology and Environmental &jezy 72 (4): 973-979. doi:l0.1016/j.ecoenv.2008.10.006
(http://dx.aoi.org/10.1016%2Fj.ecoenv.2008.10.006).

External links
• Cyberlipid. 'Fatty Alcohols and Aldehydes 11 (lrt1p://www.cyberlipid.org/simp1e/simp0003.htm). Retrieved
2007-02-06. Genera] overview o1 fatty alcohols, with re1erences.
• CONDEA. 'Dr. Z Presents AD about fatty aJcohoJs"
(http://www.2enitech.com/documents/new%20pdfs/articles/.A1JO/o20about%20fatty%20a1cohoJs%20Condea.
pdf). Retrieved 2007-02-06.

Retrieved from ''http://en.wildpedia.org/wfmdex.pbp?titJe=Fatty_aJcoboJ&o1did=614893 l 44"


I I

Categories: Fatty alcohols I Lipids I Commoclity chemicaJs


_, _________ _____ ------------
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All the latest natural skin care, anti-aging and healthy lifestyle tips from Marie Veronique Organics.

- ........ - - •-••o• ..• l · • - > , A .. 0 - > • •• ' ____ , _ , . , , , . . , , - • • • • -. . . . . . . . . . . •-··~·-- • -~· .. · - - · " ' " ' ' • , ...... - - - - - - - - . . . ,,• .__. . . . . . . . . . . . . , . . . . . . . ,,., .... - . . - -........... ,-.~-.

A Word About Fatty Alcohols

There are alcohols and than there are ateohols, especlally when It comes to akin care Ingredients. Chemically, alcohols
are carbon chains with a functional hydroxyl (OH) group attached. On an ingredients llst theywlll usually be the ones ending
In an "ol', as In ethanol, methanol, panthenol. Wille alcohols are used In skin care for their antl-baclllrial properties
alcohols Ilka lsopropyl alcohol, SD alcohol and ethanol can be dr}'lng and ilTflatlng ID the skin. Howe11Br, the fatty alcohols
are a dlfferantcategOlY altogether. with some definitely offering akin benefits such as skin parmeation, moisture retention
and anti-aging support: Fatty aklohols are a m bead bag, though, as awn ones known lo be beneficial can cause skin
lrrffation and should be used with caution •

. There are some others lhatara commonly used In akin care producls lorthelrhumectant properties that organic
companies shy away from using, as their safety prome Is open lo question, and the risks may outweigh the beneli1s. And
then there are some that consumers should awld e\18n though they are deemed sale, and frequenUy show up on
Ingredients fists. Glwn the potential risks. It Is Important lo iead )'Our labels with aoina understanding of the "ols"-what la
their function, whyalB they there, and mostlmportant, do )'Ouwant1hem In products thalwill be absorbed by your body? Marie Veronique Nadeau lound&d Marie
Veronique Organics oyer 10 ~ars ago and is
To help demystify your shopping experience, hare Is a llsl of fatty alcohols thatare commonly USBd In akin care a nallonally recognized fonnulalorand beauty
products. eJ111er1. She collaborates with her daughter,
Jay Nadeau, ph)'llclstand blo-macllcal
engine&r, to carefully choose each ingredient
Common In h&rproducls to address the causes of
Fatty Alcohol Function Benefit Safett
Name aging at the sourte. Marie holds a BS In Math
Passes through the dennis, amoothes anlf Chemistry as well as an eslhetics
the skin and reduces TEWL (trans- license from Paris Beauty College. She Is a
'\/Uamln, May cause skin irritation, and
Vitamin epidennal waler loss). Pro\ldes mother of 2 and a grandmother of one. Wien
Tocopherol Anti- causes allergic rascUons In
she Is not developing culling edge anti-aging
E oxidant eicellcnl anti-oxidant protection, some people. products. she c:an be found reading at her
particularly when used In conjunction local library or foraging for mushrooms with
With "1tam!n C her granddaughter.
Pro-
Vitamin,
\'ltamln Promotes wound healing RECEIVE EMAIL l.POATES
panthenol part of May cause skin llTftallon.
B5
Vllamln B
complex
Sign up for excluslw monthly offers, Marie's
Preeautions: Retlnyl p'alniitate in lalestand skin c:are guides.
Vitamin
day creams and sunscreens
From ~D.M~!"••
Studies show it oontrlbutes 1D rewrsing may encourage cancerous and
raiinoi ViiaminA chemical lhe effects of photo-aging precancerous cell gmwth
family of
Recommendation: Use wtlh
retinolds
caution.
Can be mlldly Irritating, Is
hannlul to marine Ille Sign lip n
,f laul)4
Oodecanol emOlllent From palm kernel or coconut tally acids Recommendation: AIOid If
\ alcohol
possible due to Im
emnronmenlal tmdcHy
steal}'! From stearic acid Stearlc acid is
Emulsifier,
typically derlwd from animal fat, but
Recommendatlon:Awid If acne CONNECT WITH MVO
alcohol,
Octadecanol emollient. prone Check soul'Cll if awlding
oleyl may be obtained from unsaturated
thickener animal produels is desired.
alcohol vegetable oils
Page1of3
A Word About Fatty Alcohols http://www.mvorganics.com/blogs/mvo/5913859-a-word-about-fatty-alcohols

Tetradecanol
M;rlst)I Emulslfter,
alcohol emollient
Prepared from myristic acid
Recommendation: Tends to be
more more Irritating than stear}l.
n FACEBOOK a TWITTER
cetyl alcohol.
Ce~
From the end product of the petroleum
Mldly irritating @ PINTEREST ~ INSTAGRAM
alcohol, Emulslfter, Recommendation: Check
HelC&decenol Industry, or produced from palm oil or
paimlt)I emollient source to avoid petroleum
coconut oil
alcohol products
Propylene Can be a strong lnllant
PG humectant A glycol
glycol Recommendation: Avoid
Considered safe, not an irritant
Recommendation:AcauUous
Butylene
BG humeclant A glycol ewld, simply because there Is
glycol
not much data regarding l1s
safety

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Comparatively Speaking: Fatty Alcohols vs. Fatty Acids vs. Estermttp://www.cosmetlcsandtolletries.com/research/chemistry/97861099.htr.

Cosmetics
/ &Toiletries-
Ke search
Comparatively Speaking: Fatty Alcohols vs. Fatty Acids vs. Esters
. Jul 6, 2010 I \new onllne to Contact Author I By: Anthony J. O'Lenick Jr., Siltech LLC

In the present discussion, Tony O'Lenick recruits Ismail Walele of Phoenix ADVERTISEMENT
Chemical to explain the differences between fatty alcohols, fatty acids and
esters.
Alcohols
Alcohols are alkanes with a hydroxyl group on the terminal carbon, which makes
them primary alcohols. These are also called 1-alcohols, an example being 1-
butanol or n-butanol. Some alcohols have their hydroxyl group on the c.chain,
excluding the terminal primary carbon and making them secondary alcohols.
Butanol has three isomers: n-butanol (1-butanol}, 2-butanol (secondary butanol)
and t-butanol, meaning tert-butanol with hindered hydroxyl on the same
carbon with ~ree methyl groups.
Fatty alcohols are aliphatic alcohols derived from natural fats and oils originating
in plants and animals. Fatty alcohols are derived from fatty acids and have an
even number of carbon atoms. The produdion of fatty alcohols from fatty acids
yields normal-chain alcohols wherein the-OH group attaches to the terminal
carbon. Fatty alcohols, due to their amphipatic nature, ad as non-ionic
surfactants/co-surfactants. Fatty alcohols can be used in cosmetic formulations as emulsifiers, emollients and thickeners.
Generally, alcohols are normal alcohols from natural fats and oils, meaning that they all haye an even number of carbons. They
"!Sn be saturated or unsaturated alcohols. Another f;ype of alcohol is a branched chain alcohol, which is termed a synthetic higher
\ ?oho/ or an oxo alcohol. Branched alcohols can be mono-methyl branched or multi-carbon chained on the side at any or
... .,ecific interior carbon of the main carbon chain: Table 1 proVides the tomrilon names; carbon num bei's and the synthetic
branched counterparts of alcohols.
Named after Inventor M Guerbet, Guerbet alcohols are alkaline condensation reaction products of primary alcohols. They are
primary, alpha branched dimeric alcohols and are 100% defined branched atthe second carbon position.
Oxa alcohols and iso-alcohols are alpha-olefin based and are approximately50% branched atthe second carbon position. Oxo
alcohols are about50% linear. !so-alcohols are 100% multiple methyl branched.
Melting points or pour points are much lower for branched/Guerbet alcohols than for their linear counterparts of the same number
of c-chains. Linear unsaturated alcohols are liquid; however, they suffer from poor heat stability due to unsaturation. The
saturated Guerbet alcohols or branched iso alcohols offer fluidity and also thermal stability and oxidation stability. These
differentiating physico-chemical properties of branched chain alcohols make them Immensely Important in the synthesis and
derivatization into cosmetics and personal care emollients.
- .
Fatty Acids
Fatty acids are organic acids comprised of carbon chains with a carboxyl group at the end. Saturated fatty acids have all carbons
with a full quota of hydrogens. There is a single bond between adjacent carbon atoms. Unsaturated fatty acids have one or more
carbon-carbon double bond in the molecule. Chemically, these double bonds will take up hydrogen, a process termed
hydrogenation, that yields saturated fatty acids. Table 2 gives co!llmon names, IUPAC names, chemical strudures and
abbreviation designating presence or absence of unsaturation for fatty acid.
Saturated and unsaturated fatty acids are different in their form, as unsaturated fatty acids have one or more alkenyl functional
group along the chain. Each alkene substitutes a single bonded CH2-CH2 segment of the chain with a double bonded CH2=CH2.
segment, thus a carbon double-bonded to another carbon. Unsaturated fatty acids such as oleic acid can show two of their
distinct forms (isomers), i.e. cis and trans forms. The cis form has adjacent carbons on the same side of the double bond. The
trans form has adjacent carbons bound to the opposite side of the double bond. The ilBIJS form is more rigid than the cis form.
Oleic acid has one double bond whereas linoleic acid has two double bonds and liolenic acid has three double bonds.
i=atty acids react just like any other carboxylic acid, meaning they can undergo esterification and acid-base reactions. Reduction of
.1 · · 'ty acids gives corresponding fatty alcohols. Unsaturated fatty acids undergo addition reactions, with the most prominent being
\ .. · .. ydrogenatfon. Such hydrogenation is used to convert vegetable oils into margarines. Partial hydrogenation of unsaturated fatty
. acids gives isomers mainly converting cis fonTI to trans form. .
Esters
Esteriflcation is a condensation reaction where an acid molecule reacts with an alcohol molecule, producing an ester and water,

Page 1 of3
Comparatively Speaking: Fatty Alcohols vs. Fatty Acids vs. Estenhttp://www.cosmeticsandtoiletries.com/research/chemistry/97861099.html
as shown in Figure 1.
Esterification is analogous to neutralization in the way that the resultant ester is named as if it Is the alkyl salt of the acid. For
example, sodium benzoate is the sodium salt of benzoic acid while lauryl benzoate is the ester of benzolc acid and taur)-4 alcot(- -,
There are a wide variety of esters due to the wide range of fatty acids and fatty alcohols available. The properties can be vari~' \
due to this wide array of variations.

Media

Tables

Table 1. Alcohols
Alcohols from Natural FatsJOils No. of Carbons Alcohols from Synthetic Origin

Capryl alcohol(1-octanol) 8 2-ethyl hexanol (oxo, branched)

Pelargonyl alcohol(1-nonanol) 9 lsononanol (iso, branched)

Capric alcohol (1-decanol) 10 lsodecyl alcohol (branched)

Laury! alcohol( 1-dodecanol) 12 Dodecylltridecyl alcohol(mixed branched)

13 TrideC"yl alcohol Oso, branched)


Myristyl alcohol (1-tetradecanol) 14

Cetyl alcohol(1-hexadecanol) 16 lsocetyl alcohol (branched)

Stearyl alcohol(1-octadecanol) 18 lsostearyl alcohol (branched)


(
Oleyl alcohol (1-octadecenol) 1a-1 ''

Arachidyl alcohol ( 1-eicosanol) 20

Behenyl alcohol ( 1-docosanol) 22

Table 2. Fatty acids


Common Name IUPACName Chemical Structure Abbreviated Acid

Butyric Butanoic acid CH3(CH2)2COOH C4:0

Caproic Hexanoic acid CH3(CH2)4COOH C6:0

Caprylic Octanoic acid CH3(CH2)6COOH C8:0

Capric Decanoic acid CH3(CH2)8COOH C10:0

Laurie Dodecanolc acid CH3(CH2)1 OCOOH C12:0

Myristic Tetradecanolc acid CH3(CH2)12COOH C14:0

PalmlHc Hexdecanoic acid CH3(CH2)14COOH C16:0

Stearlc Octadecanoic acid CH3(CH2}16COOH C18;0

Arachidic Eicosanoic acid CH3(CH2)18COOH C20:0

Behenic acid Docosanoic acid CH3(CH2)20COOH C22:0

Paae 2 of 3
Comparatively Speaking: Fatty Alcohols vs. Fatty Acids vs. Estemttp://www.cosmeticsandtoiletries.com/research/chemlstry/97861099.hln

Figure 1. Esterification

Rl-COOH + HO-R2 = Rl~COOR2 + mo.


ACID ALCOHOL ESTER \VATtR

Esterification is a condensation reaction where an acid molecule reacts with an alcohol molecule to produce an ester and
water.

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FATTY ALCOHOLS

Aliphatic alcohols occur naturally in free form (component of the cuticular lipids) but
more usually in esterified (wax esters) or etherified form (glyceryl ethers). Several
alcohols belong to aroma compounds which are found in environmental or food
systems (see the website: Elavornet). -
They are found with normal, branched (mono- or isoprenoid), saturated or unsaturated
of various chain length and sometimes with secondary or even tertiary alcoholic
function. An unusual phenolic alcohol is found as a component of glycolipids in
Mycobacteria. Some cyclic alcohols have been described in plants.

A c Iass1"f'1cat'ton accorr1.
umg +..o +h . struc+..ure •1s given
.... e carbon-cham • beI9w.

i. Normal-chain alcohols
( 2. Branched-chain alcohols
\

... -3. Pbenollc- alcohols


4. Cyclic alcohols
--~--------=

1 - Normal-chain alcohols
The carbon chain may be fully saturated or unsaturated (with double and/or triple
bonds), it may also be substituted with chlorine, bromine or sulfate groups. Some
acetylenic alcohols have been also described.

• Sat• 1rated alcohols

• 11nsat1 irated alcohols

• Acetylenic alcohols

• S• tlfated alcohols

- Saturated alcohols
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Among the most common, some are listed below

[FormulaJ[N ormal alcohols] lso-alcohols Anteiso-alcohols


~ 1-dodecanol 10-methyl-1-hendecanol
l___J au l alcohol @oJa 1alcoho

C18H370H 16-methyl-1-heptadecanol
isoste 1alcohol

Free fatty alcohols are not commonly found in epicutic.ular lipids of insects, although
high molecular weight alcohols have been reported in honeybees (Blomquist GJ et
ai., Insect Biochem 1980, 10, 313). Long-chain aicohols aiso have been reported in
the defensive secretions of scale insects (Byrne DN et al., Physiol Entomol 1988,
13,267). Typically, insects more commonly produce lower molecular weight alcohols.
Honeybees produce alcohols of 17-22 carbons, which induce arrestment in parasitic __ ,
varroa mites (Donze Get al., Arch Insect Biochem Physiol 1998, 37, 129). Two (
,emale-specific fatty alcohols, docosanol (C22) and eicosanof (C20), which have been
found in epicuticle of Triatoma inlestans (a vector of Chagas disease in South
America), are able to trigger copulation in males (Cocchiararo-Bastias Let al., J
Chein Ecol 2011, 37, 246). Hexadecyl acetate is found in the.web of some spiders
(Pholcidae) to attract females (Schulz S, J Chem Ecol 2013, 39, 1).
Long-chain alcohols (C18, C24, C28) from the femoral glands in the male lizard
Acanthodactylus boskianus play a role in chemical communication as a scent marking
pheromone (Khannoon ER et al., Chemoecology 2011, 21, 143).

Various tatty alcohols are found in the wax:y film that plants have qver their leaves and
fruits. Among them, octacosanol (C28:0) is the most frequently cited.
Policosanol is a natural mixture of higher primary aliphatic alcohols isolated and
purified from sugar cane (Saccharum.ollicinarum, L) wax, whose main component is
octacosanol but contains also hexacosanol (C26:0) and triacontanor or melissyl
alcohol (C30:0). Policosanol is also extracted from a diversity of other natural sources
such as beeswax, rice bran, and whe~t germ (lrmak Set al., Food Chem 2006, 95,
312) but is also present in the fruits, leaves, and surfaces of plants and whole seeds(- ,
A complex policosanol mixture has been identified in peanut (Cheri! A 0 et al., J Agric ·~·
·Food Chem 2010, 58, 12143). More than 20 aliphatic alcohols were identified (C14-
C30) and four unsaturated alcohols (C20-24). The total policosanol content of the
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whole peanut samples varied from 11 to 54 mg/100 g of oil.


This mixture was shown to have cholesterol-lowering effects in rabbits (Arruzazaba/a
ML et al , Biol Res 1994, 27, 205) Octacosanol was also able to suppress lipid
accumulation in rats fed on a high-fat diet (Kato Set al, Br .1 f\lutr 1995, 73, 433) a1
to inhibit platelet aggregation (Arruzazabala ML et al, Thromb Res 1993, 69, 321).
The effectiveness of policosanol is still questionable but it has been approved as a
cholesterol-lowering drug in over 25 countries (Carbajal D et al., Prostaglandins
Leukotrienes Essent Fatty Acids 1998, 58, 61), and it is sold as a lipid-lowering
supplement in more than 40 countries. More recent studies in mice question about any
action on improvement of lipoprotein profiles (Du/lens SP.I et al., J Lipid Res 2008,
49, 790). The authors conclude that individu.al policosanolsJ ~s well as natural
policosanol mixtures) have no potential for reducing coronary heart disease risk
through effects on serum lipoprotein concentrations. Furthermore, sugar cane
policosanol at doses of 20 mg daily has shown no lipid lowering effects in subjects
with primary hypercholesterolemia (Francini-Pesenti Fetal., Phytother Res 2008, 22,
318). It must be noticed that, for the most part, positive results have been obtained by
only one research group in Cuba. Outside Cuba, all groups have failed to validate the
cholesterol-lowering efficacy of policosanols (Marinangeli C et al., Grit Rev Food Sci
Nutr 2010, 50, 259). Independent studies are required before evaluating the exact
value of the therapeutic benefits of that mixture.
An. unsaturated·a·naio~iue of octacosanol, octacosa-10, 19-dien-1-ol was synfhesizea
and was as effective as policosanol in inhibiting the upregulation of HMGCoA
reductase (Oliar<;>-Bosso Set al., Lipids 2009, 44, 907). This work opens promising
perspectives for the design of new antiangiogenic compounds (Thippeswamy Get al.,
Eur J Pharmaco/ 2008, 588, 141). An unsaturated analogue of octacosanol, octacosa-
10, 19-dien-1-ol was synthesized and was as effective as policosanol in inhibiting the
up regulation of HMGCoA reductase ( O/iaro-Bosso S et al., Lipids 2009, 44, 907).
This work opens promising perspectives for the design of new antiangiogenic
compounds.

1-0ctanol and 3-octanol are components of the mushroom flavor (Maga JA, J Agric
Food Chem 1981, 29, 1). 3-0ctanol is a volatile infochemical present in fungi and
recognisable by fungivores (Holighaus Get al., Chemoeco/ogy 2014, 24, 57).
Many alcohols in the C10 to C 18 range, and their short-chain acid esters are potent
sex or aggregation pheromones. They are mainly found as components of specialized
defensive glands, pheromone glands or glands of the reproductive system.

A series of C22 up to C28 saturated n-alcohols, with even carbon numbers


predominating, and a maximum at C26 and C28, has been identified in the
cyanobacterium Anabaena cylindrica (Abreu-Grobois FA et al., Phytochemistry 1977,
P!:lm> ~ nf?:'\
fatty alcohols and aldehydes http:J/www.cyberlipid.org/simple/simp0003.ht

1~, 351). Several authors have reported high contents of the 22:0 alcohol in
sediments where an algal origin is plausible. For examples the major alcohol in a /
sample of the lacustrine Green River Shale of Eocene ~ge is also 22:0 which \,
;omprises over 50% of the alcohols present (Sever JR et al., Science 1969, 164,
1052)

Long-chain alcohols are known as major surface lipid components (wa:xes) with chains
from C20 up to C34 carbon atoms, odd carbon-chain alcohols being found in only low
amounts. Very long-chain methyl-branched alcohols (C38 to C44) and their esters with
short-chain acids were shown to be present in insects, mainly during metamorphosis.
A series of long-chain alkanols (more than 23 carbon atoms) were identified in settling
particles and surface sediments from Japanese lakes and were shown to be produced
by planktonic bacteria being thus useful molecular markers (Fukushima Ket al., Org
Geochem 2005, 36, 311).
Cutin and suberin contain as monomer saturated alcohols from C16 to C22 up to 8%
of the total polymers. C18:1 alcohol (oleyl alcohol) is also present.

Long-chain di-alcohols (1,3-alkanediols) have been described in the waxes which


impregnate the matrix covering all organs of plants (Vermeer CP et al.,
Phytochemistry 2003, 62, 433). These compounds forming about 11 % of the leaf r
~uticular waxes of Ricinus com,ml)ni~ were. identified as hom9logous unbr~nched '·
alcohols ranging from C22 to C28 with hydroxyl group at the carbon atoms 1 and
3. Very-long-chain compounds were identified and quantified in the petal wax of
Cosmos bipinnatus (Asteraceae). The most important were homologous series of
alkane 1,2-diols and 1,3-diols, both ranging from C20 to C26 (Buschhaus C et al.
. 1

Phytochemistry 2013, 91, 249). Relatively little is known about the functions of these
compounds in the ecological and physiological fields.
In the leaf cuticular waxes of Myricaria germanica (Tamaricaceae) several alkanediols
were identified (Jetter R, Phytochemistry 2000, 55, 169). Hentriacontanediol (C31)
. with one hydroxyl group in the 12-position and the second one in positions from 2 to
18 is the most abundant diol (9% of the wax). Others were far less abundant : C30-
C34 alkanediols with one hydroxyl group on a primary and one on a secondary carbon
atom, C25-C43 B-diols and C39-C43 y-diols. Very-long-chain 1,5-alkanediols ranging
from C28 to C38, with strong predominance of even carbon numbers, were identified
in the cuticufar wax of Taxus baccata (Vl1en Met al., Phytochemistry 2007, 68, 2563).
The predominant diol had 32 carbon atoms (29% of the total).
Long-chain saturated C30-C32 dials occur in most marine sediments and in a few _.
'nstances, such as in Black Sea sediments, they can be the major lipids (de Leeuw C~ .•·
JW et al., Geochim Cosmochim Acta 1981, 45, 2281). A microalgal source for these
compounds was discovered when Volkman JK et al. (Org Geochem 1992, 18, 131)

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identified C30-C32 diols in marine eustigmatophytes from the genus


/
I
Nannochloropsis.
\
Two nonacosanetriols (7,8, 11-nonacosanetriol and 10, 12, 15-nonacosanetriol) hav
been isolated from the outer fleshy layer (sarcotesta) of the Ginkgo biloba "fruit"
(Zhou Get al., Chem Phys Lipids 2012, 165, 731). They exhibited slight activity of
antithrombin and· moderate activities of platelet aggregation in vitro.

The chief lipid fraction in the uropygial gland excretion of the domestic hen is a diester
wax. The unsaponifiable fraction cor:isists of a series of three homologous
compounds, which have been named the uropygiols and identified as 2,3-
alkanediols containing 22-24 carbon atoms. These fatty alcohols are esterified by
saturated normal C22-C24 fatty acids (Haahti E et al., J Lipid Res 1967, 8, 131).

- Unsaturated alcohols

Some fatty alcohols have one double bond (monounsaturated). Their general formula
is:

The un.ique double bond may be found in different positions: at the C6: i.e. cis-6-
octadecen-1-ol (petroselenyl alcohol), C9 i.e cis-9-octadecen-1-ol (oleyl alcohol) and
C11 i.e cis-11-octadecen-1-ol (vaccenyl alcohol). Some of these alcohols have insect
pheromone activity.. As an example, 11-eicosen-1-ol is a major component of the alarm
·.pheromone secreted by the sting apparatus of the worker honeybee. In zooplankton,
the cis-11-docosen-1-ol (22: 1 (n-11) alcohol) is not only present in high proportion in
wax esters (54 to 83%) but may be also predominant in free form (75-94% of free
alcohols) in ctenophores (Graeve Met al., Mar Biol 2008, 153, 643). This presence is
unexplained because pathways for conversi<?n and catabolism of fatty alcohols in
ctenophores are still unknown.
Some short-chain unsaturated alcohols are components of mushroom flavor, such as
1-octen-3-ol, t2-octen-1-ol, and c2-octen-1-ol (Maga JA, J Agric Food Chem 1981, 29,
1). 1-0cten-3-ol is a volatile infochemical present in fungi and recognisable by
fungivores (Holighaus G et al., Chemoecology 2014, 24, 57)
An acetOX"/ derivative of a 16-carbon alcohol with one double bond, gyptol (10-
acetoxy cis-7-hexadecen-1-ol), was described to be a strong attractive substance
secreted by a female moth (Porthetria dispar, "gypsy moth").

A fatty alcohol with two double bonds, bombykol (tr-10,cis-12-hexadecadien-1-ol),


was also shown to be excreted as a very strong attractive substance by the female of
silk-worm (Bombyx mori).
fatty alcohols and aldehydes http://www.cyberlipid.org/simple/simp0003.h1

OH

Bombycol

(his first discovery of a pheromone was made by Butenandt A et aJ. (Z Naturtorsch


1959, 14, 283) who was formerly Nobel laureate (in 1939) for his work in sex
hormones. Another pheromone, 8, 10-dodecadienol (codlemone), is secreted by the
codling moth Cydia pomone/la, has been used for monitoring and mating in apple and
pear orchards in the USA and Europe. This molecule was also used to monitor the
population of the pea moth Cydia nigricana. Likewise, 7,9-dodecadienol, the female
pheromone of the European grapewine moth Lobesia botr_ana, was used to control
this important pest in vineyards.
A fatty trial with one double bond, avocadene (16-heptadecene-1,2,4-triol) is found in
avocado fruit (Persea americana) and has been tested for anti-bacterial and anti-
inflammatory properties. These properties are likely related with the curative effects of
avocado described for a number of ailments (diarrhea, dysentery, abdominal pains
and high blood pressuie). Several others heptadecanols with one primai)' and two
secondary alcohol functions and with one double or triple bond have been identified in
the leaves of Persea americana (Lee TH et al., Food Chem 2012, 132, 921). One or
two of these alcohol groups may be acetylated. These compounds may be related to
the known antifungal activity of Persea leaves. · (
.....ong-chain alkenols (C37 to G39) wUh 2to 4 double bonds,-the-reduced form of the·
alkenones, have been described in the benthic haptophyte Chrysotila lame/losa
(Rontani JF et al., Phytochemistry 2004, 65, 117). al., 1986). C30 to C32 alcohols
having one or two double bonds are significant constituents of the lipids of marine
eustigmatophytes of the genus Nannochloropsis (Volkman JK et al., Org Geochem
1992, 18, 131). These microalgae could be partially the source of the alkenols found
in some marine sediments .

.Long-chain a,co-diols, esterified at one or both oxygens with 3-hydroxypropanoic acid~


named bruchins, have been described as insect-derived plant regulators which are
able to induce the formation of neoplasm on plant (Doss RP et at., PNAS 2000, 97,
6218). One of them is shown below.

BruchinA

Two chlorinated derivatives of unusual alcohols were described in a red alga


Gracilaria verrucosa (Sf?oeb Met al., J Nat Prod 2003, 66, 1509) ...Both compounds
have a C 12 aliphatic chain chlorinated in position 2 and with one double bond at
carbon 2 (compound 1 : 2-chlorododec-2-en-1-ol) or two double bonds at carbon 2
Page 6 of25
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and 11 (compound 2: 2-chlorododec-2, 11-dien-1-ol).

HO
Cl

Cl

- Acetylenic alcohols

Natural acetylenic alcohols and their derivatives have been isolated from a wide
variety of plant species, fungi and invertebrates. Pharmacological studies have
revealed that many of them display chemical and medicinal properties.

Monoacetylenic alcohols: were isolated from culture of Clitocybe catinus


(Basidiomycetes) and the study of their structure revealed the presence of two or
three hydroxyl groups (Armone A et al., Phytochemistry 2000, 53, 1087). One of
these compounds is shown below.

Acetylenic alcohols have been also described in a tropical sponge Reniochaline sp


(Lee HS et al., Lipids 2009, 44, 71). One of the two described in that species is
shown below, it exhibited a significant growth effect against human tumor cell lines.

OH
.
H

Polyacetylenic alcohols : Several examples with different chain lengths,


unsaturation degrees, and substitution have been reported from terrestrial plants c: •
marine organisms. Food plants of the Apiaceae (Umbellifereae) plant family such as
carrots, celery and parsley, are known to contain several bioactive bisacetylenic
alcohols. The main plant sources of these compounds are Angelica dahurica,
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Heracleum sp and Crithmum maritimum (falcarindiol, falcarinol), red ginseng (Panax


ginseng) (panaxacol, panaxydol, panaxytriol), Cicuta virosa (virol A), and Clibadium _
sylvestre (cunaniol). All these compounds display antibiotic or cytotoxic activities. (

QH

v
0
OH
Panaxac-01

Polyacetylenes have been isolated from the stems of Oplopanax elatus (Araliaceae),
plant used in Korean and Chinese traditional medicine for anti-inflammatory and
analgesic purposes (Yang MC et al., J Nat Prod 2010, 73, 801). Among the most
efficient in inhibiting the formation of nitric oxide in LPS-induced cells is a seventeen-
carbon diyne di of with an epoxy cycle, oploxyne A. Other parent compounds without
the epoxy group were also described.

. ........
.
-:.;,. - .
(
,,~

Oplo:xyneA

Falcarinol, a seventeen-carbon diyne fatty alcohol (1,9-heptadecadiene-4,6-diyn-3-


ol), was first isolated from Falcaria vulgaris (Bohlmann Fetal., Chem Ber 1966, 99,
3552) as well as from Korean ginseng (Takahashi et al., Yakugaki.J Zasshi 1966, 86,
1053). It was also isolated from carrot (Hansen SL et al. J. Sci. Food Agric. 2003, 83,
1010). Falcarinol has potent anticancer properties on primary mammary epithelial cells
and was compared with that of a-carotene. These results might be important in
developing new cancer treatments with simple and common vegetables. At high
concentrations, faJcarinol is capable to induce contact dermatitis.

Page 8 of25
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fa.lcarinol

falcarindiol

Falcarinol protects the vegetable from fungal diseases, it showed biphasic activity,
having stimulatory effects between 0.01 and 0.05 µg per ml and inhibitory effects
between 1 and 10 µg per ml, whereas B-carotene showed no effect in the
concentration range 0.001-100 µg per ml (Hansen SL et al., J Sci Food Agric 2003,
83, 1010). Experiments with macrophage cells have shown that falcarinol (and its C-8
hydroxylated d~rivative, falcarindiol) reduced nitric oxide production, suggesting that
these polyacetylenes are responsible for anti-inflammatory bioactivity (Metzger BT et
aL, J Agric Food Chem 2008, 56, 3554). Falcarindiol was first reported as
phytochemicals in carrots (Daucus carota) (Bentley RK et al., J Chem Soc 1969,
685). Besides falcarinol, falcarindiol, and falcarindiol 3-acetate, nine additional
bl~ac~tylen~ al~qh9ls were identifi~Q in Da~~u-~. _car.qta ( $c_h_fT}i~~fl L. et al.,_~ A_gric_
Food Chem 2009, 5 7, 11030).
Experiments with human intestinal cells demonstrate that aliphatic C17-polyacetylenes
(panaxydol, falcarinol,. falcarindiol) are potential anticancer principles of carrots. and
related vegetables (parsley, celery, parsnip, fennel) and that synergistic interaction
between bioactive polyacetylenes may be important for their bioactivity (Purup S et
al., J Agric Food Chem 2009, 57, 8290). Compounds very similar to falcarinol and
extracted from Panax japonicus are potent a-glucosidase inhibitors (Chao HH et al,
Phytochemistry 2010, 71, 1360). These inhibitors may potentially reduce the
progression of diabetes by decreasing digestion and absorption of carbohydrates.
The water dropwort (Oenanthe crocata), which lives near streams in the Northern
Hemisphere, contains a violent toxin, cicutoxin, resulting in convultions and
respiratory paralysis ( Uwai K et al., J Med Chem 2000, 43, 4508).

HO

Cicutoxin

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The biochemistry and bioactivity of polyacetylenes are presented in a review


(Christensen LP et al, J Pharm Biomed Anal 2006, 41, 683) as well methods for the ...
isolation and quantification of these compounds. ( .

Many other polyacetylenic alcohols were found in primitive marine organisms, such as
sponges and ascidians. These invertebrates have no physical defenses and thus they
have developed efficient chemical mechanisms such as polyacetylenic metabolites to
resist predators and bacteria.

A C36 linear diacetylene alcohol named lembehyne was found in an Indonesian


marine sponge (Haliclona sp) (Aoki Set al., Tetrah~dron 2000, 56, 9945) and was
later able to induce neuronal differentiation in neuroblastoma cell (Aoki S et al.,
Biochem Biophys Res Comm 2001, 289, 558).

Several polyacetylenic alcohols with 22 carbon atoms were isolated and identified .
in lipid extract from a Red Sea sponge, Cally'spongia sp (Youssef DT et al., J Nat (_
Prod 2003, 66; 679). Their physicaf study revealed the presence of 4 triple bonds and
one, two or three double bonds. The structure of one of these Callyspongenols is
given below.

HO

Several di- and tri-acetylenic di-alcohols with a chain of 26 up to 31 carbon atoms,


named strongylodiols, have been isolated from a Petrosia Okinaw~n marine sponge
(Watanabe Ket al., J Nat Prod 2005, 68, 1001). Some of them have cytotoxic
properties.

Several polyacetylenic alcohols with 21 carbon atoms were isolated from a marine
ascidian (Polyclinidae) and were determined to have two triple bonds combined with a
conjugated dienyne group (Gavagnin Met al., Lipids 2004, 39, 681). Some of them
.,ave an additional hydroxyl group or only three double bonds. The structure of one o/'
these molecules is given below. \_ ·

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fatty alcohols and aldehydes http:/twww.cybertipid.org/simple/simp0003.htn

OH

Several brominated polyacetylenic diols with cytotoxic properties were isolated from a
Philippines sponge Diplastrel/a sp (Lerch ML et al., J Nat Prod 2003, 66, 667). One of
these molecules is shown below.

OH
OH

A comprehensive survey of acetylenic alcohols in plant and invertebrates with


information on their anticancer activity has been released by Dembi.tsky VM (Lipids
2006, 41, 883).

- Sulfated alcohols

Long-chain di-hydroxy alcohols in which both the primary and secondary hydroxyl
groups are converted to sulfate esters and one to five chlorine atoms are introduced
( at various places have been discovered in the alga Ochromonas danica .
(Chrysophyceae, Chrysophyia) where.they-constitute 15% of the total lipids (Haines
TH, Biochem J 1969, 113, 565). An example of these chlorosulfolipids is given
below. There may be several types of chlorine addition: one at R1, two at R3 and R5
or R1 and R2, five at R1 to R5 and six at R1 to Ra.

Similar molecules with a 24 carbon chain was also described in Ochromonas


malhamensis (review in Dembitsky VM et al., Prag Lipid Res 2002, 41, 315 and in
Bedke DK et al., Nat Prod Rep 2011, 28, 15). It was suggested that the
chlorosulfolipids ieplace sulfoquinovosyl diglyceride, since when the later is high the
former is low and vice versa. They have been associated with the human toxicity of
the mussel-derived lipids (Diarrhetic Shellfish Poisoning).
!
'-· / Several of these chlorosulfolipids have also been identified from more than 30
species of both freshwater and marine algae belonging to green (Chlorophyceae),
brown (Phaeophyceae}, red (Rhodophyceae) macrophytic algae (Mercer El et al.,
Page 11of25
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Phytochemistry 1979, 18, 457), and other microalgal species (Mercer El et al.,
Phytochemistry 1975, 14, 1545).

3ome fatty alcohols, such as dodecanol (lauryl or dodecyl alcohol), are used for the
manufacture of detergents after sulphonation (by action of 803 gas). The salt sodium
laurylsulfate (or sodium dodecylsulfate) is a detergent and strong anionic surfactant,
used in biochemistry and in the composition of cosmetic products (shampoos,
tooth pastes).

2 - Branched-chain alcohols
- Mono·-methylated alcohols

They are components of the waxes found in several species of Mycobacterium but
are not present in other actinomycetes (Minnikin DE et al., Chem Biol 2002, 9, 545).
These alcohols are named phthiocerols. Among that family of long-chain secondary
alcohols, phthiocerol A, phthiodiolone A and phthiotriol are shown below.

QH QH H1r ClCH 1
t 1 ·. I I
f'li'] ~{ttt, 1-:0,ll-C:-H ~('ff~~CU-cClf 1.I• -f"H-rn-nt:-t'.'H,, (
Phlh~totB \.
o'I H OH
I
H,r
l
o .
II
CHi-{CH:lh1.u-CH-CHi-CH-C(1i :1.a. -t'I f =(' "CH:-l:'~f A
l:lhthlodiofl'.lt'llf A..

In 1936, Stodola et al. characterized an optically active substance recovered on


11
saponification of "purified waxes of Mycobacterium tuberculosis, determined its
global formula and proposed to name it phthiocerol (Stodola FH et al., J Biol Chem
1936, 114, 467). In 1959, after several chemical studies, its structure was determined
as· a mixture of C36 and C34 p-glycols. It has been proposed that the term
phthiocerol be reserved for the original 3-methoxy congener (phthiocerol A) and that
the term phthioglycol be used to refer to the family of compounds (Onwueme KC et
al., Prog Lipid Res 2005, 44, 259).
Some branched alcohols play a role of pheromone in various insects. Among them, 4/
methyl-5-nonanol (ferrugineol) is the aggregation pheromone of various species \. ··
feeding on palm but especially the aggregation pheromone of the red palm weevil,
Rhynchophorus ferrugineus (Hallett RH et al., Naturwissenschaften 1993, 80, 328)
Paae 12 of25
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and 5-methyl-octan-4-ol, the aggregation pheromone of the palmetto weevil,


/
Rhynchophorus cruentatus. These compounds have been proposed for the biological
\ control of these pest insects.

- Polyisoprenoid alcohols

These compounds are fatty alcohols built of several isoprenoid units (C5). They are
widespread among eukaryotes and prokaryotes and play important roles. in cell
function. They have been also found in geological sediments under saturated forms.

The isoprenoid chain may be either saturated or unsaturated.


A general nomenclature of these compounds may be found at the IU PAC web site.

A - Saturated polyisoprenoids (lsopranols)

They have the following general structure :

lsopranols

. . OH . .
n

Among the most important saturated isopranols found in plants or in geological


sediments are those having two (tetrahydrogeraniol), three (farnesanol), or four
(phytanol) isoprenoid units. Pristanol (2,6, 10, 14-tetramethyl-1-pentadecanol) is
tetramethylated but with only three complete isoprenoid units.
CH3 CH.3
I I
prmonol H-(CH,,CHCH1CH2]J-CHiCCH~OH
(C11JH~1>0) 2,6,10, 1·1-tctramcd1yl-1-pmiatli:c:anol

CH,
I ,
phytt:mol H-ICH2CHCII2CI!i.Ji-OH
{ClOH,,iO) 3.7.ll .15·tctromethy1-1-hcicsdccarwl

( B .. Unsaturated polyisoprenoids (prenols or polyprenols)

They have the following general structure:

Paoe 13 of25
fatty alcohols and aldehydes http://www.cyberlipid.org/simple/simp0003.hl

Polyprenols

OH
n

These molecules consist of several up to more than 100 isoprene residues linked
head-to-tail, with a hydroxy group at one end (a-residue) and a hydrogen atom at the
other (ro-end).
lsoprenoid alcohols are ~lso known as terpenols. Search for polyisoprenoid alcohols
was initiated with the accidental discovery of solanesol in tobacco leaves (Rowland
RL et al., J Am Chem Soc 1956, 78, 4680) and isolation of several polyprenols (C30-
C45) in cellulose pulp extracts (Lindgren BO, Acta Chem Scan 1965, 19, 1317).
Pioneer studies were summarized in a review by Hemming FW (Biochem Cell Biol
1992, 70, 377).
Head-to-tail assembly of the isoprenyl units produces polymers differing not only in
chain length but in geometrical configuration. ·
Polypren~ls are present in several bacteria, where they act as lipid carriers in the r·-
·.,iosynthesis of cell surface polymers (Rezanka et al., J Chromatogr A 2001, 936, 961 • /
They -have also been described from cyan.obacteria." the presence of C35-C45.
polyprenols has been described in unicellular and filamentous cyanobacteria
(Bauersachs T et al., Org Geochem 2010, 41, 867).

Naturally occurring polyprenols can be classified into four groups:

- 1. all trans forms : They have the following structure:

OH

trans-P olyprenol

Some important members of the series are as follows:

Ln~[N.umbe.r of is.opre.ne. unit]LN.mnbe.r of carbons=] N.ame Ii


L 0o=JI 2 I 10 I Geraniol II
L1~I 3 II 15 II Farnesol ( _.
L£~JI 4 I 20 ILaeranyJgeranioI=:Jll
L3o=JI
I II
5 II 25 ICaeranylfamesoI=:J
11 U
Page 14 of25
fatty alcohols and aldehydes http://www.cyberlipid.org/simple/simp0003.htn

I'Ls~III
7
9 II 45
II Solaneool 'I
10 II 50 I Spadicol I
Long-chain trans-polyprenol (n>8) have been characterized from Eucommia
ulmoides.

Geraniol (from rose oil) is a monoterpene (2 isoprene units). It has a rose-like odor
and is commonly used in perfumes and as several fruit flavors. Geraniol is also an
effective mosquito repellent. Inversely, it can attract bees as it is produced by the
scent glands of honey bees to help them mark nectar-bearing flowers and locate the
entrances to their hives.

Farnesol is a sesquiterpene (3 isoprene units). It is the prenol that corresponds to the


carbon skeleton of the simplest juvenile hormone described for the first time in insects
in 1961 (Schmialek PZ, Z Naturforsch 1961, 16b, 461; Wigglesworth VB, J Insect
Physiol 1961, 7, 73). !tis present in many essential oils such as citronella, neroli,
cyclamen, lemon grass, rose, and others. It is used in perfumery to emphasize the
odors of sweet floral perfumes. It is especially used in lilac perfumes. As a pheromone,
farnesol is a natural pesticide for mites. The dimorphic fungus Candida albicans has
been shown to use farnesol as quorum-sensing molecule (Homby .LM et al., Appl
\, __ -
Environ Microbial 2001, 67, 2982).

Geranylgeraniol is a diterpene (4 isoprene units). Geraniol and geranylgeraniol are


important molecules in the synthesis of various terpenes, the acylation of proteins and
the synthesis of vitamins (Vitamins E and K). The covalent ·addition of phosphorylated
derivatives of typical isoprenoids, farnesyl pyrophosphate and geranylgeranyl
pyrophosphate, to proteins is a process (prenylation) common to G protein subunits.
These isoprenylated proteins have key roles in membrane attachment leading to
central functionality in cell biology and pathology. It has been demonstrated that a
sufficient production of geranylgeraniol is required to maintain endotoxine tolerance in
macrophages (Kim Jet al., J Lipid Res 2013, 54, 3430).

Solanesol, discovered in tobacco leaves in 1956 (Rowland RL et al., J Am Chem Soc


1956, 78, 4680), may be an important precursor of the tumorigenic polynuclear
aromatic hydrocarbons of smoke but is also a possible side chain for plastoquinone.
Solanesol is also present in the leaves of other Solanaceae plants including tomato,
potato, eggplant and pepper. It has useful medicinal properties and is known to
/
\ possess anti-bacterial, anti-inflammation, and anti-ulcer activities (Khidyrova NK f3t
Chem Nat Compd 2002, 38, 107). Industrially, solanesol is extracted from Solanaceae
leaves (about 450 tons in 2008) and used as an intermediate in the synthesis of

P~nP. 1fi of 25
fatty alcohols and aldehydes http://www.cyberlipld.org/slmple/simp0003.ht

coenzyme Q 1O and vitamin K analogues.

Spadicol was discovered in the spadix (inflorescence) of the Araceae Arum


naculatum (Hemming FW et al., Proc R Soc London 1963, 158, 291). Its presence is
likely related to its presence in the ubiquinone as the side-chain.

Phytol is a partially saturated diterpene, a monounsaturated derivative of


geranylgeraniol which is part of the chlorophyll molecule :
phytol (C~H100),

Cf'3 CH3
I t
H-[CH2CHCH2CH2h-CH2C=C;HCH2 0H
J ,7, 11. J5-tef.n1 mcthylhe.xadec-2-en-1-ol

- 2. ditrans-polycis-prenols, such as the bacteria prenol and betulaprenol types. In


general, bacteria, as all prokaryotic cells, possess ditrans-polycis-prenols containing
between 10 and 12 units, the most abundant being undecaprenol (trivial name
bactoprenol).

Bacteriaprenol type

Betulaprenols with n = 3-6 were isolated from the woody tissue of Betula verrucosa
(Wei/burn AR et al., Nature 1966, 212, 1364), and bacterial polyprenol with n = 8
were isolated from Lactobacillus plantarum (Gough DP et al., Biochem J 1970, 118,
167). Betulaprenol-Iike species with 14 to 22 isoprene units have been discovered in
·leaves of Ginkgo biloba (Jbata Ket al., Biochem J 1983, 213, 305).

Polyisoprenoid alcohols are accumulated in the cells most often as free alcohols
and/or esters with carboxylic acids. A fraction of polyisoprenoid ph9sphates has also
been detected, and this form is sometimes predominant in dividing cells and
Saccharomyces cerevisiae (Adair WL et al., Arch Biochem Biophys 1987, 259, 589).

- 3. tritrans-polycis-prenols, of the ficaprenol type. Some of the earliest samples /


were obtained from Ficus elastica, giving rise to the trivial names ficaprenol-11 and
ficaprenol-12 (Stone KJ et al. Biochem J 1967, 102, 325).

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Ficaprenol typ_e

In plants, the diversity of polyprenols is much broader, their chain length covers the
broad spectrum of compounds ranging from 6 up to 130 carbon atoms (Rezanka T et
al., J Chromatogr A 2001, 936, 95).

- 4. dolichol types, the a. terminal is saturated.

Most eukaryotic cells contain one type of polyisoprenoid alcohols with one a-saturated
isoprenoid unit (2,3-dihydro polycis-prenols) which have been called dolichol by
Pennock JF et al. (Nature 1960, 186, 470), a derivative of prenols. Most of these carry
two trans units at them-end of the chain.
Dolichols (fro the Greek dolikos: long) have the general structure :

Dolichols

·OH
n

Dolichols isolated from yeast or animal cells consist mainly of seven to eight
compounds, those with 16, 18, or 19 isoprenoid units being the most abundant (Ragg
SS, Biochem Biophys Res Comm 1998, 243, 1). In human, dolichol-19 (019,
containing 19 isoprene units) is the most abundant species. Dolichol amount was
shown to be increased in the brain gray matter of elderly (Pullarkat RK et al., J Biol
Chem 1982, 257, 5991). Dolichols with 19, 22 and 23 isoprenoid units were described
as early as 1972 in marine invertebrates (Walton MJ et al., Biochem J 1972, 127,
471). Furthermore, the pattern of their distribution may be considered as a
chemotaxonomic criterion. It has been reported that a high proportion of dolichols is
esterified to fatty acids. As an example, 85-90% of doJichols are esterified in mouse
(
testis (Potter Jet al., Biochem Biophys Res Comm 1983, 110, 512). In addition,
\ dolichyl dolichoate has been found in bovine thyroid (Steen L et at, Biochim Biop1;_
Acta, 1984, 796, 294).
A characteristic shortening of plasma and urinary dolichols in retinitis pigmentosa
P~OA 17 of ?S
fatty alcohols and aldehydes http://www.cyberllpld.org/simple/simp0003.hf

patients was observed (Wen R et al., J Lipid Res 2013, 54, 3516). DolichoJ-18 (018)
became the dominant dolichol species in patients instead of dofichol-19 (019) in ( ·
normal individuals.
f hey are weJI known for their important role as glycosyl carrier in a phosphorylated
form in the synthesis of polysaccharides and glycoproteins in yeast cells, and animals.
Oolichyl phosphate is an obligatory intermediate in the biosynthesis of N-glycosidically
linked oligosaccharide chains. Conversely, they have been identified as the
predominant isoprenoid form in roots (Skou1pinska-Tudek Ket al., Lipids 2003, 38,
981} and in mushroom tissue (Wcjtas M. et al., Chem Phys Lipids 2004, 130, 109).
Similar compounds (ficaprenols) have the same metabolic function in plants.

The repartition of the various types of polyisoprenoid alcohols between plants and
animals and their metabolism have been extensively discussed (Swiezewska E et al.,
Prog Lipid Res 2005, 44, 235). Biosynthesis of polyisoprenoid alcohols and their
bioJogical role have been reviewed in 2005 (Swiezewska E et al., Prog Upid Res
2005# 44, 235).

3 - Phenolic alcohols
Among the simple phenolic alcohols, monolignols are the source materials for (
;>iosynthesiS. o.f both Jignans. and Jignin .. The starting material for production of
monolignols (phenylpropanoid) is the amino acid phenylalanine. There are two main
monolignols: coniferyl alcohol and sinapyl alcohol.. Para-coumaryl alcohol is similar
to conipheryl alcohol but without the methoxy group.

Comp.heryt alcohol

OH
Sinspyl .alcohol
HO

Conipheryl alcohol is found in both gymnosperm and angiosperm plants. SinapyJ (


;iJcohol and para-coumaryl alcohol, the other two lignin monomers, are found in \. · ·
·angiosperm plants and grasses. Conipheryl esters.(conypheryJ 8-methylnonanoate)
have been described in the fruits of the pepper, Capsicum baccatum (Kobata K et al.,

Page 18 of 25
fatty alcohols and aldehydes http'J/www.cyberlipid.org/simple/simp0003.htrr

Phytochemistry 2008, 69, 1179). These compounds displayed an agonist activity for
/
'
transient receptor potential vanilloid 1 (capsaicin receptor) as the well known
\ __
capsaicinoids present in these plant species.

Complex phenolic alcohols (phenolphthiocerol) were shown to be components of


Mycobacterium glycolipids which are termed glycosides of phenolphthiocerol
dimycocerosate (Smith DW et al., Nature 1960, 186, 887) belonging to the large
·family of "mycosides". The chain length differs according to the homologues, 18 and
20 carbon atoms in mycosides A, and B, respectively. One of these
phenolphthiocerols is shown below.

An analogue component but with a ketone group instead of the metho:xy group, a
phenolphthiodiolone, has been detected in mycoside A (Fournie JJ et al., J Biol Chem
1987, 262, 3174).

4 - Cyclic alcohols

An alcohol with a furan group, identified as 3..:(4-methylfuran-3-yl)propan-1-ol, has


been isolated from a fungal endophyte living in a plant, Setaria viridis (Nakajima H et
al., J Agric Food Chem 2010, 58, 2882). That compound was found to have a
repellent effect on an insect, Eysarcoris viridis, which is a major pest of rice.
0

OH

H3 C
3-(4-methylfuran-3-yl)propan-1-ol

Some cyclic alkyl polyols have been reported in plants. Among the various form
present in .an Anacardiaceae, Tapirira guianensis, from South America, two displayed
anti-protozoa! (Plasmodium talciparum) and anti-bacterial (Staphylococcus spp)
activities (Roumy V et al., Phytochemistry 2009, 70, 305). The structure shown below
is that of a trihydro:xy-alcohol containing a cyclohexene ring.

P:inP. rn of 2/'i
fatty alcohols and aldehydes http:J/www.cyberlipid.org/simple/slmp0003.ht

(
OH
4,6,2'-trihydroxy-6-[1 O'(Z)-heptadeceny0-1-cyclohexen-2-one

As emphasized by the authors, external application of the active plant extract or of the
purified cor:npounds could represent an accessible therapeutic alternative to classical
medicine against leishmaniasis.

FATTY ALDEHYDES
Long-chain aldehydes are found in free form, but also in the form of vinyl ether (known
as alk-1-enyl ether) integated in glycerides and phospholipids (plasmalogens).
The free aldehydes can be as fatty acids saturated or unsaturated. They have a ( ,
Jen~ral formula CH3(CH2)nCHQ wit~ n=6 to 20 or gre~ter. The most common is \
palmitaldehyde (hexadecanal) with a 16 carbon chain. Normal monoenoic aldehydes
are analogous to the monoenoic fatty acids.
It must be noticed that an aldehyde function may be found at a terminal (co) position
while an acid function is present at the other end of the carbon chain (om fatty acids).
These compounds have impoi:tant signaling properties in plants.
Long-chain aldehydes have been described in the waxes which impregnate the matrix
covering all organs of plants (Vermeer CP et al., Phytochemistry 2003, 62, 433).
These compounds forming about 7% of the leaf cuticular waxes of Ricinus communis
were identified as homologous unbranched aldehydes ranging from C22 to C28 with a ,
hydroxyl group at the carbon 3. Long-chain 5-hydroxyaldehydes with chain lengths
from C24 to C36, the C28 chain being the most abundant, were identified in the
cuticular wax of Taxus baccata needles (Wen Met al., Phytochemistry 2007, 68,
2563). Long-chain aliphatic aldehydes with chain-length from C22 'to C30 are also
present in viigin olive oils, hexacosanal (C26) being the most abundant aldehyde
(Perez-Camino MC et al., Food Chem 2012, 132, 1451).
/
Aldehydes may be produced during decomposition of fatty acid hydroperoxides \_ '
following a pero:xidation attack. Several aldehydes (hexanal, heptanal..) belong to
aroma compounds which are found in environmental or food systems (see the
website: Flavornet). Aldehydes (mono- or di-unsaturated) with 5 to 9 carbon atoms are
Page 20 of25
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produced by mosses (Bryophyta) after mechanical wounding (Croisier E et al.,


Phytochemistry 2010, 71, 574). It was shown that they were produced by oxidative
\.
fragmentation of polyunsaturated fatty acids (C18, C20). Trans-2-nonenal is an
unsaturated aldehyde with an unpleasant odor generated during the peroxidation 01
polyunsaturated fatty acids. It participates to body odor and is found mainly covalently
bound to protein in vivo (Jshino K e.tal., J Biol Chem 2010, 285, 15302).
Fatty aldehydes may be determined easily by TLC or gas liquid chromatography
(follov"' that link). The most common method for the determination of aldehydes
involves derivatization with an acidic solution of 2,4-dinitrophenylhydrazine to form
corresponding hydrazones followed by HPLC separation and UV-VIS detection. An
optimized derivatization procedure for the determination of aliphatic C1-C10 aldehydes
has been described (Stafiej A et al., J Biochem Biophys Meth 2006,· 69, 15).
Other short-chain aldehydes (octadienal, octatrienal, heptadienal) are produced via a
lipoxygenase-mediated pathway from polyunsaturated fatty acids (mainly C16 and
C20) esterifying glycolipids in marine diatoms (D'lppoUto <;; et al., Biochim Biophys
Acta 2004, 1686, 100). In nature, processes producing the disruption of phytoplankton
cells are viral infection, grazing or/and cell lysis during senescence. Heighteen
species of diatoms have been shown to release unsaturated aldehydes (C7:2, C8:2,
C8:3, C10:2, and C10:3) upon cell disruption (Wichard T et al., J Chem Ecol 2005,
31, 949). The analyzis of the spatial distribution of the aldehydes produced by the
phytoplankton in th~ Atlantic O_c~~n ~-vrface IJ~$. shown .ttiat th~JotaJ p,ot~otial fatty ..·
adehyde concentrations ranged from zero to 4.18 pmol from cells in 1 L with, besides
octadienal and decadienal, heptadienal being the most common (Bartua/ A et al., Mar
Drugs 2014, 12, 682).
Several short-chain aldehydes were shown to induce deleterious effects on
zooplankton crustaceans and thus limiting the water secondary production (birth-
control aldehydes) (D'lppo/ito Get al., Tetrahedron Lett 2002, 43, 6133). In laboratory
experiments, three decatrienal isomers produced by various diatoms were shown to
arrest embryonic development in copepod and sea urchins and have antiproliferative
and apoptotic effects on carcinoma cells (Mira/to A et al., Nature 1999, 402, 173).
Later, the copepod recruitment in bloo"!lS of planktonic diatom was shown to be
suppressed by ingestion of dinoflagellate aldehydes (Nature 2004, 429, 403). It was
demonstrated that diatoms can accurately sense a potent 2E,4E/Z-decadienal and
employ it as a signaling molecule to control diatom population sizes (Varc:Ji A et al.,
PLoS Biol 2006, 4, e60). This aldehyde triggered a dose-dependent calcium transient
that has derived from intracellular store. Subsequently, calcium increase led to nitric
(
oxide (NO) generation by a calcium-dependent NO synthase-like activity, resulting in
cell death in diatoms.

Myeloperoxidase-derived chlorinated aldehydes with plasmalogens has been


reported. Thus, the vinyl-ether bond of plasmalogens is susceptible to attack by HOCI
PaQe21 of25
fatty alcohols and aldehydes http:/twww.cyberllpld.org/slmple/slmp0003.h

to yield a lysophospholipid and an a.-chloro-fatty aldehyde (Albert C. t et al , J Biol


Chem 2001, 276, 23733). For example, 2-chloro-hexadecanal is formed by HOCI (
attack on the plasmalogen 1-0-hexadec-1 '- enyl-sn-glycero-3-phosphocholine.
3imilarly, 2-chloro-octadecanal is formed from 1-0-octadec-1 '-enyl-sn-glycero-3-
phosphocholine. ·

Cl
2-Chloro-hexadecanal

Both these chloro-fatty aldehydes have been detected in neutrophils activated with
PMA (Thukkan.i AK et at, J Biol Chem 2002, 277, 3842) and in human atherosclerotic
lesions (Thukkani AK et al, Circulation 2003, 108, 3128). Furthermore, 2-
chlorohexadecanal was shown to induce COX-2 expression in human coronary artery
endothelial cells (Messner MC et al., Lipids 2008, 43, 581). These data suggest that
2-chlorohexadecanal and possibly its metabolite 2-chlorohexadecanoic acid, both
produced during leukocyte activation, may alter vascular endothelial cell function by
upregulation of COX-2 expression.
(.
Long after the demonstration of the presence of iodinated lipids in thyroid (besides \_
·iodinated aminoacids), if was shown that the major iodinated lipid formed in thyroid
when incubated in vitro with iodide was 2-iodohexadecanal (Pereira A et al, J Biol
Chem 1990, 265,-17018). In rat and dog thyroid, 2-iodooctadecanal was determined
to be more abundant .that the 16-carbon aldehyde. These compounds, which are
thought to play a role in the regulation of thyroid function, were recently shown to be
formed by the attack of reactive iodine on the vinyl ether group of PE plasmalogen.
This attack generates an unstable iodinated derivative which breaks into
lysophosphatidylethanolamine and 2-iodo aldehydes (Rannee/s \Let al, J Biol Chem
1996, 271, 23006).

In some bacteria, aldehyde analogs of cyclopropane fatty acids were described.

Several fatty aldehydes are known to have pheromone functions. Studies in African
and Asian countries have shown that the use of 10, 12-hexadecadienal could be
effective for control of the spiny bollworm Earias insulana, a cotton pest. The sex
pheromone of the navel orange worm, Amyelois transitel/a, 11, 13-hexadecadienal, is
usually used in the control of this citric pest.
A branched saturated aldehyde (3,5,9-trimethyldodecenal, stylopsal) has been
identified as a female-produced sex pheromone in Sty/ops (Strepsiptera), an
entomophagous endoparasitic insect (Cvacka Jet al., J Chem Ecol 2012, 38, 1483).
Page 22 of25
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CHO
Stylopsal

Several isoprenoid aldehydes are important in insect biology as pheromones and in


botany as volatile odorous substances. Sorrie examples are given below:

CH3 CH3 CHO


I I I
geranial CH3C...-CH(CH2)2C--CH
(C1oH160) 3,7-dimcthyl-ciS=2 ..6-octadienal

CH3 <;H3
r
I
neral CH3C=CH(CH2hC--CH
(C1oH160) I
CHO
(
3,7--dimethyl-trans-2,6-octadienal

CH:3 CH3
1 I
citronella/ CH3C=CH(CH2)2CffCH2CHO
(C1oH1sO) 3,7..dime,thyl-6-octenal

These three terpenic aldehydes are produced in large amounts by the mandibular
glands of ants and may function as defensive repellents (Regnier FE et al., J Insect
Physiol 1968, 14, 955}. In contrast, the same molecules have a role of recruiting
pheromones in honeybees

Citral, a mixture of the tautomers geranial (trans-citral} and neral (cis-citral} is a major
component (more than 60%} of the lemongrass (Cymbopogon flexuosus} oil.
Lemongrass is widely used,· particularly in Southeast Asia and Brazil, as a food
flavoring, as a perfume, and for its medicinal properties (analgesic and anti-
inflammatory}. It was found that citral is a major suppressor of COX-2 expression a
an activator of PPARa. and y (Katsukawa Met al., Biochim Biophys Acta 2010, 1801,
1214}.

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It was demonstrated that damaged leaves released 2-hexenal, among other C6-
volatile aldehydes, produced from the catalytic activity of hydroperoxide lyase (
(Turliags TC et al., Proc Ntl Acad Sci USA 1995, 92, 4169). These compounds, \.
::onsidered as signal molecules, can trigger several responses in neighboring plants
and may also act as antimicrobial agents· (Farmer EE, Nature 2001, 411, 854).

One important constituent of this group of aldehydes is retinal, one active form of
vitamin A involved in the light reception of animal eyes but also in bacteria as a
component of the proton pump.

CHO

p-retinal (all-trans isomer)

Retinal exist in two forms, a cis and a trans isomer. On illumination with white light, the
visual pigment, rhodopsin is converted to a mixture of a protein ( opsin) and trans- (
retinal. This isomer must be transformed into the cis form by retinal isomerase before~­
it combines again with opsin (dark phase). Both isomers can be reduced to retinol
(vitamin A) by a NADH dependent alcohol dehydrogenase. Retinal is stocked in retina
mainly in an acylated form. ·

Cinnamic aldehyde (cinnamaldehyde) is the key flavor compound in cinnamon


essential oil extracted from Cinnamomum zey/anicum and Cinnamomum cassia bark.
Investigations have revealed than that benzyl aldehyde activates the Nrf2-dependent
antioxidant response in human epithelial colon cells (Wondrak GT et al Molecules 1

2010, 15, 3338). Cinnamic aldehyde may therefore represent a precious


chemopreventive dietary factor targeting coJorectal carcinogenesis.

Cinnamic aldehyde

Page 24of25
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(
IJJ
\

Paae 25 of25
(
6
Use of Fatty Alcohols

For Sucker Control On Tobacco


(
\
i
\

Economic Benefits of Sucker Control


/
·'
·•.

Principles of
Flue-Cured Tobacco
Production

. ·.· .
..:
'::·
.: "o,\ :··
...· . . ;-
.. .
.. ···\--"..
. :...-
·.·.: ·::'·'
-: .
~- ,.
Principles of Tobaao Produ.ction
r····
,....-.~, ,

Chapter XII C7:-:":'"'"°'7-'G:""! ( y-- .


. ·~·.:·:!

TOPPING AND SUCKERING

Tue tobacco plant grows with a single stem having a termi-


nal (apical) bud which is apically dominant. Eventually, the
terminal vegetative bu<f develops into a reproductive bud
that produces flowers. If the seed head is allowed to develop,
lateral buds ("suckers") begin to grow in the leat' axils. If the
terminal bud is removed (topped), the suckers in compari-
son grow very rapidly. The suc:ker shoot is vegetative at first
and then, like the terminal bud, becomes reproductive.

'Ihe tobacco plant produces a hormone in the terminal bud Figure 32. Toppmg and sucker control (R) provide many
that inhibits the growth of suckers. When this source of the benefits compared to not topped (L). ·
inhibition is removed the sucker buds begin to grow. At
first: the upper three to four Stickers develop. Tue terminal
buds of tliese suckers also produce this hormone. If these their cheniistry. especially those produced in the upper leaf
are removed, additi.oI;lal suckers will develop down the positions.
stalks as well as secoD.dary suckers at the u!>Per leaf axils. A
tobacco plant has the potential ofproducing three suckers TOPPING
at each leaf axil particularly at upper stalk positions. Under ·
most cultural practices, howe'Ver, we 1:JSWilly have only two Whether or not a plant is topped, and if topped, the time of - /- ·
1
that are of any consequence. topping can have a pronounced effect-on the cured lea£ ~. \.

Most growers and buyers have found tlUtt removal of the -'Ihe data in Table 51 indicate that topPmg improves yield.
tops dong with the removal or restriction of growth of increases.price and value per acre. and increases the alka-
suckers results in certain desirable changes in the eured leaf loid and sugar content of the cured ;Lea£ 'Ihe yield increase
fuper:imentS have shown that manual topping and hand is much greater for topphig plus suckering than for topping
suckering lead to an increase in root growth. 'Ihisl in tum, and not suckering when compared to the not-topped plant
increases the plant's potential to absorb water and nutd- 'Ihe same is true for the allcaloid and sugar content ofthe .
ents and to synthesize nicotine. Also, topping and ~clcer­ cured leaf. For maximum yield and dollar return, the plants
ing reduce the weight at the top of the plant which makes should be topped and the suckers must be controlled either
the plant less likely to blow aver during windstorms. 'Ihe by hand or with plant growth regulators (chemicals).
practice of topping and suckering reduces the drain on the
leaves of certain organic and inorganic compounds used for 'Ihe time·of topping with manual sucker control Will ioflu-
growth by the plant; therefore, this' practice can be expected ence the yield and the quality of a tobacco crop as shown
to increase the weight and body of the leaves and to change in Table 52 where manual sucker control was practiced ·and
in Table 53 and Figure 33 with maleic
Table 51. Effect of Topping and Hand Suc:kedng on Yield, Price, Total hydrazide used for sucker co_ntrol
Alkaloids. and Reducing Sugars.u
. 1960-62 1962 'Ihe data in Table 52 show there was a
% % marked reduction in yield and price/
Yield Price Value Total ReduQn.g cwt. when topping was delayed beyond
Treatment ()bs!A) ($/cwt.) $/A Alkaloids Sugars the early flower stage. Yield was lowered
Not topped or suckered 1390 63.99 890 1.76 13.30 an average of 15 pounds per day. Total
Topped.-notsuckered 1487 64.99 966 2.36 17.~0
alkaloid content was reduced as topping
Topped and suckered 1806 65.65 1186 2.80 18.20 time was delayed, except from the full to
11
Tests conducted by J.P. Chaplin, Z.T. Ford, and R.E. Currin, Agrtcultural Ex- late flower stage, and sugar content~
periment Station, South Carolina. lowered with delayed toppmg after the
early flower stage. Total nitrogen content
Topping and Suckering

( Table 52. Effects of Time (Flower Stage) of Topping of Flue-Cured


\ . ,,--. Tobacco with Malek Hydrazide Sucker Control, 1958-59.11
{
Yield Price % 'lbtal % Redqcing % Total
Treatment2/ lbs/A · $/cwt. .Alkaloids Sugars Nitrogen
Button stage 2305 55.49 2.16 24.6 1.75
· ;Early flower stage 2122 55.80 1.98 24.3 1.83
Full flower Stage 1902 . 56.97 1.85 22.7 1.87
Late flower stage 1741 54.49 1.81 20.9 1.87
1
1Tests conducted by H.V: Marshall, Jr., and Heinz Seltmann, N. C. State
University.
2l'J'ime lapse of 7 days between each of the 4 stages.
. .

Table53. Effects of Time (Flower Stage) ofToppingFlue-Cured Tobacco with Manual Sucker
Control, 1958-59. 11
Pulled % %
Yield Price Suckers Wt./pl %'lbtal Reducing Total
'D:ea:tment . Ths/A $/cwt. No./pl (grams) Alkaloids Sugars Nitrogen
Button stage 1910 56.49 15.0 124 2.59 21.8 2.0
Early flower stage 1890 57 .39 12.2 68 2.02 22.8 1.9
Full flower stage 1774 54.41 6.4 32 1.86 21.8 1.9
Late flower stage 1676 54.43 6.0 10 1.95 20.0 1.9
tfTests conducted by H.V. Marshall. Jr.. and Heinz Seltmann, N. C. State University.
.. Note: When the plants Were topped in the button ~e the first fl.oral buds were well funned but no
/ : flowers were. opened. '!here was a time lapse of 7 days between each of the 4 stages. All treatments
were hand ~ckered.

button stilge orly flower stllge full flower stllge late flower
---1~~~14----7DA't'S---~Jloil•..----7DAYS----111Jlo*'l~----'IDAYS----1111o~1~-­
yleld: pounds per acre .
2,305 2,122 l,902 1,741

2,305 2,305 2,305


-2,122 -1,902 -1,741
/ 183 lbs/a 403 lbs/a 564lbsfa
Average dally decrease in yield: 27 POUNDS PER ACRE

Figure 33. Pour s):ages of flowering with yield for suclcer control

79
Principles of Tobacco Production
I:· (

h was not matenally affected by topping time. As would be


expected, a dday in topping reduced number of suckers
18 to 20 harvestabie leaves. Plants usually have this m{ . \
harvestable leaves in the prebutton stage. From a practi'
i.i ''· and wcight of suckers pulled. Leaves from plants which are viewpoint, chemical topping is the onlywaytopping can
topped earlier will be thicker, and have more oil and body, be accomplished at this stage of plant growth. Chemical
particularly those from the upper part of the plant topping ma:x:imizes the many benefits associated with early
. ... topping.
Early topping with chemical sucker control (Table 52)
consistently improved the yield more than when the suck- Chemical topping of some plants in the prebutton stage
t ·.
j' .'
ers were controlled by hand (Table 53). And, topping in should be expected in crops with irregular growth and
the button stage with chemical sucker control provided a :flowering when contact:.type sucker control chemicals are
yield improvement compared to topping at the early #ower applied with ~echanical sprayers. This indicates that the
stage. This was not observed (Thble 53) With manual sucker time of application and the strength (concentration) of the
control. contact spray were correct

There are several other benefits of topping in the button Chemically topped plants appear to b~ injured; however,
stage. Topping is completed before harvest begins. This there are several importarit benefits obtained from chez¢-
helps spread the workload away from the peak harvest pe- . cal topping. First, when chemical topping is observed on a
riod. '!he chance of plants being blown over in a windstorm percentage of plants in the field, a high degree of sucker kill
is reduced when they are topped. Tue populations of certain is obtained, even on plants that were not chemically topped.
insects are lowered because eggs and larvae survival is nil The two sucker buds in contacted leaf axils are killed in
on floral p~ which are removed from the plants. The egg- most of the leaf axils.
laying moths of certain harmful insects are more attracted
to the floral parts of the plant than older leaf tissue. If these Second, results from on-farm tests show plants topped in ..
eggs. and larva can be effectively destroyed by topping. then the prebutton stage yidd more than if topped later. 'Ih( ··· ..{
costs, chemical residues, and possible hazards of insecti- an appreciable amount of tissue destroyed in the buttoi ·,,~
cides are reduced, when plaDts are chemically toiyed. The remaining leaf La.. •
..•.....
~

sue continues to develop and produce good bodied leaf


Eady U?ppin:g is always important, especially when the
plants grow under advers~ conditions. Plants that reach the Leaf tissue and stems of the plants that are topped out by
button stage in dry weather should be topped immediately hand cir by a topping machine are losses or reduction from
to shift the available plant resources to the leaves. Under maximum yield. Barly chemical topi)ing stops the plant
drought conditions; topping may reduce the need to be ir- from channeling plant resources into certain leaf tissue
rigated. due to stimulated root growth. and floral parts that are not saved for market, but rath~
discarded on the ground.
Plants _that have a restricted root system from growing
under relatively wet soil conditions should be topped as
soon as the buttons appear and topped to fewer lea.ws than
normal. As topping stimulates root devd~pment, plants will
recover more rapidly as the soil dries.

Plants grown with excess nitrogen should be topped at the


normal height rather than higher than norm.al. Thin leaves
have been associated with excess nitrogen. Because ofthe
e:m-a number ofleavcs on high-topped plants, the leaves
may be thin all the way to the top of the plant When plants
th.at are over-fertilized with nitrogen are topped normally,
the leaves will be thin at first because ·of rapid growth, but
after they have fully expanded they will thicken.
,-
Chemical Topping
Figure 34. .Elimination of sucker growth reduces food sup-
On most farms, plants should be topped when they have plies for insects.

80 --- ~ -
Topping and Suckering

( 'Ihlld, the body of the remai11ing leaves on chemically


topped plants will increase compared to those topped later
of change in the leaf is influenced by the nwnber ofleaves
per plant and by when the plants are topped For example,
by hand or mechanioillr: plants which are topped as soon as the leaves to b~ saved are
large enough to allow topping will be considerably differ-
Floral parts on tobacco plants should be looked at as pests. ent from plants which are allowed to flower out and then
'!hey rob the plant of its resources and reduce yield and broken down to a low height. The leaf from the former will
leaf useability. Without exception, they are on every plant be heavier in yield and body than the latter. The low topped
in every field. Therefore. time of topping is a management plants which are topped early, will have earlier increased
decision that must be made every year. Qbtaining some root activity. Growth that would no~ally go to the upper
chemical topping when the fust contact spray is applied leave& will be delivered to the Ieaves which will be saved.
should be an objective each season. Conversely, plants topped low but late will have consider-
able growth in the upper part of the plant thrown away.
A study conducted in Canada for three years, using five va-
rieties with three topping times-:-early; normal, and late- With a constant row and plant spacing, lower topping
showed a reduction, in leaf size, length, and width when increases nicotine content as shown in Table 54. Lower top-
topPing was delayed beyond the normal time. ping is usually associated with early topping which would
tend to increase nicotine.· Also, lower topping reduces the
Different varieties of tobacco reach the flowering stage at leaf area per plant which would increase the concentration.
different times as measured from day of transplanting. The of nicotine.
range with current varieties, ~der normal conditions, is
from 55 to 65. A given variety may vary as much as 10 to 15 The data in Table 55 show the effect of topping ;height on
days from transplanting to flowering because of differences ·yield and price per cwt. using three populations of plants
in soil and weather conditions. For !J. given variety, there is per acre. 'Ihe yield was increased with higher topping at all
a good corielati.on between days to flower and number of plant populations and there was a general tendency for the
leaves per plant. The varieties that bloom later will uSuany price to be lowered with tb,e higher topping. Tobacco from
have a larger leaf number. this test was evaluated by tobacco buyers. The preference
·was for tobacco from the higher topped plants where the
Tue height of topping often refef!ed to as the num]~er of low plant population was used. On the other hand, buyers
leaves per;plant, has been studied :from many different as- preferred the tobacco fr!:>m the lower topped plants where
pects, ie., different spacings. different·nitrogen rates, differ- thehi8:h plant population was used. Consequently, the most
ent times of topping. different varieties, etc. 'Ilrls work can desirable topping height is partially determined by the plant
best be summarized as follows: with a given row width and spacing or plant population. Plant popula:tion and leaf num-
spacing within a row. as plants are topped with fewer leaves, ber per acre are discussed in more detail in ~pter XL
the yield is lowered. Nieotine. content, leaf size, leaf thick-
ness, and body of the cured leaf are increased. ~e ·degree . · Tuble 54. Effect of Topping Height on Nicotine Content.
Tupping Height Nicotine %
Not topped 1.49
20 leaves 1.6i
10 leaves 2.64

Table 55. Effect of Plant Populafion and Topping Height


on Yield and Price.11
'freatment Yield (lbs.IA Price ($/cwt.)
Plants (Leaves No./Plant) (Leaves NoJPlant)
(No.IA) 12 16 20 12 16 20
4800 1776 1925 2217 60.76 59.68 55.89
6400 1941 2149 2367 60.16 61.03 59.27
8000 2098 2195 2587 61.64 57.95 58.79
Figure 35. Chemically topping maximizes the bendits o~ llTest conducted byW.G. Woltz, N.C. State University.
early topping.
81
Principles of Tobacco Production (

,. .
I
r
I "-
;
si.JCKBR CONTROL
Table 56. Effect of Degree of Sucker Control on Yield and Price.1' 1 wo
1be. degree of sucker control and yield are locations, 1965-66.
closely correlated. lhe higher degree of control %
i.
:~ ~ normally results in a higher yield. 'Ihe data in Suck.er Yield Price %
j: Th.hie 56 show the effect of removing suckers of 'Ii:eatme.nt Control lbs/A $/cwt Nicotir
:,·: different lengths on yield and price of ~obacco. Not suckered· 1409 65.61 1.56
\: ·.
Suckers were removed by hand when they were Topped not suckered 0 1566 65.00 2.03
12~ 8~ and 4" long and in one treatment they
j<·
'· ·'
'·: were "rubbed out" almost daily so that there (Topped and Hand Suckered)
J~ ..
.; was very limited growth. 'Ihe degree of control 12 inch suclcers 42 1847 67.75 2.61
· .. had a very definite effect on yield, but a less 8 inch suckers 53 1903 66.79 2.79
;;.:.
pronounced effect on price. 'Ib.e higher p~cent
'..
~
sucker control also increased the body and
4 inch suckers 73 1926 66.73 3.10
! :.
Suckers rubbed out 99 2111 .65.61 3.41
: .
nicotine content of the cured leaf. ll'fests conducted by Gerald Peedin and Heinz Seltmann, N.C. State Unive
; .
sity.
I·.
; .. Removing suckers by hand has always been a
I<
difficult and time-consuming job. In a 1978
study; Dr. Heinz Seltmann found that app:ri:oo- Thble 57. Effect of Malek Hyd:razide on Sucker Control, Yield, and Pric
mately 60 worker hours of labor were required ofFlue-Cured Tobacco. 7locations, 1967. 11
to hand sucker an acre of flue-cured tobacco Sucker Suckers
·when the suclcers were removed when they Control Suckers Green Wt/pl Yield Prfo
were four to eight inches long. 'Ibis job is not 'freatment · (%) NoJpl (grams) llisl!{ - (
only tiresome and monotonous, but it occurs Topped not suckered 0 6.0 726 1672°, '-,.
during the harvest season which is a peaklabor · Topped hand suckered 42 20.6, 418 2024 u/ .91
require.Illent period. MH, 170 mg. . 74 ' 6.2 186 ~o 683!
llR.egional sucker contl'ol tests conducted in Florida, Georgia, Solith Caro-
Clumlcal Sucker.Control lina, North Carolina, and VIrginia.

Maleic hydrande (MH), a systemic-type


growth reg$tpr~ can be applied with a
.
Thble 58. E1fect: ofM:aleic Hydrazide on Certain Chemical and Physical
mechanical sprayer, was :first used commer- Pl'operties ofFlue-Cur.ed TobaCC(). 11 (Av. Middle and 'Thp 1/3 of Plant).
cially on tobacco for sucker COJ:!.trol in the. early Equilib. Filling . Total Total Reducin
1950's. 'Ihe effects ofMH on sucker control,, Moisture · Value Nitrogen Alkaloid Sugars
yield, and price are shown in Thble 57 and 'freatment @60% RH @60% RH % % %
certain chemical properties in Table 58. Since Hmd suckered 13.40 4.29 2.34 3.75 13.90
MH became available. contact-type and contact MH, 170mg. . 14.04 3.74 2.30 3.38 17.47
local-systemic chemicals for tobacco sucker llR.egional sucker eontrol tests, 1963, conducted in Georgia, South Caroliru
control have been developed and a standard North Carolina, and Virginia.
practice h:as evolved to -q.se·one or two applica- Weak contact solutions ~contribute to poor, lat.e-season sucker control
tions of a contact-type chemical applied in the as shown in Table 59.
button to ·early flower stage of.floral develop-
ment, followed by a MH-containingproduci( or
a contact-local-systemic chemical or a combi- 'Thble 59.Sucker Growth with 'Ihree Contact Solutions•
.....
::.
I •
..
........

~
nation of two of these chemicals. · Gallons Percent Suckers per Acre
,,·f Contact Water Contact Number Pounds
An understanding of how the various sucker
1 49 .2 29,900 6,256
control chemicals work is necessary to know
1.5 48.5 3 15,600 4,794
the correct application technique for any sucker
2 48 4 . 7,800 1,950
control chemical Many factors are involved;
Tests conducted byW.K Collins with Off-Shoot-T.
however, the time ofleaf and floral develop-

.82
Topping ~d Suckering

( ment that is desirable for a given chemical is of paramount the sucker will discolor. After several hours, the sucker will
\ (--,, iinportance. · become brown and even black by the next day. Tue concen-
tration of the solution is very important! Jf the concentta-
Sucker control chemicals can be classified into the following tion is too weak, sucker control is reduced; if the concentra-
four groups based upon how they must be used and how tion is too strong, the leaves can be burned or leaf axils can
they affect the plant and sucker growth. be weakened which can cause leaf drop or .an entry site for
certain disease organisms.
Contacts: normal fatty alcohols (C10 or a mixture of
C6-C12 alcohols}. Weak contact solutions, those that are less than 4 percent
·• Systemic:: maleic hydrazide (pptassiwn salt). -1 ofC1 - Ci0 fattyalcohol, often visUally do an acceptable job;
FST-7: (a combination of C 1D fatty alcohol and potas- however, experience has shown the secondary suckers grow
sium salt maleic hydrazide). rapidly and become too large for the second application
Contact-local-systemic: flumetralin (Prime+), of the contact to provide control Then the sucker growth
butralin ('Thtaex), DCPA (Razor), and peD.dimethalin on vigorous growing tobacco cannot be controlled with
(Stomp). the suggested rates of systemic-acting chemicals. A rule of
thumb to use is to apply a contact solution that chemically
Alcohol Contact S~lutions must wet the small suckers to tops 5 to 10 percent of the small, late plants in a field. Jf no
be effective. When the spray solution wets the more tender plants are chemically topped during the first application,
sucker tissues, it destroys the "waterproofing" layers by a the solution may be too weak to provide maximum sucker
di'}'iiig action• .& these cell membranes are being destroyed, · control

Data collected in on-farm sucker control tests (Table 60)


show that sucker control with contact solutions is improved
by applying a 5 percent concentration rather than a 4 per-
cent solution for the se~nd application.
/

'Ihe 4 and 5 percent concentrations of contact solutions· are


guidelines to follow. If plant growth is tender, good sucker
control may be obtamed with slightlyrednced concentra- ·
tions. Ifplant growth is tough. an inaease in concentra-
tion ,is suggested to o~ goo4 sucl.cer control Contact·
solutions kill suckers by a dehydration or drying action;
therefore, if weather conditions favor evaporation, then the
contact solutions kill suckers more quickly. Bright days with
low r~ humidity:filvor quick evaporation.

On the other hand, overcast or cool conditions reduce the


speed of evaporation and also the degree of sucker kill.
. Under these conditions it may be in order to increase the
concentration of the contact solution.

If the alcohol med is a C1D fatty alcohol. usually equal con-


trol is provided compared to the C8-C10 with one percent
less concentration.

.Application should be with a relatively low pressure (20-25


psi) giving a large droplet size delivered from a triple nozzle
arrangement for mechanical spraying. Plants should be
standing straight up and application during high tempera-
( tures should be avoided
Figure 36. Contact solutions should be high enough con-
centration to kill both primary and seconPary suckers

,, _
The :first application of a contact should be made when

83
Principles of Tobacco Production

Table 60•. Sucker Control Treatments Used in On-Farm Tusts Conducted by the N. C.
Cooperative Extension Service in Alexander, Brunswick, Cumberland, Durham, Lenior,
Gran~e, Person, Surry, and Yadkin Counties.
Time ofTopPing"
About7Days Yield21 Qualltf' Suckers/Acre
'n:eatment Button 3-5 days After No. 2 lbs/A Index3' ·No. Lbs.
A OST4%41 OST 4% RMH 1.5 ga1JA51 2434 36.6 2029 170
B OST4% OST 5% RMH 1.5 gal/A 2483 36.8 1049 66
ll'Ihe first application of contact agents applied with top on and plants topped immediately;
21No data from Granville and Yadkin Counties.
"Quality Index is a 1-99 rating b~d on government grades. Higher ratings indicated better
quality.
41
=
0ST Off-Shoot-T.
s'RMH =Royal MH-30.

about 50-60 percent of the plants are in the button stage, es the chan.ce of the spray spluiion corning in contact with
the time when sucker buds are small and tender. A secon~ the suck.er, especially where it is difficult to correctly apply
application of the contact three to five days later will in- contacts with mechanical sprayers. One hand application
crease the chances that control will be effective on all suck- of a coiitact solution is usna11y adequate before a systemic
ers. A 5 percent solution of the contact at this stage usually chemical is applied.
increases the effectiveness. · .. -~·-·- ,,,--
The contact solutions do not move into the plant leaves andi \
A 5"Percent strength is suggested because the plant is usu• interfere with growth; therefore, leaf development continues ·.
ally~ore developed and leaf tissue is thicker and able to and the production ofgood. mediuin-bodied tobacco is
withstand the increased concentration. Also sucker growth maximized. '!he chief role of a contact solution is to sup-
is likely to be leSs tender than at the time of the :first applica- press sucker growth for one to two weeks after early topping
tion. (since yields are riuaimjzed. by topping in the button stage),
which allows immature, upper leaves to develop enough so
·an
Make sure solutions are kept mixed because the active that other cheuiicals that inhibit cell diVmon can be applied
ingredients (fatty alcohols) are lighter than water; therefore, without leaf damage. ·
they tend to fl.oat and must be co~tly agitated to prevent
· separation. Because fatty alcohols are lighter than water, it is Mlllek Hydrazlde (MHJ
suggested that~ be added to the spray tank while simul-
taneously adding water. MH is one of the oldest pesticides in use today. It was
synthesized and the plant growth inhioiting properties were
Some growers are applying a third contact application on discovered in 1947. MH is the only true systemic plant
irregular flowering aops three to five days after the second growth regulator used for sucker control on tobacco. ·Once
application. A 5 percent solution should be used when a absorbed by the plant, MH is freelytranslocated in the sym-
third contact application is made. plast to active growing points in th-e plant where its mecha-
nism r:>f action is a uracil antimetabolite. 'IIanslocation is
If a contact solution is applied to a wet plant. the wat.er pres- more effective downward and once in gro~points, MH
ent will dilute the solution, resulting in weaker concentra- inhibits cell division. Cell elbngati?n remaills unaffected.
tion than planned.
For these reasons, small suckers are stopped after MH treat-
'!he use of strong contact solutions increases the chance of ment. Slightly larger suckers develop at a greatly reduced
leaf drop; ·however, this is rarely a problem unless excess rate but with very narrow leaves, and upper leaves that are\
nitrogen· has been applied. 10 to 12 inches long will develop to their normal size.

fi Some growers apply their contact solutions with hand-oper- MH is most effective when applied on a crop growing under
II
11 ated applicators. This method of application greatly increas- . good ?1oistuxe conditions. This is because the cuticle of the
- rt.
Topping and Suckering

/
.r~

I '

Figure 37. 1iiple nozzle atrangementfor spraying contact- Figure 38. Application of contact-type solution with.hand-
type solutions. opera.~ed applicators.

leaf is easier to penetrate when the.plant is actively growing. is not metabolized which also leads to a high percentage of
'Therefore. MH is more readily absorbed when conditi_ons applied chemical remaining. ·
exist that favor good growth. Preferably, MH should be
applied in the morning to dry plants about a week after the These factors result in a higher percentage of the chemical
button stage. in and on the cured leaf than is the case with most p~­
ddes. However, MH has a water solubility of 6,000 ppm ·
Under normal conditions, MH can be expected to .provide which is very high. 'Iliere:fore, rainfall and/or irrigation
suckf?I' control for only ab~ut six w~ after application. plays a sign.ifi.cant role in contrcil of suckers and resulting
However, proper-use of two contact solutions.before MH is ~residues. Rainfall too soon after application can reduce
. a~li~ illows for late application o~MH. which lengthens effectiveness of MH but rainfall after MH is absorbed has
the period of e1fective su~ control no effect on control but greatly reduces leaf residues.

'The tis~ of a contact-local systemic before, after. or in a For this reason. MH should be used according to the label,
tanlonix with MH can extend sucker control well beyond · especially the precaution 'which states to wait at least seven
1he point at which.control with MH alone would start days after application before the next harvest Hopefully, a
to breakdown. 'Ibis can be important because varieties· · rain or irrigation or some dews will wash off the unb~und
developed in the last several years tend to mature lat~ and MH left on the leaf surfaces and reduce those residues as
remain in the field much longer than older varieties. There- shown in Thble 61.
fore, extended control is often needed.
FST-7 whi~ contains both. a fatty alcohol (contact) .and
MH residues are significantly higher than other peStlddes MH should be applied at the same stage of plant develop-
~~don tobacco. 1here are several reasons why this is the ment as MH; but because it contains a contact, the mixture
case. High residues can be explained by chemical prop- ·
erti.es of the MH molecule and use pattems by growers. Table 61. MH Residue Levels on Mid-Stalk Tobacco
Chemically, MH is a very stable molecule in and on plants. Between 0 and 4 Days After Application of MH at upper
Several of the degradation ~or transfer processes for Piedmont Research Station.11
organic chemicals do net affect MH. For example, MH is HARVEST TIME
resis+..ant to decomposition by ultraviolet irradiation (UV) ~(D_._,ays..__After
__ A_pP_li_·c_ati_on~)...__ _,_PP_,_
,_m _ _% Reduction
which is a major route of degradation for many pesticides. 0 140 0
'l;he decomposition temperature for MH is 260°C which is
much higher than the maximum temp~ture that is used 1 1~ u
for stem drying flue-cu.red leaf, which is approximately 3:11 107 24
74°C. In addition. the vapor pressure ofMH is essentially 4 48 66
zero. 'Iherefore, the amount of MH lost to volatilization is
11
Conducted by Dr. T. J. Sheets (1978).
21
insignificant. Once :inside the plant, MH becomes fixed and 2.2 inch rain on Day 3.

85
Principles of Tobacco Production
/'

when about 50-60% of the plants reach the button stage.


("'\
must be applied by the same methods us~d to apply contact
chemicals. FST-7 should be applied no later than a week 'Ihe floral parts help to intercept sprays to increase sUck.er
after the last contact application. 1his product contains 11 kill in the upper leaf axils.
percent less MH than standard rates of other ~-contain­
ing products. Step 2. Top plants that are ready for topping immediately
after the application of the contact solution.
Flumetralin (Prime+), Butralin (Tamu), DCP.A (Razor),
and Pendimethalin (Stomp) Step 3. Apply a second application of an alcohol contact at
5% concentration (i.5 gals contactin47.5 gals Water) 3-5
Of these chemicals, all but DCP~ belong to a family of days after the .first conta~ application. (Fields with ~egu­
compounds known as dinitroanilines. Also, only Prime+ is lar growth and flowering may need a third alcohol contact
currently labeled for use in the United States; however, Th- several days after the second contact applicatj.on.)
mex, Razor, and Stomp are used for sucker control in many
parts ofthe world. Step 4. Top ~maining plants that were not topped during
the first topping.
All of these chemicals must wet the suck.er, or the area
where the suckers occur, to be effective. Their effectiveness Steps.
is through systemic action by stopping localized. cell divi-
sion, but they do not move readily throughout the plant Alternative A
Unlike MH. these products will cause malformed uJ?per Apply 1.5 gal/A ofMH (for products containing 1.5
leaves if applied before the upper l~es have sufficient lb/gal active MH} about 5-7 days after the second or
development. third contact

Because these chemicals do not transloca.te readily, the AI~ttveB .,.' \


systemic activity occurs locally where the chemicals are Apply the tankmix ofl.5 gal/A ofMH (for products
absorbed. Suckers will not turn brown or dry up. However, contafuing 1.5 lb/gal active o£MH) and 2 c¥slA of
. suckers may remain in leaf uils but will not grow. PriQ:le+ at the normal time for MH application. Ap-
plication should ~e made as a coarse spny.in 50 gpa
'lhe contact-local-systemic products lllllStwet the sucker- of total sol\ltion such as with contact application (3
growing areas (leaf a:x:ils); and for this reason plants should nozz.1,C$/row: TG-3, TG-5, TG-3, or equivalents).
be standing smqght at the time of application with contact- ·
type nozzles and pressure. In this respect they also resemple Altemative.C
the contacts. If a sucker is not wet by the spray solution, it .APPly3 gals/AofFST-7 aboutS-7 days after the sec-
will continue 'to grow with vigor and will become very ~ge ond or third contact. This product is a combination of
ifnot removed by hand. a contact (C1J alcohol andMH, but contafus 11% less
MH than other MH products, based on labeled rates.
Topping and Chemical Sucker Control Programi
Alternative D
Two topping and chemical sucker control programs have In place of the second or third (if applicable) contact,
been developed. Each program is based on application of apply 2 cplA oflocal contact-systemic acting Prime+
the correct rate ~f nitrogen fertilizer (50-80 lb/A), depend- mixed in 49.5 gals of water in the elongated button to
ing upon soil type plus adjustments for leaching. Excess early flower stage. Application can be by the dropline
,.!- nitrogen aviilability promotes ex~ess sucker growth as well method or by tractor-mounted sprayer. If applied
!
·}
as leaf drop and breakage. Excess nitrogen delays maturity by tractor-mounted sprayer, apply as a coarse spray
'
I: and thereby extends the length of time suckers must be with low pressure just as a contact application would
i:
! controlled · be made. Other local-contact-systemic products in
L use·in some countries are being developed for U.S. .
j.
I Program I (Machine SprayQ' Application) growers that should be applied the same way. About i
I:
week after Prime+ application, apply the labeled rate
I! Step 1. Apply an alcohol contact spray, usually at 4% con- ofMH.
centration (2 gals contact in 48 gals water), before topping

i r-· I 0-
Topping and Suckering

,/
Step 6. (Needed only if sucker regrowth is anticipated late treat with Prime+. As the remainder of the plants
in the season) reach th,is stage, they should be topped, large suckers
removed and treated, being careful not to treat any
Alternative A previously treated plants or use more solution than
Apply a 5% contact solution {2.5 gals in 47.5 gals) necessary to reach the bottom of the stalk
using the standard application procedure for contacts.
'Ibis should be doµe 3-4 weeks after MH application Altemative B
when suckers are small and susceptible to cont~t Apply a contact solution at the button stage. When
bUm. Large suckers (greater than 1 inch) should be 50% of the plants reach the elongated button-to-
removed by hand. eatlyflower stage, apply Prime+ preferably with the
dropline method as in Alternative A, Program II .
Alternative B above, or use a power sprayer to apply 30-50 gals/A of
Apply 2 qU:arts/A of Prime+ using the standard appli- Prime+ solution made by :arlxing 2 quarts of Prime+
. cation procedure for contacts. (SO gals total solution/ with 49.5 gals of water. The purpose of the initial
acre, 3 nozzles/row, low pressure. etc). 'Ibis should be contact is to allow the smaller plants to become more
initiated 3-4 weeks after MH application. Large suck- mature before Prime+ application. However, spray-
ers (greater than 1 inch) should be removed by hand. ing Prime+ may cause distortion of upper leaves on
H Prime+ was used earlier for sucker control, allow 1 young plants, so a judgement must be made to spray
week between Prime+ applicatlon and harvest. . Prime+, use the. dropline with Prime+, or another
alternative in Program I based on the amount of un-
Soil residues of Prime+ from the previous tobacco evenness in the crop.
crop may contribute to ~early-season growth
of following crops, especially small grains and com 'Ihe Use of Smfactan~ with Prime+. In on-farm
but may also include nonrotated tob~cco, especially tests, 0.25% X-77 (1 pt/50 gal) is often added to the
if the full labeled rate of Prime+ is used for sucker spray solution where Prime+ is used alone. Some
control To minimizepossibleinjuryto crops planted other surfactants have been phytoto:ric to tobacco
in the fall or following spring. follow labeled mixing when added to Prime+. Tue use of smfactmts other
instructions and do not apply an excessive yolume to than X-77 with Prime+ is discomaged due to some
the point of runo1f. Also. after the last priming, follow surfactants showing phytoto:ricity and also a lack of
stalk and root destruction practices, and two weeks research data to indicate which surfactants can be
iater bury the stalks and roots using a moldboard successfully used. [SUrfactants or adjuvants, includ-
· .plow set at a depth of 5-6 inches. Disk 1 or 2 times ing X-77, should never be added to the tanJcitrix of
befoxe planting a small grain cover crop. Prime+ and MH].

In recent years, carryover of Prime+ has not been .Ailditional Items to Consider
observed where the 2 qt/acre rate of Prime+ has been
used. Current recommended sucker control programs (1) Large suckers missed bythe contact or conta.ct-local-
include Prime+ at 2 qts/acre. Frc;>m both a sucker systemic chemical have to be remaved by hand. .
control and carryover standpoint. growers are advised
not to exceed 2 qts/~cre of Prime+ per crop per year. (2) MH should be applied only once, according to label,
unless there is a ~-off" within 6 hours after ap-
Program II (Hand or DropJine Applkation) plication.

AiiematiVe A , (3) MH is known to.retard the development of the brown


.Apply Prl1;1e+ lJSingthe dropline method with 1/3- spot organism.
2/3 fl. oz. of solution per plant without using a contact
solutiOn; prepare the Prime+ solution by .mll::i.ng 1 gal (4) MH residues continue to be a concern among buyers.
Prime+ in 49 gals of water (2.5 fl. oz. Prime+ per gal . Prime+ does not contain MH and the low residues
(
of water). Top and hand sucker when approximately of its active ingredient may be an advantage in the ·
50% of the plants are in the elongated bud-to-early expansion of markets.
flower stage. During topping or within a few hours,

II- 87
Principles of Tobacco Production

(5) MH will tend to make the upper leaves turn yellow or Chapter XIII
bro'nze. espc:cially if applied too early cir if excessive
amounts are used. Bronzing is a result of destruction HARVESTING AND CURING
of chlorophyll and does not mean that the leaves are
ripe. There are two major objectives in curing flue-cured tobacco:

(~ Prime+ and
other local-systemics may tend to keep (1) to provide temperature and humidity conditions
upper leaves green longer. which will en~ourage certain desirable chemical and
biological changes to take place, while using mini'-
(7) · MH has been observed to greatly reduce broonirape mum quanP,ties of fuel and
(OROBANCHE) when sprayed on tobacco in :fi~ds (2) . to preserve the leaf by timely drying to retain the
infested with this parasite. potential quality. Curing is more than drying the leaf.
It involves chemical and physical changes which are
necessary for high quality to.bacco suitable for manu-
facturer and consumer acceptance.· •

The harvesting and barni:ag operation requires more labor


than any other part of tobacco production. 1t has been
estimated that 247 man-hours are required to harvest and
barn one acre of tobacco when the crop is harvested and
the leaves are strung ~n sticks by hand The use of tying
machines and conventional barns offers a significant reduc-
tion in labor. Machines for harvesting and bulk barns for ,· i
curing are being used which reduce the labor requirement ' \.
C<lllSiderably.

HARVESTING

'Ihe first requirement in ha'Ving a good wrlforin r;mre is to


start with uniformly ripe tobacco. Under Rormal condi-
tions, flue-cured tobacco :rq>ens at the rate of 2 to 4 leaves
per week. thus the normal harvest rate before mechaniza-
tion was from 2 to 4 leaves per plant per week for a period
of 5 to 7 weekS. Many factors can influence the maturity and
harvest rate. For example, certain diseases such as root knot

Figure 39. Hand harvesting for curing on sticks or bulk


barns.
'.r' ,.-···-·--·•"":''

f -\.
)
" .....
~ :' :: ··': ...

Recommendations for the use of agricultural chemicals are Included in this publication as
a convenience to the reader. The use of brand names and any mention or listing of com-
mercial products or services in this publication does not imply endorsement by North
Carolina State University nor discrimination against similar products or services not men-
tioned. Individuals who use agricultural chemicals are responsible for ensuring that the in-
tended use complies with current regulations and conforms to the product label. Be sure
to obtain current information ·about usage regulations and examine a current product ~1E--CURED
'~;~a Guide
label before applying any che~ical. For assistance, contact your county Cooperative
Extension Center.

\I~i~J~iQ~~' '
A PRECAUTIONARY STATEMENT ON PESTICIDES

Pesticides must be used carefully to protect against human lnJury and harm
.,,
to the environment. Diagnose your pest problem, and select the proper pes-
ticide if one Is needed. Follow label use dlre!=tlons, and obey all federal, state, >I_~:" • ~;
and local ·pesticide laws 21nd regulations.

The drawing of the tobacco plant on the inside rear cover


is reprinted witJr permission from Alllance One Int:emational.

Published by
North Carolina Cooperative· Extension Service
Printed by Data Reproductions Corp.

S,SOO copies af this public tfocumentwere prinWJ at a cost of SS,995 or $1.09 per copy.

This publication is also available on the Internet at http://ipm.ncsu.edu/.


· Select Crop Production and Tobacco.

COLLEGf Of

AGRICULTURE&l1FESCIENCES
ACADEMICS• RESEARCH .. EXTENSION
AG-187 (Revised) 12/09-5.SM-BS El0-51847
Dlstrlbuted rn furtherance of the ~cts of Congress of May 8 and June 30, 1914. North Carolina State University and
., ,, ,,... 1• ..... . _ . . . . . . •• • .. •• •• i • ••• •• • ' • •• "
.,~ · · ... Table 1...4. Flue-cured tobacco-machine harvest-piedmont North Carolina:
"_,. 2010 estimated costs per acre

1. Gross recelots
Unit
, E c-· --··•• I ~· nuc I
Your
Farm
.: .·. . ·'. .·

· : ':: · . _ Unit
I Price/Cost
r Unit
Total Your
Farm
Stalk DOSition -- -- --- . - --· -
Yield Price/lb Stalk oosition Yield Price/lb
Luas
o.oo <······
lb so.oo
S0.00 .::..:.. ·.: Luas fb 0.00 SO.DO so.oo
Cutter
Leaf
lb ·o.oo so.oo so.oo .. •· Cutter lb 0.00 so.oo $0.00
Tios
lb o.oo
10.00 10.00 :( :;>.. . Leaf lb 0.00 so.oo $0.00
Total receints
lb o.oo
S0.00 so.oo Tlos lb 0.00 SO.OD SO.DO
2. Variable costs so.oo Total recefots S0.00
Plants (areenhouse) '.: · ·2. Variable costs
thou 6.20 $34.00 $210.80 Plants (areenhouse) thou. 6.20 $210.80
Multioumose fumiaation aal $34.00
10.SO 113.00 $736.50 Multiouroose fumiaatfon aaf 10.50 J13.00 S136.SO
Fertilizer .,,.
.s-.: Fertlfizer
B-16·24
15.5-0-0
lb 7.00 $25.19 $176.33 .. ....
...
8-16-24 lb 7.00 S25.19 S176.33
lime fororatedl
lb 300.00 S0.33 $99.00 .,, . 30% UAN lb 760.00 S0.32 SS1.20
ton 0.33 $51.75 Stl.08 Lime (ororated) ton 0.33 $51.75 $17.08
Herbicides acre 1.00 S40.5S $40.55 Herbicides acre LOO $40.55 $40.55
fnsectlddes acre 1.00
Funaicides
S36.59 S36.59 . ·1nsectiddes acre 1.00 $36.59 $36.59.
acre 1.00 20.31 20.31 Sucker control acre 1.00 $109.26 $109.26
Sucker control acre 1.00 $109.26 $109.26 ."
Haufina . Haulina lb 2.500.00 $0.04 $100.00
lb 2 400.00 .. .. ·::·~·
'
~
Covercroe acre 0.00
S0.04
$75.00
$96.00
so.oo
~

:.· . ·
. lrrlaation
Covercroo
times
acre
3.00
0.00
$26.47
$15.00
$79.41
$0.00
Curina fuel aaf 275.00
Electridtv S1.30 $357.50 Curina fuel oaf 275.00 $1.30 $357.50
kwh 1.580.00 SO.OB 1126.40 E/ectrfcitv kwh 1.580.00 SO.OB $726.40
Cron insurance $ 1.00 $65.00
·t'.:· .
$65.00 ··..:·::.: . Croo insurance $ 1.00 $65.00 $65.00
Balfna suon/fes
Tractor/machinerv
$ 2400.00
acre
S0.003 . Sl.20 ... BalfnQ SUDDfies 1 2.500.00 S0.003 S7.50
1.00 S227.33 $227.33 ..... ·:. . Tractor/machlnerv acre 1.00 $203.78 $203.78
Labor ~

Labor
Preharvest . hr 29.00 SB.85 $256.65
:b !' ..

'>f Harvest Ur-,..1) I hr 51.00 SB.85 $451.35


...... Preharvest
Harvest
hrs
hrs
29.00
51.00
$8.85
SB.BS
$256.65
$451.35
MachinerY_ ereharvest
MachinerY_ harvest
hr .3.82 SB.BS $33.81 .... .. Machinerv oreharvest hrs 3.82 $8.85 $33.81
hr 18.25 $8.85 $161.51 Machinery harvest hrs 18.25 $8.85 $161.51
;r" _: .:.··
Interest on oe. cae/tal
Total variable costs
s
$423.21 9.25% 139.15 ~:
'"·"
".:'' Interest on oo. caoital s $389.16 9.25% $36.00
·:.
$2.668;32 ;,:,-·_,. Total variable costs $2 657.22
3. Income above variable costs
'. 3. Income above·varlable costs:
4. Fixed costs
Yixedcosts --
- -
~...... ·~·:.. ·:. · 4. Fixed costs
Tractor/machinerv acre 1.00 $328.12 . $328.12
Bulkbam Tractor/machinerv acre 1.00 $328.12 $328.12
Total fixed costs:
5. Total costs
acre 1.00 $773.33 $173.33
$501.45
13169.7'
[. . .'(~<
. .::·;. ·..
lrrlaotlon
Bu/kbam
Total fixed costs
acre
acre
1.00
1.00
$79.42
$173.33
$79.42
$173.33
$580.87

I.. ·:..:::..
6. Net returns to land. risk and manaaement
......... ~. 5. Total costs
. ......
$3,238.09
.. Crop Insurance: 6596 based premfuim. No disaster subsidies. 6. Net return$ to land risk, and manaaement
• Producers who employ guest workers should also lndude other expenses (such as
housing, and transportation) assodated with labor. . • Crop insurance: 65% based premiulm. No disaster subsidies.
• Please note: This budget is for planning purposes only.
• May need two applications of.Rldomll for black shonk @ S40/appllcatlon.
Prepared by Gary Bullen, Loren Rsher, and Emily Weddington, N.C State Unlvenlt)?
Departmer• ,,-..-irlculturaf and Resourr:e Economla.
·l . :
f.. . . .
'

:..~:_-,~·
* Producers who employ guest workers should al~o indude other expenses (housing,
transportation, etc.) assodoted with labor.
" . Please note: This budget Is for planning purposes only.
Prepared by: Gary Bullen, Loren Fisher, and Emily Weddington, N.C. State University,
Department of Agriwltura/ and Resource Economics . --.......
i )
16
t· J-'11
Sout~~t Farm Press
May;t:;J. 1983
~

EARLY TOPPING AND GOOD SUCKER CONTROL /1f3


GET JUMP ON R-9-P F1t:.o ~· ....!..~"'
W. K. Collins

It has been know for a long time that good sucker control reduces the supply
of tender foliage which is a major food supply for insect buildups. In fact,
many people believe the degree of sucker control achieved with MH containing
products has played a significant role in sharply reducing hornworm populations.
The R-9-P Program of early stalk and root destruction reduces food supplies
for certain insects and diseases to build up on after harvest. Good sucker.
control does a similar thing even while tobacco is still in the field.
Early topping of tobacco is known to help control budworms and reduce the
need for insect applications just before harvest.
Early topping reduces the attractiveness of tobacco plants to budworm moths
looking for a place to lay their eggs, and removes many larvae already present.
By reducing the need for pesticides, early topping increases worker safety
and protects beneficial insects and the environment in general. Also, potential
residues on the cured leaf are reduced.
Tobacco budworms do most of their damage to tobacco before flowering occurs.
But tobacco budworm moths prefer buttons and flowers to leaves as sites to
I

deposit eggs, and the moths are strongly inclined to lay eggs after the buttons
appear.
Eggs laid by the moths hatch into tiny larvae in about three days. If
topping is done early, many eggs and recently hatched larvae are thrown to the
ground with the tops. Research shows that the survival rate of these eggs and
larvae is practically nil.
Most growers could top their tobacco earlier than they do and get this
(
important job completed before harvest begins. And when topping is done in the
-2-

button stage, the stems are easter to break than later when the seedhead is more
mature. If topping is done with a machine it is suggested to run the topping
machine over the field several times.
Tops in tobacco tend to suppress sucker growth. down the sta 1k, however. So
when tops are removed, suckers must be controlled, or rapid and profuse sucker
growth is likely to occur. Sucker growth limits development of upper leaves,
which are by far the most profitable ones on the plant. Also, suckers provide
food for young budworms and hornworms in addition to supplying a preferred site
for hornworm egg laying.
Contact sucker control agents that have come into widespread use during the
last 10 years are the answer to controlling early sucker growth. These chemicals
hold down sucker development until a systemic acting chemical is applied. The
contact solution does not interfere with development o".: '.1arvestable leaves or
leave objectionable chemical residues.
Most growers using contact sucker control agents are not applying them early
enough or in solutions that are strong enough to kill both of the suckers in the
leaf axils contacted.
Contact solutions should be applied just prior to topping when the tobacco is
in the button stage. Tops tend to intercept spray patterns and increase the amount
of rundown into the leaf axils. This is parttcularly needed to increase the
degree of sucker control in upper leaf axils. Plants should be topped as soon as
possible after spraying the contact sucker control agent.
Here is a list of reasons why you should top early:
- Yields are increased 20 to 25 pounds per acre per day for each day plants
are topped in the button stage compared to later topping. There is some,
but much smaller, yield increase by topping before the button stage.
-3-

- Budworm populations very likely would be lowered by the destruction of


'
\ ' eggs and larvae on the developing flower.
- The need for insecticide applications may be reduced. Reduction in
inse~ticide applications also would reduce possible hazards to workers
handling green tobacco.
- Blowing over by wind is less likely to occur to topped plants.
- Topping is completed before harvesting starts. This spreads yo~r work-
load away from the harvest period and puts you ahead in profits. You
stay ahead of your work.

\
/
~ ...
Southeast Farm Press
May 18, 1983

ECONOMICS OF EARLY TOPPING AND GOOD SUCKER CONTROL


W. K. Collins

Growers are more concerned about controlling production costs in this crop
than in previous years. One of the best ways to control production costs is by
producing a high yield of tobacco that buyers find has high useability.
Many factors influence yield but one of the major ones is your topping and
sucker control program. When you make decisions about topping and suckering most of
your yield is made. However, too many people overlook the opportunity to greatly
increase yield and value at this stage of production. They should not because
the economics of an early toppfog and good sucker control program are fantastic
not to mention the numerous other advantages.
Early topping and a good sucker control program make it possible for you
to get some extra pounds at a relatively low cost. The table below shows a
137-pound-per-acre advantage for topping in the button stage compared to topping
a week later in the early flower stage. Tobacco in the on-farm tests was topped
in the button stage, treated with two applications of a contact chemical, and
then treated again with a MH-containing product about a week later. Plants in
the other treatment were topped in the early flower stage and treated only with
a contact-local-systemic sucker control product.

Results of 5 On-Farm Tests, 1982


Topping Yield
Time lbs/A
Button 2354
Early Flower 2217
INCREASE 137
(
-2-

Here is how much you might expect net profits to increase using a sug-
gested topping and sucker control program. Figure the increase (137 pounds per
acre) in yield sells for $1.90 per pound or $260 extra per acre. This is gross
return from which some costs should be subtracted. However, you will be sur-
prised at the low costs involved because many of them are already spent on the crop
regardless of yield.
The costs of the sucker control treatments are considered to be the same.
Therefore, the only extra costs associated with the extra yield are for curing
fuel, marketing to include the 7¢ per pound assessment costs, and the value of
the quota.
Curing @12¢/lb X 137 lbs $ 16.44
Selling@ 12¢/lb X 137 lbs 16.44
Value quota @60¢/lb X 137 lbs 82.20
TOTAL INCREASED COSTS $115 .08
I
Some costs are actually reduced. It takes only about half the labor for \ -

"cleaning up 11 and topping at the button stage as compared with doing this job
later in the early flower stage. And insecticide costs may be lowered because
certain insect populations are lowered more by early topping than performing
this practice later.
To compute the net profits per acre, subtract the total costs ($115.08}
from the gross return ($260.00) and you have $144.92. Divide this by your
anticipated yield and you will have the net increase per pound of tobacco.
If your yields are 2354 pounds per acre, divide them into $144.92 and you
will see net returns are increased 6.2¢ per pound.
A frequently asked question is, "Aren't harvesting costs increased for
the extra (137 pounds per acre) yield?" The answer is no, because no additional
1eaves are harvested to obtain the extra yield. The extra weight comes from
-3-

an increase in size and weight of the leaves. Harvest costs are directly re-
\
lated to the nurrber of leaves handled.
A contact-type sucker control solution should be applied at 4 percent con-
centration just before plants are topped in the button stage. A second application
of a contact at 5 percent concentration should be made 3 to 5 days after the
first application. Then apply a systemic acting chemical.
The use of contact solutions provide sucker control during the period when
the numerous advantages from early topping can be obtained and to allow time
for sufficient upper leaf development before a systemic acting chemical should
be applied.
l I
I ,
Southeast Farm Press
May 11, 1983

I TOP EARLY FOR TOP YIELD


\
W. K. Collins

After tobacco plants reach the button stage, potential yield is reduced
20 to 25 pounds per acre per day for each day the seed producing floral part

remains on the plant. And, the body of the tobacco is reduced. The best
market outlook in 1983 is for good, medium-bodied mature leaf. Tobacco is grown
for the leaves, not seed; the~efore, top your tobacco early to increase
chances for leaf growth. Topping followed by good sucker control decreases
the opportunity for the plant to use plant resources for top growth aimed at
seed production .
.Plants go through two stages of development. One is the vegetable stage
and the second is the reproductive or seed producing stage.
When plants are in the reproductive stage most of their resources are
directed into the flower portion of the plant. When plants are topped, the
reproductive phase is temporarily stopped and the energy of the plant redirected to
foliage production, either leaf or sucker growth.
The development of a tobacco plant at a given time is directed primarily
to either vegetative or reproductive growth but not equally to both at the same
time.
The growth emphasis of tobacco plants can be kept on leaf development by
early topping and good sucker control practices.
Early topping should be practiced under all growth conditions. Although
early topping is important at all times, it is more important to top plants
early under adverse growing conditions. For example, plants that reach the
button stage in dry weather should be topped immediately to shift the available
plant resources to the leaves.
(
\
-2-

Some growers hesitate to top plants in dry weather because of their con- (
\.
cern about a shortage of leaves for future growth. But leaf number at this stage
has already been determined, and topping will not affect the number of leaves
the plant will have.
Some growers do not top in dry weather because they fear the possible effects
of loss of water from where the stem is broken for a short time until the area
heals over. This quantity of water loss is relatively small compared to the
amount of water and other plant resources used 'and lost in flower development.
Plants that flower prematurely may be cut back or topped. Unless more than
10 percent of the plants have premature flowered, usually the best practice is
to do nothing. If premature flowering plants are topped, a vigorously growing
sucker should be turned out so additional leaves can form. Prematurely flowered
plants should be topped low enough so the upper remaining leaf will get large
enough to harvest. This may mean cutting the plant off fairly close to the
ground.
Care should be taken to prevent the spread of mosaic when working with pre-
mature flowered plants. Avoid the use of tobacco products and use the milk
treatment during the operation.
Plants that have a restricted root system because of wet soils should be
topped as soon as flowering begins and topped with fewer than the normal number
of leaves. Topping stimulates root development and will help plants recover
from this adverse situation as soils dry out.
Plants that are growing with a deficient nitrogen supply should be topped
as soon as flowering commences. This will promote the use of available nitrogen
for leaf development instead of top growth.
Topping and good sucker control increase body and nicotine accumulation.
Under present market conditions, good-bodied u.s~grown tobaccos are in strong (
-3-

demand. Much of this demand is related to the prices of our tobaccos and the use
of U.S. tobaccos with lower price tobaccos that have less flavor and aroma.
Yield and value data collected in five on-farm tests in 1982 show a yield
increase of 137 pounds per acre for topping in the button stage compared to
topping one week later in the early flower stage. Such a yield increase is
largely a bonus for net profits because the only added costs for this 137 pounds
of tobacco are: curing, marketing, and value of the quota.
Many growers plan to top their tobacco this year several leaves lower than
in previous years to increase the chances for producing good bodied tobacco.

I
1
'I
lj Southeast Farm Press

J ,/ ..<. ;/
I J~JRei2, 1983
)
;;.t ...l r ,
-~ ,
HOLD DOWN MH RESIDUES IN 1983 j '. • ' (. ·"?

W. K. Collins
11fv
MH residues on the last two tobacco crops were lower than in 1980. This
is good news because important foreign buyers have often expressed concern
about MH residues of our cured leaf.
According to ASCS findings the average MH residue was 98 ppm. This is
still higher than the 80 ppm 1imit cigarette manufacturers in Hest Germany
have agreed not to exceed in their products.
MH is not permitted to be used for sucker control in some countries
such as Brazil, Zimbabwe (Rhodesia), and Canada. These are important competi-
tors in domestic and inte.rnational markets.
Two new sucker control products, Prime+ and Bud Nip, provide growers
alternatives to the use or excess use of MH. These products do not contain MH.
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All MH labels now prohibit the use of more than one application of MH at
the suggested rate unless a wash off occurs within 6 hours after application.
Therefore, multiple applications of MH is unlawful in most cases.
Suckers can be controlled with the aid of MH as prescribed on new MH labels.
However, to do this nitrogen fertility and the degree of sucker kill obtained
with contact-type sutker control products will have to receive more attention
than in the past.
The following seven-step program is suggested to obtain acceptable sucker
control and cured leaf with acceptable MH residues.
- Apply 50 to 80 pounds of nitrogen per acre plus adjustments for leaching.
Excess nitrogen stimulates excess sucker growth, delays maturity, re-
duces curability, and market price.
- Apply a contact-type sucker control chemical at 4% concentration when
about 50% of the plants reach the button stage.
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- Top plants ready for topping. \

- Apply a second application of a contact solution with at least 5% con-


centration 3 to 5 days after the first contact was applied.
- Top remaining plants.
- Apply FST-7 or MH about 7 days after the last contact, preferably in
the morning about two days after a rain or irrigation.
- Allow at least 7 days after application before harvest.

Improved sucker control with the contact-type sucker control products will
be essential for many growers if the suggested program works satisfactorily. An
important factor to obtaining better control with contact solutions is to mix
the product with water so that the solution is at least 4% strength. These products
should be mixed at the rate of 2.0 gallons of chemical in 48 gallons of water
to make a 4% solution. Some growers are increasing the strength of their contact
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solutions by mixing more than 2.0 gallons of the product with 48 gallons of \

water, especially for the second application of the contact solution. The reason
for the emphasis on the proper strength of the contact solution is that weak
solutions often only kill one of the two tiny suckers in each leaf axil. Hhen
thi.s occurs, the sucker growth is only temporarily suppressed. Later this sucker
growth becomes vigorous and encourages the misuse of MH.
The application technique with contact solutions also needs to be improved
on many farms. Operating the sprayer through the field too fast is a co111110n
mistake. To obtain good results the sprayer should be operated about 2~ mph
so that 50 gallons per acre of the solution are applied. A triple-nozzle
arrangement should be used with 20 psi pressure about 12 inches directly above
the button. The objective is to apply enough solution in the top of the plant
so there is sufficient rundown to kill two sucker buds in as many leaf axils as possible
-3-

It is very difficult to apply enough solution in the uoper leaf axils


to accomplish this if there is anything abnormal with the application pro-
cedure.
Many growers in the Piedmont where fields slope apply their contact
solutions with hand operated cut offs connected to a mainline from a tractor
pump. Some growers apply the contact solutions with squeeze bottles and hand
applicators. These growers consistently obtain a very high degree of control
with contact solutions.
The use of MH products just prior to harvest must be avoided to help
reduce MH. MH residues are related to the number of days between spraying
and harvest. The longer the time between MH application and harvest, the
greater the opportunity for wash off of MH residues from the leaves. This
MH plays no role in sucker control.

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Southeast Farm Press
June 8, 1983
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CONTROL BOTH LEAF AXIL SUCKERS WITH CORRECT CONTACT SOLUTION


W. K. Collins

The mix rate of contact product to the water is extremely critical in re-
lation to the degree of sucker control obtained with contact solutions. The
objectiv.e is to make the solution strong enough to kill both suckers in each
leaf axil and not cause more leaf injury than is acceptable. Some chemical
topping and injury to the upper several leaves is considered acceptable.
A standard dilution rate for the first application of contact solution
is to make a 4 percent strength solution. This is done by mixing at the rate
of 2 gallons of contact sucker control product with 48 gallons of water.
Solutions for second applications should be stronger such as a 5% strength.
If the two gallons of product are mixed with 65 gallons of water, the
solution is 3% strength and is too weak to kill the secondary suckers. On the
other hand, if the 2 gallons of product are mixed with, for example 35 gallons of
water, the strength is nearly 6% and so strong unacceptable leaf injury may re-
sult. About 50 gallons of solution per acre should be applied to have enough
solution to rundown the entire stalk.
A good understanding of how contacts work will help you understand why the
mix rate may vary and yet achieve the objective of good sucker control and not
too much leaf injury.
Contact sucker control solutions kill suckers by evaporating the water from
the small suckers faster than the plant can replace the water. The suckers are
dried out until they are killed. The smaller and the more tender the sucker,
the less concentrated the solution has to be to obtain the desired kill. How-
ever, as the dilution or strength of the solution drops below the suggested 4%,
I

( chances are reduced of killing the embedded secondary sucker. This sucker is
located behind the first sucker.
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As long as the first sucker is present,.this sucker tends to protect the (


second sucker bud, which is often just a bump, from the contact solution. When
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the contact solution is strong, it will dry up the base of the first sucker and
wound the leaf axil enough to kill many of the secondary suckers.
Weak contact solutions, those that are less than 4%, often visually do
an acceptable job; however) experience has shown the secondary suckers grow
rapidly and become too large for the second application of the contact to pro-
vide control. Then the sucker growth on vigorous growing tobacco cannot be
controlled with the labelled rates of systemic acting chemicals such as MH.
Because contacts kill suckers by a drying action, certain weather con-
ditions such as a bright warm day favor increasing the degree of sucker control
obtained with a given solution. Contact solutions sprayed on cool days or cloudy
days are considerably less effective than those applied on bright warm days. This
is one reason the mix rate of contact product to water should be adjusted as
weather conditions may vary.
The mix of product to water should also vary according to the tenderness of
the tobacco. Less than a 4% solution may provide suitable sucker control on the
first application on a very young, tender crop. Most second applications which
should be applied 3 to 5 d~ys after the first application and all third appli-
cations (3 to 5 days after the second application) should be applied at 5% strength.
This is 2.5 gallons of product mixed with 47.5 gallons of water. The 5% strength
is suggested because the plant is •.1sually more developed and leaf tissue is
thicker and able to withstand the increase of concentration. Also sucker growth
is likely to be less tender than at the time of the first application.
A rule of thumb to use is to apply a contact solution that chemically tops
5 to 10% of the small, late plants in a field. If no plants are chemically
. I
topped during the first application, the solution is too weak to provide maximum
sucker controli.
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Chemically topped plants are usually late less vigorous plants. The
chemical topping maximizes the chances of these plants to produce leaves that
have an acceptable level of body rather than to be extremely thin and chaffy.
Some growers apply weak contact solutions such as 1.0 gallon of contact in
49 gallons of water •. About the same degree of contact sucker control is ob-
tained as might be expected with application of one-half the rate of MH. The
sucker control with both of these comparisons appear acceptable for a while,
then there is sucker growth.
There is considerable evidence that late sucker growth is related to the
use of excess nitrogen fertilizer and use of weak contact solutions. The use
of contact solutions at the correct strengths can be expected to greatly in-
crease the up-front sucker control and make it possible for the labelled rate
of systemic acting products such as MH to provide full season control even
where excess nitrogen was used.
The use of strong contact solutions increases the chance of leaf drop;
however, this is rarely a problem unless excess nitrogen has been applied.
Some growers apply their contact solutions with hand-operated applicators.
This method of application greatly increases the degree of contact sucker con-
trol, especially in the Piedmont where it is difficult to correctly apply con-
tacts with tractor sprayers .. One hand application of a contact solution is
usually adequate before a systemic acting product is applied.
Tops should be in the plants when the first application of a contact chemi-
cal is applied. The top will intercept the spray pattern and increase the
chances of solution rundown and kill of tiny suckers.
(
HOW TO LOWER MH RESIDUES
W. K. Co11 ins

Maleic hydrazide {MH) residues in U.S. flue-cured tobaccos have increased in


recent years. Strong criticisms have been experssed by buying interests, par-
ticularly those in West Gennany about the level of MH residues in our tobaccos.
The problem with MH residues appears to be one of numbers that fortunately
do not appear to relate to any toxicological problems. However, the numbers are
concerns that could unfavorably influence manufacturers' use of tobaccos containfog
.high levels of MH.
The MH residue levels of Gennan purchases from the U.S. have averaged about
200 ppm in recent years, but they have an expressed goal of manufacturing products
with no more than 80 ppm of MH. They are staying below the 80 ppm level by using
tobaccos with le~s or no MH from Brazil, Zimbabwe, Canada, and other countries that
prohibit the use of MH for sucker control.
The much discussed 80 ppm MH level is not a law but rather a possible acceptable
level in products. The 80 ppm level was arrived at after beginning with a much
lower figur_-e that was a gen~lemen s
1
agreement among public agency, chemical company,
and West Gennan cigarette manufacture representatives at a time when the MH residue
levels in U.S. tobaccos were lower than currently found.
A simple solution to the MH residue problem would be to rais-e the acceptable
level of MH residues from 80 ppm •. But since MH is an additive to tobacco, to in-
crease the MH residues could easily open manufacturers to criticism that could
reduce product sales. The result would be a "numbers game 11 on MH residues in
cigarettes and cause reductions in the use of U.S. tobacco in products. Further-.
more, if the 80 ppm level were raised, it would indicate that U.S. growers are
unable to reduce the use of MH at a time when certain major competitors can produce
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tobacco without using MH. As the MH residue levels increase, our flue-cured tobacco 1·
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becomes less competitive in world markets because foreign buyers have the alternative
of buying tobacc?s without residues from other countries. The U.S. shar.e of
world production of flue-cured tobacco has dropped from 41 percent in the late
1950 1 s to 19 percent in 1979. Some of this may be attributed to increased MH
residues; however, it must not be .overlooked that the quality difference between
U.S. flue-cured tobacco and certain fore_i gn flue-cured tobaccos has decreased.
In addition, new manufacturing technology available within the international to-
bacco industry makes it possible to make products that are acceptable to consumers
wi.th a wider range of tobacco than only a few years ago.

Altha.ugh the tobacco industry has a wealt.h of processes to modify undesirable


tobaccos, it does not appear to have a practical way to modify MH residues except
by b1endi.ng down with 1ow MH tobaccos •
Many. growers have shown an interest in a chemical sucker control program that
can be expected to provide acceptable sucker control and cured leaf with acceptable
residues; however, the use of high rates of nitrogen may be the limiting factor
in accomplishing this. Many growers are applyi_ng such high rates of nitrogen that
labelled rates of MH-containing products cannot provide full-season sucker control.
Recent fertilizer sales in North Carolina she»1 that the average tobac.co grower
uses· 110 pounds of nitrogen per acre while 60-80 pounds per acre are reconmended,
plus adjustments for leached nitrogen.
Excess nitrogen .(more than 60 to BO lbs/A plus adjustment for leaching)
stimulates excess sucker growth and delays maturity which adds to the length of
time chemicals are expected to provide sucker control. A conman error is to
apply extra nitrogen for anticipated leaching before it occurs rather than applying
additional nitrogen on a need basis after leaching rains. As a result, often
excess nitrogen will be available at the end of the growing season. Excess ·
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nitrogen delays ma~urity, reduces curability, reduces market price, is related


to increases of certain insects, and makes it more difficult to control suckers.
Weak solutions of contact-type sucker control products often only kill one of
the two tiny suckers in each leaf axil. All contact-type products currently on
the market should be mixed at the rate of 2.0 gallons of product in 48 gallons of
water, a 4% solution. One should use at least 50 gallons per acre.of this solution.
Numerous growers are mixing less than 2.0 gallons of contact product in the sug-
gested quantity of water. The more dilute or weaker the solutions, the greater
the tendency to just only temporarily suppress sucker growth. Later this sucker
. growth becomes vigorous and cannot be controlled with a single application of MH
at the su_ggested rate.
Sucker control data collected in 1980 show the great difference observed in
sucke~ growth at final harvest when three rates of a contact~type solution were
applied (Table i). In this test the suckers appeared to be under control for
several weeks, then rapid growth of suckers occurred where the 2 and 3 percent
solutions were applied.

Table· 1. Sucker Growth with Three Contact Solution~ ~·

Contact·+ Water Percent . Suckers per Acre


Gallons Contact· ·No. · · Pounds·
1 2 29,900 6,256 .

1.5 3 15,600 4,794


2 4 7,800 1,950
a/Nonnal suggested mix rate of 2 gallons of contact
chemical in 48 gallons of water.

Contact-type sucker control chemicals alter the water proofing layers of the
sucker tissues to a point where the moisture in the tissues escapes. This loss of
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moisture kills the tender· sucker tissue. Mature leaf tissue is not damaged because
the water proofing layers on the upper leaf surfaces are thicker and consequently
are not completely altered. However, high concentrations of the contact can destroy
leaf tissue, especially it is is very tender like when it has been grown with ex~

.cessive nitrogen.
The use of less than the suggested ratio of chemical to water often kills or
damages no more than one of the two sucker buds at the leaf axil. The degree of
sucker control is related to tendern.ess of the plant a~d. growth conditions. If
.growth is tender, the sucker control will be ll)UCh higher tha,n if growing conditions
are unfavorable such as under dro_ught conditions. Grower experience tends to verify
this observation. Some growers are applying contact solutions that contain as much
as 5 percent of the formulated products on less tender crops.
There is concern among growers about leaf drop with strong contact solutions.
-This is not likely to be a problem unless t~e crop has an excessive amount of avail-
able nit~ogen and the season is unusually wet for several days after application.
)f l~eaf drop occurs it most 1ikely will be from the lower part of the stalk where
there is.high humidity due to lack of sunlight and air movement. These factors
encour~ge survival and spread of soft rot bacteria which enters the wounds in the
leaf axils.

Topping and Sucker Control Program.

Good equipment and timely applications are musts for good sucker control.
It is essential to have properly adjusted, accurately calibrated equipment with
adequate .agitation to obtain satisfactory sucker control without injurying the
leaves. Many growers would increase the degree of contact sucker control by operating
:thefr sprayers at 2 to 2~ mph? especially where application conditions are less .
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than desirable. Futhennore, apply the materials at the correct st.age of plant de-
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velopment, button, for contact-type materials and about a week later for those that
control by systemic action, fpr best results. Under nonnal growing conditions,
· with the suggested rate of nitrogen applied, the following topping and sucker con-
trol program has consistently given acceptable sucker control where materials were
properly applied.
1) Apply a contact sucker control chemical at the proper concentration be-
fore topping when about 50 percent of the plants reach the button stage.
To obtain the proper concentration, mix tw~ gallons ·of product in 48
gallons of water to make a ~ percent solution. Concentrations lower than
4 percent .may provide little, if any, control of secondary suckers. and
make it difficult for MH to provide full-season sucker control. Contact
solutions with concentrations higher than su.ggested may cause some leaf
injury; however, chemical topping of about 5 percent of the plants indicates
the timi.ng of. the application and concentration of solution are correct.
The chemically topped plants are usually late-develop1nQ' plants. Topping
these plants early and below thenonnal number of leaves reduces the amount
of thin, chaffy, cured leaf produced.
Toppi.ng height is also very important. Plants should be topped at
about 19 harvestable leaves in view of the demand for good-bodied leaves.
Having to delay the MH application to allow for higher topping increases
the likelihood of sucker problems. The proper use of a contact-type
sucker control chemical makes it possible to obtain the numerous benefits
of early topping before plants develop enough for MH to be applied without
reducing leaf desirability. Also early applied MH often does not provide
full-season sucker control.
2) Apply a second· application of a contact sucker control solution 3 to 5
(,.·
days after the first application in fields that have irregular growth
and floweri_ng. Later applications of contact-type solutions provide re-
duced control because the few suckers missed with the first contact
spr~ing grow extremely fast and become too large for a contact to kill.
Plants that were not topped after the first contact was applied should be
topped followi_ng the second application.
3) Apply a product containing only MH or apply FST-7 (contains both MH and
a contact) about 7 days after the last contact application preferably in
the morning about two do_ys after a rain or irrigation. For maximum.effect,
apply MH in the forenoon to- plants ·having good- soil moisture.
Only the recorrunended rate of MH should be applied to help avoid problems asso-
ciated with high MH residu~s. Labels on all MH products now prohibit more than
one application unless a wash--off occurs the first 6 to 12 hours after application.
Tests have shoWn that as the rate· of applied MH is increased, the residue on the
cured leaf can be expected to increase~ One application of MH at the recommended
rate can be expected to leave a MH residue of about 80 parts per million. FST-7,
a MH-containing product, when applied at the s_u_ggested rate, provides 11 percent
less MH than the recommended rate of other MH-containing products; consequently,
its use would be expected to reduce MH residues somewhat, but it may also affect
control from the reduced MH. appl i.ed if there is excess nitrogen.
Use of problems containi_ng MH just prior to harvest must be avoided so that
chemical residues will be at the mi.nimum. MH residues are related to the number
of dczys between sprayi_ng and harvest. Labels on MH products require at least a
7-day waiting period between MH application and harvest. The lo.nger the time
between MH application and harvest, the lower th.e MH residues. Some of the MH
sprayed on the plants stays on the surface of the leaves. This surface MH can
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be washed off by rains, ir~igations, or dew if either should occur. A 66 percent


reduction in MH residues occurred on mid-stalk tobacco the fourth day after treat-
ment wh.en there was a 2.2 inch rain on day 3 (Table 3). In another test where
there was dry weather for ten days after application, the percent decrease was
considerably le~s. The longer the time between MH application, and harvest, the
greater the opportunity for wash-off of surface MH to occ~r. Therefore, MH
should be applied as far as practical ahead of any harvest.

Table 3. MH Residue Levels on Mid-Stalk Tobacco Between 0 and 4 Days After


Application of MH at Upper Piedmont Research Station l/

HARVEST TIME
Days After Application ID!!! % Reduction

0 140 0

1 115 18

2 107. -24
. 4 2/ 48 66

]J Conducted by Dr. T. J. Sheets (1978)


2/ 2.2 inch rain on Day 3.
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I Southeast Fann Press
I June 1. 1983
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CHEMICAL TOPPING, A GOOD SIGN IN TOBACCO
W~ K. Coll ins

It is desirable to chemically top 5% to 10% of the plants with the first


application of a contact-type sucker control solution. Chemical topping of
some plants should be expected in crops with irregular growth and flowering.
l-Jhen some of the plants are chemically topped by the contact solution,
this indicates the time of application and strength (concentration) of the contact
spray was correct for the situation.
Chemically topped plants appear to be injured; however, there are several
important benefits obtained from chemical topping. First, usually an extremely
high degree of sucker kill is obtained when chemical topping is observed. The
( two sucker buds in contacted leaf axils are killed in most of the leaf axils on
\.
the chemically topped plants as well as the other plants in the field.
Second, results from on-farm tests show plants topped in the pre-button
stage yield more than if topped any time later. There is an appreciable amount
of tissue burned out in the button area when plants are chemically topped. The
remaining leaf tissue continues to develop and produce good bodied leaf. This
is the type of leaf expected to have highest demand at the warehouse this season.
Leaf tissue and the stem of the plant that is topped out by hand or by a
topping machine is a sure loss or reduction from maximum yield. Early chemical
topping stops the plant from channeling plant resources into certain leaf
tissue and floral parts that are not saved for market but rather discarded on
the ground. This plant material is a real and significant loss.
Research shows that after plants reach the button sta3e, yield potential
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of untapped plants is reduced 1% per acre per day. For many growers this is a
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reduction of 20 to 25 pounds of cured leaf per acre per day. There is evidence
this principle of increased yield with early topping applies to the pre-button
stage.
Third, the body of the remaining leaves on chemically topped plants will
increase compared to topping them later by hand or mechanically. Usually this
will increa.se the desirability of these leaves as compared to thin-bodied
chaffy leaves normally produced by late developing plants which are most likely
to be chemically topped.
The market outlook ·far the 1983 season indicates a strong preference for
good-bodied tobacco. Early topping will contribute to this. Delayed topping
is known to be related to the production of l1i ght-bodied, thin tobacco. Buyers
can purchase light-bodied leaf which lacks flavor and aroma from other markets at
considerably lower prices than available in the U.S.
Floral parts on tobacco plants should be looked at as pests. They rob the
plant of its resources and reduce yield and leaf useability. Tops in tobacco
plants are the major pests in tobacco fields in North Carolina. They are on
every plant in every field without exception. Therefore, time of topping is
a ~anagement decision required every year. However, obtaining some chemical
topping .when the first contact spray is applied should be an objective each
season.
There are several other benefits of topping in the button stage. Topping
is completed before harvest begins. This helps spread the workload away from
the peak harvest period. The chance of plants being blown over in a windstorm
is reduced when plants are topped. The populations of certain insects are
lowered because eggs and larvae survival is nil on floral parts removed from the
plants. The moths of certain harmful insects are more strongly attracted to lay
eggs on the floral parts of the plant than on older leaf tissue. If these eggs
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and larva can be effectively destroyed when topping, then the need, costs and
possible hazards of chemical control are reduced.
Early topping is always important; especially when the plants grow under
adverse conditions. Plants that reach the button stage in dry weather should
be topped immediately to shift the available plant resources to the leaves.

Under drought conditions, it may be just as beneficial to top plants early as


it would be to irrigate. Plants that have a restricted root system from
growing under relatively wet soil conditions should be topped as soon as the
buttons appear, but a 1ittle lower than normal. Toppi.ng will stimulate root
development. Plants will then recover more rapidly as the soil dries.
Plants grown with excess nitrogen should be topped at the normal height
rather than higher than nonnal. Thin leaves have ·be~n associated with excess
nitrogen. Because of the extra number of leaves on high-topped plants, the
leaves may be thin all the way to the top of the plant. When plants that are
over-fertilized with nitrogen are topped nonnally, the leaves will be thin at·
first because of rapid growth but after they have fully expanded, they will
thicken with time.
On most farms, plants should be topped when they have 18 to 20 harvestable
leaves. Plants usually have this many harves·table leaves in the pre-button stage.
From a practical viewpoint, chemical topping is the only way topping can be
accomplished at this stage of plant growth. Chemical topping maximizes the
many benefits associated with early topping.
The strength of the contact solution plays an important role in the degree
of chemical topping. Weak solutions are unlikely to provide any chemical topping.
A 4% solution prepared by mixing at the rate of 2 gallons of contact sucker
control product with 48 gallons of water normally is strong enough. Be sure to
operate the pump pressure at no more than 20 psi and operate the spray boom about
one foot above the button.
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1 ooocco proaucnon fl.f '6 Lo

Contacts control suckers early


By W.K. COUJN'S not obtain et. the suckers grow rapidly and be- mixed because the active ingred-
North Carolina Ext ..milon Highu than suggested come too large for the second BJ>' ients (fatty alcohols) are lighter
Toba,'Co Sp«Jallst amounts of chemicals will plication of the contact to provide than water. They tend to float and
strengthen the mixture and may control. must be agitated to prevent sepa-
\. · The :ca.. tobacco crop has un- cause leaf burn. Then the sucker growth on ration. Avoid the use of cold
dergone some weather stresses in Sucker control data (table) vigorous growing tobacco cannot water because it does not lend it-
the plantl:led and field. As a re- show the great differences ob- be controlled with the suggested self to a uniform emulsion.
s ult, many served in sucker growth at final rates of systemic-acting chemi- Second contact application. It
fields have harvest when three different cals. has become a standard practice
plants reach- rates of a contact-type solution A rule of thumb to use is to BJ>' to apply a second application of
ing the button were applied. ply a contact solution that chemi- contact three to five days after
stage at dif- Suckers appeared to be under cally tops 5 to 10 percent of the the first application. The second
ferent times. control for several weeks, but as small, late plants in a field. If no application is used to kill suckers
As plants the harvest season progressed plants are chemically topped dur- that may have been missed with
reacb the but- suckers made rapid growth, es- ing the first application, the solu- the first application.
ton stage it is pecially where the 2 and 3 percent tion was too weak to provide Systemic chemical
time to begin solutions were applied. maximwn sucker control. Because contact solutions are
Collins the chemical not likely to kill all of the sucker
sucker control buds, an application of a sys-
program which will be followed Sucker growth with three different temic-acid chemical should be
by immediate topping. concentrations of a contact solution' made about a week after the last
Contact-type sucker-control application of the contact.
chemicals are Ideal to use to con- Contad + Advantages. The use of a con-
trol suckers until the upper water Percent Suckers per acre tact chemical allows earlier
leaves develop enough for a sys- (gallons) contact No. Pounds topping, which Increases yields.
temic-acting chemical such as Therefore, it fills the sucker con-
maleic hydrazide to be applied. l + 49 2 29,900 6,256 trol gap between early topping
Spraying with contact solutions 1.5 + 48.5 3 15,600 4,794 and the time the upper leaves are
should begin as soon as most 2 + 40 4 7,800 1,950 large enough not to be damaged
plants have the desired number by a systemic-acting chemical.
of harvestable leaves. This could •Normal suggested rate of two gallon~ of contact A major advantage of contact
be before any floral parts appear. chemical in 48 gallons of water. solutions, especially if two or
As a general rule the first three applications are made, Is
spraying with a contact solution that the period for the systemic-
should be at a 4 percent strength Contact solutions control Data collected in on-farm actlng chemical to control
(two gallons of chemil:al with 48 sucker buds by destroying cell sucker control tests show that suckers after topping is reduced.
gallons of water). The second ap- membranes. As a consequence sucker control with contact solu- Systemic-acting chemicals
plication should be about a 5 per- the sucker bud dries out to the tions is improved by applying a 5 tend to give out and when tobacco
cent strength (2.5 gallons of point of being killed. percent concentration rather remains in the field for as many
chemical with 47 .5 gallons of If the cells are not destroyed, than a 4 percent solution for the weeks as it should, sucker growth
water). the contact solution does not re- second application. can be reinitiated. For example,
The degree of sucker kill on strict cell division as MH does. The 4 and 5 percent concentra· MH normally will restrict sucker
tobacco plants with contact-type That is why the contact can be al>' tions of contact solutions are growth for about six weeks.
solutions is direcUy related to the plied in the button stage when guidelines ~ follow. If plant The use of a contact allows the
mix rate of chemical and water. upper leaves are expanding by growth ls tender, good sucker systemic-acting chemicals BJ>'
Therefore, it is extremely impor- cell division. control may be obtained with plied later to provide full-season
tant to mix a specific amount of In fields with irregular flower· slighUy reduced concentrations. control (unless there's too much
cvntact chemlc::il with a specific ing, two or three applications of If plant growth is tough, an in- nitrogen from tobacco fertilizers,
amount of water. contact solutionR before !! crease in concentration is sug- carryover from high rates of
This requirem<iat IS different systemic-acting chemical appli- gested to obtain good sucker con- nitrogen used on a previous rota-
fron1 \hat with other chemicals. cation are recommended. trol. tion crop, or residual nitrogen
For example, with chemicals The number of spraylngs may There is concern among from a leglune Is available).
used to control insects, weeds, be reduced where application ls growers about leaf drop with
grasses, and diseases the amount by hand rather than mechanical strong contact solutions. This is
of water used is not critical other sprayers. Application of contact not likely to be a problem unless
than to use enough to uniformly solutions by hand methods at the the crop has an excessive amount
distribute the chemical. top of the plant provides a very of nitrogen available and the sea-
Proper strength high degree of sucker control. son is wiusually wet for several
The suggested rate of the con- The amount applied should be days after application.
tact-type products currenU)' on enough for complete rundown to If leaf drop occurs, it most like-
the market is two gallons in 48 the soil line but not so much as to ly will be from the lower part of
gallons of water. 'Ibis makes a accumulate at the soil line and the stalk where there Is high hu-
four percent solution. damage the stalk. midity due to lack of sunlight and
The mixture should be strong Weak contact solutions, those air movement. These factors en-
enough to kill both of the tiny that are less than 4 percent, often courage survival and spread of
suckers at each leaf axil when the control only one of the two sucker soft rot bacteria which enter the
solution wets suckers less than buds found in each leaf axil. wounds in the leaf axils made by
one inch long. Often it appears that accept- the contact.
Higher than the suggested able sucker control is achieved Mechanical sprayers •. When ap-
amounts of water will weaken the with weak contact solutions; plication Is made with mechani-
mixtures so that good control is however, experience has shown cal sprayers, 50 gallons per acre
of the contact mixture should be
applied at the button stage using
three nozzles mounted about one
foot direcUy over the row of to-
bacco.
Application should be with a
relatively low pressure (20 to 25
psi) giving a large droplet size
delivered from a triple nozzle ar-
rangement for mechanical spray-
ing. P~nts should be standing
straight up and application
during hot afternoons should be
avoided.
The low pressure will provide
coarse spray droplets needed to
avoid forcing the spray Into
I leaves. That could damage
\ leaves. As the pwnp pressure in-
creases from 20 psi, the prob-
ability of leaf injury increases.
First contact application. The
first application of a contact
should be made when 50 percent
of the plants are in the button or
elongated button stage, the time
when sucker buds are small and
tender.
(
\ .·
MODlill\N '1'.QBAPOO GROWER May1985
I

Chemical·Topping
l:l:Y W:K. ~6llins. ?11ort1iCai-0~F.:~tensi<!nqjoba&!l.S(iecialist · . . · ·.
It is desirable to chem1cal· ·· cro~s' ~$ ·jttegillar .growth tr!l~ion) ()f the contac.t spiay Fiist, usually an extremely
ly top 5 percent to 10 plli:- anCf".floW.ering. was i:On'eetfiir thesituation. high degrP.e of sucker kill is
cent of the plants with th~ W!t,en sq!l\e of the pJilnts · · Chemic8lly topped plants obtained when chemical top-
first application of a contact areCJ!emlcal)y toPped_by'the . •!'PPear·· to. bl! injured; pmg · is observed. Both
typl! suck'!? control solutiQJ'. conta~t. solution, thi.~. irr· liQ:weyl!r, .t!>arl>. !U'e s9v"1'al primary and secondary
Chemical 1:9pping 1>f some. mcaMS. the ~e :o.f '!pI?lica· iltlliQrtant benefits o.btaine<i sucker buds in contacted
plants sh<iuld ~-expeCted in tion ·Qiid !l~h .f¢on:cen: .ft'~ltl. chemlcii.l topping. leaf axils are killed in most
· of the leaf axils on the

well as tru•
.............-"'!'................._. . ._."!"'......._.......,...,. .- - - - - - - - - - - - - - - - - - - - - - - - - - - - - -.... • chemicallytoppedplantaas
othl!r 'plants in

C. o·.· ···u···N···.........LJIBM'. .· ..
the field.
Second, restilts from on-

.· 1FYOUDVl1fer·
farm tests show plants top-
·ped In the pre-buttoo stage
Yield more than if topped
any time law. There is an
!l.P,preclable amount of tissue
'l>urned out in the button
. area. when plants are
~y topped.· The re-
~ le&f tissue con-
MOff!. th!ln 260,QOO ~ucker$per acre .tliluea to develop and pro-
.are .wait;ng _to steaJ.ypi,ir.f1t!rd~~p~fi~ .~ ~ bodied !eat. This
pon!'"tGive.$.1,1ckers•At;nane.~.t is the type 9f leaf expected
·to ha\ie highest demand at
FAIR"-85® ·contr()}s tf)em• effecti.v.ely ·the·warehouee.
and econofflicaiftt. · ·· Leaf tissue aild .the stem
of the plant that is topped
out l>Y hand .or by a topping
maChlne. is a sure loss or
:reduction from maximum
-Y,ield. Early cheinical topp-
ing Sl:Qps . the plant from
: cll:anneling plant rssources
"·•mto;Certai.n leaf tissue.and
. .hciril parts thiit are not sav·
.e<kfOr ·market but rather
discarded on the ground.
Thi~· plant material. is a real
and significant loss.
Research shows that after
· plait.ts reach the button
~; yiel\I potential of un·
tQppiid plants is ~educed by
1. Pl!?OODt per acre per day.
For· many growere this is a

.**Kill11.a1.1¢keiswithio a howr
Doeiln't:StQp cell:division
j. P~rtic1:1fariY' hefpflil on
reduction Of 20 to 25 pounds
of curj!d leaf psr acre per
· day. There is eyidence this
P!inciple of increased yield
with early toppmg applies to
· • im'!iv!ii;i .c;~op,s . the preb11ttllll stage.
*C>anbe,.ar:>p!!ed earlyrapid
syckers·star;'t their
before.
·
Third. the biidy of the re-
maining leaves on chemical·
1y topped plants will in-
gto>Jvth, · · crease. compared to tqppmg
theiii · later by hand or
Take thatfir.stlm,p()rtant ~fflk;t.il~tqs;[.nolf()~tqiit
~cally. Usually this
· will increase the desirability
on tl!/e.•W!Jtehot1$ello.Oc. Apply .fAIR~$5r · of these leaves as compared
tO thin bodied chaffy leavss
the proven i:ontr1.r:t~t1t;/fer~~nflto/:ptQ(li;fet, •. · norm8lly produced by lat.e
developing Plants which are
·. , at the bu'ttQQ·~tl!J;§e.
- .
·· · '·· · mostlikely to be chemically
top~.
,' ; " -

In the market there is a


strong preference for good
bodied tobacco; early topp-
ing will contnoute to this.
•Delayed tqpping is kno_wn to
be. related to the production
ofllght bodied, thin tobacco.
· Buyers can purcbas8 light
bodied leaf which lacks
Continuft on page 6

/
'
Mayl985 MODEml 'f()BAOOQ GROWER Page5

the nomial lltligh~ r11~,et 01! most farms. plants ts~ solution Jll!IYs an impor-
t;Julli l#gher ~ ,norma,J. shotil!f be t:Qpped when they tsnt !'Qle in the degree of
Thin l11avee; :have" ·OOOn, ha~ 18 t:O 20 harve8table chllDlical topping. Weak
ass<>ciiite'd . with ' hc'ess leaves. Plants usually ha~e solutions are unlikely ,to pro-
nitrQg~. Bec;a.~ of the $JX· thiS many . harve.stable Vide any chemical topping•
tra num~ of..le,B.~·.o!> high .lea~s in the . prebu~ton A 4 percent solution (
· t:Qppid, · plant$ 'tile ·•Iliives stage: . ·.From a practical prepared by mlxlng at the
?iiAY. bii ~ ~ .the waY. lo Ylemioint: ChemiCal tOppmg rate of two gallons of con-
.tit~ t;op 11f'the 11lan.h When js t!\~ onl:Y way tqpping can f:!tct s~ker cilntrol product
\
plagts, thet'.&1'8 Jiv'er fe~ .be 'aooorhplished . at· .this with 48 gallons of water nor-
:with nitrQgei\ : l!ril tQpped st,'!.ge .of · 11lant . growth. .mally is strong enough. Be
'" nromally, tlte leave& ·Wilf lie Clielllic!i! topping: max, llUre to operate the ' pump
thin at fil'at. ~use of rapid . imiztiii the· many · .ben<lfits .prilsSU?e at no more .than 20
gi:ojyj;li ' t!!eY .ha,,.e asa<iclated' wilh early topp- psi an<\ 9.P&r&te the spray
r.wr ex iin~.r .Will ·mg. · · lloQuf ,about one foot. abrive
'the s~~gt;h />f the· con- thebutt;On.

'Fhlil plant bas ··~ Oh.~ toPt19d by contact


,f.iienue&t~tli iitiiltiorn:o cliiiijaget<i marketable 1ea.v~
flavor and aroma from other
coimtries at conside'rab!y
lower pnces. than aVi,UJ.able
intheu.i;i. .·. ·
Floral parts on t;O!iecco
~ts:shoill!llleJliok · · ··
r;iests, They rol> tful:
its resources and.·
l#ld a.
leaf Ii
'[:r ~anto°4: pi~~t=
. fiel!lsmal:r ;:rtli
Ille~.
'l'hey are on ~· JllanVi:iJ.
·..wq field ~th!>Ut' ~
ti,O!l,. .. . . .
TheNfDrll; tinie
. . . ~~~Ji.,,

.. --· >4---·-·
-·~-·-·-----.-·~,.~

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\
1'$ge 12 MODERN TOBACCO GROWER March 1988

l\enefits ofEarly 'Topping bg &n !Ctttrell, To~ Specialiat, <;le1'189n Unlvemtg · · ·


'f:O!!pjng .toba~cp early is .. leavesandbettersuckercon· .seed!. rucioi.ln!!·whicll·is·made:inthe . stage ..
an Jmp()rtant. l>ra~tice. .All ti-ol. _,,""Tobac~9 l(!'Ow'ers are not ·root~ .,of. :the t.<illacco .plant Topping early will also aid
growers will .top their tobac- The tobacco plant will nor- interesl'ed in inaki11g ~d. a!Jd,s.fured:in tbecleave.•• ,The in sucker control Suckers in
co .e:v.entually, but the good mally ·flower · 60-70 do''" Therefme .. Lite quicker .th.e "Pr.<iper .·ratio· of sugar to . the top ,begin to form as the
majtager, by topping .early, after: transplanting. Oace top ill r,emQved af~r the .nicotjne is e.~ntiat tp the .plan,t starts to flower. If con-
. will reap "tl•e moSt, benefi·ts the plant develops a button ..de.•ired .il\lml>er . of leaves prqp!lr i:hemistry ,of the ~ct . type sucker control
with the bottom lin.e being.. (theearly.stageo(flow:ering}.' liave:def'(c!<;iP,e~t!>nthepl111:it....tob~ccosmoke. · . materials are applied when
pr6fit. These benefits in- '.no more leaves will dewlop. the-mot41,pllint.e9ergy:•wiU · ,Eial'ly· topping .B~$o 50percentoftheplantshave
clude. a beti;ei- r0pt,;Sy:9tepi; This ill.. the ,normal pr(lj.'ess be 11,tore(f<in th,e r~!"l!lil'i!'g · ~Jiiriina.f.!>.s th.e lieayy Jl<iw<i.r . reached the button stage,
more, tol.erance· to drought, whereby a plant changes l~y811 .xath.,.,· th~Jl being head tJliiUs Yl!ll\ei:&,ble ti> mo8t of the suckers can easi·
le~.s . stalks leaning :fti>IJl fro!" t~ vegetative stage "'88.tild <ri ,the heav:y..flpweit w;hjfl' E)iminatinp; tJtl!.flO.W:er ·· ly be controlled. At · this
wind; Jtig~r, yield, better . linakil)p; l~v;e,s) to . ~he This it .·. a. bn,.!l·CC·.i·h· ·o· ·.· . ~d:V::. ,along . with .a. better . stage they are small and
. quality, less lapor, bi~r reproductive stagj!• (making t:Oo.t. :liY.9tem will reiiult in tende,r' . and are more
and• on J~s~• tl>~c,CO :plill!ts being J)u)nera\>le to the chemical.
:f a:dn ... · rt.•tlH'S'. h~1:ii.e'·· ·b(o~, o)l!~i: "fr!iis fa. itr\11'!':: Toppuig should lie done im-
de"'.;>nstni@ a los.S· of 25 :tant.in prOPf!I' appl\ClJ.tiqn.of mefila~y after the first·ap-
pounds: :p,er .11cire per day su~kl!r cpntrpl c,liemicals ,as plication of the contact. ·
wl)en plants :~re left untop-. w911· 11s hllrvestil\g with 'When topping', do not
: ped. · · machi11es. · make the mistake of leaving
·\. Tobacco plants wiU withs-.. tooinany leaves per plant. A
QµaJf§y Js;improved when .: ·tand P<!~iOds of 'l'ate'r (!tress· PJ!>nt' with 18 .to 22 leaves
·oobj' ,. · · · e:a:rl.V· L.eaf j I!i~l;h 1Jettl!r a.fter toJ?~i.np;. Will prQduce a normal crop.
part oHhe . The. larg,e fl~:wer r<iqu•r<!S a.. Topping l~ m!IY also aid in
pidly after lot of 1"'at¢r that is actll!lllY · sucker control since a largar
. . .. tlli!:es ta1<'1n fi:om the lea·v,es1 E)i· leaf will remain at the top of
d·wJd-: im'rd'El!i. rq<?t .RrClwth alsi> the l>laJJt. A larger leaf Will
• "nt'.isthe.in'. aid~ "il\'.be~ter !>,QSOr!lti!>!l of. aid indireetingcontact type
ltt per •· Yl~t~f f~~i,Ii : th<1 · .~i~... The chemicals to. run down the
obili!co . i:eirults are ,less wil9ng pf sti!lk ..When plants are ti>!>"
leaYe8:JVhere plal)ts are toj:>. ped. too high.. small leaves
w~;~iik:;~~ !' f'td ~~~ !~! d:!~ct1~~
1
·small 11\B:Vll•· .may. sand up
~~' }alip~ is . ~µirM · ag&inst the stalk where they
'!l'!i!ll); i;9ppjng :~rl~. '.rh~ ~ may protect the sucker

~~%~i~J~~]~· ~::::~:::~~u:-
. p;; ft W:il! uSJially tion .feqliires many manage.
Ear). . . encourp_ges. take iib:Q)J.t .thri>e ?111~ as.: 111~t.decisions. Toppinge&r,
thU. ii't~; e:•n root ·1!1'.'Qvitli long, Ip tpp ·after ~e full . ly n:u\y bl!. one of th.e. most
Ridomil·cont(ols blue mold and bla'* · t,o. OC:cur..eii~lier;. q)his aili>ws ' flpw,;r:.:'!~g "'" ·coi)lpa~ t:<> profi~blll . lfecjsions that a
Shani< ihyour tob!lOO). But forRidomil to
do·lts bestwork;lt:shoutd be applied to· the; plaiit'·tl). in:od\ie n'io~e tlie l>\ltton }>~ ·'!B"i'Y flower p;r.Qwer can make.
the soil before 1ransplanting. .. ·. .
Ridomil destroys diseases present in !he
soil. Then iUsJiibS,Orbed by the. roots and
moved systemically throughput the plant
to protectyourfobaccb as it grows. .
Forthe b~t twq-way action against blue
mold and black shank. follow your label
·Trallsplant
directions-use Rh;lomil in the soil:
. Aidomil' -O!Ci>ac:Geigyk>rmel-~.
Performance
CfelliNAi~.·.··
. •. ·.~EMICAlS, '.NC.
Klnoton North C8roll1111 --wi.i.i-, North ~lne
Tobacco growers wart not perform well in the field
plants .to re'siime. rapid even wider .favorable grow-
growth quickly . after .ing conditions. However,
· tt:ai:t5planting. Miitlinizati.(>n even· top quality ~ ·
Phone't1MU·1181 · Pl>oM91•7M-4117 · <if transpl~f stress l:an h!llP \Viii perform poorly in the·
~, '40rth carolll'lll : yoling tobacco plants .avoid field if certain production
Pltone tlt-944-7878 . msOO:t and disease problems practices . ere not followed
ant\a'ttliininaitimumgrowth before. and after
11n'i:l .yield; The first srep In transplapting. · .
Rl'.t.ti'li\'.plants off to a ·qujck, First, if a disease is pre-
. J\ea'lth;Y .start in: the field is :sent iii a specific field, •.elect
. toiprjjduce healtl)y;»viRQ•o.us a variety (if available} that.
':see'd.liii~ in the plant beQ, has .. resistance to . that
Poor qu11lity seedlings Will · .. Continued on page 19

(
\.
March 1988 MODERNT013A.CCO G~Q~ Pagel3
Continued 6om page 12 Growers should also pay field. .water to the plant r 00t zone growth, whereas tobacco set
disease or combination of attention to fertilization ·Minimization. oJ duting:thesiitting·operation. toolatewilloi'tenbeexposed·
diseases. Diseases can rates .. Excessive fertilizer transplant stress. is 11#. irtl;, <\;tleast3QQ gl!ll!ins.ofwater t.o increased .transplant.
r~uce the perf9rmanre_ of. ari!Vor· fert;i!izer plac,ed too pottant· part ·· · · · · ··f!'ll" ·acie is si!ggested for stressffom hot weather. /
the very l:iest transplants, .Clolleto.the•foot.systern can ptrlanspants tan"ti!\".n?gw
Burley gro:wers · l),ave· aeiionsfy ·injure "or kill 1
..·." ...·.·_=...~~ . · . · e · · ~
.,.,,.". •. 9. 6. . .. ..,
. · . · ..
....:'i.·t.!'
. w . ·u)pter.·.,_··.~~.·.Ad
8 Yso
,0 80
•. f,oar Finall.JI', a cul_tivation soon
after transplanting will
(
ayailable a new variety, "TN newly'set tobacco ,plants. stress. can..be . . .. :light lir)gatiQ'n soon after loosen and aeraJ;!L.thi!._!<>il
86," which was released in ~ in burley tobacco thoroughly wetting. the t~planting can further a.11d.--heip-"the toung---...- \
1986 by the UniversiW. o.f fertilization has shown that plant bed. before..i>ullih.g: .~lice• tr'B$plant- stress, transplants resume growth
Tennessee Tobaeco Experi· ma:tiniuin yields will pla!lts. Tl!i.11; pernlit1r •plait~ ei;p)lcially'linder diy. soil con· quickly.
ment Station in Greeneville. generany be obtained by the roots· to· retain ·moist .soil- 'ditfons: · ·· · . Tobacco ·growers . who
TN 86 is the only commer,· applieation of no more than when pulled Pulljld •see~!- · BU:,,ley ·tobaeco in Ten: follow these praetices will in·
cial burley variety with approXimately 150 to 200 ing's should be .~ept '!lllt' o~: neiis~ 9hot!ld: uSila\ly be crease theif chances of get-
resistl)nce to viruses .other pounds 9f:nitrogen per acre. the· ·sun -p-i·io;r' ·, t9• ~r,ansi>lanteli"dUrilig May 1.0 ting plants grOwing quickly.
than tobacco mosaic virus. Ph<>spliate and potash rates transplantll;ig. ! Tpeij.... i:i1iuui·: t\>.,J)ihe.- .);. 'rol!acco set ;too aftci' transplanting and en-:
TN 86 has high resistance. to should, be applied acc<irding s\ire · th~ ttansl>latiter. 8uP- . el!l'lY .w;u u!riililly/enco~ntm' .Sl!re ·mamnuni ·perforinance
tob!lcco veiri mottling virus, to soil test results for ~ch Jill.es,-a ~ent.~~f.9f : c&\1_. f~tliei\, ..~lilch ·~lows of.transpil!nted seedlings.
inedium.r\!istl¢ce to tQbacco .........,........----..--.,_..-....,..;..-...,...,....,_...,._ _ _..,.._""'"_""""...._ _~--------.

~~~
medium resistance to black
shank, !Jigh resistance to.
tOUNt"TREllFVOU DIRE!
·
.. . · · .. ·
..
·: .- . . • :: '!.
· · ·
·. · ·cc. · .

:c1~~~~,Ja!IJ':!~~, More than 250,000.s.u~k,r$


~fo!!!.~~-i~~ia~- are waiting tQ steal ····
!?:J~~t~m'Tllp~s ~r:~ . your hard earned P.~~tlt~:.
groyiinglate in t.b,e ll4l!ISOn, . . .. . , . . ·:···~''''· ..-.
so iate"s~n drought. l!lllY ·
stunt TN . SS moreso than·
. soi:ne other :viuieties; On :the
other hand; lat.e'season rains
·can.improve .tp9.yii>J4s,of TcN
:·86. coµipared ·to soine-other·
varieties. · :
' .In . ad<liti!in ti;): . v"!jet:r;
. selection, . a: . 'proIJ<ltly
preJ!llred . fi!li4 ·call·. help .
· to.Qacco plants s~.<?#' well
aft<lr· tr!lnsplllJ\ting,,What is
involvec:! in prop~ field
preparation? Fo" burley
. tObacco, t)l~ !!Oil P~k~!iould
l:m .maipti\jneij, i*.th" ~,l t.o:
· 6;5 r~ge. :.The'i!<iil; should b.e ·
. w~ Wied but not P.,~d.~.. ·
al;!d. shoulit l!(lt be )!(Ol'kl)!l ·
.when exC<!SSiv!lly. we~... Sc>jl.:
. worked when wet. tends to.
cO'inpact. anp young to~ci:9
plants will not gri>w well in Q<\lN,'T~n~,I; $U~ERS'·
tight soil. Crop rotation .'!rill ·· ACHANCEI ..
ithprove soil ·moisture 'Ma,~e F:AIR'"85~ your. FIRST
holding capacity and fertili· control ~pplication at suck~r.
ty and is an often overlooked
thlil Bl)TTON STAGE;.
component of soil prepara·
tion. · · FAIR-65l!> effectively controls
Proper fie1d ~aration .
also.inyolves tl:ie wise U!le of
to
·· suckers'Niihout &arm tobaepo.,:W10W8 Yli>tl to top.early fpr extra leaf groWtll. .
. Years oftestin(fproves that~he sucker cqnJrol prog~am ~tterin_9. B,EST Sl,JCKER CON-__ ..,.-
_ .
p'replant · pesticides.
?replant soil insecticic!:es TROL HIGEST VIEU), and Hl.GHEST PROFITS begins with use of a contact chemical. · ·
and transplant water m· FAIR-85\!> works for you! .· . . ·· . : . . · ·
secticides can bell! .protect
young transplants from .ear, Follow your FAIR-SS• appllcatio.n(s_~>...wittl th.~ prove. r:1:~tact{sy$lern1c:. FST-7® or MH
product, FAl.R PLUS® or FAIR 2. ff$ THE PROGRAM YOU CAN COUNT ON!

.I. .. I~
ly season insects s\lch .as
wireworms, cutworms and
flea beetles. A preplant,
systemic fungicide can help
control l!lU:e mold and black . Throughout Tobacco Growing Areas
·shank disease ·problems. · Aval.· ... ·e
..Fro.·m··· Lea.di·."·g. D..e.. al•...e.·rs
Preplant herbicides shquld
be. applied at the ~roper
ra~ and be properly incor·
porated into the .soil to con-
a,ir proiduct~, inc:.
trol. weeds effectively
without injuring the newly·
set_ tobacco plants.·
North Carolina State University (NCSU)

Research Programs Sucker Control


•,:

(
\.
Summary of Sucker Control Trials on B~rley Tobacco with N-Tac Sucker Control

Report Submitted to
British Americ~n Tobacco Company

By
Dr. Bob Pearc·e
University of Kentucky

February 16, 2015

Purpose: To test the efficacy of an organic contact sucker control (N-TAC) for controlling sucker
·growth in burley tobacco. Second was to determine the best use patterns including rates and
application timing for the -use of N-TAC for burley tobacco sucker control.

Methods: Study was conducted over two years with two locations each year. Study locations
each year were Splndeltop Research Farm near Lexington, KY and the Woodford County Animal
Research Center near Versailles, KY. Both locations are research farms that are part of the
Kentucky Agricultural Experiment Station. Burley tobacco (variety KT 210LCj was grown
following recommended practices as described in the Kentucky and Tennessee Tobacco
P.roduction Guide (UK Cooperative Extension Publication ID-160). Sucker Control treatments
were initiated immediately after topping. Treatments for each .season are shown in tables 1
and 2 and there were 4 replications of each treatment. Shortly before harvest sucker control
was evalua~ed by removing, counting and weighing all the suckers on 10 plants per plot. Pl.ots
were harvested by stalk cutting and the tobacco was allowed to cure in a standard burley cu.ring
. barn. After curing the leaves were removed and separ~ted by stalk position and weighed to
estimate leaf yiel~ for each plot. All .data were analyzed. with the GLM proced.ure in SAS 9.3
with means separated at the p=0.1 level. Dates· of important field operations are shown in
table 3.

Results: Since treatments were different between the two years of the test each year's data
were analyzed and are presented separately. In 2013 follow-up applications of contact sucker
control were made based on the number of days between applications as shown in table 1. In
2014 follow-up applications were made based on observati~ns of leaf axils. At l~ast ten plants
were inspected at roughly two day intervals; when the majority of the plants had signs of lateral
bud growth the next application was triggered. The statistical analysis indicated there were no
significant location x treat~ent interactions so the data are presented below averaged across
locations.
. .
For 2013 all treatments provid~d good sucker control (table 4). Only the untreated check was
significantly different. There were a just a lim,ted number of s·ucker escapes in some
treatments. The untreated check had a significantly lower leaf yield than ·all other treatments.
( There were some significant difference
- among
. the treatments for yield,. but
. most treatments
were no different than the highest yielding treatment. One treatment for which a lower yield
was recorded was the highest rate ofN-TAC (15% solution'). At one lo.c.ation in 2013 significant
leaf drop of lower leaves was observed for that treatment. Other treatmehts that were
significantly lower than the highest yielding treatments included the two flumetralln only
treatments. It is possible that the flumettralin resulted in some stunfing of the smaller upper
leaves, thought this effect was not measured in this study.

For 2014 again all the treatments provided sucker control that was significantly better than the
check (table 5). Though there was some. variability _among treatments in 2014, the majority of
treatments were at least as good as the best treatment. Evaluations of the need for follow-up
treatments revealed that the time between applications c<?uld be stretched beyond the
recommended 5 to 7 days for contact sucker control. There also appeared to be a rate effect
with the. time between applications being longer when higher concentrations of the contact
material was used_ (data not shown). The yields were not significantly .different from the
highest yield in the test ~cept for the check plot and treatment receiving 3 appJications of Fair
85~ No leaf drop w~s observed in ~014 to explain the yield loss for that treatment.

Concl.usions: Based on these trials N-Tac appears to be a viable method of sucker control for
burley tobacco. Burley tobacco tolerated higher concentrations of the contact material than
was previously reported.· Rates up to 7% did not result In leaf drop. At the highest rates of 10
to 15% some leaf drop and possible loss of yield was observed. The time between applications ,,r···· '\/_.__
could be stretched out to potentially reduce the total number of applications needed betWeen ·
topping and harvest. In many cases two applications of contact provided sucker control and
\
yields.that were just as good as three applications, thought lt would be recommended that
growers keep a close watch to determine if sucker regrowth was occurrjng. From these stt1dies
a recommended program for organic sucker control would be N-'fAC at 5 to 7% solution applied
immediately after topping and at Intervals of 7 to lO days or when sucker regrowth is visible in
leaf axiis.
Table 1. Sucker control treatments applied to burley tobacco during the 2013.season

TRT Application Notes


1 Topped, but no chemical sucker control Used to calculate % sucker control
2 Flumetralln 2.5L/ha (lqt per acre} Single application after tc;>pping
3 FlumetralinlOVha (1 Gallon p~r acre) Single.applicatiQO after topping
4 N-TAC 4%: two":applications Spaced approximately 10 days apart
5 N-TAC4%: three applications Spaced approxim·ately 7 days apart
6 N-TAC 5%: two applications Spaced approximately 10 days apart
7 N-TAC 5%: three applications Spaced approximately 7 days apart
8 N-TAC 6%: two applications Spaced approximately 10 days apart
9 N-TAC 6%: three.applications Spaced approximately 7 days apart
10 N-TAC 10%: two applications Spaced approximately 10 days apart.
11 N-TAC 15%: two applications Spaced approximatelv·lO days apart
12 1 Gallon MH plus 0.5 Gallon Flumetralin Single application after topping
All treatments were applied by hand with a back-pack pump sprayer using .a volume control
nozzle ca lib rited to deliver 22 mis c:if solution to the top of each plant.

.
Ta bf e 2 Suc ker Cont ro I trea t men t s app,r1edt. o b.urIey t o b acco d unng
. th e 2014 season
TRT .~ Application Notes
·r,
1 .\1, Topped, but no chemical sucker control .. Used to calculate % sucker control
2 ··!:;' Flumetralin 2.SL/ha (lqt per acre) · Single application after topping
3 ,:
,. N-TAC 5%: two applications Applications "as needed"
:; N-TAC 5%: three applications Applications "as needed''
4
5 ·~i, .N-TAC 7%: two applications Applications "as needed''
6 " N-TAC 7%: three applications Applications "as needed}'
7 N-TAC 10%: two applications Applications "as needed".
8 · N-TAC 10%: th.ree appDcations Applications "as needed".
9. N-TAC 12%: two applications Applications "as needed"
10 N-TAC 12%: three applications Applications "as needed"
11 Fair 85 5%: three applications Applications "as needed"
12 Fair 85 7%: three applications Applications "as needed'}
13 Fair 85 10%: three applications Applications "as neeaed"
14 i Gallon MH plus 0.5 Gallon Flumetralin ·· Single application after topping
All treatments were applied by hand with a back-pack pump sprayer using a volume control
nozzle cal.ibrat~d to deliver .18 ml of solution to the top of the plant. ·
"as needed" applications were applied when close inspection of the leaf axil area revealed
I• •
active suckef:.growth. .:
Table 3. Dates of important field operations.
Operation 2013 2014
Spindletop Woodford Spindletop Woodford·
Transplanting May24 fone 21 June 4 June 17
Topping July 26 August 29 . . August 13 August 25
Initial Application July 26 August 29 . August 13. August 26
Sucker Evaluation August 22 Sept 23 Sept 15 Sept 22
Harvest ·August 23 Sept 24 Sept 17 Sept 29

Table 4. Sucker control and yield data for 2013.averaged across locations.

Treatment .s·uckers per plant. Sucker Control Leaf Yield

.. #/plant . % "Kg/ha
Topped, but no chemical sucker
6.12 a O.Ob 2678 e .
control
· Flum~tralin 2.5!-fha (lqt per
0.26 be 98.0a 3028d
acte) ;. .
FlµmetralinlOL/ha. (1 Gallon
1;•"
0.04c 99.Sa 3225 bed
. per acre)
N-TAC4%: two applications 0;29 be 98.7a 3061cd
N-TAC4%: three applications 0.08 be 99.4a 3277 abed
N-l}AC 5%: two applications O.OSc 99.9a 3597a
N:..TAC 5%: three applications 0.03c 99.9a 3358 abed
N-TAC 6%: two applications 0.19 be 97.3a 3424abc
N..,TAC 6%: three aoolications O.Oc lOOa 3309 abed
N-TAC 10%: two applications 0.43 b .99.4a . 3370abc
N-TAC 15%: two applications -0.0lc 99.7 a 3224 bed
1 Gallon MH plus 0.5 Gallon
0.0Sc 99.9 a 3340 abed
Flumetralin
LSD p=0.1 0.35 4.0 335
Table 5. Sucker control and yield data for 2014 averaged across locations.

Treatment Suckers per plant Sucker Control Leaf Yield


. #/plant ·% Kg/ha
Topped, but no chemical sucker 6.66 a · O.Od 2491-c
control
Flumetralin 2.Sl/ha (lqt per acre) 0.68 c 90.0 abc 3192a
N-TAC 5%: two applications 1.79 b 85.1 be 3142 ab
N-TAC 5%: three applications 0.49c 94.1 ab 3052 ab
N-TAC 7%: two applications 0.40c 97.7 a 3363 a
N-TAC 7%: three applications 0.89c 84.3 c 3039 ab
N-TAC 10%: two applications O.SOc 90.0 abc 3133 ab
N-TAC 10%: three applications o.38c 93.5 abc 3073 ab
N-TAC 12%: two app.lications 0.41c 90.6 abc 3085 ab
N-TAC 12%: three applications ·0.23c 98.0ab 3076 ab
Fair 85 5%: three applications 0.88c 88.4abc 3197a
Fair 8~ 7%: three applications 0.63 c 91.1 abc 3179ab
Fair SS 10%:··three applications 0.53c ·93.5 abc 2841 be
1 Gallon MH .plus 0.5 Gallon 0.19 c - 95.5 abc 3013 ab
. FlumJtralin
LSD p:0.1 0.80 9.8 351 .
...

/
·r-- . Interim _x_ Final

2014 Report
to the

British American TobaccQ

From The

NC TOBACCO FOUNDATION INC.

For The

Evaluation of N-Tac· Organic Contact Suckercide in Flue-cured Tobacco

. '
LEAD~"ft(S):loren Fisher
...
-=:

::-. .

;"
DEPARTMENT(S}:Departmen.t of ~rop Scfence

REPORT:

1-
-- I
Research was conducted in 2013 and 2014 to evaluate drop-line applications of N-Tac, an organically
approved fatty alcohol tobacco. sucker control material from Fair Products Inc. ·Research was conducted
at the Cunningham Research Station in Kinston, NC and the Oxford Tobacco Research Station in Oxford,
NC both years.

In year one, treatments were:

Product Concentration TotalApps


No•
Flumetralin . 1qt/32 gal 1
Flumetralin 2qt/50 gal 1
N-Tac 5 2
N-Tac 5 3
N-Tac 5 4
N-Tac 5 5
N-Tac 6 2
N-Tac 8 3
N-Tac 7 2
N-Tac 7 3
N-Tac 10 2
N-T~c
,.
15 2 v··- ..
f
I !\
.
._

"l
.j

In ye~t- two, treatments were:

Product Concentration TotalApps


No.
Flumetralin 1qt/32 gal 1
N-Tac 5 2
N-Tac 5 3
N-Tac 7 2
N-Tac .7 3
N-Tac 10 2
N-Tac 10 3
N-Tac 12 1
N-Tac 12 2
Fair-85 5 3
Fair-85 7 3
Fair-85 10 3
MH/Flumetralin 1 gal/2qts 50 gal 1 !
--
I )/-
\

~-

')-/
/
\. ,.--....,

All treatments were applied wlth a drop-line except for in year two where the MH/flumetralin tank mix
was applied as a broadcast spray. The dropline treatments were applied with a nozzle suppJied by BAT
that is commonly.used in Brazil, ~hich delivered approximately 20 ml of solution per plant. The
exception was the flumetralin treatment in 2013 when the 2qt/50 gallon concentration was applied at
30 ml per plant as a comparis9n to a standard US application rate and method. The. first application was
made either just before or just after topping and subsequent applications were made at 5-7 day
inter'Vals for the first three applications. In plots receiving more than three applications of N-tac, the
fourth or fifth application was made 10-14 days after the third or fourth application. The time span
from topping till final harvest ranged from 9-13 weeks across years, and was deperident on rainfall.

In 2013, significant leaf drop was observed with the 15% N-tac concentration at the Kinston location and
to a lesser extent at the Oxford location .. Leaf drop was caused by injury to the leaf axil with the high N-
tac concentration and also resulted in poor sucker control because leaves were not present to catch the
spray solution at the second application timing. Therefore, the 15% concentration Vl{as not evaluated in
2014. Very minor leaf lamina injury was observed either year regardless of application concentra_tion.

Sucker control was evaluated by counting and weighing suckers from 10 representative plants from each
plot.·sucker weights were compared to a control plot whe·re plants were topped, but no sucker control
was performed, either by hand or with chemical methods. The control plot was used to determine
maximum sucker pressure and the comparison allowed calculation of percent sucker control.

The Kinston location in both years


.
had excessive rainfall and
.
therefore limited late season sucker
pressure. The Oxford location had moderate sucker pressure in 2013 and high sucker pressure in 2014.

Regardless of N-tac conce.ntratfon, sucker control was improved as number of applications lnc~ased. In ·
fact, number of applications had a greater positive impact on sucker control than concentration (Tables
1 and 2). Four or more applications of N-tac gave 95% sucker control when averaged over locations and
N-tac·conce~trations (Table 1), but increasing N-tac concentration did not improve sucker control when
averaged over number of applications (Table 2.) However, it should be noted that higher concentrations
were only evaluated a~ a maximum of two applications when computing these averages over N-tac rates.
Multiple applications at high rates were avoided to prevent leaf drop.

Tables.3-5 show sucker control from each individual treatment. The trend for improving sucker control
with increased number of applications is consistent and there are few differences in sucker control
across N-tac rates with a similar number of applications. Yield was directly related to level of sucker
control.

The environment at the Oxford location In 2014 most represents expected sucker pressure in a normal
production year for flue-cured tobacco in NC. In that environment, the positive effects of3 or more N-
tac applications and the limitations of contact-only sucker co"ntrol programs were observed. In seasons
where there is an extended period from topping to final harvest (more than 9 weeks) and normal rainfall,
(
five C?r more applications of contact will be needed to maximize sucker control. Regardless of ~ucker
,~/
pressure or length of season, no advantage was seen with increasing cont~ct rates above 5%. It Is likely ( \-
that one or two contact applications do not sufficiently control secondary and tertiary suckers in the leaf.
axils. This is likely because those suckers are not developed at the tim.e of contact application and are
difficult to reach with the contact soluti9n. In addition, the 5% solution provided sufficient desiccation
of the sucker and higher rates were not necessary.

Table 1. Sucker Control and Yield ba.sed on total number of Applications, averaged
over N-tac rates.

TotalApps. Sucker Control Yield N


No. % lbs/A
1 49 2924 2
2 55 2926 13
3 64 3095 15
4 95 3189 2
5 100 2721 2

Table 2. Sucker Control and Yield based on Concentration of Contact, averaged


over number of applications•.
Concentration Sucker Control Yield N ,_,. . ."//
(
% % ·Jbs/A \.
5 68 3051 14
6 71 2760 4
7 63 2971 10
10 55 3060 8
12 50 3038 4
15 72 2843 2
'.,...-·, Table 3. Sucker Control with each concentration and Number of
Appplications, combined over four locations
Sucker
Concentration Total Apps. N Control
% No. %
5 2 4 48
5 3 6 60
5 4 2 95
5 5 2 100

6 2 2 56
6 3 2 87

7 2 4 59
7 3 6 66

10 2 4 51
10 3 4 59

12 1 2 49
12 2 2 51

15 2 2 72
__/
( \
'. .•---,
Table 5. Sucker Control and Yield Combined Over Two Locations, 2014
Total Sucker
Product Concentration Apps Control Yield
No. % lbs/A
Flumetralin 1qt/32 gal 1 89 3024
N-Tac 5 2 42 2985
N-Tac 5 3 50 3230
N-Tac 7 2 53 2889
N-Tac 7 3 53 2990
N-Tac 10 2 49 2943
N-Tac 10 3 59 3065
N-Tac 12 1 49 2924
N-Tac 12 2 51 3152·
Fair-85 5 3 49 3048
Fair-85 7 3 55 3060
Fair-85 10 3 59 3281
MH and Flu 1 gal/2qts 50 100 3036
gal 1
8/20/14 (BATK-14) ARM 2014.2 Assessment Data Summary Page 1 o1
.North Carolina State Universit
Evaluation of MH, Flumentralin and N-Tac (Contact) In a Drop Lfri~ Application Method
Title No. 2: Loren· Fi.sher Matthew Vann Joe Priest Scott Whitley
Trial ID:BATK-14 Location:Kinston NC Trial2014
' Year:
Protocol JD:BATK-14 Investigator.Joseph A Priest
Project ID: Study Director:Loren Fisher
Sponsor
ContactRoger Black

rop Code
rop Variety
escription
art Rated
ating Date 8/15/14 8/15/14
umber of Decimals ·
rt Treatment Rate
a.Name Rate Unit Pio
1Topped, Not Suckered 101
21
301
41
Mean
Flumentralin (0.25 GP~) (31.7 .
2GPA) 0.3lb ai/a
" ·

/ --
3N-Tac 5% 1.6 GPA (31.7 GPA)
N-Tac 5% 1.6 GPA
. .(31.7
. GPA)

4N.:.Tac 5% 1.6 GPA . (31'.7 GPA)


N-Tac 5% 1.6 GPA (31.7 GPA)
N-Tac 5% 1.6 GPA. (31.7 GPA)
' ..
SN-Tac 7% 2.25 GPA{31.7 GPA)
N-Tac 7% 2.25'.rn:A G3'1.7 <;;PA)

SN-Tac 7% 2.25 GPA (31.7 GPA)


N-Tac 7% 2.25 GPA (31.7 GPA)
N-Tac 7% 2.25 GPA (31.7 GPA)

7N-Tac 10% 3:2 GPA (~1.7G.PA) ..


N-Tac 10% 3.2 GPA (31.7 G,PA)

(
\
SN-Tac 10% 3.2 GPA (31.7 GPA)
N-Tac 10% 3.2 GPA (31.7 GPA)
·N-Tac 10% 3.2 GPA (31:7 GPA)
8/20/14 (BATK-14) · ARM 2014.2 Assessment Data Summary Page 2 of 5

------__;,____N_o_rt_·h_C_·a_r_o_li_n_a_S_ta_t_e_·u_n_i_v_e_rs_i__.t L . - __ _ _ _
1
.---
_. . . -J\
( 1·

Evaluation of MH, Flumentralin and N-Tac (Contact) in a Drop Line Application Method
Title No. 2: Lore_n .Fisher Matthew Vann Joe Priest Scott Whitley
. Trial
Trial ID:BATK-14 Location;Kinston, NC Year.2014
Protocol ID:BATK-14 · ... Investigator.Joseph A Priest
Project ID: Study Director:Loren Fisher
· . · . ·· : ·: SponsorRoger Black
·· Contact ·

ropCode
rop Variety
escription
art Rated
ating Date
umber of Decima.ls
rt Treatment · Rate
o. Name . Rate Unit Pio 1 2
9N-Tac 12% 3.85 GPA (31.7 GPA) 23.141b ai/a 10
201
. . ·... 30
40
Mean
10N-Tac 12%.3.85 GPA.(31.7 GPA) 23.141b ai/a 11
N-Tac 12%·3:S5.GP.A(31.( Gf>A) 23.141b ai/a 20
30
. 40
Mean
11Fair85 5% 1.6 GPA (3·1, 7 GPA)' 9.621b ai/a 111
Fair85 5% 1.6 GPA (31.7 GPA) . 9.62lb ai/a 21
Fa!r85 5% 1.6 ~PA (3_1:7 GPA) 9.621b ai/a 31
40
Mean
12Fair 85-7%.2_.25 GPA (31.7 GPA) 13.521b ai/a 11
Fair 85 7% 2.25 GPA (31:7 GPA) 13.521b ai/a 21
Falr 85 7% 2.25 GPA . (31.7 GPA) 13.521b ai/a 30
. . . ·. . 4.11
· · Mean
13Fair85 10% 3.2 GPf\ (31.7 GPA) 19.231b ai/a 11
Fair85 10% 3.2 (3PA..'(31.7 GPA)' 19.231b ai/a 20
Fair8510%·3~2.GPA(31.7.GPA): 19.23lbai/a 30
40
Mean-
14{MH 1.0 GPA~. .. . · 1.51b ai/a 11
Flumentralln 0:5 GPA)· TM 0.61b aila 20
(Overall Spray) gm_G~A) 31
40
Mean
8/20/14 (BATK-14) ARM 2014.2 AOV Means Table Page 3 of

· North Carolina State ·Universit


I

Eval~ation of_MH, Flumentralin and N-Tac (Contact) In a Drop Line Application Method
Title No. 2: Loren F!sher Matthew Vann Joe Priest Scott Whitley
Trial ID:BATK-14 . . · '.: Location:Kinston NC Trlal2014
· · ' Year:
Protocol ID:BATK-14 . . ·investigator.Joseph A Priest
Project ID: · Stuqy Director:Loren Fisher
Sponsor
Contact:Roger Black

Crop Code GREENWl NUMBER, GREENWi PERCEN1


Crop Variety ... PLAN1 "PLAN1 SUCKEF< SUCKEF
Description (GRAMS (GRAMS: CONTROL
Part Rated
Rating Date 8/15/14 8/15/14 8/15/14 8/15/14
Number of Decimals 1 1
Tit Treabnent . Rate
No. Name Rate Unit 1 2 3 4
1Tormed, Not Suckered- 564.Ba 3.5a 160.9a O.Oe
.,Flumen~lin (0.25 GPA).(31.7
-GPA) . .. . 0.31b aVa 42.0cd 0.9bcd .46.3cd 92.7bc
3N-Tac 5% 1.6Gi:>fC .(31.7 GP.A) ~.62lb ai/a 142.0b 1.2b 116.9ab 74.9d
N-Tac 5%-1.6'<3PA (3f.7 GPA) 9.621bai/a
4N-Tac 5% 1.6 Gf>A- .(~1_.7 GPA) 9.621b ai/a 54.3cd 0.8bcd 64.5cd 90.5bc
N-Tac5% L6·GPA. {.3.1.7.GP.19 9.621b ai/a
N-Tac 5% 1:6 GPA l31:7 GPA) 9.621b ai/a.
SN-Tac 7% 2.25 GPA(31·.7 GPA) 13.521b aifa 28.5cde 0.5d 68.6bc 9!).0abc·
( N-Tac 7% 2.25 GP.A (31.7 GPA) 13.521b ai/a
6N-Tac 7% 2.~5 GPA _(3"J:7:GPA) · 13.52lb ai/a 25.3de 0.6cd 31.1d 95.6ab
N-Tac 7% 2.25 GPA:(31:7 .GP.A) 13.521bai/a
. N-Tac 7% 2.25 GPA f3t.7 GP.A) 13.5ilb ai/a
7N-Tac 10% 3.2.~PA (31.7 GPA) 19.23lb ai/a 42.5cd 0.9bc 46.1cd 92.5bc
N-Tac 10% 3.2 GPA (31.7 GPA) 19.23lb ai/a
8N-Tae 10% 3.2.~PA (31.7 GPA) 19.23lb ai/a 27.Scde O.Scd 52.6cd 95.1.ab
N-Tac 10% 3.2;GPA(31.7 GPA) 19.231b ai/a
N-Tac 10% 3.2 GPA(31,7 GPA) 19.231b ai/a
9N-Tac.12% 3:85 GPA (31'.7 GPA) 23.141bai/a 57.3cd 0.8bcd 69.3bc 89.9bc
10N-Tac 12% 3.85 GPA (31.7 GPA) 23.141b ai/a 46.0cd 0.9bcd 50.4cd 91.9bc
N-Tac 12% 3.-85 GPA <31:7 GPA) 23.141b ai/a
11Fair855%1~6GPA(31.7 GPA} 9.62lb ai/a 64.5c 0.9bc 70.9bc 88.6c
Fair85 5% 1.6·GPA (31.7 GPA) 9.621b ai/a
Fair 85 5%· 1.6. GPA (31. 7. GPA) 9.62lb ai/a
12Fair 85 7% 2.25 GPA (3·t 7 GPA) 13.521b ai/a 28.5cde 0.6cd 36.3cd 94.Sabc
Fair 85 7% 2~25 GPA(31'.7 GPA) 13.521b ai/a
Fair85 7%2.25 GPA (31.7 GPA) 13.521b ai/a
13Fair8510% 3.2.GPA(~1.7 GPA)' 19.231b ai/a 23.5de 0.6cd 35,9cd 95.9ab
Fair85 10% 3.2·GPA (31.7.GPA) 19.231b ai/a
Fair8510% 3.2 GPA (31.7 GPA) 19.23lb ai/a
... "

Means followed by ~ame··1etter do not significantly differ (P=.05, LSD)


t=Mean description$ are reported in transformed data units, and·are not de-transfonned.
Mean· comparisons performed _only when AOV Treatment P(F) is significant at mean comparison OSL.
/
8/20/14 (BATK-14) , .. . ARM 2014.2 AOV Means Table Page 4 of 5
North Carolina State Universit
. ~· .

.Eval~~tlo~ ·of MH, Flumentraiin and N-Tac (Contact) in a Drop Line Application Method
. Title No. 2: Lqren" Fisher Mattl:Jew Vann Joe Priest Scott Whitley
Trial ID:BATK-.14 :; · :Location:Klnston, NC Trial2014
. . Year:
Protocol IO:BATK-<14 ·. Investigator.Joseph A Priest
Project ID: · .: .. · Study Director.Loren Fisher
. . · · '. SponsorRoger Black
Contact:

rop Code
rop Variety ....
. . .· .
escription
art Rated
ating Date . · ... 8/15/14
umber of Decimals · .
rt Treatment- ·· Rate
o. Name , . Rate Unit 1 2 3 4
14(MH 1.0 GPA~ .. ._ . . ·: · · - 1.51b ai/a O.Oe O.Oe O.Oe 100.0a
Flumentralin..0.5 GPA) TM O.Slb ai/a
Overalls ra · 50 GPA·
SD (P=.05) .· : -..: · . -.:--: :. 2.61 6.43
ndard Deviatiorr · · :· · · · . 1.82 4.5
v 24.7 5.2
artlett's X2 .·· 11.911 14.48
{Bartlett's X2) 0.45 . 0.20 --~(
kewness -0.2471 ..S.0113 (
"··

.. ·

i
\.
8/20/14 (BATK-14)-. · . ARM 2014.2 AOV Means Table Page s of
·North Carolina State Universit ·
!

Evalu~tlon of.Mli, Flumentralin and N-Tac {Contact) in a Drop Line Application Method
Title No. 2: Loren Fishe~ Matthew Vann Joe Priest Scott Whitley ·
Trial ID:BATK-14 .· .· ...·· location~Kinston, NC v:~~~2014
Protocol ID:BATK-14 . . . lnvestigator:Joseph A Priest
Project ID:. · Study Director:Loren Fisher
· ·Sponsor ·
· · Con~ct:Roger Black

Randomized Complete Bfock (RCB) AOV For GREEN WT PLANT (GRAMS) 8/15/14 (Data Column 1)
source OF · ··,.. : · ·$1:'m. ~f Mean Squ~re F Prob(F)
· · ·8 quares
Total. 551094140.553571
Replicate 3 . · 6579.482143 2193.-160714 3.027 0.0408
· Treatment 13105S307.8035718.14a5.215659 112.480 0.0001
Error 39 28453.261857 724.442766
I Randomized C9mpl~te Bl~ck (RCa) AOV For NUMBER I PLANT 8/15/14 1 (Data Column 2)
· Sum of · Mean
Source OF Squares Square F Prob(F)
Total 55 . · ·37.888a93
Replicate 3 · 0.93S393 0,311131 3.508 0.0241
Treatment 13 33.495893 2.576607 29.050 0.0001
Error 39 . : , 3:459107 0.08.8695
I Randomized comprete ·s1~ck.{RCB) AOV For GREEN WT SUCKER (GRAMS) 8/15/14 (Data Column '3)
· .· · · Si.Im of · Mean ·
( source DF __ :.. s_qiJares . . Square F Prob(F)
Total 55 ... 519.107.~77
Replicate · 3. ·..:. · 7.181505 2.395835 0.720 0.5461
Treatment 13 . 382."156094 29~396623 8.835 0.0001
Error 39 · 129.764378 3.327292
I Randomized Complete B!ock (RCB} AOV For PERCENT SUCKER CONTROL 8/15/14 1 (Data Column 4)
·· .:Sum of Mean
Source OF Squi:ires Square F Prob(F)
Total 55 34121.2a1~9e
Replicate 3 108:226363 36.075454 1.780 0.1669
Treatment 13. ·.33228.790523 2556.060809126.143 0.0001
Error 39. . 790.264712 . 20.263198
(
l

/. RESEARCH NOTE.
J

EFFECTS OF FATTY-ALCOHOL AND


SYSTEMIC GROWTH REGULATOR COMBINATION·s
ON SUCKER CONTROL IN FLUE~CURED TOBACC0. 1

By W.C. SMITH, JR. and W.D. SMITH'

Three fleld experiments were conducted from 1983·1985 to.compare the


effects of tour fatty-alcohol treatments (tWo applications with active Ingre-
dients concentrations of: 1.7% + 1.7%; o + 3A%; 1.7% +" 3'.~%; ~'rid.
3 4% + 3.8%) In factorial combination with four systemic treatments
(malelc hitlr~I*'; miiJ~lo hydrazl~e + fatty·alo'Ohol, tank mixed; mak!lc
hydrizlde/ct)lorprcipM.m, sequential; and flumetralln) on .sucker number and
fresh wtlgl\"t ~(p!illt Jn flu.Cured tobeccb. The COll)~lned analysis of
variance over~ ~fiteYeW'-.lri~lca~ a slgnlf\cant Interaction among tatty.
atcohoi and..1Yst~p1~ -~~J'!t&. Vear by treatment Interactions were not
slgnlfl.~t•.~~ o@n.•f!l, ffitty~cQIJol treatment& of 3_.4% or 3.8% concen-
trations lmprol/8.i;I_ 11uc{ltir control when malelc hydrazlde was used alone,
. In seqU8ntlJI) c9riibln8.t!Ou"with chlorpropham, or In 11lmultaneous combln!I"
tlon 111ltl> a fiitty-ll(?Qhol. Sucker c:Ontrof was generally greateilt when
flumetriiiln ira8,il11eihs th!I ~temlc treatm~nt regard"8a of the f!ltty·
alcotiOI tiiiiitment. HoYiever, sucker' control with flumentralln decreased
when used ..tt~r~ Sppll~!cmi ¢a fatty-alc~hol at 3.4% and 3.8% con-
ceiitratlonf! .1'!!15p8i;t!Yely 8l$ compared to two sppl~~lona irt ~ncen~lons
+
of 1.1.Y• +. '1;7~/0/tr~ 3.4%, ari~ o + ~4%. These mults Indicate that
• · suckercon•ri>l.w!l~ flQ!J\&tfalln can pe Improved by av9fdlng the relatlv!llY
strong 3.4'Y- + 3.8% fatly-alcohol applloatlons. . . .
.Ailtlltloii ti:ide:X Wordl!: Nlcotlana tlbacum L., MaJelc Hydrazlde, c!Jlor-
proP.ii~; f!~et~!.~ · ·· · . ·

INTRODUCTIQN The ad hoc Regional Tobacco Growth Regulator Committee


bas conducted a number of.experiments to compare the sucker
Prior to 1983, flue-cured tobacco growers had few options for control o~tained from the use of flwnefralin and cblorpropbam
chemical control of a:xillary bud growth (suckers). Maleic to the control obtained with MH (unpublished data). Additional
bydrazide (MH). -preceeded by two applications of a fatty.alcohol studies investigated various niixtures of these new. products with
was the recommended chemical sucker.control program (I}. MH (4,6). However, these studies did not compare the sucker
Flmnetralln is a local systemic and was registered in 1983 ior use control obtained with flumetralin, chlorpropham, and MH
as 8n alternative to MH. Another local systemic, cblorpropbam, following different fatty.alcohol concentrations and application
J was also -marketed for the first time in 1983 for use following
MH in a fatty·alcohol, MH sequential application. Flumetralin
times. Therefore, the objective of this study was to investigate
the effect ofv~ous systemic and fatty.alcohol combinations on._
1 and cblorprophem have been incorporated into recommended sucker control m flue-cured tobacco. :· )
/
\
sucker control programs (3) and are presently used by tobacco ' .
growers.

MATERIALS AND METHODS


, Papsr No. 137:1 of the Journal Serles of the Florida Agrlcultunl/ Experiment Slation,
Ga/nuvllls, Florida. • •
•eaunty Extsnslon Director IV, Fis. Coop. Ext. Service, Live Oek, Fl; and A:ss1slllnt Pro-
Three field experiments were conducted on a flue-cured tobacco
fessor of Crop Scif!llce, N.C. Stale Univ., Raleigh, NC. \ ~- fann "in Suwannee County, F1orida from 1983-85. Treatments
Contribution ncelvlHl May 2, 1986. Tob.Scl.31~7, 1987. ./ consisted of four combinations of a fatty.aJcohol 0-octanol and
table 1. Effect of fally·alcohol anc:I syslemlc compJ11111t1on1 on euiilcer nurnber IU'ld fresh weight (1983-1985).

Systemic Chemical
Fatty-Alcohol a Maleicb Malefc Hydrazidec Maleic Hydrazida
Concentration Hydrazide +Fatty-Alcohol I Chlorphropham Fltmietral foe
i (2.7 k9/ha) (2.4 kg/ha,2.0%) (2.7 + 1.2 kg/ha) ( 1.4 kg/ha)
1st 2nd
Applic Applic
---%--- ~ - - - .. - · Suckers, no. /p 1ant f -
- . - - - - - -- ~

1.7 + 1.7 5.3 a a' 5.8 a a' 4.3 a b' 1.4 a CI


0 + 3.4 3.8 a a' 3.8 b a' 3.1 b ar 1.4 a b'
1.7 + 3.4 3.9· a a' 3.9 b a' 3.1 b a• 1.4 a b'
3.4 + 3.8 4.4 a a' 3.7 b a' 3,6 b aI 2.2 b b'
- - - - - - sucker weight, gm/plantf - - . - - -- - - ~ ~ ~ ~ -
1. 7 + 1. 7 581 a a' 535 a ab' 401 a b' 156 a c 1

o + 3.4 497 ab a' 421 b a' 292 a b' 100 a c'


1.7 + 3.4 507 ab a' 340 ca' 271 ab' 116 a c'
3.4 + 3.8 344 b a 1 320. c ab' 311 a ab' 220 "b b'
a) Concen.trations are in %active ingredient obtained from a comerci al formulation of fatty-
al coho 1 (tradename Off-Shoot T, B~ckeye Celluose Corp.). 1.7% = 2% formulation, 3.4% ~ 4% for-
mulation, and 3.8% • 4.5% formulation. ·
b) Cormiercial formulation 9f a potassium salt of maleic hydrazide (tradename Royal MH-30, Uniroyal
Inc.).
c) Comnercial formulation of fatty-alcohol and potassium salt of maleic hydrazide (tradename FST-7,
Fair Productsl ·
d) Sequential applications of a c9mmercial fonnulation of a potassium salt of maleic hydraz1de ·
(tradename Royal MH-30. Uniroyal. Inc.) and a conmercial formulat1on of chlorpropham {tradename Sudnip,
PPG Industries). . ·
e) Co11111ercial formulation of flumetralin (tr~dename Prime+, Ciba~Geigy Corp.), ·
f) Treatment means followed by the same letter do not differ significantly.at•P = 0.05 according
to Duncan's Multiple Range Test. The letters •a 11 , 11 b11 , and •c11 are for comp>.rjsons within
.columns, while. the letters 11 a••, "b"', and "c 111 are for comparisons within r(JlJws. ·

1-decanql Illixture) and fout treatments with systemic chemicals Systfmics within.fatty-alcohol ·: ( .1

in a factorial arrangement for a total of 16 treatment$ (Table l). FJUJJletJalin .resµlted ih. the lowest sucker nUUlber within all·--
Each treatlllent was replicated thr~ times in a randomized com· fatty-~~ho) .tr~•ts. (Table 1). MH/cblorprbpham resulted
pletc block design. Bat:h plot cc>nsisted of a ~gle ~ow of tobac. in fl'We,i 8uokcril th~ MH and MH +fatty-alcohol when the
co 7 .om long. NictJtiana tobacum L. cvs. 'Speight 0-70' and 'Nor·. relatively wc;ak I. 711/a + 1. 70fo fatty-alcohol ~Un.ent was used.
thrup King 1:~326' w~e used in 1983 and 1984-85, respectively. For trea~ents which inclu~e4 ~ second fatty-alcohol applica-
Materials were apPlied with co.
pres~ back-pack sprayer tion of 3.4'l• or: 3.80/o the sequenti.al ~pplication ofMH/cblor-
utilizing ·three spray nozdes over the row. Fatty-alcohol, prophii.m di~ not significantly decleaSC sucker I!\ll!lber as COin•
flumetralin, ~d cblorprophain applications we.re applied with pared to MlI and MH + f~-alcohol. There were no differe!lces
three T0-3 nozzles at 173 ·JcPa for a solution volume of 487 µha, in Sllcicer number between plants sprayed with MH or MH +fatty.
Products containing :MI-I were applie4 with three 8003 no.zil.es alcohol regardless of the fatty-al~hol trcatinent, ·
at 345 kPa for a solution volUm.e of 542 L/ha, Rate~ of the · ~wnetralin application resulted in the lowest sucker weight
c:hemical~ used are shown in Table I. Tb¢irst fatty--alcohol ap- perplantfoll~wms the J.7o/a + 1.7%, 0 +3.411/e, and 1.7% +
plications were when SOii/a of the tobacco p~ts in ·each plot w~ 3.417/o fatty-alcohol treatments (Table 1), l{owevcr, when follow.
in the button stage of floral development. The second fatty- mg the relatively strona 3.411/o + 3.8% fatty-alcohol treatment
alcohol applications :were 5 dJYB after the first. Systemic applica- fluometratin resulted in less $licker weight per'plant than:MH
tions were 7 days after the second contact applications; Plants but did not differ significantly from. MH+fatty-alcohol and
were topped inunediately before the application of systemic MH/cblorpropham. MH/chlozpropham resulted in less sucker
treatments. · weight per plant·than MH following all fatty-alcohol treatments
Treatments were evaluated the day following harvest comple- except the 3.4Dfo + 3.811/o treatmC!lt; and less sucker weight per
tion, Suckers were counted and weighed from ~ consecutive plant than MH +fatty-alcohol following the 0 + 3.4o/a and J.7%
plants in each plot. Sucker num~ Jnd fresh weight per p1'mt +3.4% fatty-alcohol treatments. There were no differences in
were calculated and analyzed by analysis of variance teclmiques sucker weight per plant between ~cblorpropham and
(.5) for each year oftlie study. The combined data over the three MH +fatty-alcohol following the relatively weak I.7% + l. 7%
years were also analn;ed. Duncan's muhiple range test was utilized or strong 3.4'1• + 3.80/o fatty-alcohol treatments. MH+fatty-
. to separate treatJDent me1U1B when the analysis of variance in- a1cohol did not differ significantly from MH as measwed by
diCflte(l significa'Qt (P $ O.OS) treatment differences. sucker weight per PllUlt following any fatty-alcohol treatment
RESULTS
Fatty-alcohols within systemics
The combined analysis of variance over three years indicated Sucker number per plant did not differ significantly due to
a significant interaction among fatty-alcohol Slld systemic fatty-alcohol treatment when MH was the systemic treatment
treatments. Year by fatty-alcohol, year by systemic, and year by (Table 1). When MH +fatty-alcohol or MH/chlorpropham was
fatty-alcohol by systemic effects were not significant. Significant the systemic treatment the 0 + 3.4%;, 1.7% + 3.4%, and 3.4
differences . among systemic treatments within fatty-alcohol +3.8% treatments resulted in fewer suckers per plant tlian the
treato;lents were observed. Fatty-alcohol treatments also differed 1.7% + 1.7% fatty-alcohol treatment. The 3.4% + 3.80/o fatty-
significantly when analyzed within ~temic treatments. alcoho~ treatment resulted in more suckers per plant than 1. 7%

32-JANUARY 9, 1986 (Tobacco Science 6)


- +· 1.717/o, O + 3.4%, and 1.717/o + 3.4% when flumetralin was decreased when used after the 3.4% + 3.8% fatty-alcohol treat·
l
,f
the systemic treatment. .
Sucker weight per plant was lower with 3.4% .+.:3.8% than
ment, and provided sucker control equal to MH + fatty-alcohol
end MH/chlorpropham. The nature of this reduced effcctiy· ~ 'ti
with the l. 70/o + l. 7% fatty-alcohol treatment whi;n used in com- cannot be determined from this experiment. However, prd '
' bination with the MH treatment. When MH +fatty alcohol was research (2} has shown the leaf-axil.to be the primary absoq.
used as the sysicmic, 1.7% + 3.4% and 3.411Jo + 3.81lJ'o resulted site for flumetralin and translocatioh from leaf to leaf-axil to be
in less sucker weight per plant than the I. 7o/o + 1. 7% and O very limited. Physical and morphol6gicaI damage to the leaf-axil
+ 3.4% fatty-alcohol treatments. The 0 + 3.4% t:J:eatment by fatty-alcohol application may reduce flumetralin absorption
:! resulted in less sucker weight per plant than 1.7% + 1.7% treat- and result in reduced sucker Control. If flumetrelin absorption
1• ment when MH +fatty-alcohol was the systemic. The use of a
relatively strong fatty-alcohol (3.4% + 3.80/o) resulted in more
is affected, the reduction is not complete since sucker control with
flumetralin is comparable to other systemic treatments. These
i
€ sucker weight per ptant than the other fatty-alcohol treatments results do indicate the sucker control with flumetralin can be im-
when flumetrslin was used as the systemic. Sucker weight did proved by advoiding the relatively strong 3.4% + 3.817/o fatty-
I
?. not differ significantly due to fatty-alcohol treatment when alcohol treatment.
Ji
MH/chlorpropham was the systemic treatment.

l I;
~ :
DISCUSSION
~cKNOWLEDGEMENTS

The authors extend their appreciation to Buckeye-Cellulose,


Fair Products, PPG, Uniroyal, and Ciba·Geigy for furnishing
l In general, fatty-alcohol treatments of 3 .4% or 3.8% improved
sucker control whcil MH was used alone, in sequential combina-
products for use in this test. Special thanks are extended to the
on-farni test cooperator, Mr. Kcnneih Boatright.
I tion with chlorpropham,· or in 5"nultaneous combination with

1 a faey-alcohol. Under these experlmental conditions there was


no advantage in using MH +fatty-alcohol instead of MH alone
following any fatty-alcohol treatment. Sequenqal application of
chlorpropham after MH improved sucker control as compared
LITERATURE CITED
1. Collills, W.K., G.F. Peedin, W.D. Smith, C.R. Pugh, R.W.
WatkinS, N.T. Powell, P.s. Southern, and L.F. Oraham. Tobacco In-
fonnatlon 1982. N.C. Agric. Ext. Secv. Bull. Ag-187 (Revisi:d). 1981.
1' to MR alone when !.70/e + l.7%, 0 + 3.4%, and 1.7% + 3.4% 2. Laso, J .v. 1be behavior and fate of ch!orp!!>Phama nd CGA-41055
in flue-cured tobacco plants and cell cultuRS. PIUJ Thesis North Carolina
.
l

'
fatty-alcohol treatments were used; however, there were no dif-
ferences in .sucker number or fresh Weight followmg the 3.40/o
State University, Raleigh. 1983.
3. Peedin, G.F., W.K. Collini, W.D. Smith, N.T • Powell, R.W •
+ .3.8% contact treatment. These results indicate that the addi- Watkins, P .S. Southern, and W~D. Toussaint. Tobaa:o Infonnation 1986.
.i tional application of cblorpropham is not warranted when tobac- N.C. Agrlc. Ext. Serv. BuD.=-187 (Revised). 1985.
4. PrieAt, J .A., and H. Sel
.
. Combination of growth inln'bitors
.i co growers utilize the standard su~er control progriµn (3) of 2 for tobacco sucker control: c hydrazide and ~orpro~. Tob.
~ fatty·alcohol applications at 3.40/o and 3.80/o concentrations Bel. 27:1S6-1S7. 1983.
5. ·St eel, R.O.D., and J.H. Torrie . Principlea and Proctduw· ' ...

'
followed by MH application. ·
(
F'liunetralin provided.~tter sucker cotitrol than othe1"systemics S~cs, McGraw-Hill Boole Cmnpany, m~., New Ycirk, 48lp~ I
6. Steffims, 0.L. Growth regulator cott1binatlons for tobacco sue
when following fatty-alcohol treatments of 1.711/o + 1.7%, 0

.t
:t
·1
.
+ ~.~ozi. ~ P?' + 3.4%. Sucker control with ~umetralin was
control: Malek: hydri.zide and N-benzyldlntro~ (CGA-4106.S). 'I~
Sci. 24:10~-104. 1980.

···:
:~ ... :
'l
.~·

1987 ·DIRECTORY & BUYERS' GUil)E ·


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(
ATTACHMENT A.
Sondmlruck •us: .Beltrli&" zur T~bakforschung• • Band a · Heft• • Dcumb.,r 1971

Residue Levels of Fatty Compounds and Surfactants


as Suckering Agents on Tobacco*
/1;y i. C. nil t1t111 I I. C/111
Jfr//s11i11L' A-.:J11·ulhm1 R.·1...,m'11 C•••llL'I', Nor1h1•11$ft'm Rl'gi1m,
ll)l.,.ic11/tuwl Ri••rr11·rf1 Seruitc, U.S. D.-jhlrlmtul o/ A,srir11/t11re,
Bdtsuil/c, Mnryl1111J, U.S.A. •
nml
D.W.D<'/1»1.s
To/111rru /fr~nr.-11 S1i1tlo11, So1t1/1cm Rtsio11, A11orirull1mrl Rr~~nrcl1 Scrufcr,
U.S. D1•1•irl11""' of As,ric11/t11r~. Ox[ur1f, Norll1 C11roli11n, Ll.S.11.

INTRODUCTION MATERJAlS ANO METiiODS

Dccaplt•llon (lopping} at onset of fluwcrh1i; i.!11 • Tobnno Plnuts: Three lypes of tobacco (Niroti1111a
standard pncllcv in 1he producllon ol tohacco. Sub· t11bnc11111 L) were uspd In 'this study, Including cv, Ma~
uqu.,nlly. axillary buds •viU srow Into bran<hes, !m11wn fanJ Caiic:rlon, iJuriey ;u, nnd N.C. 91· The llrsl hva
llJ suckcn, l>ccnu•• of the r.-mov.al nf apical duminancc. rcpn:scnt Maryland and Burley types •nd were grol'ln
Th" opcralion lor 1hc rcn1ovnl of lhuc 1utitcrs Is c;ilfod 11nd alM:ured .at Beltnllle, Macyland. and the last one
•suckt'l'lnJ(. Malerials used to Inhibit the grnivlh oE rc:prcsrnts Bright lype tobacco, arown utd nue-curcd
nxJllary buds inlo suckers arc lermod .. , •stickerlni; al Oxford, Nozth Carolina.
agents•. Tho m•Jorlly of lhC' suclcering •11cnts arc clth•r }"hcse pLmtr Wl!re .lleld-grown under regular cult11re
lost or dc~'Umposcd during the period of lobiicro Rrow1h , prnctiCC's and cured a1:i:ording to typ... ro~ sucker
rutd curing, but ~11mc may rr.rnain In or on the <llrcJ d1c:m!arl lesls of Muyland and Burley types, three
lraf. This p.lper reports the rcsidurs 11f fatly cskr nnd pl11nts \vere U5cd !or ui:h ln!alment. Eadi plmtl rcccivrd
01lcohol used as sudterin11 ~gents in the llo!J lYhiclt 1h11. chemkals once and wa.s harvested two week$ aftrr
remained in 1111 cured leaves of Maryland, Burley, and treatment. The illr·cured lawcs from thrtt plants wllhin
Urii;ht t'~pcrimental tobaccos, c;nh lrcalmc:nt we"' comblmcl. 1111d grouped lnlo 1hree.
Many hn•cr ~lkyl esters And alcohols sbnwcJ vorinus composite .sninp~s according ID top, middlr. illld boltom
d~itcs of dTectlve!'us for .sucker lnhlbilin.n (.fl• 11.e slnll positions. For Bright l-yp" lob1ccu, Rn pliinl1
mast effective ODeS ere SDtur.alc:d, 8 to 12 airbon .slr.alght >Vere used for each tn:almen t. 'Each plnnl m:c:lved th•
i:haln r:slcrs and alcohols, cspedally ihof;C' ••ith 10 car- . d1rmluls twice, lhe 'eCQlld applialion wns applied two
bons (:, 3). The commonly used ester for OclJ applica- •vcclcs after the Jirrl. This type of tolnm> wu h111vnted
, lfan is methyl ciprillO', and the t'Ommonly used alcoht>I by Je11f priming and tit~ WH nae-cu~d. Tlte llrsl
Is n mixture of 1-oct:inol and J•clccn11t1I. Tl1c surfodant , rrln1l11g was madit one werk after th" lirst tnntmirol,
for cslc:r Is pulyoxyrthykne (201 s:arbil~n nwnul.mr•I" 1h11 second ptlmlna was lhree. we11'ks ahtt &nt trratm•nt
(T•vRn 20) 0 , and that for alcohol ls polyoxycthylme (or Dru! wuk al\ er second treatment), and lh" .third or
fzo} sorbilnn monoolc:alt' (Tween aa). S'mce fatly rom· last priming WU I\\'! weeks aAer the firs! lnalment (or
pounds arc naturally occurring producls in tobacco, ihn:e weeks •fter second tmilm2nt). Laaves frurn live
labeled m:ircrlals were used •s tr.ic•n; in this rcrovcry pl.an15 of same :priming Within ""ch treatment werr
study. I 'C laurk acid di:rivnlives Wt'l'C u5Cd as they combined into one composite s11111ple.
••tte ,.,adily available. The T•Yl:cn surfocl•nls \Vlth
"C·labcllnn were supplied to us os " courtasy of JCI S11dreri11g Mtiltrials nnd l=icltl Trmrmruls: Chamlcals
Unili:d Slal"'5, lnc. [futrr1l'l'ly 1hc l\llas Cht'micil u..d indudcd the lollowlng: Methyl capr.ale, a mixture
Jndustn.,,., Jnc.). · of -x-octanol nnd 1-dec;inol (:rpproximaUly o-n),
methyl faur.att. l~usyl •kohal, !auric ncld-1-"C m1lhyl
" kk1111•nl f,.. p.Llic,.aw•"a JII. ?t~r. l9Jl. 6lcr, lauryl-alcuhol-1-llC, Tween zot T>Vten 20-l"C:
•• Mnn""" .J a 1•:.l~rl ar l'N1'ti1nr' Jl(•.luu .lllW'I. llPt u•nilDlc a (rilh« llC-i-hlly acid, or IJC-U-elb:rlime oxide), Twel!D
,_arBtn ., •arrar'lll th ...r ..,..J.,... •r
tire U. S. 1).tp.ari•n' •I
{lo, and Tween 8o-11 C {dlh"r ·11c.1-folly aciJ; or
"='"'
tal•tw~ ...-J .._. • .,. ;,..,.1,.
tn •rl'f.11•.al ia "'" «111d11d1J111 -el 11tlu
•~C-U-ethylene oxide).
,,...._,," 11.11 ""11" .if'4'1 J,r wit.at.Jc. ·
Table 1, D ucrlpUon or malerl•I• and dosage und for each planl.

11 C·BCIMty (CPMJ
Trealment
cocle
Materfals and comblnallon·
Maryl~~! Burley I !'tl11hl lype

I D3D mg melhYI c•prala ~ 320 mg Tween 20


.2 ·636 mg mlxlura o/ 1-octanol ancl 1·decanol ·t 480 mg Tween 80
a 960 1119 melhyl laurala + :i:!o mg Tween 20
4 7.SO mg laU1yl alcohol + 480 mg Tween BO
.s 830 mg methyl caprola + 320 mg Tween 20 l"C-1-lelly acid) 5-73 )( 10• 1.28 x 10•
6 830 mg melhyl caprale + 320 mg Twaan 20 ("C·U-elhyfene oxide) .1.1ax 10• 1.37 :< 10'
7 &3& mg mixture o/ l•octanol and_,1-<laca11ol + 480 mg Tween BO 6.60 )( 10' 1.16 )! 101
("C-1-/atty acid) .
8 1135 mg mixture ol 1-oclanol an<! 1-<l•c•nol + ~80 mg Tween 80 6.80 !.( 101 .1.~o x 10•
l"C-U·elh)'lene oxide)
9 960 mg methyl Jaurale {"C-1-lsuric acfd methyl ester) +
320 mg 5.30 x 10• B.40 x 10'
Tween 20
10 750 mg lauryl alcohol [11 C•1-laury( alcohol) + 4BO mg Tween 80 5.68x1D' 1AD X 10'

- The c:aid combinallon cf lhcse acllve malrrials ani:t m11lerlals of thre1 pl.ant. Er~m Maryland and Burley
•Urfactan?s, lhe rale of appllcalion, and lhc lolnl level l;ypes, and live plants from !he Bright type. The
of llC-acllvily arc $hown in Tobie 1, toscthor with "C-acUvily of composite sample from e..dt type and
· the aninned <WR for eocl1 lrcnlmenl, the l"'rcenl~ge of 11 C·recovery are listed In Tllblcs 3,
4, and :; for Maryland, Durley, and Brighi tobaccos,
R<'i!1111:: Dckm1i1111/icJ11: The cornbln ..d cu~ lcof
rt'SpccUvely. Generally, the average ncovery of •~c­
· PmplC5 were ground and wrll mixed. A Jo g sub-
actMly w.s low. The 1'C-labeleil ethylme oxide moiely
sample from ·cam treatment w11.1 cxtrnci.J willi -.oo ml
of Twrm cD111p01lnd1 appnrrd to be more stable lhan
70 •/1 clhanoJ jn a \-Ynring Bltnder lor 1 o mlnulu.
"C-labelcd fatly add moiety of the same compounds
following r.Jlr.ilian nnd conanlratlon, nn aliquot replt'-
and thus resulled Jn an apparrntly higher NC-recovery
scatlns; 100 111g uf original tobarco sample was used of IN former lnalmenls.
for "C-counling In " toluene C<ld<l•iL Data obbincd
from lrealme11ta codes 1, .2, ;, •nd 4 were usccl fut The 1 'C-r«OVel)' for Maryland and Burley types was
~re bodcground correc;lion of corresponding lrea.tments. the highest in top leaves where moJt of the chemlal
spnys wu-e dluclly appUed. As exptcled, the percen-
Resldue data ate c:olcubited based .on llC-rcmvery. tug~ of ncovery was gradually reduced towud rnlddle
portion of the plant, and the lowest m:onry was
RESULTS obt;Uned for lhe bollom leaves, However, the highest
• "'C·ncovery for Bright IYJ't tobacco w11 U•ually Jn the .
Total yield of aired Inf from e;ich treatment 19 IJstal stcond priming oc_ at the middle po&i.Uon. This result
In 'fable .:i. Thrse composile s.mpli:!i 1cprcsenlcd may hne 1dlecled the dftet of tht cecancl chemical

Table .'L Vield or· cornpl>SJla samples !ram each trnlm•nt •c=rdln.11 lo afallc PD•lllans or prbnlngs.

Burley 21
Maryland cenarron N. C.95
..
Treat· -
man!
code• eo~om I Mldclle
g
Top
g
Tofil
g
~Ml~
g
Top
g
Total
g
1•1
PT!mlllQ
9
2nd ~, Total
PlfJnillg p~ing
g g

49 'I& 86 181 84. 72 B5 241 2D2 239 173 814


2 113 1e 7!I 2J8 BS 84 108 27B 247 250 ~ 842
s 103 97 97 297 109 110 B3 302 188 255 257 700
95 82 275 126 123 119
"
.s
6
98
68
69
"7
74
72
76
185
218
105
97
n
BO
100
168
368
~
~5
225.
1&3
160
237
283
187
.
2.ll5·
252
195
759
698
542
7 62 83 BB 243 92 73 118 281 201 2S7 304 762
8 111 ·100 135 348 11~ 119 159 392. 171 290 367 828
9 107 114 98 319 128 117 120 . 365 148 215 214 577
10 100 88 131 317 97 95 92 274 178 233 298 7rf1

• Sea Tablo 1.

142

/ d'/
'v-
(
\
I
/.{ l ,.
'"fr-...,.-
Tabla 3. "C-aclMly of composll1 Maryland lobac:co s11111pte~,
i

.
I Bonam Middle

I (,:Z
Top

I
I
Treatment
coda•
j
I.
··
100 mg

Tola.I CPM
'I
I ··
R~~ety c';~e
100 mg f -
Total CPM A
0 1
ry 100mgl
sample
CPM
Total CPM Recovery
r/o)
Ave1ag1
llCOVBI)'
r'/.l

18.2 8.9 -: 107 17.'4 B.O X 101 29 2.'49 x 10'


2 19.3 , 1.60>: 101 21.9 1.66 x 10' 18.S 1.211x101
3 21.9 2.25 ·< 101 23.8 2.30 :< 10• 23.3 2.2B X Iii'
4 27.0 2.B5 !~ lo' 21.2 2.SB X 11>1 20.B 1.70 )C 10'
5 133.B B.83 "! 10' .ODS 17'.2 a.1a x 10• .DIM 336.7 U2X10' .012 .007
8 422.1 2.01 < 10' .DOB 1124.2 B.31 Y. 10• .024 2552.9. 1.94 x 10' .054 .£Q8
7 196.7 1.22 :~ 10• .005 iJ13.6 2.63 :-t 10' Jl12 315.5 2.77 x 10' .013 .010
B 147.7 1.64 )-' 10• .ll07 347.7 3.'47 x 10' .016 518.B 6.88 x 101 .033 ,018
9 72.2 7.72 x 10' .003 166.8 1.90 :( 10' .DID 60D.3 6.88 )( 10' .035. .OIB
ID 99.6 9.96 :· 1o' ,004 235.B 2.02 x 10' .010 .607.4 7.65 x 10' .044 • .019

Tobie 4. 1'C•1cllvRy of compo•ll• Burley lobacca nmptes.

\ I
Tr::~~~nl ~- T~I:;-
Bollom
-100
MiCldla Top
Average

I ·~P~
·--;.;;,
1
CPM
,;:,-:;
. (9/oJ
sample
Cl'M
mg
Tol1I
CPM
Recovery 100 mg
('!.)
aampla
CPM
Total
CPM ,.,,, '''ritry
Reoovery

2Q.3 1.70 :•: 10' 21.9 1.5T x 1o> 16.1 .1.36 x 101
2 22.5 1.93 :< 10' 20.0 1.66 )( 10' 111.9 1.82 x 101
3 22..4 2.44 x 101 3.4 3.74;.: 101 14.8 t.22 x 10'
A 23..5 2.118 ~ 1o' 19.1 2.35 )( 10' 16.3 1.93x10;
s 43.1 4.52 )( 10' .DO:! 8D.7 6.81x10' .am 177.1 1.77 x 1D' .fl09 .004
8 152.4 1.48 )( 10' .004 220.0 1.89 :< 10' .Ollll 940.3 1.57 x 1D' ~ .017
7 51.I 4.70 'I 101 .001 148.2 1.()8 ·< 10' .DOS 347..4 '4.112x10' .Q211 .003
8 75;8 8.84 x 10' .003 137.4 1Ji3 Y. 10' .11117 354..1 6.10 x 10' .029 .013
9 74.S 9.63 x 10' .004 153.8 1.79 ;: 10' .009 721.B 8..68)(10' .054 .022
10 102.6' 9.94 )( 10' .004 . 207.4 1.78 Y. 10' .008 -469.7 4~x10• .D24 .D12

Table 5.. "C-aclMly ol co111poalle Bright tobacco nmpllL

Tre11111en1 Averave
C:odD" Recovery racovery
!'/•) f/1)

fO.O 2.02 X ID' 7.9 1-68 )( 10• 10.0 1.:73X 1o>


2 11.9 2.93 x'1o> 3.B 9.00 x 10' 53.5 x
1.84 10'
3 13.2 2..CB X 101 1.5 3.82 )( 101 11.9 3.05 X1QI '
4 12.B 2.43 x 10' 5.0 1.1B X 10' 11.7 3.45 x 1IP
5 68.0 1.11 ;.; 111• 0.001 860,8 2.-43 x 10' D.038 798.1 z.01 x 10• D.031 0Jl2.S
6 102.7 1.64 :-: 10' 0.002 n85.7 1.45 x 10• 0.211 7020.0 1.36 x 10• o.1ee· 0.137
7 65.0 . 1.30 ,; 10' O.IXJ2 1685-6 4.33 x 10S 0.074 869.1 2.114 x 10' 0.1142 0.039
8 79.5 1.35 >: 10' 0.002 1427.1 4.13 x 10' OJl63 1603.4 5.118 x 10' 0.087 o.oso
9 46.3 7.14 x 10' 0.001 181.3 3.89 x 10' 0.009 366.7 7.84x10• 0.018 0.009
10 67.3 1.55 :.: 10' 0.002 .;,n.s 1.11 :·: 10• D.OIS 864.7 2.85 x 10• 0.040 0.019

• Se• T1ble I,

(
\
Tablo I. Calc:ulaled , ..Jdu•I lneb D/ l••I 111al11tl•I• In lobacca leaf.

-· Tta~l111enl
cads·
I
I
we.labeled lesl Jml•ual
Maryland Caltetton

Recovery
of malortol
j
J
.Residue
on IHI
Recovery
ol malerl:d
I
Bu1le7 21
. .... - -----...-----1·----
Residuo
--- --
Recovery / Residua
on feal
N. c. 95

al malerlal on loal
l lmgJ (ppm) (mgJ . (ppmJ (mg) (pprn)

5 Twaan :o!O •'C-1-la lly acid 0.087 0.383 0:038 0.138 D.368 D.$27
6 Tween 20 "C-LJ-elhyfane·ox1de 11.269 1.227 0.163 0.413 2.192 <f.D44
7 Tween e'O "C· Mal!!' aad 0.1H 0.592 0.115 0.409 0.936 1.228
a Tweun SO "C·U·tlhylene oxide 0.259 D.748 0.187 0.477 1.200 1.449
9 "C·1·1aurlc acid melhyl ular 0.461 1.445 0.633 1.134 0.432 0.748
10 "C-1-lautyf alcohol 0.427 1.348 IU7D D.985 0.712 1.007

·a .. T"11e 1.

tn:Jlntenr wltkh was applied only unc week biiforc this lulal is about 2.6 ppm residue level whim is much
priming. 111' .wera11e residue levels nm.lining w1 lu- lower than earliu f111dings.
b•rro IL-of '""re <:•kllfoleJ, •• shown In T~ble 6. 111e l'he nalurally occurring fatty add derivaUves iJ1 c:ured
cakulilliun was based on percml of 1 'C·recuvrry from leaf lobacc:o •re around 7,000 ppm (~). The lotal lipid
ench trc-atmenl of eJdt tobait:o type. Liurlc ncid methyl fraction In leaf tobacco Is approxlmotely len times
e~lcr reslJucs >vcre J.~s. 1.7J, anJ 0.15 ppm, anti i;re•ler than the level of /ally c:ompounds. It is •pparenl
Jauryl alcohol reskh1es were 1.35, 0.99, nnd 1.01 ppm !hat lhe residue level pf laity coatpounds URd as
for M4rylanJ. Burley, 1111d Urlght tobaccu, respectively. S11ckerlng agent, In the range nporled in this paper.
Calcufaled residue levels for the Tween m•krlols varied wotdd not affect leaf quality or usabillly,
wiJdy doponJlng on poslliun Df flC-fobcling; r•n~"
wa bctwmt o.1<f and ~-o~ ppm. The golll!ral :werage
for the rosiJue fovcl of T•"l!on compounds wo\·
SUMMARY
approximately 0.5 ppm bnsed un lolly acid niuicty, and
1 -4 ppm based un ethylene oxide molely.
F;ilty compounds includins Jauryl alcohol and methyl
burale and Tween 2.0 sur.fai:tant (polyoxyethyJene (;ro]
DISCUSSION AND CONCLUSION · sorbJran monolJurate) and Tween aa 1urlaclant (pol)-
axyelhylen• [20] sorbiliinniDJ100lu1e) with "ClabellnJr
A epara~ study on lhc fJle uf fatty compounds and at various pos!Uons were used as suckering ~sents !or ( ..- .,/
M;uylAncf, Burley, and Bright to&.cco typ., (:Nicolfnna
surlact:mls applied on tobacco (1) revcllltd that there
was lnten:lllWerslon among m'ethyl laurate, lauryl tnbm:m11 L) and their icsidues on the tobGcco deter- . '"·
akohul, and !auric ncld during lhe 16 and J.f<f huur mined.. An av1ng1 resld111t of 1.61 ppm of ftilly com-
sampling of fr9h tobatta m•lerfals. Since results pounds and 1.0 :PPrn of surfactanb were found. The
eeport~ ltere Wen> baJ<td on =o\ll:ry of 11C-iict!vlty combined lotnl of ;r.5 ppm residilt due to these sucker-
whidt wos labeled ~I lhe J•pasjlion lo cMbonyl or ing 11genb is far below an earller prtllminnry tr.st of
11lcuholic hydroxyl groups, the c;1kula1ed fatly residues 4.B ppm of rr.sldue 'In comparison with 7 .ooo ppm
. n1ay, lherdore, ·Include the summation of •cid, alcuhol. natur•lly 11CCUrring fatty compounds Jn tobacco.
~ma cstrr rasultlng from rnteminvtni1>n of the applied
nlakrlnl. Jt w•s also found that all the Tween rnaluC.ls
rc1>1alnins un lhe tobacco >Yl'fl! hydrolyzccl 111 al/11 (1). ZUSAMMENFASSUNG
Thi! rnlculatcd 1'1?5lduiil dat;i from Tw~s teporlcd here
may dther n:llC!\'t fJtly ester {l:iurate ur ol~ate), or FettarUge Verbindungen wU. Laurylalkohol und Methi-1·
pulyelhuxylati:d polyul, clcpendins on whether lhe ·1aurat sowie die oberllit:henektivenSubslanzen Twem2.0
lnbcllnlf was nt fatty acicl ur ethylene o:ckJa moiety, (Polyoxyithylen[20Jsorblt&n-1nonolaural) und Twem 80
nisp.-cllvcly. The maximum t11lculoll!d recuv~ ofTwem (Polyoxyilhylen[ioJsorbltm-monoolnt) mlt llC-Mar-
material ubserved Jn thes., tuts WM .f pp111; hydrolyzed . kfuung In versd1i1denen Poslllonen Wurden als MilteJ
fatty materials orlglnated from Tweens would be only 7.ur Kantrolle des Celzmwachstums .bri MarylDtd-,
•small fo1ctiun of thr Twcens. llurley- und Bright·Tahalcen (Nicolinnn tnbncum L)
In 1>ne of our P""liminary teats in""lvlng Maryland a.nd benvtzt und lhre RDcbtinde Im Ta~lc unlersuchl Der
Uurlcy tobncco types· with which we used llC-labelcd durchsdtn!tlliche Riickstandsgehalt. belief sllh auf 1,61
mctJ1yl l•i.irale ;ind Ja11ryl alcohol, we fD\mtl an avernce ppm bei den fottarUpn Verblndwigth und auf 1.0 ppm
t>f -1.8 PJ•m rt'sioluc. The prennt study shuwed lln bcl den oberHlichmali.tlven Substanzen. Der Geu111t-.1
aYt.-r.1r.e •t'lli•luc uf unly 1.6 pp111 folly cun1pouml ond ~on 2,15 ppm fUr Rii&stinde dleser WodJStu!ftsregler
.ippruxlm.itely 1.0 ppm T•vecn rnlduc.· The combined lacgt welt unter dem £rgebnis clnes Eriihuen Vorver-

v\ ./
,-
/
6!i ........ ~.

such.s mlt 4,8 ppm im Vtrglelch t.u dem n~tnriichen Vor- 1. Slcffons, C. L~ T, C. Tso, ~nd D. W. Sp•ulJlnr.:
kommrn von fetUrtlgen Verblndungen im T~bak in fJlly •kohol inhibition uf tob~cco axill•ry anJ 1er-
Hiihe von 7000 ppm. 1nin~I buJ growth: Agriculture and Food 01cmistry
IS (1967) 972-5".
3. Tso, T. C.: Plant growlh inhib1t1011 of some folly
RESUME acids anJ th~ir analogues; Nature :.01 (196~) 5 11 -1.i.
4. Tso, T. C.: Physiology .nnd biod11!mis1ry 1>f tub.icco
On ~ rmploye comme agents pour l'ebourgeonnemenl plants; Dowden,. Hutchinson anJ Ross, Strou>burg,
de tab•c Maryland, Burley et Bright (Nicaliann lnli11· Pa., 1971, PP• 129-139 am! pp.27.!-281.
cum L) Jes composes gras sulvanls: alcool lauryllque,
Jauute de mclhy~, Tween 10 surfactant (polyoxy-
ethylene[2o]monolaurale de 5orbit1n} et TweH1 So
surfactant (polyoxyfthyll:nef10Jmono-olhte de 50rbl•
tan) marques au carbane 14 l difflrentes positions. On •
a dEtmnlnc Jeur n!sidu daru le tabac. Des r~dus Ackncno1c.tgmml
moyens de i,15, ppm de comp<!s~s gras, d ~,a ppm de
We 11i1111k. tl•e TC1 ll11ilcd StJJIH, l11c. ({01111,•rly At/,u
surfacta.nts ant el~ retrouvk Le r61du tot•I C"OmblnE
de 1,6 ppm dil aux ~gents d'ebourgeonnement en Ch1m1ical J111l11slril'S, Jni:.) for provlilI11s lo1l•tl••1I '"'
question est de beaucoup lnferieur ~ 4,8 ppm lrouv6 rnmJ>Dl1J11u, m11f Frtmk Sl1nrp """ Mnry E. '£11.'(l'll11111pl
for ihelr tromiml assisltJJ1u.
dans des test5 prillminalres, surtoul .si )'on compare
au 7.000 ppm des COrPS gras se trouvant n>'ltun!lhnenl
dam le tabat".

REFERENCES
. TT11 1ii1Jhors 11tftl1yn1
'L T5o, T. C., Md H. Otu: The fate of fatty compounds Bt!llFVille A¢c11/111re Ruenrdr CrJJler, Nortl•r111111rn
and i;urfactanls used u sucker control agenls on R··~ion, A.vimllra11I ll.P$enn:l1 Stn•irr,
lleld tobacco; ~974• in preparation. ll.S. Dept. of Agrlc11/111~. Bell$1•ille, Maryl11111i, :i.0;05.
5
'/

5
:I

e
5
t

,,... ,,,.,..

c. Beckers Buchdruckerel, Uelzen


i
\ i

Grower Statements on Sucker Control

(
(

(
\.
The 3 acre field of tobacco NC196 was planted on 5-28-13 to be used in a flue cured wood barn for a
hfstorlcal demonstration at the N.C. state fair. The tobacco first went through somewhat of a drought
but eventually the rain started coming regularly makfng the crop all uniform. Then we come Jn on 8-23·
13 and were able to top the field 100 percent .Then the following day 8·24-13 we walked over the fleld
to make sure that we had got 1 Inch or longer suckers. Then on 8-26-13 we applied our first application
of n-tac at a rate of 2.5 gal. to 48 gals. of water. Then l kept check on the burn down of the following
smaller suckers weeks after the first application. We had such a great burn control of suckers from n-tac
even holding the next set suckers from coming. Then I come in on 9-17 13 and made another application
of n-tac 2.5 gal. to 48 gals. of water and observes the followlng days of control we have gotten .Then 1.
was thinking about a MH application but the following weeks proved I didn't need It because of the
control I had with 2 applications of n-tac for the tobacco to hold untll 10·18-13 with great control of
suckers. The burn down of the sucker and hold ability were amazing using n-tac.

Sincerely,

/
Carl Watson
\.

/
\
(
\,
OLD BELT TOBACCO GROWERS' PROFITS UP IN 2010

David Hartman, Walnut Cove, NC, flue-cured and burley tobacco grower says his
tobacco profits were up last year compared to previous years.

Hartman and his brother grew 34 acres of flue-cured and 6 acres of burley in 201 O. Their
tobacco profits were greater with 40 acres than when they planted more than 100 acr~ of
....
tobacco. And, the smaller tobacco crop allowed them time and resomces ·to de\!el6p
--
other profitable enterprises on the farm.

Hartman says they controlled production costs, produced better quality leaf with higher
grades and had a year with more favorable rains. Their contract buyer increased and their
· growing contract for 2011 and he and his family look forward to another profitable crop
in2011.

As a result of the production practices used and good weather and the quality of his cured
leaf, his contractor rewarded him for the high quality of his cured leaf and increased his
( contract for 2011. ·.
!

All of Hartman bales received number 1or2 grades except that 5 in 6 bales graded 3. He
found the grades received to be a big plus for profits compared to when his leaf graded
muchlower..

After the 2009 season one of his two contractors dropped him. After the 2010 season the
:remaining contractor gave him an increase for 2011. His family has about all they want
to grow.

Production costs in the Hartman operation are reduced several ways to help profits.
Heading the list is controlling labor costs by using only 4 or 5 local people only when
needed with the remainder being family labor. He found the overhead cost of migrant
worl~ers was more than he could pay and be profitable.

Tue biggest reduction in costs of production was very low curing fuel costs. Hartman
cures with a boiler-type system where the water is heated with wood fuel. The fuel
source· is scrap wood from a logger and wood from landscape companies. There is a
logging operation near the Hartman farm that delivers scrap wood from as far away as 20
miles. Tue other big source of scrap wood is from about 15 lHn.dscape companies.

\.

-/- "- ...


Tue landscape people deliver scrap free rather than pay $50 to $75 dollars when delivered
to a landfill. A lot of this scrap is wooden pallets and most of the scrap is delivered in
off-season when Hartman has time to organize it for the furnaces.

Hartman has adequate land for a 4-year rotation. Being able to use a long rotation saves
him a lot on chemicals for soil home diseases and, the rotation allows him to plant a
range ofvarieties which may stay in the field different times. This year he plans to plant
15 acres of his K326 on land that has not been planted in tobacco for many years.

Hartman has had a problem with weeds in his tobacco fields and plans to use more
herbicides this season. He does not like to chop morning glories and other weeds.

Fertilizer use is another big area that Hartman has relatively low costs. Fertilizer costs
are about 6 cents per pound of cured leafl First, he controls the rate nitrogen to 65
pounds per acre for the flue-cured tobacco and about double this for the burley plus a
little starter fertilizer in the transplant in water.

Hartman gets the maximum use from his fertilizer by applying some of the fertilizer by
hand as well as some mechanically. He drops the fertilizer on the soil close to the base of
the plant He figures out how many plants should be fertilized with a handful of the
fertilizer being applied (Many growers use fertilizer programs that cost 12-15 cents per
pound of cmed leaf.) Hartman reduces fertilizer rates applied if timely rains do not
come. He works with his county extension agent in the fertilization program or 8-16-24 (
or 6-12-18 and ammonium nitrate.

·Sucker control is an area that Hartman is studying for 2011. He believes his· contractor
will soon want to buy only MH free leaf. Hartman is trying to determine how he will
respond to these buyer needs. He has been applying two applications of a contact-type
chemical applied at 4 percent concentration the :first application and 5 percent the second
application. These applications were followed with Prime Plus and M?·

Harvesting is done by hand although he owns two second-hand harvesters. Curing is in


rack bulk hams.

Supplemental income comes from Ag tourism and a wholesale and retail meat market.

David Hartman
1095 Anie Lane
Walnut Cove, NC 27052

Cell: 336-972-1590

Email: DavidHartman966@ho~ai1.com

Bill [email protected]

-- 2~
1. A Petition Justification Statement:

Inclusion ofa Synthetic on the National List 205. 601 (k) (2)

• Explain why the synthetic substance is necessary for the production of an organic
product?

• Sucker control on organic crops:

The Fatty Alcohols being petitioned for use in organic crop productions, have beeen used
on farms for several decades with a positive and effective use history, has an excellent
record in the field, the environment, and human safety; with cultural benefits.

Proper crop use of these Fatty Alcohols reduces overall insect/pest pressures and
chemical use, farm labor exposure, farm labor cost and energy. Through carefully timed
applications as required, it reduces crop hand topping and suckering, this activity benefits
the overall farm resources management, during the pre-and- post harvest peiords.

When used in conjuinction with traditional cultural practices, Fatty Alcohols, increases
crop yield, quality and marketability and has been shown to increase gross yield by
several hundreds pounds per acre, with a substandial income increase in crop value for
the farmer!

Additionally, clean sucker and foliage control enables machine harvesting, once again
increasing crop yield and quality, and providing major energy and labor savings.
Following are a few benefits realized by the farmer when using Fatty Alcohols:

• Yield increases amounting to 20-25 pounds per acre, per day.

• Pest/insect population reductions.

• Labor and chemical use reduction.

• Time/cost savings at critical pre-post-harvest handling.

• Increase crop quality and yields and gross income margins to the farmer.

In summary, the proper use of Fatty Alcohols on organic crops increases crop quality, yield,
and value-added components, at substantial labor and energy reductions, which contribures
significantly to the farm gross/net income of the family farm unit!
(.
/ '

'

Green Chemistry Support Documents


(
'--
I

'· ·r·,
I

Up Close and Green


Here1s a closer look at the terms and organizations that are impacting
the global natural and organic marketplace.

BE PEBSOWAL care market is Rachel Wright entire fun:nalation, and if desired, the
without doubt caught. up in :furmulation can be certified orgaxrlc by
Croda EuroP.e
. .
the global wlrlrlwind of
. non-govermnent organizations. Yet
many consumers o not realize that
industry may say that tb.e organic clain_is for cosmetics and per-
trend is still in its infancy, share with home grown brands such as sQnal care products :fBll outside EU leg-
but it is by no means Gaia Skin Naturals, Natures Organic islation af orgaxrlc labelling as they are
msignfficant. rn fact. it is and Eco Store. Natural and organic not fur human COllSUillption. -
increasing rapidly: the glob- claims are less prominent in other "Free from• is a cpmmon :fbod indus-
al natmal and organic mar- Asian countries, as they tackle the try claim which is also inereasing1y
ket is growiog a ~ lC>-16% a green trend with the use of traditional used in-the penional care lndustry. Free
year, accordlng to Organic Monitoc. ~e nataral ingrerlients, cold processing from claims have bee.u c::riticlzed fur
global natural and organic market was and recyclable and refillable paclraging their use in cosmetics, as they can
· valued at $8 billion in 2008, with the· claims. . sqmetimes be misle~. These claims
most developed regi.OllS being North Green: claimB used across the global can imply that the free from ingredient
America and Western Europe. which personal care industcy can include any is in some way undesirable. but the
aci:onnted fur a significant 65.% and of the fo1low:ing: undesirable attributes often lack tech·
28% respectively. HIJWever, growth is Natural claims can be Cited for ni.cal data to justify this perception. ...
not as~ in Asia Pacific, wlrlch bas either an :individual ingredient or group Social and ethical claims SllC'h as ~
less than 3% maz:&:ei share. of:ing:redients; e.g., can.tams lOO'lf, natu- :firlr trade and not tested on. animals can
7

ral moistu.."'ize:rs, or for the entire for- be perceived by ~ as ~


The Interpretation of Green mulation, especlaD,y when tbmmlations Some of these claims are focused· on
With increased media activity and can:- contain between 90-100% natural preservmg nature and the enman- (

samer awareness, the term green· is ingredients. While na:tura1 claims are ment; oihers are concerned with assist,. f
beingueed:in so Jil8DY sceDarios and, as unregulated, formulations can also be :ing either the local economy or localized. t
· a result, there are many d:i:ffiD:ent defi- ~ natural by a number of non.- commuDities. often :in remote areas. .e
nitions. W"ztb. no official defmition, government orgs.niza~ such. as · Biodegradabili:ty claims are
t:ranalstiOD and mt.erpref;atimi of the Germania BDm or France's Ecoce:rt. uncommon, but growjng in populatlty. Ji
meaning of green can depend on many ()Jiganic claims can also be made According to GNPD Mint.el, there were ti
factors, in.eluding the indUstry in ques- either for a specific :ingredient or for the 1hree times as many products launched u
tion and the ~s social and envi- with biodegradability claims in 2008 BS l'l
ro:mnental awareness. there were in 2007~ Itis an area of focus st
In lXlSDY developed markats, green for rins&off farmulations such as show- bt
claims me risblg sigDllicantly, especial- er gels, shampoos and hand washes, as of
ly in Europe, a market in which. these product.ii gn more clirec:tJ,y down Fe
Min.tel data :indicates that one in our drains and: into C1lll" ecosystem. .t·. OJ)
seven~ care products had Carbon footprints measure 01')
at least one green claim. an the greetlhouse gas emissions of a fie

G. re en
iDcrease from -1 in 10 during prodnct throughout its lifecycle taj
2007. However, these claims in order to ~tify areas fur car- .P
extend beyond natural and ban reductions. Jn the ux, the ~ by
Carbon Trust bas peen piloting t gn
organic to include petrocb.emi- .
cal-ftee,presarvative-:free.local- : . :,. a plan cm a p.umber of di1ferenf ' clal
J.y produced. fair trade, not teat-
ed On animals, bio-degradable,
sust.ainab1y sourced :ingredients,
. Gu,. de ..,!JJ
Ov
products from several industry
sect.ors. Boots' Botanics shampoo
l'8Ilg9 was one of the first in per-
CeJ
Nat
:p1J'1~t;;:-'1 ~b.gl>. ~e~- ... ·~~ . .. . . (} .. sonal care to tdsl- the concept in ,.'·.:.. . .. ou.s
2006, resulting in 20% redw:Qon in f itor
In the .Asia-Pacific region, the green t9 1b. ~~ the range's ca:cbon footpr:int. 1 Since the can
m.srket is quite diversffied. Australia '['e-ht Cho\c.e pilot, and at the request of the project mru:
and New Zeala:nd have the majority sponsors (Carbon Trust and

52 llAPPI • November 2009 • Www.H~ppi.com


-1-
6/obal Certification at a 6/ance
Natural and/or Organic Certifications Environmentally-Friendly CertHicatlons
Europe: Ecocert, Soil Association, AIAB, Eco Europe: EU Flower, Nordic Swan
Garantie, BDIH, Cosmeblo, NaTrue ·

North America: USDA Organic, OASIS, NSF. Natural


.
"
--· - .' - .
North America: US Environmental Protection Agency,

Asia-PscHlc: National Association for Sustainable Asla·Paclflt:: Korea Eco-label, Environmental Choice,
Agriculture, Australia (NASM) Australia ·

. LaUn AmBllca:"IBD Certifie:d Organic, IBD Natural Latia America: IBD EcoSocial
Ingredients

DepartmentforEnviranment,Foodand Moreove; 5% ·of :eroduct launches filctUrers. NaTrue, ~hichis aimmgfor a


Rural .Affa:irs), the British Standards claimed orgacic contim.t, but even the!ie truly global st.andard with complete
Institute iieveloped a carl:>on footprint claims are not regulated, and are, from transp~ is offering a tbtee-star
standard (P.AS 2050) which, hopefully, a purist's point of view, sometimes sub- approach. dependent on whether the
.:makes carbon fuotpr:int claims more ject to misuse. As a resolt, even the m product is made from natural, D8tural
comparable and meaningful to the con- regions where the green trend is boom- with. orga:oic. or organic ingredients. It .
sumei:. . ing, eucli as North.America.and Europe, has s:igned an ~ agreeme(~-- I
In addition to 1?81'bon reduction there is still some confusion .!!tirround.- with the National Science Fo~ \-
claims, C8l'bon neutral claims are .iogwhat ~green. To allev:iate (NSF) in North America, whicli mean...
appearing on cosmetic packs. T.hese some of the confusion, various argani- that F,Odncts certi6ed by Na.Troe are
usuallymean that the organization has · sations have developed standards to also gaaran~ t.o gain NSF approval
of!Bet the carbon footprint of producing which ~ can be cmti:fied natu- jf the pxoduct is to be 'edended iato
tb.e product by partaking in a project rel. organic or env.ironmentally friend. North.America. endvi~versa. .
that has a positive impact on carbon ly. · Another group of certificalian bodies. .
61lDSSlODS. . With a prolife:ra.ticm of cerlification referred to as eco-labels, also mist in
.! Sustainability is a keyword.that~ ;.~.Europe appears to be leading Europe. 'lhese include the Nordic Swan
linked to being green. Jn general, suS- the way with. bath pri.vat.e and not-fbr- and EU Plower eco-laD6t :Both. fuaus
tainability relies on a balance between profit organizations exerci8ing their more heavily on detergeJit syBtems and
use of and replenia1!men.t of a natural awn definitions and standards for natu- ~ eJlVllomn.ental impact, in their
resource. Qoalifyjng exactly what con- ral and orgaDic cosmetics. This larid- aim tu reduce watsr pollution, mini-
stitutes sustainab.ilit. is very ~t, scape is now slightly improved with the mir.e wast.e and prevent potential risks
but there are some org1inizetions that European harmanizatim of six cm::ren.t to the mrrironmant.
offer raw ma~ certification. The cerlifulation bodies: Soil .Association Other regiODB are expected to look flO
Forest Stewardship Council CFSC) is (UK), Ecoce:rt (France), BDffi (Ger- Europe for guidance on certification
one of the most common certilication many), .AIABIICEA (Italy), BioForwn and eagerly anticipate the European
organizations. FSC has globally certi- (Belgium) and Cosmebio. (France). barmonjzed COSMOS st.andards, espe-
:lied more then 280 million. acres of sue- These organizations launched harmo- cially as regions such as North America.
tamable forest. nized standards called COSMOS and Asia-Pacific have a growing num-
PaCkaging is another area scrutinir.ed Natural and ~ Cosmetic ber of carlifications and accreditations
~
by green brands and. there are several Standards in_ September. While they go of their .own. North.America has a num-
green options, mr:loding refillable, recy- somew~ to tackle the Ol7B1'Cl'OWding of ber of 'certi:ficatione for natural and
r clable and b~adable packaging. certifications, it will not completeJ,y organic cosmetir.s, including OASIS,
,t Certification landscape
· eradicate the confusion
.Other. ~~tjQ~ .wit;bU:J.. EYrnpe
USDA Organic and Natural Products
.&!e~i;i,QP,. 'l'hQ.~:.~.~giQn~
)
Natural and organic cont.erit ere obvi- will beth coexist and compete with the the National .Assoc:iation fur
l
ous :measurahle parameters. Datamon- COSMOS standard, including the Sustainable .Agric:ultm:e AustraH·, i(
l itar estimates that 9% of all PefSonal NaTrue label, established in 2008 by a <NASAA) and several eco-lahels incluh ·\
a care products launched. in 2008 were European interest group consisting of ing the Korea program, which aims t.<.
t marketed as being natural m some way; natural and orgmtlc cosmetics manu- reduce energy and resource consump-
i

~- ILIPPI • November 2009 • www.HappLcom. 53


Fig. 1: Five Classes of Consumers
% of general populaUon adaJts IJy segment

Wxth so many different claims being


made. it is hard for the COJlBum.elo to
know what tO look form order to make
sure they are not being •green
washed"-one of the latest buzzwords
being used by the industry and :media
. tion and minjmi?<e pollution m each When it comes to reducing energy .to descr.ibe haw some green claims may
produclion st.ep. input and processing costs, cold be dishonest or utlslead the consumer.
processable ingredients often provide a '!'he.re are six sins associated with
Going Green greener solution. For manufacturers . green waahing:"
With so many different· standards to trying to save in evm.y aspect qf the 1. The hidden trade-o:ff~phaaizing
choose :from, key personal care ingredi- product life cycle, there ere options :fur just one environmental hnprovement,
ent suppliers and manufacturers of:fin- cold processable ~ente. which whil". possibly compromising on others.
ished goOds c8il have an influential role elimlliate the. need for high tempera-
2. No proot:-no o;ffic:ial documentation . l.
when it ~llS.to adopting ElllY of these tures and unnecesea:ry energy costs. to support claims. . . l
\
- · standards. So fax; lli,gredient suppliem' These ingredients can range from
. and coeii:ietic msnu:factarers' :reactions· emulsifiers such as Arlatai:ie V-175,
8. v~ not being clear f
enoUgh; for example, nothing is eVer
.,have bemi milled, especia])y in Europe tbrongh t.o inorganic sunscreens such "chemical-free.•
with eozrle maiiufacturers choosing not as Solaveil Claros. 4. Irrelevance-claims are not rele-
tO. ~with a cur.rent standard. but Belaw is an example of a cold process vant.; fur eDX!lPle •CFC-free,• tliis is a
mstead \ievelop tbair own values and formulation: requirement, not a claim.
criteria !Or green. 5. Fibbmg--claU:ns ere aim.ply untrue.
Ingredient sappliers are also reacting ·llataral Wet Wipe ClllBllSl1f 6. The lesser of two evils-where a
m Ctifferent weye; some have developed Ingredient:
their own rating scales, .while others, CrOdantolJPIS (Croda) ·
%Wt.
5.00
green.er ~tive is not necessarily :
t
batter; ftq- e:mmple, ~c cig8.xettes.
such: as Oroda, have chosen not to go CisoproPJ'i isostearate) Green. wasbmg is a grow.ing concern
down themnnerous certification routes. Crodamol GTCC (Crods) 5.00 tbrougb.out all industry sectors and not
Jnst.ead they are :inviting cast.om.era to . (Caprylidcapril'. triglyceride) without reason: A recent study shOwed
get "ap close and greel!l• with them. and · Deionized water q.s. to 100.00 that apprmimat.eJy 7()..:80% of North
review their green_ credentials in a Prlcerine 9091 (Croda) a.oo American and 23-80% of Asian prod~
Green Guide that allows form:uiat.ors to (Olycerin) ucts are market.ad in tbis way.4
make &elections based on the green cri- Arlatone V-175 (Croda) 1.00 Due to the diversity of tlie · green
teria they value most. A Green · (Sucrose palmitat.e (and) trend, it is important to try and under-
Formulaty also allows fmmulatars to g]yeeryl steara.te (and) stand whotbe greeneonsmners are and
understaud the sp8cb:um of"'greemll¥3S": glycecyl ~te citrate (and) who they, are not. Man;v market
that they can achieve far a variety of dif- · sucrose (and) mannan (and). research companies in North America
ferent :fbrmulati.on categmies irantban ~ have tcied to understand the various ,.,
Naticide CSinerga) (psrfum) LOO consmner groups. The Natural· '·
More than Natural and Organic Marlteting Institute . CNMO is a very .·~
While nstura1 and m:ganiC claims are Procedure: Premix Arlatone .V-175 good example. It has identified :five
prevalent in North America .and

==
with Pricepne 9091, slowly add water classes of CODSUmers in North America
Europe. other green paramet.ers are· with stirring and stir until fully (i7gure .V.LOHAS (Lifestyles ofHealt.b.

IPISSe~~damo= ~~~=i~~
often considered by manufacturers,
·EiSPeci!illY fu A6ia where gOing greeii is.
an energy ar waste saVing emtcise and and add to water blend while stining at rounding their health and envjronment
i~;'.
\., ; thoughts ere more iJiline with the 12 400rpm. Homogenize for two minutes and play a big role in susteining the !:
_.Principles of Green Chemistry! at 10,000zpm. Stir at 400-500rpm for a · trend. Naturalitee also account for 19%, ;

54 l APPI • November2009 • www.Happi.com


-g- ..
l
d'
..
l but they 8%9 thought f;o be driven by product effica~ deJJlonstrating that economic growth, and tbis, along with
personal health, more than the envi- applications and/or c1ixiical evidence is recent health. scares such as tbe
ronment, and similar t.o LOHAS, they key to a product's saccess. This may chromiwn and neodym:hun contsmina·
; are avid users of green produeta. 1rhe explain why natural deodorants and tioD, ere likely to have a significant
a largest segment, accounting 1br 259&, is SUD8C1"eeD8 have not taken off as fast as impact an green consumer dem!!J!ds As
the Drifters, thi>se. who are driven by othsr pexson.al care sectots. · imported brands make their presence
i the latest trends and are also sensitive felt within Asia, and domestic brands
,.':
t.o price and issues in tbe media. The Conclusion provide the market with knowledge
.i fomlib: gxoap {HJ~. mthe Conveutiuu- D!>spit.e coufusiua ngardfng actti!dtta· ana: connaexu:e; the green trend lookB
l els. They are driven by practicality and tiODB and cerl;ifications, the personal - set to prosper. I
may partake in some green issues, such care industry seems united in the belief'
as recyc1iug and energy. conservation. that the green trend will continue. References:
i
) t2 FmaJJJ1i the remaining 179& are the In regions where the trend is wall. L PlOduct carbon 1abelli:ag case 8*-
Unooncemed. .Although not currently established, nam.ely North.AmerU:a and Boots, Pnblicatiml. m CTS058 htty.llwww.
~
driven by green issues, these con- Europe, double digit grawth·ia precJict. carbm:ltrust.co.1JklpublicatiomllpubliCationd
l
J
J smners ma,y ~targeted as products go ed. 1br the next :five years and with the etail.htm.?produclie.cTSOliS · .
I j int.o mare mainstream. retailers. As ~ation of st.andards, green 2. Anastas P.'.C., Warner. J.C. 'Gnen.
i :issues in the media and economic pres- c1ai:ms are Eipected t.o become more Chemistry Theoxy and Practice'. Oxford
' sores take hold, the Drifters and the :regulated and sopbisticat.ed.
In Asia. growth is likely t.o be led by
University Press, 1998.
s. ~ ~ sma of Gteen w~ Terra
UXICl1JlC8!'l\E! will threat.en the strength
l
Australia, New ZealancJ, Korea, Choice ~ Yadretin& www.t:er
1 and longevity ofthe green trend.
Aloagwit.h stnmg~and environ- ·Malaysia. .Hong Kon& Japan. ~ ~companies c1aimbig false green
i.
i"
. mental vallies held by LOBAS COD• and Singapore. Other regians, soch as initiatives, Countries & Cmiaumm;
smnen. the stw1y showed they value India~. ~-have strong ~Ju'l72008
, recorded. .
( ..
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r

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m
t j

11'-
.ld
et
ca
118
'al
'Q'
ve
ca
th
of
Ir'"
nt
he
9&,

llAPPJ • November 2009 • www.Happi.com 55


SOAPS & DETERGENTS CONSUMERS

Clean.and green
Des 'ite the lobal downturn, consume·rs.are still
choosing detergents with a green twist

j .

.. . i
. I

f
!I
I
I· I
·I
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I
·:
. I
·!
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.. I LOU ~DE/LONDON i
CONSUME'.RS A!.RF.ADYha:ve
I
! lots of.infurmation about prodiJ9: l..
i ingredients - and will soon have I.
more. 'Under growingp~to

I more uansparent. detergent man


em have begun publishing more en · ·
details of their product furmulatiO!lS.

-~ t
·n~ Olioiinats -Dic:luding labels on li.
·I "You'll see companies proviilingmudi
more Jnfmmation about Whafs Jn their prod·
ucts: says Brian Sa.osoni, !l spokesinanfur vja a.free telephone line.
".
packaging, mmufacturer websiies and even
ECOLOGICALLY SOUND ~ f.
the US·basedSoap & DetergCnt:Assodation. 'Ibis desire for greater.product . Green attributes can take many fonns, such i!. I
'Ihe SO.A and two other North. understanding goes h2;ndin band with as .naturally sourc.ed ingredieim, the ability C! I
· .American assoc:iatioJUbve set up the . another averrldilig consumer·concem: ,'toworkatlowertemperatures, ortheuse of ~ . 1
Con.mm.er Product Industry lngtedient the environment. . concentrated liquid formulations i !
Conunucladion fuiliatiye.. Participating "SustaiDal:iilityb8s been the message from "Much of thls has elrea.dy been l2 i
members bepn to implement it onJ~ the major retailers for the past three to five impleniented, and is now the'nonn in · · Ill '
!.
20 ICISCbemicalB11smeu I Jumary2S-Pebruary7,2010 l www.icls.com

~-------~-----------------------------------..;...----------_.J
-J-
mass-market retail~ says Sansp.Di by4.8% year on year to $1.75bn. Sales for the
And~ the punishing ecxmomic first nine months were down by nearly 4%.
conditions -which have led to a surge in Meattwbile, Henkel, of Germany. saw a Q3
popularity fonialue brands - there is still dip ofnearly 3% in its Laundry & Home Care ·
ail appetite fur th~e higher-priced products cliYision..: keeping sale& just~ €lbn -
with green credentials. "I think this segment though it claimed. organic growth of2.4%.
ofthe~is here to 11my: he saya. '"In Western Europe and North America,

EUROPEAN INITIATIVES sales performance to the extent that neither


Similar initiatives are happening in Europe. region was able to attain the sales level of
At its December-2, 2009 Infonnatioil Day the prior-year quarter," said Henkel at its Q3
in Brussels, Belgium. the International
Association for Soaps, Detergents and
Maintenance Products (AISE) announced
extellsions to its own plans to ~courage
sustainable production and consumption -
such as the launch ofils consumerwebsitt;
www.cleamight.eu. . .
·The site provides information and advice
on the safe, sustainable use ofdeaning
products. It is available in clght languages .
-whkh AISE says will help it re~ up to
345m people.Further ~areplanned.
. , · AISB reports that Europeans 'also have·a.
growing appetite for sustainable products.
... Cbrlstoplie Legrawrend, quality and sus- ·
tl!Jnabi!Jty manager for household and .
.l personal care products at French~- ·
market Carrefour. said '.Bc.olabels' -which
identify products .made ~g to euvi-. ~ prwntatiQD anNoember 11, 2009. · jl
roiimental p.dnciples.- have proved to be a Sustaiuability.is tmckr11btedly the.major · i
! . big sdling point. Detar driving development ofnew deter·
'i "We saw a 40% sales increase 1br eco-
labeled productsin2008,"heto1d~
. gents. Blitfor UK cosmetics and toiletries .
c:onsu1tant Colin Hessian. this green .
!
at the .AISB event
. _According to .AISE. European sales of
detergentproductB~ £29hn ($42bn)
· approadi is DDt approprl.ateforpersonal care
prOducts sll.chas soap and shampoo.
"I WOUid be w:ry cautious about iiJayiDg
i:·I
·i · in2008 (see pie chart)- a 1.4% inaease on green' too hard in petsOnal c;flre,• he saya. "If ·
II 2001. ~.froin global~reseaich there's a:trade-oft"between gieen. 8nd price, . based on miural~~ are still oommon
I
. .finnEutomonitor 'fntmiatlooa) also shaw then price will'wlll: Costinery .1mportam.• iJi developing markets, but 1iilllng out of
. Stea~ global growt1iin detergent sales from He says conaumers me unw.illingto pay filvor in Western ones. · ·
iI 2003 to ~8: in that time, world sales of more for green p~onal care products.· 'ftadttional soaps cannot demattdhfgh
, I laundrydetergm1s swelled by nearly 50%, Instead, they respond to tqible product prkes, sayslieuion,, but the new bJeed of
·I! to top $50bn (€35bn). In the same petiod, qualities - such as "fragrance and latherlIJg : • synthetic detergents.- or ·~ets'.-have a
dishwasbing products grew at a similar rate ability.:. which he calls "Dice-to-use" .fiictots. pe:r:ceiv?d added"Wlue that pioducCs bettet- ·
I to reach mare than $13bn. ·
Whether consumen are choosing green
"Beware of settingteclmi~ cha1lenges in Xll8IgiDS. "Consumeis want more interesting
personal care tao &r towatds gree:nfmes, at soaps. withfragnmce and better lathering
brands orvalue bmnds, major JilllDUfuctur.. ~ e1pense ofcost orDi<lC-tD-.use: he. saya. qualities:' says Hessioi:t' . .
ers are seeing declining returns from their An ongoing change wilhln personal cere - .~products are also good for manu-
detergent-related business segments. certalnlyin de.veloped.marlcets - ii the shlft iiicfurers. which can more ac;curately predict
Procter &Gamble. the huge us supplier, from solid soap bars to liquid products. 'Ihis ·the cost ofingredients and chemicals, rather

..
:1 recent!.yposted ~int-quarter (Ql) results: is partly linked to 1he rise in pOpularity of
its Fabric Care Br Home Care div.tsion, which show.er1 over baths. . ·
includes laundry~d dishwasher detergents -r.iquid soaps have now gone beyond the
than anllJ;lal tits and p1Im oil. ·
. "The .i:Darlcetis driven to an extent liy con.-
sumen - but alsp byrawmateriai variability

..
and fubric softencr1, reported a 596 dip in
. sales;to-S&lbn~.
h Anglo-Dutdt rival Unilever :&red little
betti:r: Q3 sales in its home care division -
· kitchen, and moved upstaixs.tothc bath-·
room:' aaysH~cm. '. ·
more chance to-Md value, witlinew for·
·
Liquid ~IJ.Ps also give JnaDUf1,ctu:rers
margins:' he·· · · ·. ·•
~ bymmufucturers' desire.to increase

(
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- ~(-
·whose brandsindude Cifan.d.J.?omestos- fell mulations. 'iliiditional bar soaps, which are \ \ .
'~---"'

www.lds.com J January 25-Pebrwrry 7, 2010 J IC!S Chemka) BU!lness '21 l


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THE GREENING GAME


of
· Makers CLEANING PR~DUCTS AND DETERGENTS seek the sweet spot
· betwee~ products that are green and products that clean
. MICHAEL MCCOY. C&EN NORTHEAST NEWS BUREAU

TAKE A WALK downthe aisles atwalMart ronmentalProtectionAgency's DCslgufor ~ Fnncois Scheftler,industrymarket.


oraneigbborhoodsupermarketandit the Env.lronmentprogram. ingi:nanagerforcarechemic:alsatBASF,a
becomesclearthatthecleaningproduct Cl:nudl8cDwJghttookitsArmBtHam- majorsuppHerofingredientsto"the clean-
~iscbanging.Lmm.d:rydetergents. merF.ssentials brandbeyondjustalaundty ingprodw:tm.dustry. '"Before 2008, the
clishwashingdeteigents. andspray"clean- detergent withplant-basedsur&ctautsto evidence was anecdotal!'
m havealways promised torldtbehome i!lcludespraycleanerswidian ~vhonmeQ.­
ofdirtandgrime.Butnowmsnyprodncts tallyfrlendlytwist:Batherthanbay afresh THE NEW OFFERINGStargetconsumers
vow to protect the environment as well. containertbatismOstiyplasticandwater, who,more andJllOl'c, wanttoknowwhat's
Niche:marlceters such as Seventh Gen- consumersneedingmorecleanercanpur- in the cleaners they buy. In response to
eration andMetb.odBomehavefor several cbaseasma11.capsuleofconcemrateand,us- . publicpressure, theSoap&:Detergent.As-
years offerai productsformulated tO be .lngupwat.er,tefillthelr oldbottle at home. sociation (SDA) andtwoothe.rconsmner
more em.ironl'T\eJltallysostainable. Dllring Henkel launched the Teml..At:tivline of product groups recentlylaunched an
2008,themajorcleaillngproductcompa- cleaners in Germany, while its DiaiSub- iDitlati.veto pravidcmorefuformation
I
Dies also got into the act. With the help of sidiary'added afabticsoftener~its PurcX aboatwbat's in tb.e baxor bottle. Starting

I theirmwmaterlalsuppliers, theymtro- NaturaJ.Elem~laundxydetergentin mJanuary2.010, associationmemberswlll
ducedarangeofgoodsthatdemomi:rate the U.S..And Colgate-Palmolive debnted voluntarilypostiDgredients on product
the diverse ways they are responding to Palmolive Eco autOJJ'laDC dishwasbing de- labels or on companywebsftes.
consumer demand fur greener cleaners. tergent,which.claims to be the fb:stmass- "Theconsumerls~moreedu­
.Aftershakingupthemarketforhsrd.- marlretedautomaticdiahwashingdetel'- cated, and the Intemetis d$galot to
somce cleaners earlyln.2008 with the gentbrand to efuninstephosphates. make~thappeD." Says'AndmvDouglass,
launch ofits GreenWorks brand, Clorox: "Foru9wbatwas signffiamtin2008 marketinnovationdirectorwitb.Novecare,
expandedthelinetoJncludehanddish- is that the sustainable elements oftbis the home and personal careingredients di-
~li~ andcleeningw.ip~And on marketbecame structu.rslin the U.s.,,, vision ofspecialtyc:helilicalmakerRhodia.
bottles ofsomeShoutandSCrubbing Bulr
blesproducts,SC1ohnsonstartedtouting I......_MORE ONLINE I To see how cleaning product ingredient makers are weathering
_ _ _.._ eris~
.......... the economic click on ~fsstory at www.cen-onllne.org.
thadtsjngz:edients are cleared bytb.e Envi-
\"
.
WWW.CEN·ONLINE.ORG 13 JANUARY 26, <!OO!i

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Nissan
. Chemical
Amerloa Corporation

FINEOXOCOL ® Marketers ofhOUBeholdgoods are


certamlyaware tbatthepublicwams
BASF's Scheffler:n;iakes a similar point
regardingthecleaningproductrawmateri-
The branchfid long alkyl chain In
environmentally soundproduCts. Earlier als BASF:makes. "Using a synthetic pt'C!d-
liquid fo.rm · thiamo~morethanuofthemformed uctthatreduceswater or energyuse by
apartnership with tb,e.AmerlcSnehemical the~nsum.eruuequally8Wltainableu
CHs CH:! Society's Green ChemistryInstitute aimed a product based on arenewablevegetab]e
I I at sharing knowledge ~exper.iencein source,"he says.

I '-. BASF surfactantmade byethoXylating


CJ-13 CHa CH -CH20H 2-propylheptanol. a branched alcohol
I /· . YETCOMPANtES andtheiriDgredient The companysaysitconducteii~ '"eco-
.CHs- C -0"2-CH
supplier& metUinga surprlslnglydiverlle efficiencylllllllysls'° that concludedl.uten-
I ' I
, CHa CHa range of.approachestothe sustainability sol M production causes fewer emissions
challenge. Some are em.pbasiYr
lso-Stearyl Alcohol F0-180 ~i::s~~ TIDAL FORCES
entsderivedfromtenewablere- P~ dominates the U.S. laundry deteipntmarket
Cl"3 CHa
.· I I sOQ.J:CeS. Still others sayfixmu- other
ci:Ha- c -c:Hi-CH-!CH212 . lall thatlowetthetepiperature 18%

=
Xtra
I '-. ofWaterrequjredfor cleaning
CH.9 CHa · CH -COOH arctbewaytogo.
I . / Procter&:Gemble, the 3%
CHs- c. --CHt-CH Purex
SocHb gorlllafn the laundry (HenkellD!aO
I . I . . detergent aisle with its'l1cle
ala CHa
tso-Stearlc Acid .
line,isllOtfceablymissiDgfrom
those. promotlngcleanersbued
6%
r··/\._
'
onmitural!Dgredients.Lauren
.•. Properties 'J.'hauwl. a publk:afrafts spe-
clalistwho band1ea sustainabil-
·• Branched, saturated long alkyl ityissuesforP&:G'siilbtlc cm:e ·
·chain · bwdness, explainathartbfsfs
• Uquld freezing ~Int <-30° C because the c:ompanywantsto
..... -~bebind::--......... · NOTl!salaslnfood.ctnig.and..._mercllaudlsellolwi,~
• HydrophHlc and hydrophobic Bee ~ ,.., .,..,.......... lrwYlllMart. fartbe!i211HkPllbl enclnaDec.28,2008. Pac•
abilltyclalms. Procter" GamblL SOUllCQ lnfll111'11d11111 !asoLn:eS ..
balance for specialty esters ·
"We'remnunfttedtobavillg
a science-based approach to sostablahll-
·Typ~ ity." ThlU?Ulllsays. ~beamseft>snatural
• c 1 ~Alcohol and c;e-Acid doesn'tm.eanft>sBllStaiDahle. WehavetU-
• l-C15H31CH20H en alife-cycle analysis approachto ensure
• i-Ctstia1COOH we arexnaklngclaimstbataremeaningful
· . andmeasureable.•
e Applications Inlaundryprodµcts,P&G'smsinsustain·
·abilityeffortshavebeeninconcenttatiing
• Various f;ypes eater itsdeteigentstosave onuansportatirin
• Hlg~ perfomiance lubricants andpacbgiDgcostsandinJaunrbfngde-
•Cosmetics te?geDtSsuchas~ColdwaterandArlel
•Personal Care~ Cool Clean that save enezgybycleanfngwell
• Specialty soaps· and.cleanser5 adowerwasht'elnperlltUreBlnbothcases,
• Offset Ink Printing · ·P&G saysftcanqu.antifyitsnewproducts'
reduced ~enml.fooq>dnt.
Nissan Chemical America Corporation. 'T:mIJOtgofngtorommentonwhetberor
10777 Westhellrier, Suite 830 notourcompetitomaredoingtb.at."'Jllan:iau
Houston, TX 77042 says. "bm:Iwfilteilycu thatuntilbebJgable
1osaysomeihlngfli'nattmd'means!tJsmore·
Phone: 713-532-4745
Fax: 713-532--0363
sustainable, wewfilnatdothat."
ic'
[email protected] uJust b4!CC1use· it's na~ural doesn't
www.nis.sanchem-usa.com mean it's· sustainable:'
WWW.CEN•ONLINE.ORG 14 JANUARY 26, 2009
Rhodoclean, asurlilctaJittbatlinks ethyl- with the Purex Natural Elements line, but
ene oxide orjiropyleneaxide to J>pinene Purexis a set:9lld-de.rbrand that doesn't
extraetedfrompine oil. have the same reputation as Tide does.ID
Europe. where HeDk.el's PeIBllls the gold
ALTHOUGH COMPANIES sucliuP&G standard, the companyhasn'tlaunched a
mayhave soundsclentlftcreasonsto smy green~ion. .
offthe "all-catllial"bandwago:n. theyhave . Goingall-natmal would compromise the

marketing director for derergents at Novo- 1D ThomasMilller-Xirscbbaum,senlorvice



zymes, theworld'sla:tgestmanufad:urer . presidentforR&D, technology. and supply
ofenzymes, notes that large cotporatlons chamwithHeri!tel'slaundryandhomecare
have built up a lot ofccmsumertrustin busJness. Still,he says, thecompanyis com-
their brands, and they are loathe tx> putit mitted to improvingtpesastainabilityofits
atrlslf.
•some ofthe bigger brands are wonied
products, particu1arlylnthe~ oflow-
teinpenu:urepexformance.
that their brandequitycangetdfiutedf.f · Europebasahistoryofusinghfghwash
theyfocus solely on sustainability," Lund temperatures,andin.the1970-',close to
says. "The ones with the most to lose are halfofalllmmder:ing'WllS done in.near-
the most conservative. '1'hat doesn'tmean . .boilingwater. ~figureis only8%today.
th~aren>t doinganythlng, but they may Henkel says, butcool-w.aterwasbingis
notbe as aggressiv,e in communicating it!' still rare there. /.$ ofaoo6, the company IGrscbbaum, the new APdsCOFFEE
Ratbel;itsthe~eswithasmaller says. less th.ans% ofiaundty-waswashed Persilformu1awu Henkel scientists
marketshare~tendtotrampettheir atao"C.ltexpectstbatflgul'etorlsetoat madepossiblewith use rigorous
an enzyme system tests to enswe
naturalor~~products. least20% by2020. newcl.eanlnB
:-·. · Lund'sobseriadonbeaIBoutatHe:okel, LastAprll, He.nkellmmcbedare:formu- developed1indera fOnnulas nve up
· 'aleadlng~der.ei:gentmanufac-
_.•. turer. Henkelhistakenacbance.inthe U.S.
latedPersilline designed to «clean better
than ever"at.20oC•.AcconlingtoMilller-
fuur-yeerpannership ·to;;::ions.
betweenHenkelmd
~aGeonsnfinn
that discovers euzymesandotherbioactive
coi:npounds. 'lll.e result was anew i:ufxtare
ofproteases andotherenzymtsspecifically
evolvedtP.wmkatlowertemperatnre.s.
~Henkelisimpxming1below-­
tempemtureperfmmanceofitabest-selling
.~Br SomatantomaricdishwasbiDg~
I I .
CHa--y-c=CHer brand.In2008, thefirmlauncbedSomat71
.CHa adetetgentwith sevendistinctfunct:ions,
1,2-Dlbromo-3,3-dimethyl-1-butene l.ncludh!gperformani;:eat40"Ctbatwas
CASl9~ IP291-4:1 ' previously obtainable onlyat6o OC.
ForSomat~Henkellookedtwiceto
. 0. Outside a:cbnologypartners. ltdeveloped.
HO,·Jl anewenzymein an excluai'9ecoopera-
CHA .. 'CHa ti.on with an 1mnmned CX>llabomor.And
3 CHa ittumed to 8: competitortolic:ensean
3-Hydroxy-~2-butal'lone activalorthathelpsthedetergent>ssodium.
0 CAS t 11 S.22-0 !H0471J percarbonste bleach workwellattbe lower
tempeMme. Under its openbmovation

H~~f&
policy,Milllcr--Bhscbbanmsaya,Henkel
notonlycooperateswithrawmaterlal
suppllers~researchinst:itntes but8lso
0 licenses innovations from f:tsrlvals.
5,12-Naphthacenequlnone 3,4'-Dlamlnodiphenylmethane
CASI 109().13-7 lN0603J CASt1943o-83-2 [01684]
While Heilkel usedlow-temperatUre
effectiveness to improve tbesnstahlabil·
eyofits inarquee Enropeuibtands, the
TCI AMERICA · TCI EUROPE company also createdanewbrmdldmed
BOCl-42U61B / 603-283-1681 0080041173 88 fl7 • +32.-I0)-3 73507 oo
!':.~~2a3-1987 =01 at consumers with what it dills Jifest.yies
www.tclamerlca.com www.tcleurope.eu ofhealth andsustaiDahility, or LOHAS.
I/Md OHia: 1'0KY'O CHEMICAL INDUS1RY CO,. DD.
TerraAc$jalineofhard..surfaceand
hand dishwasbingproducts, was lannched
Visit u~~1\C_S_!'!_~i~n.al_Meeting (Booth~ 1318) in Salt Lake City, UT, March 22-26, 2009 in October.. On average, the company says,

WWW.CEN•ONLINE.ORG 16 JANUARY 26, 2009


.
r,( ,
8,S%ofeachfoonulaiD the TermActiv~e
··.
torfcirNortb.America,says the company .
.. \ y
vegetable-basedsofteneractive,hasanRi....
isbasedonrenewablerawmaterlals. .has responded to the clamor for.renewable of6.9.InotherWQids,90%oftheproduct's
LOHAS consumers erewIDiDgtopay carboncontmtbydevelop!ngadossiertbat carbons arerenewable.
extraforsUst:ainabiley.buttheywon't categorl2esitsproduas ~~other Cust:omerinterestincnzymes,,mother
sacrificeperformance,acco.rdingtoMiiller- things, tbelrrenewablecarbonindex ~CI). renewable cleanhigmgredient, has SU1'ge4
IGrschbaum. ThisiswhyHenkel chose the These indexes are obtained bydividingthe overthepasttwoyears, ifNovozymes'
8516taxget:ratherthanthe99%all-natnral nmnberofcarbons derivedfromrenewable results are any guide. Although detergents
claimtbatClaroxmakesforits GreenWorks saarcesbythetotalnumbercifcarbons.:For are the Danish:firm's biggestmarket,for
lineintb.eU.S. "Whatwesawtnourdevel- cxample,Evonik's 'VarlsoftDS350 VEG, a much ofthis decade, the .n:uirketwasn't
opmentworlc:wastbatifwewentinthe
dlrect:lonof99%, we would come to mas
wherewe ce, says.

So far,Mmler-Kirsclibaum adds, con-
sumers uereceptiveto ~'sproducts
01ces.
withhighmtmal-ingredient content. He
says the company plans to 1aunchaTerra
Actlvlaundrydetergentin the:firsthalfof
2009 and.also broadenthe Natural Ele-
ments brand in the U.S. ·

SUCH PLANS are


goodnewsforchemical
companiesthathave been expandingtbeir
arsenals ofcleaniDgingredients that are
partiallyorwhollybasedonnaturalraw
materials. Seeing a trendtbattsD'tlikelyto
go away, cbemicalmakers are bothiru:reas-
ingtbelruseofreDeWablefeedstocks and
developmgnewingredientsthat overcome
. · the enviromncntal.shprt:comings ofsome
staJ.wartcleaDingchemlcals.
Itwas oneyearagothatI>owChemical
madeitsforayinto:renewablerawmaterl-
alsfor ~~.theEcosmf__
line pfsurfactants based on,cbemiailly .
modified seed oils. c4rios SilvaLopes, ..
globalmtirketingdirectorforDow'sfabric
and surlilceare business, saysDowwill
J.auncbasccond-generationEcosmflineat·
SDA's amma1 coD:ference,held tbisweektn
Boca Raton, Fla.
ThenewSUlfactmtswill offer anim-
provementmperfonnmceandformula-
tionflexibilityovertheorigiual ~ac­
cordmgtoLopes. He says theyaretJlilored
for hard-nrf8ceproducts sw:has bBlh, tub, Whether you need SOkg of Caffeine for produclfon, or prefer yours. tn your
and kitchen cleaners. morning coffee, come visit ou~ website and see why many labs Dke. SUsan's
Evoniklndustries. tb.eworld'abug- are OON choosing Spectrum fOr their c:nemtcaJS and lab supply needs.
estsupplieroffabrlcsofl:eneractive ·
i»gJ:edients,haskmgmmu18ctmed .
anatmallyderlvedproduct.Itssofu.
when It. comes to laboratory. prQducts,
eneractlvesarebased ontallow you do have choices ...
01j increasingly, vegetable oil. Al-
though commner goods compa-
niesbaveDOdesia:tobigblight..
tllllaw, snanbnalfilt, on their Mt! tlllllWf'actlJI lltld distribute line r:hemlt:ak and /llbonltDry
· labels, theyareinterestedin the ptf1dud5 • llrflll qual/fy and ddlBty l'Oll "" count on ~lime.
"renewable carbon" content of 800-m-8786 www.spe~mchemicaLcom
tb.eiDgredienta theybuf. ·
DavidDelGuerdo,.Evonik's .Te get JODr FREE mffea llRlr leg ill to IDW wabslte and UA PTGllllD melt WEBCAF
household care business direo-

WWW.CEN·ONLINE.ORG 17 JANUARY 26, 2009


.
givwingveryfilst. Theo, m2001. detergent discoveringtbat enzpnesbnpart basic . gentmakenl don't worry about phosphates
enzyme sales shotup 10%. Lastyear,sales detergency~well. . becausetheydon'tusetheminthe first
· were on trackforl.1% growth-impressive Novoeymes·sees enzymes as potential place. Case in pointisthehouseholdgoods
forthedetergentbl.dustty,whichtypically replacements for phosphates. Wldclian: maker Seventh Generati<>Dt whic'b.is in the
expands bYonly1or2% perycar. he.ingbannedfrom.laum.ixydeteJ:gentsin v.mgu.ardm ttyfngto crea'teprociucts'With
"Novozymeshasal.ways . several.Europea.nconntties renewable, sastainableingredients.
bellevedfndetergentst sa-ys and~bephasedoutofauto- Seventh Generationlaunchedits anto-

"butonlyfnthepasttwO'je&IS inthe U.S. bymid-201ounder citrlcacidtoplaytheblifferlngandhard-


hasitpaidoff."Heattrlbutes anindustrya,greement.Ar:.- watersofteningrole ofphosphates. The
the growthmostlyto c:ustom- cordiDgto Lund, detergent companyhassincemovedontoanewchal-
erswho tumed to enzymes as • makers canreplacephos- Ie:nge: gablgmorenatmalbyweanmgitse!f
a safe barborwhenpticesfor phatesimdsurfa.ctmtswitha from the effective, butnonbiodegxada.ble,
~ingredientsstart- =.~= multienzymcmixturewithout aayllcpoJ:ymerdispetsiDgagentsthatit
ed.becomblgbighlyvolatile. loss ofperformAnce. nowbuysfrom.Rcbm.an4Baas andrepJac-
But CllStOlllet demandfor more sustain- Also exploxiDgphospbatereplacement ingthemw.itb.plant-haseQ.sab~ll.
ablejngredientshas also been '.!driver, is Akzo~obel, whichbecameabiggerplayer Forthepastfew-yeats.~ *ott
Lundsays.Inrecentyeam,Novozymes incleaningchemisb:yafl:er.its2008acqtlisi- Seventh Geoetatlon's director ofproduct
has developed new enzymes sac:h u Stain- . tiooofICL·Soonafmrthedeal.company and environmmtal technology.bas been
zyme, Polartyme, andLiquanase tbat aie . mm:uigem combfnedAkzo's su:dilce chemis- worldng'With'lheDutth chemical company
specifi~designed to workfn cold water. trybusinesSwithICl'sAlco Chemicalspe- Tberrnphos on csrboxymetb:yli a
"We can prfIV!!tb.at compared with other claltypofymers sahs:ldiaryto create a major dispersing agem;based oncbica.tyroot.
·iilgredients. ei:izymesworltbetrer at law supplier~clcaningproductingredients.
. Wolfhadhopedtolmmchanfmmulated
. temperature." he says.Moreovei; although '11leoombinedcompanycansupply7,5% autmsimcdishwasbingdetergentin:2oo8,
.laundiydetergentmakeratraditionally . oftheactiveingredientsinmostcleaniug bu:theis nowt:a:rgeting.2009.
/ formulas,accordingtoJobncam.global
addenzymes~tbefrstain-:removalca-·
pabili~ LUlld says his customers are businessdirectorforfilbrlcandcleaningap-
plicationsat.AkzoNcr
UKEWISE, somecompaniesbelievethey've
gonenatmaliftheyreformulate theirlatm-
.. - -- - -- bel.Sm:W:e Chemis- drydetetge.uts'withsnrfiictanrsmade by
" Catalog of Advanced
~H-.i~ tntc1·n1f.:..d1alc~ try. "No oneelsecan. reacthlgcoconut-baseda1coholllwitheth-
!. Custom Synthcs1~;; • FTEs do that,"'he says. ylenemide. Seventb.Genexationdidthat a
. - - - - ~ ~- ~

Researcbels from wbileago.It'snowworldngtomovebeyond


the tWo bBNcs ofthe ~~bec:ause1tisapetro­

-~
I
business areuow chemica1 andbec:auseethoxylationyields
~~~ N
jolningfoxces to
. t:acldethephoSpbate
~ammmtsofthepossiblecan:lnogeJl
l,4-dioxaneasaby-product. ·
2-8!12
phaseout. Today, Wolfandlits colleagues have beenwozt-
2.mK
thefirms' specialty ingwitb.specialqsarfactant Hers such .
supp
",J 0 polymers are added f"'.IVh'olD •
·as~~ CXoda;MclntyreGroup,Stepa:o,

ff~?
to phosphate-con-. andWinCbemicaltoreplacetheethoxy-

1ICI
CCP ~
tainblga,utomatic
dishwashingprod-
uctS to disperse
Jatedalcoholswith sodium cocosaI&te.
an alkyl sulfate based on coconut oil.It
basn"tbeeneasy. Wolfaclmowiedges.Alkyl
23
2-154 ca1clum phospbate sulfates are less soluble than etb.aityJates,
and other salts.For must beusedatbigher concentratl.on to
tomonow>sphos- achieve the same degree ofcleaning, and

~~. ~"OJ phate-freefoxmuhis. can:initatethc skin, be explains. · .


Cate says, scientists Still, Wolfhopestolaunchnewvcrsions
2-G&S 2"42 are developingdis- ofSeventh Genemtimis lanndty de!Er-
persingsgeJits based gents andhanddfshwasbing~quids later
onpoly.mers and tlllsyear. In addition to elimineringl,4...fil-

~
NHBac .Am>Nobclche18.ting ~ thei:ompmy willhave switched toa
agents such as glu-
~co~
ff, ~ surl8ctantwithan.RCI ofJ, Ver8WI oDlyo.75
talJlicacid diacetl.c with an ethOiyi:atednatlJial alcohol
11cid, wbichis de- Seventh Gmerationis also eliminating .
2..m 2-«11
Iivedprl:marilyfrom a rl.Jn?-1,..,._,.,,..
~~pres
.....,;.,.,;,.... ervativefrom
.
corn or other renew-- it:sliquidcl.eaningprodru:ts.AlthaughWolf
,, . . ,_ : .f!tR>~~;,. .. ·-A~csi~ i~~: (-Pl1om;~ BC0~429~0116. , , -· -
,!
-
I '> ~·' " t -, NPW Casli"
I
2.7 McCullouJll Drive cn1<J1 1: mfo::O:ades1sm0 mm
OE 19720 cCommerce: wvN1.ades sine.com
able resources.
Same automatic
has along-term goal to move to asnbstitute
4-erivcdfrol;ll~~materials,for
I -~'°.)' •--'-3 - , ,. "'I dishwasblllgdeter- now be is conteirtto switehfromatti8zbic

www.cEN-ONLINE.ORG 18 JANUARY 26. 2 / a-


• • "2!;
.... z
...a

first came out. "Butafterawhfletheyreal- shakiDgtb.eindustxyup. "Hard-surlilce


izeditwas awtytoidentifygreenerchemi- cleauerswasprobablythe least interesting
cals and OpeJlmmDtoppommities.• maxketoutthere, mdloakatwhatClorox
Indeed. aJDlrlcet oppartunityfshow has done to it,•be says.
. mostplayenfnthec:1eallingproductindua- "Fabrlc mdhom.ecate companiei see
tty see sustafnabilitythese days.Pointing anoppommltyto mfnginnavationtomar-
~~a:{_~; tcthe spateofnewspraycleaners OD store ketbased onthesastainabilityinitiative,"
shelves..Bb.odia.'sDonglassmarvelsathow Douglass adds. "Theyarerelnvendngtbe
enviromnentallyfriendlierproductsare fndustryandmakingit excltingagain."•

~lOSOH

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\ __

WWW,CEN·ONLINE.ORG 19 JANUARY 26, 2009


·:... . ~
';, ., ")_:

:·:·_.·~~\.==· . :._A beauty industry insider shares his thoughts on some


· . . <'>i/i~. of the trendiest of today's green certifications and what
· · ". ·......·.:~~/:>·:,_makes them good-as well as what can make them
....... :~ ·!,;:·:, . . ·:~://~;iatifficultto achieve and sustain. .
~
. ·r: .. ....... :-~~~~:'.!~\\~.
':.;!-.~- .... ~ ~d to differentiate one pxodnct from another predates the ozganic and
.. :; ;,.~~movement Jn~ beauty industry. But during the last two decades,
• Beauty brands that position · '. ~ ·· era have been mundated by an alphabet soup of green. organic and
themSelVes as "natural" can opt for standards. Although the path to Certification ~be very different Jn
an alphabet soup of available green :inultiple standards, the ultimate goal is th~ same-solidifying your brand
al than th.erest. "
certlflcatio~. However, the bottom
nne Is that certification should help
1he brand's marketability. >:t.. ~-'
,..:t: ...; ••• ,"#

• Certlflca11ons such as the USDA i. ,:;::;·(~~:. ...:: whidutandard is best $llited for your brand. it com.es down to one simple
NOP certlllcatlon, Mllle awell-known :.:P,:{';f~¢:~~pe of any and all certification is marketability. De.signing a product using
organic Industry standard, can be ·:~(~~~~;~ents. m>fdiDghot button problematic ingredients and utilizing a generally
··:! · •· ~~ent profile is a noble cause, and. in many cases. sales Will do just fine. But .
problema.1ic as they werent developed ,i._';.. .: *.:Wiesti.cin
arises, "Whatwill. a certification add to the value ofthe brand?"
with the beauty Industry In mind and. ·
often require experSv0 marufacturing
' restructuring and upgrading. ... '
~:~:~.~:~j~~~~ Poradditional~ation
~,._~-~~forI:.egitimacy:
on green certifications and Jab~ checkout
C~cations
for Natural and Organic Pers<>¢ Care" by
":· :~'f).mhi c. Duber-Smith on www.GCimagazine.com.
::
... ..~:;·.;:: . . .
GCI July/August 2014
And it is simple-the more heavily organic ingredients" claim must be become inaeas.ingly popular due to
marlceted the standard is, the more it will certifie·d to the NSF 305 ANSI Standard widespread awareness of GMO foods.
add value to your brand. So far, most for Organic Personal Care products, During the non-GMO verffiC8tlon
natural and organic standards have been a consensus-based industry standard process, beauty brand owners need to assess
beyond reproach due to their well-written accepted by the Ameqcan National both the ingredients used in thelrproducts
nature. So choosing the "'wron( standard Standards Institute and n:ianaged by NSF and the ingredients of an ingredient-
based on lack of strictness is relatively International. (Whole Foods' guidelines leading all the way back to the source
unheard of. However; there are nmltiple also state •all products making an 'organic' material-in order to dO a proper audit
options that beauty brands pursue in. green product claim must be certified to the In some cases. this can be a dllliculttask,
certifications. · USDA NOP standard, the same standard as source material suppliers can be closely
under u.s.1aw.•) them to be difficult to track.
Setting Standards 'Ihe fascinating part of the NSF
International standard is its approval
'Ibuc:hing on a few standards I have been
intimately involved with. I can offer a
approach. Rllther than ha~ a med list of · Weighing Your Options
acceptable iri.gredients to work with, this
firsthand perspective. Overall, beauty brand owners will
standard has an acceptable list of processes
The us. Department of Agriculture's COD.tlnue to find new ways to differentiate
of how these ingredients are made-ie.
National Organic Program {USDA · themselves from all other productllnes.
you can have two ingredients fr.om the
NOP} is what many consider to 'be the . '!he use of green-certified standards has
same source and within the same end .
pinnacle ¢any green/organic standard been an invaluable tool to verify and lend
product but one could be ~pproved and .
'Ibis is likely due to it being the most .defimti~ to natural products, buti:Dany
the other not lllmply due to its ~owable
heavily recognized and branded of any . procesa. barriers remain to certification. 'Ihese
standatd-and not because it is S\1ited baniers include cost, recognizability of the
' With this stanfud. certain original
.. and designed for personal care. Using
ingredients such BS sulfate-based . certification standard and the formulation
USDA-certified organic in.gredients in aver ~of using a green certification
' place of conventional ingredients will
surfactants became allowable newer,
standard that may not have a wide~
...
novel surfact8nts bec:anse the process to
generally increase a product's stature. but.
make the original iurfaCtant wu far more of ccismetic ingredients or ingredient · \ ·\ _.
in. some cases, tuming your product into
a full USDA organic certified prodlict is a
natural thml some newer ones. However, . synthesis processes available·yet.
. · Brand owners must carefullylft:lgh the!r
the success of the NSF certification fa not
challenge dne to the many limitations of choices to make sore that adhering to any.
all in its originality. It is far more marketed
this standard and applyiDg it to produce a green. certification standard w.iD. be giving
and rea>gD.ized ~an many other standards
quali~ stable product meant for retail theh' brand the advantages and positioning
of its caliber thanks to its retail support.
A product that Is allowed to carry the that they are looking fur witho.uthurtfng
USDA seal of an organic product has overall quality. • GCI
atleast 9596 ofits solids derimlfrom The GMO Debate
organic ingredients, aclwling water and
salt 'Ihe Certification process also involves .Another growing area of the green DR. SUNDEEP GIU. bas been
a detailed label and formula review; as movement is genetically modified twwid Mil tile b!l&ul¥ and CllBll1ellc
well as ensuring the.product is made in organisms, or GMOs. GMO awareness lnilstly for manyYaara, lbatwarldng for
a USDA organic certified facllity. 'Ihe has gained momentnm in recent yeatBi Carma Qiamallcs In NcMdl\ Cllfomla.
. h 1987, where ha stnd ix01,tlle qually
certifu:ation process for a USDA facility partially due to the narrow loss of . conlrD! lab. He soon WOdllld Im WI'/ i,p
involves manypolid.es and procedures to Callfomia Proposition 37-a statute voted ID a l8Se8R:h chemist, and In 1lia posllkin, ha learned lhe
comply with the complex t:raddclg systems down in November 2012 that would have P!>SSiblllUes Of c:reallng nahnJ plDllUclB based Cll aclence-
required by the USDA. and. in many cases; required labeling ofgenetically engineered Mlen lngrdenls. A1Bw years lalet SUn Deep Cosme11cs
~ llB tl8llllllllUfilCIUr ~ In Hayward. Qdiforda.
manu:&.cturers must weigh if certifi.cation food, with exceptions. n also would 11811111& 611 was Blil ID put his Cl88lt.oe llklla 1n1o mo11on,
is a viable equity to their facility. es it can have dlsallciwed the ~ctice of labeling develqJlng JJOPUlar personal care pnWcls In Iha nalllllil
be very costly to upgrade to the necessary genetically engineere4 food with the word prtdJclB lncllmtry. Dr. Gii allBnded Ile llMnl'1 dllle Paclllc,
standards. "natural.. where he attained his bachekn - and dllmateJy his
. 'Ihe NSP International organic GMO verification in beauty products OOcllJ' rt pharmacy degree. Soon aflar, he CDllpated an
lnbmlNp aixl lllSldency at Slanfanl ~ L1dB Pacl!a!tl
certilication is another green certification relies on simply not using feedstock from
Chldren's ltJspltal and lhu Vebnns llcapllal.lJrqti 1hb
standard that has seen recent success. plants that have been geneticaJlr. modified wmkDr. 6lll pWllslied 88\181118111cles Ill~
and typically 1s J;ll~ feasible for the or crossbred with other sp~es in the and drug delNeiy lllll 118$1sted In 88V!llBI clnk:al ~
production of a functional and stable product's ingredients. .Although no clear invoM1g loplcal drug delVQly and~. IJr. 611 ls B
product.. 'Ibis standard saw most of its difference has ever been substantiated reglsl8rad JOumaclst and 8611 pradlces BS BCUn1caJ jQllmB-(
success when. in 2010, Whole Foods between an ingredient derived from aqlstwhen he Is nat worldng as a persmat care RIS8IRll \
diemlst. And en IYld educallr; Dr. 611 BUii ~to doctDr
enfotced that personal care products sold ·non-GMO ingredients versus ingredients of pharmacy c:andldales Bl'Dllld lhe ~ He Clllldly Ives
on its shelves and maldng a ·contains derived from GMOs, this standard has In San Ramoo, C&llftmla, with his wife and1hree daug!Dn.

52 Green Certification GCI July/August 2014


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NOP Communications, TAP Review


NOSB Committee Actions & Vote
1'

(--
!
\
TABS

Response Letter to original


petition that was submitted;
resubmission of the petition and
response to this letter are
included in the cover letter of
/
this updated petition.
\

(\.
-
USDA Agricultural
Marketing
1400 Independence Avenue, SW.
Room 2648-S, STOP 0268
Service Washington, DC 20250-0268

September 25, 2015

Mr. Thomas Harding


On behalf of Green Ag Supply, LLC
Lehigh Valley Organic Growers, Inc.
125 West ?1h Street
Wind Gap, PA 18091

Sent by email [[email protected]]

Dear Mr. Harding:

Thank you for your petition of June 24, 2015 which requests the inclusion of natural fatty alcohols in
section 205.601 of the National Organic Program's (NOP) National List of Allowed and Prohibited
Substances (National List).

We have reviewed your petition for natural fatty alcohols and determined that it cannot proceed in
the petition process because it does not provide sufficient information to address each item specified
in 72 FR 2167 "National Organic Program - Submission of Petitions of Substances for Inclusion on
or Removal from the National List of Substances Allowed and Prohibited in Organic Production and
Handling." This notice provides information such as what can be petitioned, how substances should
be petitioned, and what information should be addressed in a petition.

To assist you in the development of your petition, we recommend that you modify your current
petition to address the following items:

Item A - Section of the National List

We noted that the petition requests addition of natural fatty alcohols, specifically, octanol and
decanol, to section 205.60l(a) of the National List.

Based on the requested uses of these substances as growth regulators, we anticipate that they will be
considered by the National Organic Standards Board under section 205.601(k) rather than section
205.601(a).

A final determination will be made by the NOSB during the course of review. However, if an
alternative listing at section 205.601(k) does not meet the intent of the petition, you may wish to
provide additional information on why paragraph (a) of 205.601 if preferred. We noted that
paragraph (a) includes other alcohols; however, it also includes the following text: "As algicide,
disinfectants, and sanitizer, including irrigation system cleaning systems." Paragraph (k) includes
growth regulations that are allowed for organic crop production.
Page2
/
I
\

Item B.1 The Substance's Chemical or Material Common Name

We noted multiple names used for the petitioned substance, including the following: natural fatty
alcohols, fatty alcohols, octanol, and decanol. In addition, the citation provided to FDA regulations at
21 CFR 172.864 uses the term "synthetic fatty alcohols."

Based on our review of the product labels provided, the active ingredients included on the EPA
approved labels are identified as "octanol" and "decanol." To facilitate the review and reduce
potential confusion, we suggest providing additional clarification on the names used within the
petition.

The petition should also clearly indicate why a single petition is needed for the fatty alcohols mixture
(i.e., blend of octanol and decanol) instead of separate petitions for octanol and decanol as individual
active ingredients.

Please also note that natural substances are allowed for use in organic crop production, unless
prohibited at section 205.602 of the National List. The classification for octanol and decanol as
natural or synthetic will be determined by the National Organic Standards Board during the review of
the petition.

Item B.6 Previous Reviews

We noted that information regarding previous reviews of fatty alcohols by OMRI and other (.
organizations was included in the supplemental tabs. Thank you for this information. For the
response to Item B6 provided at Page 3 of the petition, you may want to provide a brief summary of
this information.

Item B. 7. Information Regarding EPA Registrations


Item B.8. Product Labels

We have reviewed the intended use of the substance against the product labels provide in the petition.
We have noted that the products 0-Tac Plant Contact Agent and N-Tac are labeled only for use on
tobacco. We have also noted the inclusion of email correspondence from EPA staff regarding the
registration of these products for other crops.
From the information provided, we have been unable to verify that the following petitioned uses of
fatty alcohols are currently permitted by the EPA:
• Sucker control on tomatoes
• Meristematic regrowth on vegetable grafts
• Desiccant/defoliant on cotton

For the revised petition, please provide additional information, such as EPA approved product labels,
and/or citations to EPA regulations that confirm that these intended uses of octanol and decanol fatty
alcohols are permitted by EPA. If the intended uses are not currently permitted by EPA, you will

(
Page3
i
I
\ need to amend the petition to remove these uses or wait until EPA registration is granted before
resubmission.

Resubmission:

Please note that electronic submission (by disk or email) is preferred to facilitate posting of petitions
on the NOP website.

If only part(s) of the original hard copy petition need to be updated, submission of only those parts
may be sufficient. If submitting in part, please clearly indicate which section(s) are replaced and
which section(s) can be retained as originally submitted.

Additional information on the petition process is available on the NOP website at How to File a
Petition.

If you have any questions, please contact me by phone at (202) 821-9683 or email
lisa. [email protected].

Sincerely,

x~·~'-13~
Lisa M. Brines, Ph.D.
National List Manager
National Organic Program
CD
/ ',

\. '

TAB9

PENDING PETITION

INFORMATION

(CORRESPONDENCE)

PERTAINING TO OTHER

PROPOSED USES

'-
( \
\

Pesticide Registration
Improvement Act -
PRIA 3: Proposed
petition for adding
Cotton to product labels
, (N-TAC, EPA Reg. No.
51873-20, 0-TAC
PLANT CONTACT
AGENT, EPA Reg. No.
51873-18 and FAIR 85,
PA Reg. No. 51873-7)
Fair Products, Inc .
March s. 2015

Sbaja Joyner Product Manager, Teani-20


Fungicide Herbicide Bran.ch, Registration Division
Document Processing Desk
Office of Pesticide Programs (7504P)
U.S Bnvironlilental Protection Agency
Room S-4900 Oi1e Potomac Yard
2777 South CJ)'sta1 Drive
Arlington, VA 22202-4501

Subject: Pesticide Registration Improvement Act - PRIA 3: Proposed petition for adding Cott.on
to product labels (N-TAC, EPA Reg. No. 51873-20, 0-TAC PLANT CONrACT AGENT, EPA
Reg. No. 51873-18 and FAIR 85, EPA Reg. No. 51873•7),

Dear Ms. Joyner,

Confinning our communications with you we are providing the following information pert8iliing
to the subject:

1. Proposed Use: Use of Fatty Alcohols to assist with defoliation and desiccation of Cotton
prior to harvest.

2. Intended Crops: eotton


3. Field Test Data: 2013 and 2014 North Carolina Umversify-Trials (see attachment 1).

4. Proposed Directions for Use: Proposednewuse for the Fatt;y Aleohol Products, (N•TAC,
EPA Reg. No. 51873-20, 0-TAC PLANT CONTACT AGENT, EPA Reg. No•.51873-18
and FAIR 85, EPA Reg. No. 51873-7) consist$ of application to cotton prior to harvest
as a.defOJiant mid .desiccant. The spray so11(1ion showd be, applied as a broadcast spray
12 inches over the top of plants using 2 flat fan. nozzles per row approximately 19 inches
apart that~ 20 gallons ofspray solution per~- ~spray solution consists of
15 to 25% volume/volume (3 to S gallons ofN-TAC, Fair SS and 0-TAC PLANT
CONTACT AGENT) per acte will aid in providing desiccation and defoliation of cotton
leaves when used alone or a tank mix combination with sodium chlorate (6 lbai/a).

Fair Products, Inc. 0


Agrl·Speclaltles Division ° Post Office Box 386 e Cary North Carolina 27512·0386
Telephone: (919) 467-8352 ° Fax (919) 467·9142
\
s~ Documentation I Communications per Lindsay Rowe and Tony Kish indicating that
cotton is classified as a non-food crop that this use would be exempt from tolerance
(See attachment 2 email dated 2119/lS).

6. Proposed Risk Assessment document


(See attachment 3).

We appreciate your review and comments regarding this infonnation for adding this use to our Fatty
Alcohol Product Labels. Let us know if any further information is required at 1his time.

Sincerely,

Carla Hull
Administrative Assistant
Product Registmtion

cc: Roland Cmgill


carla Hull
('
From: Stewart, Alexander <[email protected]>
Sent Tuesday, March 17, 2015 3:32 PM
To: Carla Hull
Subject: RE: need

Carla,

The 2012 test turned out to be just a strip trial because of space that was available. I figured out that was why I had so
much trouble finding the Info on the 2012 test. Unfortunately, there Is very little, if any, information from the 2012
trial. I think we'll need to go with the 2013 and 2014 replicated trials.

Please let me know if you or Roland have any questions.

Thanks,
Sandy

Sandy Stewart
Research Stations Division Director
NCDA and NC State University

(OJ 91.9-707-3237
(M) 919-414-4863
2 West Edenton Street, Raleigh, NC 27601
1001 Mall SeTVlce Center, Raleigh, NC 27699-10001

NOTICE: E-mail correspondence to andfrom this address may be subject to the North Carolina Public Records Law and
may be disdosed to third parties by an authorized state o/ffclal

From: Carla Hull rmailto:[email protected]]


Sent: Tuesday, March 17, 2015 3:28 PM
To: Stewart, Alexander
Subject: need

Sandy,

Need test results for 2012 cotton for our book.

NeedASAPI

Thanks,

Carla Hull
FAIR PRODUCTS, INC.
919-467-1599
919-467-9142 FAX
[email protected]
1
(
Alexander M. "Sandy" Stewart, Ph.D.
228 McLeod's Corner
Carthage, NC 28327

Mr. Frank Grainger, President


Fair Products, Inc.
Cary, NC

Dear Mr. Grainger,

over the past three years, I have evaluated 0-TAC fatty alcohol for its activity as a cotton defoliant in
organic systems. I have experience in doing so for many products as a cotton researcher and former
Extension Cotton Specialist for the lSU AgCenter. My evaluations.of 0-TAC have taken pla9e in field
trials in North Carolina cotton from 2011through2014. , (
!

a-TAC has some activity and utility as a cotton defoliant. Although the exact mode of action is not
known, it can be reasonably expected that the fatty alcohol in 0-TAC desiccates the leaf, thereby
rupturing cell walls and stimulating the cotton plant's natural production of ethylene. Ethylene
production is important for forming the abscission layer at the base of the leaf petiole, ·resulting in leaf
drop. This is a very similar mode of action to commercially available cotton defoliants in conventional
cotton production. ·

Results from three field trials over three years in North Carolina have shown 0-TAC to have activity as a
defoliant for cotton production. 0-TAC applied In a single application at in a 15% solution generally
resulted in about 30-40% leaf drop in field grown cotton. Sequential applications do enhance leaf drop,
although results are variable. Tank-mixtures of 0-TAC and ammonium sulfate have typically enhanced
defoliation. However, it should be noted that the optimum rate for application of 0-TAC as a cotton
· · aerollant,.eltneralone or Tri comolnatioh" wrt:n iimmonium .su1rat:e:1s"'iiol: known aftfiis time. Research is
ongoing end additional field trials are needed.

Cotton defoliation is critical to facilitating mechanical harvest with a spindle picker. The removal of
green foliage on a mature cotton crop reduces stain from green leaf and harvest losses with a
mechanical picker. In organic cotton production, the preparation of the crop for mechanical harvest has
always been a barrier to production. Although the overall activity of 0-TAC as a cotton defoliant and
harvest aide is less than conventional products, it does show promise for organic production. The value
of organic cotton dictates that even a small increase in the efficiency of mechanical harvest is
worthwhile. Continuing research with 0-TAC will focus on refining the appropriate rate as well as
exploring appropriate organic tank-mix partners for cotton defoliation.

I look forward to continuing to work with you and Fair Products in the investigation of 0-TAC as a cotton
defoliant and harvest aide. Please let me know if I can be of any assls~nce."

Best Regards,

Alexander M. "Sandy" Stewart, Ph.D.

(
Application Info.
Cotton Trials - 2013
(
Crop Stage at Application 65% Open Bolls
Application Equipment Backpack sprayer with 002 for propellant
Carrier Water
Boom Configuration Two rows, two nozzles per row
Nozzle Type Tee-Jet 110-03 Flat Fan
Nozzle Spacing 19-lnches for two nozzles per row in 38-inch rows
Application Volume 20 Gallons per acre
Height Above Canopy 12 inches
PlotSJze 4 rows, 40 feet long, 38-inch rows
Treated Area Inside two rows in order to utilize a "running check" for each plot
Replications 4 replications
Experimental Design Randomized complete block

3/3/2015
Treatment list
Cotton Trials - 2013
'

"' !fil Product Rate Timing Repl


101
.8§.1
202
Rep3 Rep4
1 OTAC 10%v/v Initial 305 403
2 OTAC 10%v/v Initial 102 204 303 402
2 Sodium Chlorate 7.5l 100 oz/a Initial
3 OTAC 15%v/v Initial 103 205 304 404
4 OTAC l5%v/v Initial 104 203 301 405
4 Sodium Chlorate 7.Sl 100oz/a Initial
5 Sodium Chlorate 7.SL 100 oz/a Initial 105 201 302 401

All applied at 14 GPA with flat fan nozzles on 10/17/13.

3/3/2015
Raw Data
Cotton Trials ~ 2013 (
\
10/24/2013 10/24/2013 10/31/2013 10/31/2013
Defoliation Desiccation Defoliation Desiccation
TRT Treatment Name f!2! Defol7DAT Dess7DAT Defol14DAT Dess14DAT
1 OTAC10% 101 21 15 25 15
2 OTAC 10% +Sodium Chlorate 102 50 25 65 20
3 OTAC15% 103 20 25 25 20
4 OTAC 15% +Sodium Chlorate 104 65 20 65 15
5 Sodium Chlorate 105 so 20 55 25
5 Sodium Chlorate 201 55 25 65 25
1 OTAC10% 202 20 10 25 12
4 OTAC 15% +Sodium Chlorate 203 55 25 65 25
2 OTAC 10% +Sodium Chlorate 204 45 20 55 20
3 OTAC15% 205 25 15 25 25
4 OTAC 15% +Sodium Chlorate 301 50 25 65 20
5 Sodium Chlorate 302 55 25 65 20
2 OTAC 10% +Sodium Chlorate 303 35 20 45 25
3 OTAC15% 304 30 15 40 20
1 OTAC10% 305 15 10 20 10
5 Sodium Chlorate 401 55 25 65 25
2 OTAC 10% +Sodium Chlorate 402 35 15 50 20
1 OTAC10% 403 20 10 20 15
3 OTAC15% 404 35 20 40 10
4 OTAC 15% +Sodium Chlorate 405 65 25 65 20

3/3/2015 c
/'

,,---.•.

Summary
Cotton Trials - 2013

TRT JAii)_ _ _ _ _ __

Treatment ~a.!!'e .A~~ ~f Dafol.!~~T- t'~".81~.of ~!.!>AT_Av~~-~ De~I ~~~'!. Av_er~g~ r!f Dess 1~~AT_
OTAC 15% 27.5 18.8 32.S 18.8
OTAC 15% +Sodium Chlorate 58.8 23.8 65.0 20.0
Sodium Chlorate 53.8 23.8 62.S 23.8
OTAC 10% 19.0 11.3 22.S 13.0
OTAC .10%
Mun
-·. +Sodium
...• -
----·-Chlorate
------- -- --- ------
41.3
~.1
20.0
19.S
53.8
47.3
------··· 21.3-
19.4

3/3/2015
Application Info
Cotton Trials - 2014 ( '
\_,/
Crop Stage at Application 65% Open Bolls
Application Equipment Backpack sprayer With C02 for propellant
Carrier Water
Boom Configuration Two rows, two nozzles per row
Nozzle Type Tee-Jet 110-03 Flat Fan
Nozzle Spacing 19-inches for two nozzles per row in 38-lnch rows
Application Volume 20 Gallons per acre
Height Above Canopy 12inches
Plot Size 4 rows, 40 feet long, 38-lnch rows
Treated Area Inside two rows in order to utilize a "running check" for each plot
Replications 4 replications
Experimental Design Randomized complete block

( __ _
\.__

3/3/2015
Summary
Cotton Trials - 2014

TRT JAii).___ _ _ __

_T~eat~e~.~~"'.'~ Alf!,....!~ Def~ ?l?~r-~.l'!IP-~~~ 7D~!_Ave~.!-~f_Def~l_~~~AT___ ~~.....!9 of ~-t~~~T-


NTAC 15% 16.3 10.0 20.0 6.3
NTAC 15% +Sodium Chlorate 56.3 17.5 75.0 5.5
NTAC25% 36.0 15.0 49.0 7.4
NTAC 25% +Sodium Chlorate 60.0 28.3 78.3 15.0
NTAC 25% fb Sodium Chlorate 7DAT 22.5 13.8 81.3 13.8
OTAC15% 26.3 113 35.0 6.3
OTAC 15% +Sodium Chlorate 43.8 23.8 61.3 11.3
OTAC25% 23.8 16.3 53.8 s.s
OTAC 25% +Sodium Chlorate 63.8 21.3 83.3 10.0
OTAC 25% fb Sodium Chlorate 7DAT 31.3 1L3 82.5 8.8
_SodiUl'!!_~lota~---- - - - 53.8 25.0 ___ 843
..... ' --- 7.5
Mean 38.9 17.3 63.3 8.7

3/3/2015

...._ ___/
Carla Hull
From: Balan, AsWathy <[email protected]>
Sent Thursday, February 19, 2015 8:09 AM
To: [email protected]
Subject: RE: Pre-application 51873PA1 - 493158

Dear Roland Cargill/ Carla Hull,

Thanks for your email and I apologize for not getting back to you sooner. We were having some Internal discussions to
determine the best way to move forward. Before getting Into the specifics of the PRIA category, we would like to obtain
some more Information.

I understand you would like to come Jn with one submission for the vegetable rootstalk and another one for the cotton
use. Could you send me a draft proposal of your petition for both uses. The one for rootstock use should list out all the
use sites (right now I know of tomatoes and cucurbits) that you would like to have for that use. Including all the
applicable sites In the initial application itself wlll be advantageous for you. Also provide the widest range of application
rates that would be used.

If you have any questions or concerns please do not hesitate to contact me.

Thanks,
Aswathy

Aswathy Balan, Biologist


Fungicide and Herbicide Branch
OCSPP/OPP/RD
c
Environmental Protection Agency
Ph: 703-347-0510

From: Carla Hull [mailto:[email protected]


Sent: Thursday, February OS, 2015 2:45 PM
To: Joyner, Shaja
Cc: Balan, Aswathy; Roe, Lindsay; Kish, Tony
SUbject: RE: Pre-application 51873PA1 - 493158

Shaya Joyner and Aswathy Balan,

Lindsay Roe had briefed you on the recent activity involving the proposed use of fatty alcohol for control of merlstematic
regrowth on vegetable rootstock, as well as a proposed use as a defoliant/dessicant on cotton. As we proceed, Lindsay
has Informed us that further action will require separate submissions for these.

In EPA's review report (Decision 493158) that proposed use on vegetable rootstock Is exempt from the requirements for
tolerance; therefore, the use is exempt from the residue chemistry data requirements associated with a petition for
tolerance. Likewise, as Lindsay pointed out In her 12/19/14 correspondence, "since cotton use Is classified as non-food,
the tolerance exemption will not have any bearing on that use."

Thus, we are ready to proceed with preparing for two separate submissions (vegetable rootstock and cotton) with a
separate risk assessment for each. Based on the conference call we

1
had with Lindsay and Tony Kish on 12/11/14, it appears that a R-170 submission Is the approach for us to take.

\ can you please provide us the detailed steps and documentation requirements In preparing the R-170 submission. We
are currently preparing risk assessment documentation for each

of the proposed new uses.

Thanks you for your assistance on this matter and we look forward to working with you in the furfure.

Roland cargill

By;
Carla Hull
FAIR PRODUCTS, INC.
919-467-1599
919-467-9142 FAX
[email protected]
www.falrproductslnc.com

From: Roe, Undsay [mailto;[email protected]


Sent: Friday, January 30, 2015 11:26 AM
To: carla Hull
Cc: Balan, Aswathy; Joyner, Shaja; Kish, Tony
subject: Re: Pre-application 51873PA1 - 493158

HI, carla.
\

I just had a handover meeting with the team that will be taking over 1-octanol and 1-decanol. Aswathy Balan Is the risk
manager In the Fungicide/Herbicide Branch that you will be working with, and her product manager Is Shaja Joyner. I
have cc'ed them on this email, so you have their conta.ct information. I briefed both of them on the recent activity with
Fair's proposed product, so feel free to go to them with any questions that you have.

It's been a pleasure working with youl

Best regards,
Lindsay

From: Roe, Lindsay


Sent: Friday, January 23, 2015 3:25 PM
To: 'carla Hull'
subject: RE: Pre-application S1873PA1 • 493158

carla-

The Registration Division reorganized in October. Many products and people stayed In the same branches as always, but
a couple of new branches were added and a couple were consolidated, shifting some people and chemicals around. The
Fungicide/Herbicide Branch (one of the new branches) now handles the fatty alcohols but not all plant growth
regulators. Rachel Holloman Is the branch chief. I have already contacted her to find out which specific reviewer, or at
least which team, has been assigned to these chemicals.
\

2
-Lindsay

From: Carla Hull [mailto:[email protected]]


Sent: Friday, January 23, 2015 3:12 PM
To: Roe, Lindsay
Subject: RE: Pre-application 51873PA1 - 493158

Lindsay,

Thank you for your prompt response. We were not aware of the reorganization of the Registration Division. Who is the
head of the branch that handles PGR's (ie fatty alcohols)?

Thanks again,

Carla Hull
FAIR PRODUCTS, INC.
919-467-1599
919-467-9142 FAX
[email protected]
www.fairproductslnc.com

From: Roe, Lindsay [mallto:[email protected]]


Sent: Friday, January 23, 2015 9:25 AM
To: c.arta Hull
Subject: RE: Pre-applk:atfon 51873PA1- 493158

HI, Carla.

I talked to Tony about your proposed approach to the no hazard rationale, and before we came to a clear decision (it
might be alright but I honestly don't know- this Is the first no hazard rationale I have ever dealt with), Tony realized that
aliphatic alcohols are no longer handled In our branch as of the reorganization In the Registration Division that took
place several months ago. I am going to have to coordinate a hand-off to another team. I will talk to the branch chief of
the Fungicide/Herbicide Branch and find out who the new risk manager will be. Once I've done that I will talk to the new
risk manager about where we stand regarding this product and put the two of you In contact.

Sorry to be giving you the run-around on this. I should be back to you within a couple of days with information on who
you will be dealing with now.

Best regards,
Lindsay

From: Carla Hull [mallto:carla@fa!rproductsinc.coml


Sent: Wednesday, January 21, 2015 10:08 AM
To: Roe, Lindsay
Subject: RE: Pre-application 51873PA1 - 493158

Hello Lindsay,

We hope that you has a relaxing Holiday. After further thought on the preparation of the Risk Assessment document, ,,
we have decided to take the following approach. As you may be aware, the EPA produced and published risk (_
assessment documentation (human health, environmental, ecotoxicological) in its Reregistration Eligibility Decision
3
(RED) for aliphatic alcohols; Case No. 4004, March 2007. We see no need to "reinvent the wheer', so much of the
documentation that we are providing comes directly from EPA's already published documentation. Of course, we
explicitly note this in tour documentation at the very start of the document, as well as Including the appropriate
citations in our document.
Do you have any comments on our approach?

Have a great day,

Carla Hull
FAIR PRODUCTS, INC.
919-467-1599
919-467-9142 FAX
[email protected]
www.falrproductslnc.com

From: Roe, Undsay [mai!to;[email protected]]


Sent: Wednesday, December 31, 2014 10:15 AM
To: c.arta Hult
Subject: RE: Pre-application 51873PA1 - 493158

Hi Carla and Roland. There Is no template available, but I will ask around to see If there is an example that we can
release to you. There's quite a shortage of people In the office right now, so I'll get back to you in the next week or so.

Happy New Yearl

Lindsay

From: Carla Hull [ma!lto:[email protected]


Sent: Tuesday, December 231 2014 2:17 PM
To: Roe, Undsay
Subject: RE: Pre-appllcatlon 51873PA1 - 493158

Lindsay,

Thanks for your prompt reply.

We have a question about preparing a risk assessment. Since we have no experience to date in preparing a risk
assessment, can you please provide to us the rationale, requirements, format, etc. for this documentation so that we
can determine If we have the capability of preparing one ourselves. Thanks once again for your assistance.

Have a great Holiday,

Roland Cargill

By

Carla Hull
FAIR PRODUCTS, INC.
( 919-467-1599
' 919-467-9142 FAX
4
[email protected]
www.fairproductslnc.com

From: Roe, Lindsay [mallto:[email protected]]


Sent: Friday, December 19, 201411:04 AM
To: carta Hull
SUbject: RE: Pre-application 51873PA1 - 493158

HI, carla.

I have emailed one of our contacts at TSG to see If they would mind us referring you to them and if there Is anyone In
particular that you should contact. I will let you know about that once we hear back from TSG. Expect to hear from us In
the next few weeks (but not TOO quickly with the holidays coming up).

Cotton could not be Included In the list of crops because the list of crops will only apply to one use- application to
rootstock of grafted plants. Since Jn the cotton use, product will be applied to growing plants, it will need to undergo a
separate risk assessment, and would thus be charged a separate PRIA fee. These new uses could still be submitted at the
same time, but they should be submitted as two distinct new uses. In addition, since cotton use is classified as non-food,
the tolerance exemption will not have any bearing on that use.

Hope that you and yours have a great holiday. I'm sure we'll be back In touch soon, and don't hesitate to contact us If
you have any more questions.

Best regards,
Lindsay

From: carla Hull [mailto:[email protected]]


Sent: Wednesday, December 17, 2014 2:26 PM
To: Roe, Undsay
Cc: Kish, Tony
Subject: RE: Pre-application 51873PA1 - 493158

Lindsay and Tony,

We thank you both for spending the time with us last Friday to discuss the results of the pre-application (R-124)
' evaluation for use of fatty alcohols to control meristematic regrowth of vegetable rootstock, post-grafting. We have
received the EPA review on this subject. Thank you.

Our current thinking on this subject leans towards taking option 2 that you presented, I.e. the Food Route. We
understand that a rationale for no hazard finding should be developed. You mentioned that TSG has done such a
study/report. Is this something that could be shared with us and/or do you have any contact Information for TSG?

In the meantime, another question has surfaced regarding the use of fatty alcohol on cotton as a desiccant/control of
vegetative growth prior to harvest. Field trials were conducted in Arizona many years ago ( by yours truly) and showed
good activity. More recently, field trials have been conducted in North carolina the last two years and we are currently
awaiting the North Carolina State University Agronomist's report. Could this crop be Included In the broad scope of
crops in option 2 (Food Route) without having to conduct residue studies because of the tolerance exemption?

We look forward to your feedback as we proceed In deciding the best approach for these added uses for fatty alcohol
products.
( ~: '.

5
Thank you and Happy Holidays,

\
Roland Cargill

by

Carla Hull
FAIR PRODUCTS, INC.
919-467-1599
919·467-9142 FAX
[email protected]
www.falrproductsinc.com

From: Ree, Undsay [ma!lto:[email protected]]


Sent: Friday, December 12, 2014 4:05 PM
To: [email protected]
SUbjec:t: Pre-application 51873PA1 - 493158

Good afternoon, Carla.

As we discussed in our meeting this morning, I am sending you the Health Effects Division's evaluatlon of pre-application
51873PA1 submitted 7/2/2014.

If you would like a hard copy malled to you or if you have any questions, let me know.

Have a great weekend!


i
I
\ Best regards,
Lindsay

Lindsay Roe
EPA/OCSPP
Office of Pesticide Programs
Registration Division, Fungicide Branch
[email protected]
(703) 347-0506

6
( I
-...., ____ -

RISK ASSESS:MENT DOCUMENT - FAITY ALCOHOLS/ COITON

I Introduction

1bis risk assessment document is prepared to support the proposed new use of fatty alcohol
products to aid in providing defoliation and desiccation of cotton prior to harvest. The only
currently registered use of fatty alcohols is for contact tobacco sucker control. There are no
residential uses. Most of the risk assessment information contained in this document was
prepared by EPA in the following documents:

1. Reregistration Eligibility Decision for Aliphatic Alcohols; EPA 738 -R-07- 004;
March 2007; 23pp.

2. Hwnan Health Risk Assessment; Aliphatic Alcohols; Human Health Chapter of the
Reregistration Eligibility Decision (RED) Document. Reregistration Case Number 4004.
June 30, 2006.

3. Ecological Risk Assessment: Reregis'tration Eligibility Decision (RED), Reregistration


Case 4004: Aliphatic Alcohols C-8, C-10 and C-12. September 8, 2006.

4. Aliphatic Alcohols (1-octanol; 1-decanol): Tier 2 Aquatic Exposure Model (PRZM and
EXAMS) Estimates and Characterization. November 28, 2006.

5. Aliphatic Alcohols (1-octanol; 1-decanol): Addendum to PRZM and EXAMS refinement


of environmental concentrations in swface water (DPBarcode 0334066; 11/28/2006).
Recalculation of BBC's considering volatilization from soil as a dissipation route;
Recalculation of Risk Quotients. December 11, 2006.

6. Aliphatic Alcohols (1-octanol; 1-decanol) Addendum to Ecological Risk Assessment in


Support of RED: Reconsideration of Ecological Toxicity Data Gaps in Light of Swf'ace
Water EEC Refinements. February 9, 2007.

This document summarizes EPA' s human health and ecological risk assessments and consists of
an overview of the fatty alcohols (aliphatic alcohol) and profile ofits intended use and current ·
uses, as well as the human health and ecological risk assessments.

1
II Chemical Overview

A. Regulatory History

Reregistration case number 4004 consists of straight chain aliphatic alcohols with 6 to 16 carbon
atoms in the chain, which has been abbreviated in previous documents as aliphatic alcohols (Cx-
Cxx) or (C6-Cl6). CWTently, case 4004 consists of four active ingredients. Three of these active
ingredients are used as plant growth regulators on tobacco. These are described as fatty alcohol
blend (PC code 079029), 1-octanol (079037) and 1-decanol (079038). The fatty alcohol blend
under PC code 079029 is predominantly a mixture of 1-octanol and 1-decanol, although some
labels list 0.5% 1-hexanol (C6) and 1.5 % dodecanol (Cl2) among the active ingredients. The
single product listed under PC code 079037, although listed as 1-octanol, is also in fact a mixture
of 1-octanol and 1-decanol. The earliest registered label for use of aliphatic alcohols for tobacco
sucker control included in the Agency's Pesticide Product Label System (PPLS) was issued to
Uniroyal in 1964.

B. Chemical Identification

The aliphatic alcohols are considered primary alcohols (i.e., the -OH group in the C-1 position). The
aliphatic alcohols 1-octanol (PC code 079037) and 1-decanol (PC code 079038) are also known by
many other common names, and the fatty alcohol blend (PC code 079029) is a generic term meaning
that the compound is obtained by the hydrolysis of fatty acid esters. The registrations under the name
fatty a1cohol blend (PC code 079029) are considered a mixture of the linear, straight chain chemicals
I-octanol and 1-decanol. Tables I - 3 provide the chemical identification for 1-octanol, 1-deca.nol,
and J.;dodecanol, respectively.

Table 1. Chemical Identification of 1-0ctanol


Tvne of Information Information for this Chemical
IUPACName l·Octanol
CASR.ee.No. 111-87-5
Other Names Octyl alcohol; n-Octan-1-ol; n-Octanol; n-Octyl alcohol;
Caprylic alcohol; Heptyl carbinol; Octanol; Alcohol C-8;
Capryl alcohol; n-Hepty1 carbinol; Octan-1-oJ; Prim-n-octyl
alcohol; Octanol{I); Octyl alcohol, normal-primary; Primary
octvl alcohol; Hvdroxyoctane
Empirical Formula CH 0
I II
Molecular Weight Number of Carbons 130.23
The number of carbons is 8
Chemical Structure C-C-C-C-C-C-C-COH

2
(
Table 2. Chemical Identification of 1-Decanol
Tvne of Information Information for this Chemical
IUPACName l·Decanol
CASRest. No. 112-30-1
Other Names Decyl alcohol; n-Dccan-1-ol; n-Decanol; n-DccyI alcohol; Alcohol
CJO; Caprlc alcohol; Caprinic alcohol; Decanol; Nonylcarbinol;
Decylic Alcohol: Dccan-1-ol; Decanol-(l); Dccyl, n- alcobol 22;
Primarv decvl alcohol; Nonyl carbinol
Empirical Formula C,"HTJ.O
Molecular Weight Number of Carbons 158.28
The number of carbons is I 0
Chemical StructlU'e C-C-C-C-C-C-CC-C-COH

Table 3. Chemical Identification or 1-Dodecanol


Type of Information Information for this Chemical
IUPACName 1-Dodecanol
CASRe2.No. 112-53-8
Other Names Dodecyl alcohol; n-Dodecan-1-ol; n-Dodecyl alcohol; Alcohol C-12;
Dodecanol-1; Laurie Alcohol; Lanrinic alcohol; Lawyl alcohol; 1-
Dodecyl alcohol; Duodecyl alcohol; n-Lamyl alcohol; n-Lauric
alcohol, primary; Dodecanol; 1-Hydroxydodecane;
Hydroxydodecane
EmpiricaJ Fonnula C12H-u.O
Molecular Weight 186.33
Number of Carbons The number of carbons is 12
Chemical Structure C-C-C-C-C-C-C-C-C-C-C-COH

The aliphatic alcohols 1-octanol and 1-decanol are applied as water-based sprays to burley, flue
cured and dark tobacco by hand using a back pack sprayer, or to tobacco plants by a boom. The
aliphatic alcohols are applied to tobacco at the button or early flower stage and act as chemical
pinching agents to control sucker shoots. The aliphatic alcohols dissolve the layer of waxy cuticle on
the plant, causing dehydration of the young sucker. Because these aliphatic alcohols are applied
solely on tobacco. its use is limited to the tobacco growing states, mainly on the east coast
(Connecticut, Pennsylvania, Virginia, North Carolina, South Carolina, Georgia, and Florida). but also
in Kentucky and Tennessee. Between 1.5 and 2 milJion pounds of aliphatic alcohols are applied
annually.

Recommended application rates range from approximately 8.5 lbs ai/acre up to approximately 21 lbs
active ingredient/acre, at 1to3 applications per year. However, 1-octanol and 1-decanol have
estimated volatilization half-lives of3.5 and 1.0 minutes, respectively. Therefore, the amount of the
aliphatic a1cohol available for runoff or for chronic exposure to terrestrial animals is likely to be
lower than the maximum label rates. As described below, the ecological risk assessment took this
into account when estimating potential exposure.

3
Proposed Directions for Use: Proposed new use for the Fatty Alcohol Products, (N-TAC, EPA
Reg. No. 51873-20, 0-TACPLANTCONTACT AGENT, EPA Reg. No. 51873-18 and FAIR
85, EPA Reg. No. 51873-7) consists of application to cotton prior to harvest as a defoliant and
desiccant. The spray solution should be applied as a broadcast spray 12 inches over the top of
plants using 2 flat fan nozzles per row approximately 19 inches apart that delivers 20 gallons of
spray solution per acre. The spray solution consists of 15 to 25% volume/volume (3 to S gallons
ofN-TAC, Fair 85 and 0-TAC PLANT CONTACT AGENT) per acre will aid in providing
desiccation and defoliation of cotton leaves when used alone or a tank mix combination with
sodium chlorate (6 lbai/a).

The aliphatic alcohols are used in, or can be naturally found in various food items. The Food and
Drug Administration pennits the use of aliphatic alcohols as a food additive, wider certain
conditions. The aliphatic alcohols have been found to be natural components of apples and oranges,
and have been reported as a component of edible seeds, oils and fermented beverages.

ID Human Health Risk Assessment

EPA has conducted a risk assessment of the tobacco plant growth inhibitor use of the aliphatic
alcohols. EPA's screening level assessment was conducted using data submitted by the registrants
and published in the open literature.

A. Executive Summary
(
This document represents the human hea1th risk assessment chapter of the Reregistration
Eligibility Decision (RED) document for the aliphatic alcohols, which include N-decanol,
Cx.-Cxx alcohols. and fatty alcohols. Aliphatic a1cohols are contact sucker control agents
used primarily on tobacco. There are no tolerances or tolerance exemptions established
for residues of aliphatic alcohols on food.

Based on the supported tobacco use, there are no residential uses for the aliphatic alcohols. In
addition, the pesticidal uses of the aliphatic alcohols do not involve use on food and,
therefore, are not subject to the Food Quality Protection Act (1996).

The available acute toxicity studies indicate the aliphatic alcohols are of low oral and
dennal toxicity. Acute inhalation studies with the rat resulted in LDso estimates above
the limit concentration of2 mglL. Eye irritation studies. however, resulted in severe and
sometimes non-reversible eye irritation. Denna! irritation studies revealed slight to
moderate irritation in rabbits. The aliphatic alcohols generally did not produce
sensitization in tests with guinea pigs.

A 90-day dermal rat study (fatty alcohol blend) resulted in irritation at lower
concentrations and before the development of any marginal systemic effects. Slight
changes in hematology, clinical chemistry, and organ weights were noted at the limit
dose of 1000 mg/kg/day. Severe irritation including fissuring of the skin occurred in
40% of the animals at I 00 mg/kg/day and in 80% of the animals at the limit dose.
Avai1able developmental toxicity studies (rat) via the inhalation (1-decanol) and oral
(fatty alcohol blend) routes of exposure resulted in no adverse effects when examined at
the maximum attainable vapor concentration (100 mg/m)) and oral limit dose (1000

4
mg/kg/day) based on fetal and maternal parameters. Genotoxicity and mutagenicity
studies available were negative and long-tenn rodent studies to inform the carcinogenic
potential of the aliphatic alcohols are not available. However, as a class, the straight
chain aliphatic alcohols are generally not carcinogenic. Neurotoxicity information is
cutrently not available, however, there were no clinical signs in any of the acute,
subchronic. or developmental toxicity studies to suggest the aliphatic alcohols elicit a
neurotoxic effect Currently there is insufficient hazard concern to warrant a dose response
evaluation or endpoint selection for quantitative risk estimates. Therefore, no
acute or chronic endpoints have been identified.

An exposure assessment considers the different pathways {food, water, occupational. and
residential) through which exposure to the aliphatic alcohols may occur. Oral exposure
through food is not expected since the aliphatic alcohols have no food uses and there are
no residential uses. Drinking water is not of concern due to: a) the high vapor pressure
and likely volatilization in air; b) atmospheric degradation by reaction with
photochemically produced hydroxyl radicals; c) lack of hazard for the oral route of
exposure; and d) lack of systemic endpoints based on the available studies. Acute and
chronic dietary endpoints have not been selected. Therefore, based on the low hazard
concern, lack of food uses, along with no quantitative toxicological endpoints, a dietary
(food and water) risk assessment is not required.

Since a quantitative dermal endpoint was not identified, no quantitative post application
dennal risk was assessed. For uses within the scope of the Worker Protection Standard
for Agricultural Pesticides (40 CFR 170), a restricted entry interval (REI) was
established. The REI was based on the category assigned to the acute dennal
toxicity, skin irritation potential. and eye irritation potential of the active ingredient. The
appropriate REI is 48 hours if any of the three categories are classified as toxicity
category one.

For occupational handler exposure of aliphatic alcohols-containing products, dermal, eye


and respiratory irritation effects are addressed through precautionary labeling
requirements for use of Personal Protective Equipment (PPE). Most of the current labels
for N-decanol, alcohols (Cx-Cxx), and fatty alcohols require Jong pants, chemical
resistant gloves, shoes plus socks, and protective eyewear.

Based on the lack of food and residential uses and low hazard via the oral, dermal, and
inhalation routes of exposure, quantitative dietary (food and water) and
occupational/residential exposure assessments have not been conducted.

Additionally, the aliphatic alcohols are 'non-food use' chemicals and are not subject to
the amendments to the Federal Food, Drug, and Cosmetic Act (FFDCA) promulgated
under the Food Quality Protection Act (FQPA) of 1996, and an aggregate risk
assessment is not required.

B. Introduction

1. Scope of Risk Assessment


This risk assessment evaluates the aliphatic alcohols that are comprised of decanol,
alcohols Cx-Cxx, and fatty alcohols. Because of the low hazard concern of the aliphatic
alcohols. no toxicological endpoints have been selected for dietary or exposure risk
assessment pwposes. /'
\
5
\

2. Ingredient Profile
The review of the product chemistry for the aliphatic alcohols was not based on a single
chemical or pc code but rather based on the collective nature of the aliphatic alcohols.

Table 1 Nomenclature for Aliohatic Alcohols


Chemical structure
C-C-C-C-C-C-C-C-C-COH
n-Oecvl Alcohol
common name Slmole Alinhatfc Alcohol: Ethanol 1-Decanol
Molecularfonnula C..H..OH CH31CH2\9-0H
Molecularweiaht 46.068 atmol 158.29 nlrnnl
IUPAC name <denotation\ lnChl=llC2H80/c1-2-3/h3H.2H2.1 H3 NotRANVted
CASname Ethvl Alcohol rr~Alcohol
CASnumber 64-17-5 112-30-1
PC Code 001501 079038

ii. Physical and Chemical Properties

Table 2. PhvAlcochemlcal •. ·~ .~:~s Allnhlltlc Alcohols


Parameter Simple Aliphatic Alcohol AllphatlcAlcohoJ: 1-Deconol
Value/Reference Value/Reference
Melting polnVrenge ·114.1 to-117 degrees Celsius 6.9 dearees Celsius
Merck 12.., - Edition; MSDS MSDS
Vapor Density at 20 1.59 4.S
degrees Celsius ChemFinder MSDS
Water solubilify Fully miscible; >=1 Og/100 ml at 23° C 37 mg/L ; Insoluble; poor
Riddick, J.A. et al. (1996); ChemFinder
Barton, AFM (1984)
Solvent soJubillty at Organic solids of low molecular weight Not reported
20 degrees Celsius are usually soluble In ethanol. -Among
Ionic cornoound§, many mono-valent
salt& are at least somewhat soluble In
ethanol, with salts of large, PQlarizable
Ions being more soluble than salts of
smaller Ions. -
Most salts of polyvalent Ions are
practically Insoluble In ethanol.

1) Valja, et al., Appl B/ochem.


Biotechnol., 7,61,1982.
2) J.M. Lee and
J. Woodward, Blotech. Bloeng., 25,
2441 ,1983.
3\ Encvclonmtla
Vapor pressme 40 mmHg at 19°C o.00851 mmHg at 2s0 c
44 mmHg at 2o·c

6
59.3 mmHg at 25°C Daubert, TE & Danner, RP
Daubert, TE & Danner, RP (1985); (1989)
MSDS
15.9 at from OH group) Not renorted
Table 2. Phvslcochemical Prooertles AllDhatic Alcohols
Simple Aliphatic Alcohol Aliphatic Alcohol:
Parameter Value/Reference 1-Deconol
Value/Reference
Dissociation constant. PK. Hansch, c et al. (1995)
Octanollwater partition Log Kow Log P= -0.14 Log Kow Log P - 3.79
coefficient Hansch, c et al. (1995) Hansch, c et al. (1995)
UV/visible absorption Data Gap Data Gap
soectrum
Refer to http://www.epa.go,·/athens/researchlregsupportlproperties,btml for further detalla relating to
physical and chemical chemistry

3. Summarv of Pestieidal Uses


All three chemicals that comprise the reregistration case for the aliphatic alcohols serve
as plant regulators. N-Decanol, alcohols (Cx-Cxx}. and fatty alcohols are formulated as
liquids and are applied via the following methods: groundboom sprayer, backpack
sprayer. handgun sprayer. high pressure handwands and low pressure handwands. For the new
proposed use on cotton the method of application is by ground sprayer as a broadcast spray over the top
(
of the cotton plants.

4. Tolerances

I. Established Tolerances & Tolerance Exemptions

As the aliphatic alcohols are not registered for use on food crops, there are no tolerances
established for residues on food. Similarly, there are currently no tolerance exemptions
for the aliphatic alcohols.

C. Huard Characterization and Assessment

The available toxicity database for the aliphatic alcohols consists of acute toxicity,
irritation, and sensitization studies. In addition, there are developmental rat (oral and
inhalation} toxicity studies and a 90-day rat (dennal) study. Mutagenicity studies
available include the Ames, micronucteus, and gene mutation assays. Sources from the
published literature are also included in this hazard assessment. The combination of the
published literature and submitted toxicity studies are sufficient to assess the pesticidal
nonfood uses of the aliphatic alcohols. Based on the low hazard concern via the oral,
dermal, and inhalation routes of exposure, a qualitative hazard assessment is appropriate
for the aliphatic alcohols.

1-Decanol has been found as a natural component in apples and oranges and has been
reported in essential oils of ambrette seeds, almond flowers, citrus oils and fennented (
\
7
beverages (as cited in HSDB. 2005). 1-Decanol is also a pennitted food additive for
direct addition to food for human consumption as a synthetic flavoring substance and
adjuvant in accordance with the following FDA conditions: 1) the quantity added to food
does not exceed the amount reasonably required to accomplish its intended physical,
nutritive, or other technical effect in food, and 2) when intended for use in or on food it is
of appropriate food grade and is prepared and handled as a food ingredient (21 CFR
172.515). There is currently no known mode of action for the aliphatic alcohols. There
are currently no guideline metabolism studies in rats available for the aliphatic alcohols.

The acute toxicity studies available for all three of the aliphatic alcohols (PC Codes
079038, 079029, 079059) are listed in Table AI. The available acute toxicity studies
indicate the aliphatic alcohols are oflow oral and dermal toxicity (Toxicity Categories III
and IV). Acute inhalation studies with the rat resulted in LOSO estimates above the limit
concentration of2 mg/L. However. eye irritation studies resulted in severe and
sometimes non-reversible eye irritation (Toxicity Category I, JI, and III). Dermal
irritation studies revealed slight to moderate irritation in rabbits (Toxicity Category III
and IV). The aliphatic alcohols generally did not produce sensitization in tests with
guinea pigs. More recent acute toxicity data are presented in Table B 1 for the fatty alcohol blend
Active Substance (Alfol 810) and the end use product (N-TAC).

Oral subchronic toxicity studies are not available for the aliphatic alcohols. However, a
90-day dermal toxicity study in the rat is available (MRJD 43701201). Results of the
dennal exposure to a fatty alcohol blend (56.7% decanol, 42.7% octanol) at O. I00,300,
or J000 mg/kg for 5 days/week for 13 weeks included ecythema, edema, desquamation,
eschar formation and exfoliation of all treated animals. The irritation occurred early
\
(within two weeks of the application process) with irritation apparent in a dose-response
fashion. Fissuring of the skin occurred in 40% of animals at 100 mg/kg/day while in
80% of animaJs at the limit dose of 1000 mg/kg/day. Decreased body weight was also
observed at the limit dose (-19% M, -13% F). Slight changes in hematological
parameters, clinical chemistry, and organ weight changes were apparent at the limit dose.
No other gross or histopathological organ pathology was associated with the skin
application of the fatty alcohol blend. The dennal irritation NOAEL was not established
with an irritation LOAEL of 100 mg/kg based on severe irritation. The systemic NOAEL
was 300 mglkgfday w:ith systemic LOAEL of l 000 mg/kg/day, based on hematological,
clinical chemistry, and organ weight changes.

Developmental toxicity studies via the inhalation (1-decanol) and oral (fatty alcohol
blend) routes of exposure resulted in no adverse effects based on fetal and maternal
parameters. A developmental inhalation study exposed Sprague-Dawley rats (J 5) to 15
3ppm (100 mg/m) 1-decanol for 7 hours per day on GD 1-19 (Nelson et al.. 1990a;
Nelson et al. . 1990b). The concentration of 1-decanol selected was based on the highest
concentration that could be generated as a vapor at an average daily chamber temperature
of70-80°F. No treatment-related effects were observed in pregnant females or fetuses
including frequency of resorptions, fetal weights, or skeletal/visceral malformations. An
oral developmental study exposed 25 female Sprague-Dawley rats/dose at O, 125,375. or
1000 mg/kg/day to a fatty alcohol blend (55% decanol; 40.T>/o octanol) on GD 6-16
(MRID 42609301). The maternal NOAEL was 375 mg/k/day and LOAEL was 1000
Mg/kg/day (limit dose), based on increased incidence of salivation (67%). No adverse
effects were observed in the offspring. The developmental NOAEL was 1000 mg/kg/day
(Hl)D with no LOAEL being established.
(

\
8
Genotoxicity and mutagenicity studies available were negative for reverse gene mutations
in Salmonella -ryphimurium, not mutagenic in 2 independent assays with/without
activation at levels ranging from 9.4 µg/ml to 37.5 µ/ml, and negative for mictonucleus
induction in bone marrow cells of male and female CD-I mice harvested 24 or 48 hrs
post-administration of3 daily doses of SOD, 1000, or 2000 mg/kg/day. There is cu1Tently
no long-tenn rodent infonnation regarding the carcinogenic potential for the aliphatic
alcohols.

Neurotoxicity information is currently not available. However, there were no clinical


signs in any ofthe acute, subchronic, or developmental toxicity studies to suggest the
aliphatic alcohols elicit a neurotoxic effect.

D. Endpoint Selection

Based on the available data, there is no evidence to suggest that the aliphatic alcohols
cause increased susceptibility in infants and children. Furthennore, based on. the low
hazard concern from the available studies, no endpoints of toxicological concern have
been identified for risk assessment purposes.

E. Exposure Assessment

1. Dietary Exposure (food and drinking water)

An exposure assessment considers the different pathways (food, water, occupational, and
residential) through which exposure to the aliphatic alcohols may occur. Drinking water
is not of concern due to: a) the high vapor pressure and likely volatilization in air; b)
atmospheric degradation by reaction with photochemical1y produced hydroxyl radicals
(HSDB, 2005); c) lack ofhamrd for the oral route of exposure; and d) lack of systemic
endpoints based on the available studies. Acute and chronic dietary endpoints have not
been selected. Therefore, based on the lack of food uses and the low hazard concern of
the aliphatic alcohols along with no acute or chronic dietary endpoints being identified, a
dietary (food and water) risk assessment is not appropriate.

2. Occupational and Residential Exposure

Aliphatic alcohols are contact sucker control agents used primarily on tobacco
[N - decanol, alcohols (Cx-Cxx), fatty alcohols). CU1Tently there are no residential uses for
the aliphatic alcohols. There is potential for exposure of occupational mixers, loaders,
applicators, and post-application workers to aliphatic alcohol formulations . However,
due to the low hazard concern of the aliphatic alcohols. no dermal, oral, or inhalation
endpoints of toxicological concern have been identified for the aliphatic alcohols.
Therefore, an occupational/residential exposure assessment is not required.

N-Decanol, alcohols (Cx-Cxx). and fatty alcohols are formulated as liquids and are
applied via the following methods: groundboom sprayer, backpack sprayer, handgun
sprayer, high pressure handwands and low pressure handwands.

9
Available dermal studies indicate that aJiphatic alcohols are acutely irritating with any
possible stress related changes systemically occurring at higher concentrations and over
repeated dermaJ exposure. Mammals are, therefore, more sensitive to irritation than to
any systemic effects and so dermal exposure should be avoided. Available inhaJation
toxicity studies indicate that aliphatic alcohols are oflow toxicity via the inhalation route.
Due to the low hazard profile and lack of endpoint selection for the dennal route of
exposure. no post application dennal risk was assessed. For uses within the scope of the
Worker Protection Standard for Agricultural Pesticides (40 CFR 170), a restricted entry
intexval (REI) was established. The REI was based on the category assigned to
the acute dermal toxicity, skin irritation potential, and eye irritation potential of the active
ingredient. The appropriate REI is 48 hours if any of the three categories are classified as
toxicity category one.

For occupational uses of aliphatic alcohol-containing products. dennal, eye and


respiratory irritation effects are addressed through precautionary labeling requirements
for use of Personal Protective Equipment (PPE). Most of the current labels for N-decanol,
alcohols (Cx-Cxx), and fatty alcohols require long pants, chemical resistant
gloves, shoes plus socks, and protective eyewear.

Table 3 Summarv of Maximum Aoollicatlon Rates for Re' lstered Aliphatic Alcohol Products
Chemical Crop Target Formulation Maximum Max#of Application
Application applications Equipment
Rate
N-Decanol Tobacco Foliar EC 21.5 lbs 2 Groundboom
ai/acre for sprayer,
hand sprayer backpack
18.9Jbs sprayer,
ai/acre for handgun
ground boom sprayer, high
pressure
handwands
and low
pressure
handwands
Alcohols Tobacco Foliar Liquid 21.7 Jbs 3
(Cx-Cxx) (EC,SC) ai/arcre
Fatty Tobacco Foliar EC 14.19 lbs 2
Alcohols ai/acre

10
Table 4: Summarv of Maximum aoolication for Proposed uses of Fattv Alcohol Products I
CHEMICAL CROP TARGET FORMULATION MAXIMUM MAXIMUM OF METHOD
APPLICATION APPLICATION
RATE%
Fatty Cotton Broadcast EC 25% 1 Ground
Alcohol application boom
Blend (5 gal I A sprayer
(N-TAC) product) using20
gallons of
spray
solution per
acre

F. Cumulative Exposure

As the aliphatic alcohols are not registered for use on food crops, the requirements of
FQPA are not applicable and a cumulative risk assessment is not appropriate.

G. Summary

1-Decanol has been found as a natural component in apples and oranges and has been
reported in essential oils of ambrette seeds, almond flowers, citrus oils and fennented
beverages. 1-Decanol is also a permitted food additive for direct addition to food for
hwnan consumption as a synthetic flavoring substance and adjuvant in accordance with
the FDA. Aliphatic alcohols are contact sucker control agents used primarily on tobacco
[N-decanol, alcohols (Cx.-Cxx), fatty alcohols]. Currently there are no residential uses
for the aliphatic alcohols.

There is potential for exposure of occupational mixers, loaders, and applicators to


aliphatic alcohol fonnulations . However, endpoint selection was not warranted based on
the available toxicity data. Therefore, occupational handler risk assessments cannot be
conducted and are not appropriate for the aliphatic alcohols.

Based on the hazard profile for dermal exposure to aliphatic alcohols, no post-application
dermal risk was assessed. For uses within the scope of the Worker Protection Standard
for Agricultural Pesticides (40 CFR 170), a restricted entry interval (REI) was
established. The REI was based on the category assigned to the acute dermal
toxicity. skin irritation potential, and eye irritation potential of the active ingredient. The
appropriate REI is 48 hours ifany of the three categories are classified as toxicity
category one,

For occupational uses of aliphatic alcohol-containing products, dermal, eye and


respiratory irritation effects are addressed through precautionary labe1ing requirements
for use ofPPE. Most of the current labels for N-clecanol, alcohols (Cx-Cxx}, and fatty
alcohols require long pants, chemical resistant gloves, shoes plus socks, and protective
eyewear.

11
/
Due to the toxicity profile of the aliphatic alcohols, toxicological endpoints of concern
were not warranted for risk assessment purposes. Quantitative dietary (food and
water) and occupational/residential exposure assessments, therefore, have not been
conducted. Additionally, as the aliphatic alcohols are 'nonfood use' chemicals and are
not ubject to FQPA, an aggregate risk assessment is not required.

Appendix 1: Toxicological Profile Tables for the Aliphatic Alcohols

Table A I: Acute Toxicitv Data for Aliohatic Alcohols


GUIDELINE STUDY PC CODE MRID RESULTS TOXICITY
NO. TYPE CATEGORY
870.1100 Acute oral (rat) 079029 00142279 85% fatty alcohols, LDSO - IV
81-I Fatty Alcohols 29.3 mg/ml (95% Cl of
26.S to 32.5)
1annroximatelv 25 2.lkR)
870.J 100 Acute oral (rat) 079038 44460401 79%decanol Ill
81-1 1-decanol No deaths at 2000 mg/kg
LD50>2000 m1r/lco
870.1100 Acute oral (rat) 079038 46004601 79% decanol III
81-1 1-decanol No deaths at 2000 mg/kg
LD50>2000 mollccr
870.1100 Acute oral (rat) 079038 45507901 37.98% decanol 111
81-1 1-decanol No deaths
LD5();.·3000 m11Jlc11
870.1100 Acute oral (rat) 079038 0060309 78.4% decanol, IV
81-1 1-decanol 0064859 =
LD50 5000 mg/kg
870.1200 Acute dermal 079038 44460402 79.2% decanol Ill
81-2 (rat) 1-decanol No systemic clinical signs,
no deaths, very slight
erythema at
2000 and 4000 mg/kg
LD50>4000 m~
870.1200 Acute dermal 079038 46004602 790/o decanol Ill
81-2 (rat) 1-decanol No deaths, no systemic
clinical signs.
LDSO> 2000 ma/br
870.1200 Acute dennal 079038 45507902 37.98% decanol Ill
81-2 (rat) 1-decanol No deaths. no clinical signs
LD50>4000 mo:llto
870.1200 Acute dennal 079038 0046993 78.4% dccanol IV
(rabbit) 1-decanol 0046994 LD!iO=SOOO mg/kg
81-2
870.1300 Acute 079038 44460403 79.2% decanol (4 hr nose IV
inhalation (rat) 1-decanol only) I male died Day 2 post-
81-3 exposure. survivors
recovered from 7 to I 0 post-
exnosure LCSO>S.07 m21L.
870.1300 Acute 079038 46004603 791'Ai decanol IV
inhalation (rat) 1-decanol No deaths.
81-3 LC50>3.35 rnglL

870.1300 Acute 079038 45517901 37.98% decanol IV


81-3 inhalation (rat) 1-decanol (4 hr nose only)
No deaths
LCS0>7.08 mRIL
870.2400 Acute eye 079038 44460404 79.2% dccanol I
81-4 irritation 1-decanol 44578801 Corneal opacity in all
/
treated eve at 7 davs.

12
(1
(rabbit) Conjunctive irritation
until 7 and 14 days.
lrreveml>le
vascularisation in one eye
until Day 21.
Table A1: Acute Toxicitv Data for Aliphatic Alcohols
GUIDELINE STUDY PC CODE MRID RESULTS TOXICITY
NO. TYPE CATEGORY
870.2400 Acute eye 079038 46004604 79%decanol III
81-4 initation 1-decanoJ Corneal opacity. irritation
cleared by 6 days.
(rabbit)
Conjunctive imtation,
redness. cbemosis cleared
by 6 days. Moderately
initatinl!.
870.2400 Acute eye 079038 45517902 37.98% decanol III
81-4 ittitation 1-decanoJ Corneal involvement or
(rabbit) initation clearing in 7 days
or Jess
870.2400 Acute eye 079029 44340701 100% fatty alcohols, U-lll
81-4 irritation Fatty Alcohols All 6 rabbits showed
(rabbit) moderate to severe
irritation. Opacity up to 7
days. Slight iritis with
conjunctival redness to Day
6, slight chemosis to Day 7
and slight to severe
dfscharoe to Dav 8.
870.2400 Acute eye 079038 - 78.4% decanol, irreversible
corneal opacity In all 6
I
81-4 irritation 1-decanol
(rabbit) animals. Severe eye
irritation.
870.2500 Acute dennal 079038 44407601 79.2% d11Canol Ill
81-5 irritation 1-decanol 44460405 Primary irritation index 4.0.
(rabbit) Moderate Irritation.
870.2500 Acute dermal 079038 46004605 79% decanol iv
81-5 irritation I-decanol Primary irritation index 0.0
(rabbit)
870.2500 Acute dennal 079038 45517903 37.98% decanol IV
81·5 irritation 1-decanol Primary irritation index 0.0.
(rabbit) Non-irritant.
870.2500 Acute dennal 079038 - J>IS 2.04. Erythema, eschar
formation and edema
Ill
81·5 irritation 1-decanol
(rabbit) evident am hrs. Mild
irritant.
870.2600 Skin 079029 43386201 Fatty alcohol blend C6-CJ2 NA
81-6 Sensitization Fatty Alcohols (99%) All animals
(guinea pig) survived. No adverse effect
on body weight. Not a
dennal sensitizer
870.2600 Skin 079038 44407602 79.2% decanol NA
81-6 Sensitization 1-decanol 44460406 No change in body weight.
(guinea pig) 55% (11120) sensitization
rate.
870.2600 Skin 079038 46004606 79%decano1 NA
81-6 Sensitization 1-decanol Not a dennal sensitizer

13
(euinea nig)
870.2600 Skin 079038 45507903 37.98% decanol NA
81-6 Sensitization 1-decanol Not a dennal sensitizer
(miinea pig)

Table Bl:
TOXICOLOGICAL PROFILE FOR FATTY ALCOHOL BLEND END USE
PRODUCT <N-TAC) AND TECHNICAL SUBSTANCE (ALFOL 810)

GUIDELINE NO. STUDY TYPE PRODUCT MRID RESULTS


870.1100 Acute Oral frat) N-TAC* 49218303 LDso= >5000 m2/kg
ALFOL810"'* 47589902 LDso=>5000 mWkg
870.1200 Acute Dermal (rat) N-TAC 49218304 LDso= >2000 mg/kg
ALFOL 810 47589903 LDso= >5000 mg/kg
870.1300 Acute inhalation (rat) N-TAC 49218305 LCso= >2.09 mWL
ALFOL810 47777501 LCso = >2.07 mg/I.
870.2400 Primary eye irritation N-TAC 49218306 Extremely irritating
(rabbit) to the eyes
ALFOL810 47589904 Moderately irritating
870.2500 Primary dermal N-TAC 49218307 Slightly irritating to
initation (rabbit) the skin.
ALFOL 810 47589905 Moderately irritating
870.2600 Dermal sensitization N-TAC 49218308 Contact dennal
(mice) Sensitizer at
concentration> 25%
(2Uinea t>iR) ALFOL810 47380201 Not a Sensitizer

*N-TAC
FATTY ALCOHOL BLEND (END USE PRODUCT)
Octanol - 36.2%
Decanol - 48.2%
Related compounds (dodecanol)- 0.3%
Other ingredients (Tween 80)-15.3%

**FATTY ALCOHOL BLEND (TECHNICAL SUBSTANCE) PC CODE 079029


Octanol- 42.6%
Decanol-56.7%
Dodecanol -0.3%
Water-0.1%
Other - 0.3% (hexanol, decanol, 2 ethyl hexanol, dodecane, 3-decanol)

14
Table A2: Subchronlc, Chronic, Developmental, Reproductive and Other Toxicity Profile on the Fatty
Alcohols
Guideline Study MRID Classification Results
No. Twe (Doses)
870.3250 90-day 43701201 1 0-Spraque- Fatty alcohol blend (56.7% decanol, 42.7%
82-3 dennal (1995) Dawley octanol) Primary adverse clinical signs included
rats/sex/dose of 0, eiythema, edema, desquamation, eschar formation
toxicity
and exfoliation of all toxicity treated animals.
100, 300 or 1000 Irritation apparent within 2 weeks after dermal
mg/kgfor5 application. Fissuring of skin observed in 40% of
days/week for 13 animals in low dose while 80% of animals in high
weeks dose. High doses animals exhibited vocalization
and hypersensitivity to touch. Body weight was
reduced in high dose (-19% M, -13% F) animals.
Marginally increased adrenal glands in high-dose
animals, slightly reduced RBC counts, hematocrit.
and increased WBC and platelet counts Jn high-
dose animals. No gross or histological alterations
other than severe irritation.

Dermal irritation NOAEL not established,


LOAEL 100 mg/kg based on severe irritation.

Systemic NOAEL 300 mglkglday, LOAEL 1000


mg/kg/day (LTD), based on slight changes in
hematological and clinical chemistry parameters,
and decreased. bodvweil!'ht.
Develop- 42634201 Rats Fatty Alcohol Blend: 96.6%.
mental (1991)
Range Dose levels tested: 125,375,750. and 1000
mg/kg/day. No treatment-related effects were seen
finding in the dams or in the fetuses of dams given the
highest dose. Based on this study, does level
selecte.d for the main study were: 0, 125. 315 or
1000 mallca/dav.
870.3700a Develop- 42609301 Acceptable/Guideline Fatty alcohol blend (55% decanol; 40.7% octanol)
83·38 mental (1992) 25 F Sprague-Dawley
Toxicity /dose at 0, 125, 375, Maternal NOAEL 375 mg/kg/day
(rat) 1000 mg/kg/day on
006-16 Maternal LOAEL 1000 mg/kg/day, based on
increased incidence of salivation (67%).

Developmental NOAEL l 000 mg/k:gfday

Develoomental LOAEL not established

15
(
\

Table A2: Subchronic, Chronic, Developmental, Reproductive and Other Toxicity Profile on the Fatty
Alcohols
Guideline Study Type MRID Classification Results
No. (Doses)
Develop- Nelson et al., 1990a. Dams weighed daily for first week and weekly
mental 1990b thereafter. Rats sacrificed on GD 20.
Toxicity (rat) 100 mg/m; (max
vapor achievable No treatment related effects observed in
15" F Sprague- pregnant females, frequency of resorptions, fetal
Dawieyn hrs/day on weights, or skeletal/visceral malfonnations.
GD 1-19
870.5100 Gene 42372002 Acceptable/Guideline Negative for reverse gene mutations in
84-2 Mutation (1992) (S5.3% decanol, Salmonella typhimurium TA 1S35. TA 1537, TA
(Salmonella 40. 7% octanol) 1538, TA98, and TA 100 in presence or
ryphimurium) absence ofS9 activation to 6 doses from 1.5
µg/plate to 500 µg/plate (2 independent trials).
Cytotoxicity was apparent for all strains at
500 u.l?/olate +/- 89.
870.5300 Gene 42372003 Acceptable/Guideline Not mutagenic in 2 independent assays
84-2 Mutation (1992) (55,3% decanol, with/without activation. Initial assay non-
(mouse 40.7% octanol) activated & S9 levels ranged from 9.4 µg/ml to
lymphoma 37.5 µglml; doses of37.S }lg/ml severely
cells) cytotoxic. Confirmatory assay with I0-50 µg/ml
- S9 and 30-70 µgtml +S9 were evaluated with
severe cytotoxicity observed at non-activated
levels (60 n~mJ and at S9 activation 80 nl!'/ml).
870.5395 Micronuc1eus 42372001 Acceptable/Guideline Negative for micronucleus induction in bone
84-2 (mouse) (1992) (55.3% decanol, marrow cells of Male and Female CD-I mice
40.7% octanol) harvested 24 or 48 hrs post-administration of 3
daily doses ofSOO, 1000, or 2000 mglk.glday. No
overt toxicity in any treated animal or target
oman in anv treatment omun.

References:

Nelson BK, Brightwell WS, and Krieg EF Jr (1990a). Developmental toxicology of


industrial alcohols: A summary of 13 alcohols administered by inhalation to rats.
Toxicology and Industrial Health. Vol 6 {3/4): 373-387.

Nelson BK. Brightwell WS, Khan A, Krieg EF Jr, and Hobennan AM (1990b).
Developmental toxicology assessment of 1 -octanol, 1-nonanol, and 1-decanol
administered by inhalation to rats. Journal of the American College of Toxicology. Vol
9(1): 93-97.

HSDB, 2005. Hazardous Substances Data Bank. National Library of Medicine. Search
Tenn: 1-Decanol. http://toxnet.nlm.nih.gov/cgi-bin/sis/search/f? Jtempl-tK9cOq: l

Reaves, Elissa and Recore, US EPA Memorandum: Aliphatic Alcohols; Human Health

16
Chapter of the Reregistration Eligibility Decision (RED) Document. Reregistration Case
Number 4004. June 30, 2006; 13 pp.

N. Conclusion

The proposed addition for the use of fatty alcohol products is as a defoliant/dessicant on cotton
prior to harvest. The proposed use rates of 15-25% volume/volume or 3 to 5 gallon of product/
A (l 8·30 lbasi IA) are similar to the use pattern in tobacco and thus the risk assessment
documentation should apply to this proposed use pattern; i.e. this new use represents no added
risk to hwnans or the environment..

17
c
Subject: Pesticide Registration
Improvement Act (PRIA 3):
Action Code R124; Conditional
Ruling on Pre-application Study
Waivers: Product: N-TAC
(EPA Reg. No. 51873-20), 0-
TAC PLANT CONTACT
AGENT (EPA Reg. No. 51873-
18), Fair 85 (EPA Reg. No.
51873-7)
(Cs-C10 fatty alcohol)

FAIR PRODUCTS, INC.


POBOX386
CARY, NC 27512
March 2, 2015

Shaja Joyner Product Manager, Team-20


Fungicide Herbicide Branch, Registration Division
Document Processing Desk
Office of Pesticide Programs (7504P)
U.S Environmental Protection Agency
Room S-4900 One Potomac Yard
2777 South Crystal Drive
Arlington, VA 22202-4501

Dear Ms. Joyner,


The purpose of this communication is to follow-up with you pertaining to your February 19,
2015 email. This communication is a draft proposal of the petition to add vegetables grown .from
rootstock to our fatty alcohol labels (N-TAC, EPA Reg. No. 51873 . .20, 0-TAC PLANT
CONTACT AGENT, EPA Reg. No. 51873-18 and FAIR 85, EPA Reg. No. 51873-7),
respectively. A separate proposal/petition for adding cotton is being prepared.

During our original discussions with Tony Kish and Lindsay Roe, we provided the following
information (see March 26, 2015 letter to Tony Kish) pertaining to the use of Fatty Alcohols to
control Meristematic Regrowth on Vegetable Rootstock. ·

A List of articles pertaining to this subject.


B. Fair Products, Inc. 's rationale and proposal that this would not require residue studies.
C. Listing of references cited supporting the rationale proposed.
D. Overall Grafting Trials Conclusions.
E. Our initial proposed wording for the label instructions.

Subsequently, we prepared our R-124 Reapplication proposal. In this current draft petition
proposal we are providing the same documentation as provided in the R-124 application. We
have added the following information:

A. Copy of the EPA's Decision Report on the Pre-application of51873PA1-493158


(see Tab 17);
B. Risk Assessment Document for Fatty Alcohols (see Tab 18);

Fair Products, Inc. 0 Agri-Specialties Division c Post Office Box 386 e Cary North Carolina 27512-0386
Telephone: (919) 467·8352@ Fax (919) 467-9142
C. Updated proposed wording for the label that broadens the vegetable crops covered as
follows:

A proposed new use for the fatty alcohol products Fair 85, N-TAC and 0-TAC PLANT
CONTACT AGENT consists of application to control meristematic regrowth on
vegetable rootstocks used for grafting other vegetable crops that are members of the
following plant families; Solanaceae (e.g.. tomato, eggplant, peppers, potato),
Cucurbitaceae (e.g. watermelon, cucumbers, melons, squash, cantaloupe), Brassicaceae
(e.g. broccoli, cauliflower, cabbage and turnips).

We appreciate your review and comments regarding this information for adding this use
to our Fatty Alcohol Product Labels.

Sincerely,

Carla Hull
Administrative Assistant
Product Registration

cc: Roland CargilJ


July2,2014

Tony Kish Product Manager, Team-22


Fungicide Branch, Registration Division
Document Processing Desk (AMEND)
Office of Pesticide Programs (7504P)
U.S Environmental Protection Agency
Room S-4900 One Potomac Yard
2777 South Crystal Drive
Arlington, VA 22202-4501

Subject: Pesticide Registration Improvement Act (PRIA 3): Action Code Rl24; Conditional
Ruling on Pre-application Study Waivers: Product: N-TAC (EPA Reg. No. 51873-20), 0-TAC
PLANT CONTACT AGENT (EPA Reg. No. 51873-18), Fair 85 (EPA Reg. No. 51873-7)
(Cs-C10 fatty alcohol)

A. Proposed Use: Use of Fatty Alcohol Product to control Meristematic Regrowth of f


i
Vegetable Rootstock. \ /

Grafting Trial Conclusions:

• Fatty Alcohol treatments are effective in controlling meristematic regrowth on


vegetable rootstocks.
• Fatty Alcohol treatments improve success and efficiency by increasing graft
survival and increasing the rootstock grafting window.
• Fatty alcohol treatment allows for successful use of the hypocotyl-only grafting ·
method.
o Decreases chances of disease
o Increases production efficiency (Can use smaller cell size tray)

References
1. Grafting Methods for Watermelon Production-Richard L Hassell and Frederic Memmott;
HortScience Vol. 43 (6) October 2008.

2. Watermelon (Citrullas lanatus) Grafting Method to Reduce Labor cost by Eliminating


Rootstock Side Shoots - F. D. Memmott and R. L. Hassell; Acta Hort. 871, ISHS 2010.

3. Methods and compositions for the Inhibition of Meristematic Growth on Cucurbit


Rootstock-Hassell, et. Al. United States Patent 8,629330B2 Jan. 14, 2014.
1
Fair Products, Inc. e Agri-Speclaltles Division ° Post Office Box 386 ° Cary North Carolina 27512-0386
Telephone: (919) 467-8352 e Fax (919) 467-9142
4. Improvement of Grafted Watennelon Transplant Survival over Time by Rootstock Fatty
Alcohol Treatment- Shawna Daley, Jeffrey Adelberg, Richard L. Hassell (22pp).

5. Fatty Alcohol Application to Control Meristematic Regrowth in Bottle Gourd and


Interspecific Hybrid Squash Rootstocks used for Grafting Watennelon - Shawna L.
Daley and Richard L. Hassell, HortScience 49 (3): 1-5. 2014

6. Fatty Alcohol Blinding Causes Watennelon Rootstock Seedlings to Accumulate


Carbohydrates and Increase in Size - Manuscript in review for HortScience.

7. The Effect of Rootstock Age on Grafting Ability, Re-rooting and Field Performance of
Grafted Watermelon Transplants - Abstract.

8. Watermelon Grafting: Progress Update- Shawna Daley and Richard Hassell, Clemson
University CREC, 3/24/14; 9pp.

B. Intended Crops and Rootstocks Contemplated:

Rootstocks: Gourds, Squash


Crops: Watermelon, Melons, Cucumbers, Cantaloupe, Squash, Tomato

C. Rationale as to why Fair Products, Inc. believes that this use should be classified u
a nop-food use:

1. The fatty alcohol product is applied to the meristematic tissue on the rootstock before the
graft of the scion is made to the rootstock; thus, the fatty alcohol does not come in contact
with the scion/ grafted plant tissue.

2. The fatty alcohol is not systemic (contact only) and thlis would not translocate to the
scion from the rootstock application. (see page 14 ofEPA•HD-OPP-2007-0134-005,
Ecological Risk Assessment: Aliphatic Alcohols Considered in Registration Case 4004;
by Colleen M. Flaherty and Silvia C. Tenn.es, September 8, 2006 which states regarding
the mode of action of fatty alcohols: "As non-systemic growth regulators, the alcohols are
not translocated in the plant."

3. Fatty alcohols are natural component of plants and studies conducted in tobacco show no
increased residue (see attached article by Tso and Chu.)

Reference:
Residue Levels of Fatty Compounds and Surfactants as Suckering Agents on Tobacco -
T.C. Tso, H. Chu. and D.W. DeJong; Beitrllge zur Tabakforschung Band 8. Heft 4.
December 1975, 241-245.

2
Studies of residue levels of fatty alcohols showed that they could not be detected 26 days
after treatment. Tancogne <1>indicates that C8 and C10 alcohols rapidly decreased even in
the absence of rainfall and high temperatures. Tso et. al. <II. Ill) report that residues of 14C
labeled fatty alcohol were about l ppm compared to a 7000 ppm natural fatty acid
:fraction.

References:

I. Tancogne, J. (1974). Evolution of the residues of aliphatic alcohols used as


sucker control agents on topped dark tobacco. LeTabac Annales, Section 2.
11: 213-238.
II. Tso, T.C, Chu, H. and DeJong, D.W. (1975). Residue levels of fatty
compounds and surfactants as suckering agents on tobacco. Beitr. Zur
Tabakfotschung 8: 241-245

III. Tso, T.C. and Chu, H. (1977). The fate of fatty compounds and surfactants
used as sucker control agents on field tobacco. Beitr. Zur Tabakforschung 9:
58-62.

4. Fatty alcohols are generally accented as biodegradable under both aerobic and anaerobic /
conditions (Steber et al., 1988) {IV). and the breakdown or assimilation by microbial ;\
organisms is rapid and complete. Dissipation of C6-C12 fatty alcohols under field tates
and conditions is rapid and complete. Half-lives as short as a matter of hours could be
possible and would not be expected to exceed 3 to 5 days. (MRID 42135801)

References

IV. Steber, J., P. Gode, W. Guhl. 1988. Fatty alcohol sulfates: The ecological
evaluation of a group of important detergent surfactants. Fett Wissenschaft
Technologie. 90(1): 32-38.

MRID 42135801- Literature review on Fatty alcohol compounds: Lab Project number:
FATF-9101. Unpublished study prepared by compliance Services International. 60pp;
1211811991.

Additional information contained on page 8 in the reference EPA-HD-OPP~2007-0134-


005, Ecological Risk Assessment: Aliphatic Alcohols Considered in Registration Case
4004; by Colleen M. Flaherty and Silvia C. Termes, September 8, 2006 states ''The
vapor pressure and Henry's Law constant suggest a potential to volatilize from soil (or
other solid surfaces) and water. However, the atmospheric persistence (as half-lives) of
th~ volatilized alcohols is less than l 0 hours. The mobility in the soil is high to moderate,
but rapid biotransformation and volatility reduces mobility in soils." And on page 29

3
further discloses ''Because in general, the biodegradation half-life in aerobic soil is one-
half (1/2) of the half-life in water, the half- life of biodegradation of the three alcohols
(i.e. CS, Cl 0, C12) in aerobic soils is estimated as 4.33 days for ultimate biodegradation.
·The primary biodegradation (I.e. biodegradation to the minimum extent necessary to
change the identity of the compound) half-life is estimated at 2.33 days (aerobic soil) for
1-octanol and 1-decanol, but longer for dodecanol (7.5 days) (EPI Suite User Guide)."

In addition, the following reference (page 2), the Volatilization from Surface of Soil Data
that the half-life for 1-octanol and 1-decanol is estimated at 3.45 minutes and 1 minute,
respectively, using the Dow Method. ·

Reference:

USEPA Memorandum;
Subject: Aliphatic Alcohols (1-octanol; 1-decanol)
Addendum to PRZM and EXAMS refinement of environmental concentrations in surface
water (DP Barcode D334066; 11/28/2006).

Recalculation ofEE's considering Volatilization from soil as a dissipation route;


Recalculation of Risk Quotients; by Colleen Flaherty and Sylvia Termes. 11 December
2006.

Thus, with the grafts being made to the rootstocks 5 to 21 days after the fatty alcohol was
applied to control meristematic growth of the rootstock, the fatty alcohol would be
volatili7.ed or biodegraded by the time grafting takes place.

5. It is important to note that both the active ingredient (fatty alcohol)(V) and the inert
ingredient (polyoxyethyene sorbitan monooleate)- (polysorbate 80)(VJ> are both approved
as food additives by the US FDA.

Reference

V. Code of Federal Regulations, Title 21, Volume 3; Revised as of Aprill, 2011,


21CFR172.864, 6pp.

VI. Code of Federal Regulations, Title 21,Volume 3; Revised as of April 1, 2011;


21CFR172.840, 4pp.

D. Application Locations:
Greenhouse,headhouseforgreenhouseoperations

4
(
E. Proposed directions for use: \

Our initial proposed wording for the label instructions could be as follows

(Fatty Alcohol Product Name eg. Fair 85, N~TAC, 0-TAC PLANT CONTACT AGENT)
Application to Control Meristematic Regrowth on Vegetable Rootstocks Used for Grafting
other Vegetable Crops Such as, Watermelon, Cucumbers, Melon, Squash, Cantaloupe and
Tomato.

Vegetable grafting is an alternative approach to reduce crop damage resulting from soil borne
pathogens and increase plant abiotic stress tolerance, which increases crop production - and fruit
quality.

Application of (Fatty Alcohol Product Name eg. Fair 85, N-TAC, O•TAC PLANT CONTACT
AGENT) to rootstock meristems can control rootstock meristematic regrowth, thus decreasing
the cost of producing grafted vegetable transplants by reducing the labor to remove the
meristematic growth by hand.

Apply (Fatty Alcohol Product Name eg. Fair 85, N-TAC, 0-TAC PLANT CONTACT AGENT)
solution (5.0 - 6.25% concentration) to the rootstock by dipping or direct application when the
rootstock seeding cotyledons unfold (5.0%) or when completely unfolded and the first true leaf is
visible (625%) - (generally 5 to 8 days after seeding). · (
'.

Listing of Attachments <References)

J. Grafting Methods for Watennelon Production-Richard L Hassell and Frederic Memmott;


HortScience Vol. 43 (6) October 2008.

2. Watermelon (Citrullas lanatus) Grafting Method to Reduce Labor cost by Eliminating


Rootstock Side Shoots - F. D. Memmott and R. L. Hassell; Acta Hort, 871, ISHS 2010.

3. Methods and Compositions for the Inhibition of Meristematic Growth on Cucurbit


Rootstock - Hassell, et. Al. United States Patent 8,629,330B2 Jan. 14, 2014.

4. Improvement of Grafted Watermelon Transplant Survival over Time by Rootstock Fatty


Alcohol Treatment - Shawna Daley, Jeffrey Adelberg, Richard L. Hassell (22pp).

5. Fatty Alcohol Application to Control Meristematic Regrowth in Bottle Gourd and


Interspecific Hybrid Squash Rootstocks used for Grafting Watermelon - Shawna L.
Daley and Richard L. Hassell, HortScience 49 (3): 1-5. 2014

6. Fatty Alcohol Blinding Causes Watennelon Rootstock Seedlings to Accwnulate


Carbohydrates and Increase in Size - Manuscript in review for HortScience.

5
7. The Effect of Rootstock Age on Grafting Ability, Re-rooting and Field Perfonnance of
Grafted Watermelon Transplants - Abstract.

8. Watennelon Grafting: Progress Update- Shawna Daley and Richard Hassell, Clemson
University CREC, 3/24/14; 9pp.

9. Residue Levels of Fatty Compounds and Surfactants as Suckering Agents on Tobacco-


T.C. Tso, H. Chu. and D.W. Delong; Beitrllge zur Tabakforschung Band 8. Heft 4.
December 1975, 241-245.

10. Tso, T.C. and Chu, H. (1977). The fate of fatty compounds and surfactants used as
sucker control agents on field tobacco. Beitr. Zur Tabakforschung 9: 58-62.

11. MRID 42135801 - Literature review on Fatty alcohol compounds: Lab Project number:
FATF-9101. Unpublished study prepared by compliance Services International. 60p;
12/18/1991.

12. EPA-HD-OPP-2007-0134-005, Ecological Risk Assessment: Aliphatic Alcohols


Considered in Registration Case 4004; by Colleen M. Flaherty and Silvia C. Tennes,
September 8, 2006.

13. USEPA Memorandum;


Subject: Aliphatic Alcohols (1-octanol; 1-decanol)
Addendum to PRZM and EXAMS refinement of environmental concentrations in surface
water (DP Barcode D334066; 11/28/2006).

14. Recalculation ofEE's considering Volatilization from soil as a dissipation route;


Recalculation of Risk Quotients; by Colleen Flaherty and Sylvia Tennes. 11 December
2006.

15. Code of Federal Regulations, Title21, Volume 3; Revised as of April I, 2011,


21CFRl72.864, 6pp.

16. Code of Federal Regulations, Title 21,Volume 3; Revised as of April I, 2011;


21CFRI72.840, 4pp.

Sincerely,

,{!t?('~
Roland L. Cargill
Product Registration Specialist

6
UNITED STA TES ENVIRONMENTAL PROTECTION AGENCY
WASHINGTON, DC 20460

OFF:C£ OF CHEM!Cl'l. SAFETY


ANt PCLLUTION PREVENTlOI:

December 12, 2014

Roland L. Cargill
Product Registration Specialist
Agri-Specialties Division
Fair Products, Inc.
P0Box386
Cary, NC27512

Subject: Pre-application evaluation for - use of fatty alcohols to control meristematic


regrowth of vegetable rootstock, post-grafting

Pre-Application Number: 51873PA1


Application Date: 712/2014
Decision Number: 493158

Dear Mr. Cargill:

The EPA has completed an evaluation of your proposal to apply 1-Decanol and 1-0ctanol to
cucurbit vegetables and tomato during the grafting process to control meristematic regrowth.
This evaluation is not an official registration decision but may be used as a tool in planning
further actions associated with these chemicals. You will find the review attached.

If you have any questions, please contact Lindsay Roe by phone at 703-347-0506, or via email at
[email protected].

Sincerely, / ...../ / ·:

~]i~ G.?Pi
ny Kish, P oduct Manager 22
Fungicide Branch
Registration Division (7505P)
Office of Pesticide Programs

[Attachment]
1-Decanoll l-Octanol Preapplication Study DP#: 421961
(
\,

UNITED STATES ENVIRONMENTAL PROTECTION AGENCY


WASHINGTON, O.C. 20460
OFFICE OF CHEMICAL SAFETY AND
POLLUTION PREVENTION

MEMORANDUM

Date: 10/07120 l 4

SUBJECT: 1-Decanol and 1-0ctanol. Evaluation of Proposal to Apply to Cucurbit


Vegetables and Tomato in the Grafting Process.

PC Code: 079037; 079038 DP Barcode: D42I961


Decision No.: 493158 Registration Nos.: 5 l 873PA1
Petition No.: None Regulatory Action: R124: Pre-application Study
Risk Assessment Type: NA Case No.: NA
TXRNo.: NA CASNo.: 112-30-1; 111-87-5
MRID No.: None 40 CFR: None
Ver.Apr.OB

FROM: Stephen Funk, Senior Chemist


Risk Assessment Branch III (RAB lII) ~
n~~ .
Health Effects Division (HEO) (7509P)

THROUGH: Christine Olinger, Branch Chie.f ~J,/~.'/f/ ,


Risk Assessment Branch III (RAB III) / j:..//e:----·
Health Effects Division (HED) (7509~ V

TO: Lindsay Roe and Tony Kish, RM Team #22


Fungicide Branch
Registration Division (7505P)

Background

Fair Products Inc. has proposed the use of n-octanol (capryl alcohol) and n-decanol (capric
alcohol) in the grafting process for cucurbit vegetables and tomato. The root stock is treated with
a 2 - 6% (v/v) aqueous solution of the fatty alcohols 1 - 2 J days prior to grafting the watermelon
or other cucurbit scion. The use is also proposed for tomato, although details are not provided.
The plants are maintained initially under greenhouse conditions and then transplanted to the
field.

1
1-Decanol/1-0ctanol ?reapplication Study DP#: 421961

HED has been requested to evaluate the process and specifically to determine if the use is (
I

food/feed (requiring tolerance) or non-food/non-feed (exempt from the data requirements for \
food and feed use).

Conclusions and Recommendation

The use of n-octanol and n-decanol in the grafting process for cucurbits and tomatoes is a food
use. The information supplied is insufficient to ascertain that no residues will result in the raw
agricultural commodities. However, the use is exempt from the requirements for tolerance. A
tolerance and the requirements associated with the tolerance petition are not needed. Therefore,
the use is exempt from the residue chemistry data requirements associated with a petition for
tolerance. Note that this decision applies only to the two fatty alcohols when used for the
grafting procedure described and does not apply to the general process of treating root stock
(with unspecified chemicals} for grafting. The reasons for the classification as exempt from
tolerance and not non-food use are as follows:

(l) N-octanol and n-decanol are approved inerls (solvent or co-solvent} for pesticide
formulations, and therefore exempt from the requirements for a tolerance
(40CFR§ 180.910). This exemption specifically notes that the inerts may on occasion be
used as an active ingredient, as in this situation.
(2) N-octanol and n-decanol are approved food additives (20CFR§ 172.864- synthetic fatty
alcohols) for direct addition to food for human consumption.
(3) N-octanol and N-decanol (or their ester derivatives) are naturally occurring chemicals.
(4) The 6% solution is applied by dip or spray to each root stock. Dilution upon growth and
development of the plants would lead to very low levels in the cucurbits. However, it is
not possible to conclude with certainty that the residues would be non-quantifiable, a
criterion for non-food use designation.

If the petitioner prefers to pursue a non-food designation, further information and/or studies will
be needed. A calculation of the residue level on the cucumber raw agricultural commodity
(RAC) should be presented based on the proposed label GAP, verifiable data on the translocation
of n-octanol/n-decanol, and horticultural and production conditions for cucurbits. Should the
calculation be equivocal, a radiolabeled study conducted under GAP conditions would be needed
to clearly demonstrate the total radioactive concentrations in the cucumber RAC. If significant
levels are fo\Uld (>5 ppb), it would be necessary to identify the residue as either the fatty alcohols
or as incorporation of the radioactivity into naturally occurring compounds or degradates of no
toxicological concern.

Details

Process-

Watermelon (and other cucurbit) grafting is an important technique for cucurbit production to
avoid soil-borne diseases and as an alternative to soil fumigation. Cucurbit grafting is claimed to
promote plant vigor, to provide increased yield in the presence of disease, and to impart a
tolerance to abiotic stresses (North Carolina State University). For example, hybrid squash or

2 (
\
1-Decanolfl-Octanol Preapplication Study DP#: 421961

bottle gourd rootstock is grafted with seedless watermelon scion. Typical spicing techniques are
as follows:

r
• '·

rr~
..:>-
I
I
..

.
I·~

.
/ ct.v·,_,
\I~
\
~
~tf)
,Ir.·"""---.
]
-~·
clip

··2
Orlll~
.,,
G'~ ~
.::::: ~."
~- dilJ

~.'~
l-·
.--
. I
---
.
, .. ,

J l._j "' cli1>


( ,.\) (IH (C) m1 {I~)

or pin
<,If) <.I) CJ)
(q tongue approach grafting
(F, G) cleft grafting

(Jung-Myung Lee, C Kubota, SJ. Tsao, et al.Current status of vegetable grafting: Diffusion, grafting techniques,
automation. Science Horticulturae, 2010. V(127) Iss. 2, P93-I05).

Technique J, splice grafting, is used in the current proposal with the alcohols. There is an
alteration from one cotyledon to zero cotyledon (cotyledon devoid method). Only the hypocotyl
stem is used. After the grafting is completed, the new plants (with old roots cut) typically are
placed in a fresh soil medium in a healing chamber with 95% relative hwnidity and temperatures
of28 -29°C for about seven days. Healing chambers are typically in greenhouse settings.

Fair Products Inc. has obtained a patent (US 8,629,330 B2, 0111412014) for the use of the
alcohols on cucurbit rootstock. The alcohols inhibit meristematic growth on the rootstock
(growth of shoot apical meristem) and also encourage the accumulation of carbohydrates in the
rootstock. Meristematic growth of the rootstock is undesirable, as this leads to competition of
the rootstock growth with the desirable growth from the scion. The accumulation of
carbohydrates helps promote the survival and vitality of the grafted plant.

3
1-Decanol/ 1-0ctanol Preapplication Study DP#: 421961

The proposed directions for grafting with the fatty alcohols include use on watermelon,
cucumbers, squash, cantaloupe, and tomato. The Fair 85 formulation, 5.0- 6.25% concentration, \
is to be applied to root stock by dipping or direct application (spraying, misting, and painting)
when the rootstock seeding cotyledons unfold (5.0%) or when completely unfolded and the first
true leafis visible (6.25%), which is generally 5 - 8 days after seeding.

While no other specifics are provided in the proposed directions, the results of the experiments
(Clemson University) demonstrate that the optimal fatty alcohol concentration is around 6%.
This controls regrow1h from the root stock with no adverse effect on grafting success. Higher
application rates do not significantly increase regrowth suppression but do lead to grafting
failures. Also, rootstock seedlings develop up to 21 days after treatment, suggesting that the
grafting process should be conducted within 3 weeks of treatment.

N-Octanol and N-Decanol -

Some fatty alcohol derivatives are classified as fungicides. An example is potassium oleate (C1s
unsaturated acid), registration number 53219-6. Octanol and decanol are registered as growth
regulators for tobacco, for example, registration number 400-451.

The Reregistration Eligibility Decision for Aliphatic Alcohols was issued in March 2007. 1-
0ctanol and 1-Dexanol are registered as growth regulators for tobacco. It was concluded that
" ... there is no known mode of toxicological action for the aliphatic alcohols. Based on the low
hazard concern via the oral, dermal, and inhalation routes of exposure, a quantitative risk
assessment for the aliphatic alcohols is not appropriate."

N-decyl alcohol (1-decanol) and N-octyl alcohol {l-octanol) are "exempted from the requirement
of a tolerance when used in accordance with good agricultural practice as inert (or occasionally
active) ingredients in pesticide formulations applied to growing crops or to raw agricultural
commodities after harvest" (40CFR§l80.910; Federal Register, 76 (24), 02/04/2011, p 6342).
Both are listed as solvents for pesticide formulations. The Decision Document (Petition 9E7671,
A. Debesai, 01114/2010) included a human health risk assessment which concluded that there is a
reasonable certainty that no harm will result to the general population or to infants and children
from aggregate exposure to n-octyl and n-decyl alcohol inert ingredients.

Concentrations of the alcohols in the final spray mixture from use as an inert solvent would be in
a similar range as that of the proposed use. For example, a formulation that is 50% alcohol and
used at 4 fl oz per gallon of water, would have a 1.5% alcohol concentration is the spray mix.
Moreover, the spray mix might be applied to the entire plant, including edible parts, whereas the
grafting use (6% v/v) involves application to the root stock very early season long before
flowering and formation of the edible commodities.

N-Octanol and N-Decanol are also approved by FDA as additives for foods consumed by
humans. 21CFR§172.864 Synthetic Fatty Alcohols may be safely used in food. 1-0ctanol and
1-Decanol are specifically named components of synthetic fatty alcohols. They may be used as
substitutes for the corresponding naturally derived fatty alcohols permitted in food in parts 172
or 173.

4
1-Decanol/1-0ctanol Preapplication Study DP#: 421961

Both alcohols occur as esters in essential oils. The longer chain lauric acid (C 12) and caprylic
acid, the oxidation product of octanol, occur naturally in some food commodities, including milk,
coconut, palm kernel, plum, and watennelon. N-decanol and/or n--ocatanol is found in apples
and oranges. For example, in citrus oil 1-octanol is up to 0.3% and 1-decanol is up to 0.08%
(Citrus Essential Oils: Flavor and Fragrance, M. Sawamura, John Wiley & Sons, Inc., 2010). It
is ubiquitous in the environment (EFSA, DAR, 2010).

The registered use of 1-decanol/l-octanol as a pesticide (growth regulator) is for foliar


application to tobacco. Several products are registered for use on tobacco to prevent or retard
sucker development. One such formulation is Kleen-Tac 85 EC, 50% 1-decanol and 36% 1-
octanol, with 6.01 lbs ai/gallon. The directions allow 2 applications, each at 0.0013 lb ai/plant or
14.4 lbs ai/acre. Such uses were reviewed in the RED, which concluded that only a qualitative
risk assessment was needed.

N-octanol and n-decanol are reputed to be non-systemic when used as plant growth regulators on
tobacco (EPA-HD-OPP-2007-0134-005, C. Flaherty, EFED, 08/08/2006). EFSA has concluded
that 1-decanol is non-systemic based on its chemical nature (EFSA Journal 201 O; 8(9): 1715). It
can be speculated that significant translocation into the scion and new growth is not anticipated.
Application is very early season, within days of seeding and long before flowering and/or the
formation of edible parts. From the patent application and Clemson University report, each root
stock is treated with 20 µL of 6% (v/v) solution, or about 1 mg fatty alcohol. Transfer of 100%
of the alcohols to one cucumber of0.2 kg weight (from the many cucumbers on the plant;
average weight of English cucumber is 0.3 kg) would give an alcohol concentration of about 5
ppm. Transfer (100%) to all cucumbers over the growing season would yield about 0.14 ppm
alcohol concentration in the cucumbers. This assumes 2 lbs of cucumber production per plant
per week over a 8 week season per plant, or 16 lbs (7.3 kg) total (University of Florida, IFAS
Extension). The 0.14 ppm is an exaggeration, as the alcohols (1) would not 100% translocate;
and (2) would distribute throughout the plant and would not locate only in the cucumbers fruits.
The degree of exaggeration cannot be quantitated with the available information.

References

PC Code: 879037 and 879038,· Decision Document/or Inert Ingredients Petition number
9E767 l; n-Ocry/ alcohol (CAS Reg. No. 111-87-5) and n-Decyl alcohol (CAS Reg. No. I I 2-30-1)
to Support the Proposed Exemption from the Requirement ofa Tolerance under 40 CFR
180.910. A. Debesai, Petition 9E767J, 11114/2010.

n-Octyl Alcohol and n.,Decyl Alcohol;Exemption From the Requirement ofa


Tolerance. Federal Register, 76 (24), 02/04/2011, 6342- 6346.

Reregistration Eligibility Decision for Aliphatic Alcohols, D. Edwards, 03/2007, EPA 738-R-07-
004.

Draft Assessment Report (DAR): 1-Decanol. RMS Italy for EFSA. 2008.

Citrus Essential Oils: Flavor and Fragrance, M. Sawamura, John Wiley & Sons, Inc., 2010
5
J-Decanol/1-0ctanol Preapplication Study DP#: 421961

Ecological Risk Assessment: Aliphatic Alcohols Considered in Registralion Case 4004. EPA·
HD-OPP-2007-0134-005, C. Flaherty, EFED, 08/08/2006.

Conclusion of the peer review ofthe pesticide risk assessment ofthe active substance 1-decanol.
European Food Safety Authority, Panna, Italy, 2010 [EFSA Journal 2010:8(9):1715]

~..

6
(
\
Row Crop Research and Production

Using Fatty alcohols as Active

I '
The Effect of Rootstock Age on Grafting Ability, Re-rooting, and Field Performance of Grafted
Watermelon :Transplants

Fatty alcohol treatment is a useful technology that prevents rootstock regrowth in Bottle.Gourd

(Lagenaria siceraria) and lnterspecific Hybrid Squash (Cucurbita maxima x C. moschata) rootstocks.

During a three-week period after treatment, rootstock carbohydrates have been shown to increase.

This increase could provide energy to improve graft healing and rootstock re-rooting. This positive

effect on transplant quality could lead to an eventual improvement in overall fruit quality and yields. A

greenhouse grafting experiment and an ope~-fleld trial were conducted to characterJie this effect.

Bottle Gourd (cv. 'Macis;) and lnterspecific Hybrid Squash (cV. 'Carnivor') rootstock seed were sown in

subseque.nt weekly plantings to achieve rootstock ages of 1, 7, 14, and 21 days after fatty alcohol

application. All rootstocks were grafted using Tri-X 313 scion. The age of the scion was the same for all

rootstock types, and the grafting was done on the same day usi~g the one-cotyle~on grafting method.

. fresh and .dry.


Two weeks after grafting, the percentage of healed grafts was calculated and .scion

weights were rec9rded. Percent ro~ting~ root length density (RLD) and surface area (SA) were also

.measured. Increases for both cultivars were observed as rootstock age Increased. Grafted plants were

also planted in a field at the Clemson University Coastal Research Station In Charleston, SC. Transplant

survival was recorded and aerial tissue fresh and .dry weights from two plants per plot were measured.

Yield data, including number and weight of fruit produced per plot and number of harvest~ per plot, was

also collected. Significant effects in both plant growth and fruit yields were observed depending on the

age of the rootstock treatments.

I
t.

-1-
(
Poster:

Rootstock Age Affects Grafting Ability and Rootstock Re-rooting of Grafted Watermelon Transplants

Shawna Daley* and Richard L. Hassell

Clemson University Coastal Researc~ and Education Center, Charleston, SC 29414

Regrowth from the rootstock of a grafted watermelon competes with the scion for nutrients and
sunlight, and could cause yield Joss and scion abortion. Control of regrowth is costly and labor-intensive.
Fatty alcohol treatment of the merfstem is a useful technology that prevents rootstock regrowth, thus
reducing overall transplant costs. During a three-week period after treatment, rootstock. carbohydrates
increase while pla~t growth is prevented. This increase could pro~ide needed energy to improve graft
healing of the scion and encourage rootstock re-rooting. Agreenhouse grafting experiment was
conducted to determine the effect of rootstock age after fatty alcohol treatment on graft healing and re-
rooting. Bottle Gourd (Lagenaria siceraria OJ. 'Macis') and lnterspecific Hybrid Squash (Cucurbita
maxima x C. moschata cv. 'Carnivor') rootstock seed were sown in subsequent weekly plantings to
achieve rootstock ages of 1, 7, 14, and 21 days after fatty alcohol application. All rootstocks were
grafted using·Tri-X 313 scion. The age of the scion was the.same for all rootstock types, and the grafting
was done on the same day using the one-cotyledon grafting method. Two weeks after grafting, the
percentage of healed grafts, scion fresh and dry weights, percent rooting, root length density (RLD),
surface area (SA), and number of forks were measured. Significant effects of scion and rooting
characteristics were observed over changes In rootstock age after fatty alcohol treatment.

. J I.. • -
3/24/2014

Watermelon
Grafting:
Progress Update
f!·J1ft!t'J't?f': r>aley & Dr. Rllchard KRSseH
Cfl!m!i'on University c~c
Coe:1r iE.'fit<•n, Sctuth ~roflr-Lf US/~

Our Concentration
Control of rootstock
regrowth

ACompetes for
· space In the field.

<Stunts scion
growth

1
3/24/2014
(

Chemical Control
Preliminary Research

• l:Surflan 100 mM, 50 mM, 25mM


• 2:Falr BS(Fatty alcohol 10x, 5x, 1x (llllld•ZllllalltSD11t.r.....,
• 3:MH lOX, SX,lx (J ..llnlo40plat......,
4:Sulfur1c Add lx, .sx (lJl• lllllllNllflb)
S:Control

Fatty Alcohol Treatment


• Diiute fatty alcohol solution (C6-0.So/o, C8-42o/o,
Cl0-56%, C12·1.5%)
r Plasmolyzes tissue and 'burns out' the meristem.
• Method patent granted Jan 14, 2014
Plant patent and International patent applications
pending.

2
3/24/2014
(

Fatty Alcohol Rate Trial


· What rate will best control regrowth whlle causing
the least amount of damage?

2 products, 9 rates

'=---> (

]:r•
l

3
3/24/2014 r
~ ..

RATE TRIAL RESULTS: DAMAGE


'Miii. .... .,............ _ ....... _ _ ..,.......,... . _c,,.G.Bf,~twfllf.Cii-Ulll

!!!!!......-.... ...... _. .............. _. t ••


'fmphlsJs' Daml&e 'tllrnhlDr' °'!!!!!!
FllUy Alc:ohol
Cona!ntratlon Falr859' Off-Shoot 'P" Fair as• Off-shoot,..
!!l f!I i"J i!l (!2
0.00 0.0 t" 0.0 B 0.0 B 0.0 B
3.75 9.1 fa 0.0 8 1.4 I
C:u.i .,:::> 4.9 rs a.1 era
43.2 cd 5.4 fa Q.O cde::=_::,
8.75 34.4 d
49.3 c
78.3 b
~J~
iT.!I e
25.8 c
43.& b
10.00 78.4 b 91.8 I 23.7 cd 49.9 b
11.50 84.8 ab 76.6 b 48.9 b 51.2 b
15.00 9U ab 94.2 69.1 I 55.1 b
.,......,,. ..........
.,......., .........car.is.
I

-~_,,er.
· - -. . . . .. . - . . -..................- . . . . . . . . . ..,. . _ _ _ . . . . . . , _ _ _ _II

~·---......--···-

RATE TRIAL RESULTS: REGROWTH


1ilble 9. sr.cts of fitly 11cohol mncentmlon on nlOtStDck seedftlll mun percent lll'OWlh'
using two CrCJ.M', c:.-ut'· Cso-$6", Cu-1.S"lfattv llc:ohol compounds, pooled Mrth111
CllllllQldVe experlmen1S

Fitly Alcohol
Concentrltfon f'lllr859' Off..5hoot yer MIS• Olf.Qloot.,..
f!J "'l "'l {!) (!}
0.00 100.() •• 100.0 • 100.0 I 100.0 I

c#> <:2.0
1,75 92.7 b
16.2 c
1.3 de
~.
14.9 c
7.7 d
id I!
C:o.o e::> c{!p
47.1 b
26.6 d
95.9 c
cu!::::>
0.7.
0.0 I
8.75 0.0 • 0.0 e 1A • 0.0 e
10.oo o.o e 0.0 • 0.7 e
12.SD 0.0 e o.o e o.o e
...............
15.00
~
0.0

•FVPIDdudl. IM., USACluy,llC


I 0.0 I 0.0 e

•a.-tin Cofpolwllon Mlddleliuiy. er


""61... wllhlntlte-~""'-{9awa--"'•J-1N_.....,,.loVtM•1Mllller111

4
3/24/2014

Rate Trial: Conclusions


Optimal treatment rate, (95% control of regrowth
with less than 10% damage, between a 5.00% (Off-
shoot T®) and 6.25% (Fair 85®) fatty alcohol
appllcatlon.

At the optimal treatment rate, no adverse effects to


grafting success were observed

Regrowth can be cotrntroHed

Observations
Rootstock seedlings
Increase In size
over time after
treatment.

Hypothesize an
Increase In stored
carbohydrates.

(
'

s
3/24/2014

Rootstock Analysis
1, 7, 14, and 21 days.

2 rootstocks

Verify Size Changes

Analyze hypocotyl and


cotyledons for Total Soluble
Sugars and Starch

Results: Hypocotyl
Development
1llble S. Effect of time lftlrfltty akdlal ftatmenl'I on 'Emphufs' Ind 'Clmlvor' rootstock
lwPomtvl' dMlopment
.......
.....
.....
.......... ,.......
-·1 ....-·1
.........Ii !!!r;IMll&litfll '-"'el Wlhl!!!!!l
1~
1
7 ......
II.ml. ll.01S1 d
o.aM c
ll.S1 •
11.41.
M.11 • .....
UI c
Wo

.....
l
.... .
lot MlllS. II.ISi. IS.a •

-·..1 -·1
21 um. 17M 1
CllnlliOr l(Vfltlll 14.211 • :uo
o.acn e
1
7 ...,. IUllM •
Cl.GMlc
51.IS •
4U5 •
U4
us

•A1.-.....-..tt.-........
u
21
a.ma ..
o.7Sl5 •
D.Gllll •
G.2141 •
415 ..
41.St •
4.22
..... !1
,...,.....-,!_..... ---.-_. ......all:ahal ..........
I . . . . . . . . . . . . . . llldl ......... ..,,....,i lilllllllcudfydlll'ttantmNlll ...... Oft fllhar'I P.-d lautSllllllltlal
DllllelQ 1111t IP 'D.1151

6
3/24/2014

Results: Cotyledon
Development
i.ble 4. Bli!ct af time after fatty alcohol trntmenl' on 'Emphasis' and 'Clmlvor' rootstodl
mtyfedonY dMlopment
Colyledon

'l
Fresh Wef&ht DryWeJ&ht Len&lb Width 1hldcnea
RoCllstadc IW Ill II! f!!!!!!I !mml fan2!.ll

=~1
fm!lhl* 1 (Wltar) 0.0218 311.U • G.1159 I
1 O.G225 b 15.42 b 28.n I ll.0&7 I
7 CJ.3539 b G.0595 I D
IT.29Hb 21.41 I 1UJ1i5 I
14 0.4712 I ll.Cl&llli • 42.49 lb 22.92 • 11J1112 I
21 o.ms • 0.11191 I 44.55 I 24.15 • 0.070 I

Clmlwlr 11W*rl O.SS.44 b O.IB&2 d 4U2 lb :a.a b D.CIM ab


1 0.4874 b 0.11417 d G.53 b 26.67 II 0,0&5 lb
7 0.111111 b 0.11745 c 41.35 lb J2.11 •
14 D.11116 lb D.0985 b !12.11& I

RESULTS: CARBOHYDRATES
Tlble s. Effect of time lfterfltly 1lmhol trutment' on 'Emphasts' llld 'Camlvor' rootstockTUllll
Soluble Su&ll" (TSS) llld Stlrdf mntellt I!!: HlPamtvl llnd Cotyledon
Hypacolyl" Colyledon'
°"'5Afllr 1SS 5tlrdl 1SS Slmdl
Rootstac:t Tllllment Bl (Ill) WI} (pf/I)
Eqlhuls l(Wltlrj 1.017 llr;9 O.D23 b 0.&63 b Cl.OR c
1
7 3 32 9, 109
14 1.931 lb 0.469 lb 4.530 I 2.1&6 b
21 1.521 I 0.724 I 5.930 I 3.487 I

Clmlvar l(Waler) 1.625 c OJMO d tm c 0.1161 c


1 4 C'AIC ,,
"'"~ "'
7
14
7::_, 194 6
D.<IO.l .b
68..,
£.:n>;J

21 10.824 • 7.742. 8 7.620 8 4.140 I

7
3/24/2014 ( \
\.

Analysis Conclusions
• Rootstock seedlf ngs continue to develop and expand
over 21 days after fatty alcohol treatment.
• Seedlfngs Increase In carbohydrate content, most
notably starch.

Energy is bein~ stored in the


rotrJtst'bock

(·.
\ ...

How does carbohydrate


increase affect Graftability?

8
3/24/2014
/
\

Grafting Trial
Determine effect of Increased starch on grafting
success and rootstock re-rooting

Experiment l
, One-Cotyledon Method

Experiment 2
· Hypocoytl-Only Method

Grafting Trial Conclusions


· Fatty alcohol treatments Improve success and
efficiency by Increasing graft survival and
Increasing the rootstock grafting window.

· Fatty alcohol treatment allows for successful


use of the hypocotyl-only grafting method.
Decreases chances of disease,
Increases production efficiency
Can use smaller cell size tray

9
3/24/2014 (
I
I ,
"--- ~

Applications
Expanded grafting
window
from 2·3 days to
2·3 weeks

' New grafting method .


is successful

Acknowledgements

~ ~,-·.~
'•..

. I

. ---,
.,
'

.. . ,;
·~

}'

;
,
( .

10
Grafting Methods for Watermelon Production
Richard L. Hassell1 and Frederic Memmott
Clemson University, CREC, 2700 Savannah Highway, Charleston, SC 29414
Dean G. Liere
Syngenta Seeds, Inc., 5355 Monterey Frontage Road, Gilroy, CA 95020
Additional index words. cucurbit, rootstock, scion
Abstract. Vegetable grafting is most common in European and Asian countries where crop rotation is no longer an option
and available land is under intense use. Grafting is an alternative approach to reduce crop damage resulting from soil borne
pathogens and increase plant abiotic stress tolerance, which increases crop production. We discuss and outline four grafting
methods that are available for vegetable production in cucurbits: tongue approach grafting, hole insertion grafting, one
cotyledon grafting, and side grafting.

The initial grafting method used for done by growers adapting to their particular MATERIAL AND GRAFTING
melon was cleft grafting (Ishibashi, 1959), operation. The tongue approach technique, METHODS
but after the introduction of the tongue which has a high survivor rate in general, is
approach grafting method, its use diminished chosen by nonexperienced farmers who are Quality seed and proper plant growth
greatly. The tongue approach method became looking into grafting for the first time and procedures of both rootstocks and scion
widespread in Asia because of its higher have plenty of space and adequate labor. One material are critical for grafting to be success-
success rate and the uniform growth of cotyledon and hole insertion grafts require ful.High-quality seed with a uniform germi-
grafted seedlings. In Italy, the most common specialized tools and a healing chamber for a nation is a must. If primed seed is available,
have been the approach and cleft methods high survivor rate and require time to learn. In take advantage of it. This seed germinates
(Bianco, 1990; Buzi et al., 2002; Morra, addition, the graft junction needs to be above- sooner and with greater uniformity. If seed-
1997), but currently the one cotyledon ground during grafting and healing to avoid less watermelon seed is used as the scion
method and the hole insertion method are the direct contact between the scion and soil material, use the methods for uniform seed
used (Amadio, 2004). In Spain, a high pro- because adventitious root are easily stimu- germination described by Hassell and Schul-
portion (more than 90%) of watermelon lated, which will defeat the purpose of the thesis (2002). Rootstock seed is generally
plants are grafted using the one cotyledon graft. sown 5 to 7 d before scion seed regardless if
method (Miguel and Maroto, 2000). In In automatic (machine-driven) grafting, they are grown in cell trays or germination
France, both the side insertion and the tongue the requirements for the growth of the root- beds. The cotyledon of rootstocks should be
/ approach have been used in cucurbits stock and scion are just as critical as in fully expanded when the scion emerges,
\ (Brajeul and Letard, 1998). Top insertion manual grafting. Uniformity in both germi- keeping the scion at low relative humidity
grafting is the most popular method used in nation and growth of the rootstock and scion before grafting can minimize pathogen dis-
China, because it is suitable for Lagenaria are more critical for the robotic-driven eases. Watermelon scion are harvested (I or
and interspecific squash as rootstocks machines. Machine grafting is done using a 2 d) after they emerge, rinsed with clean
and requires few materials, has a high effi- simple machine or a grafting robot, which is water, and then treated with fungicides or
ciency, 1500+ plants/day/worker, and sim- expensive. New machines are currently being disinfectant, e.g., Physan 20 or peroxyacetic
pler management requirements (Lee and developed in Japan and Korea that are much acid/hydrogen peroxide, to minimize the micro-
Oda, 2003). more forgiving and require less labor to organism damage to the graft. The rootstock
operate. The grafting method generally used should have good tolerance to abiotic stress,
GRAFTING TECHNIQUES by these machines is the one cotyledon graft. resistance to soilborne diseases, and not
It is well adapted for machine operation and negatively affect fruit quality. The compati-
There are two techniques used in grafting, has a high rate of success. However, there are bility between rootstock and scion should be
manual and machine (robotic grafting). In constant adjustments being made to the high and stable. In general, grafting compat-
manual grafting, the grafting and postgrafting machine at the cutting arm to adjust for the ibility is related to taxonomic affinity. For
operations require three to four people, each variation in hypocotyl thickness or lack example, luffa and melon have higher com-
assigned to a specific step in the process (Lee thereof. Removal of one of the cotyledons patibility with nettle melon compared with
and Oda, 2003). Cucurbits are usually grafted from the hypocotyl at just the right depth and chinese pumpkin and wax gourd (Wei et al.,
once the first true leaf appears but before it angle is critical for the take of the graft and 2006). Grafting incompatibility can occur at
reaches full development both in the root- also for preventing shoot development from an early stage because vascular connection
stock and scion seedlings. To reach this stage the rootstock. The first semiautomatic graft- cannot form properly after grafting. Grafting
for both the scion and the rootstock, planting ing system for cucumber was commercial- incompatibility can also be delayed until
dates will vary depending on the rootstock ized in 1993 and numerous others have been fruiting stage when massive amounts of
and scion chosen, greenhouse temperatures, developed since then. A simple grafting nutrition and water are needed. Grafted plants
and seed germination criteria. Different graft- machine can produce 600 grafts per hour then decline early and successful harvesting
ing approaches have been adapted depending with two operators as compared with manual is impossible. There is a positive correlation
on scion and rootstock purpose, grafting grafting making ~ 1000 grafts per person between the vigor of grafted watermelon
technique, grower experience, and postgraft- per day (Lee and Oda, 2003; Masanao and and the similarity of protective isozymes,
ing management condition. The tongue Hisaya, 1996; Suzuki et al., 1998). In Spain, e.g., peroxidase and superoxide dismutase,
approach, hole insertion, and one cotyledon the automated methods represent less than between grafted and regular seedlings
grafting are the currently preferred methods. the 5% of the total cucurbits but may be as (Zhang et al., 2006). The age of the rootstock
Modifications to these methods have been high as 10% in Japan and China. At present, and scion also plays an important role in
40% of watermelon grafting in Japan is compatibility. Optimal seedling age varies
done by the automated method (Lee and for species and different grafting methods. If
1
To whom reprint requests should be addressed; Oda, 2003; Masanao and Hisaya, 1996; Suzuki seedlings are too young, they are too tender to
e-mail [email protected] et al., 1998). handle during the grafting process and if they

HORTSCIENCE VOL. 43(6) OCTOBER 2008 1677


are too old, it can cause unwanted meriste- water only as needed.). The top of the root- works best. The scion is then cut on a 35° to
matic growth on the rootstock. stock is cut off 5 d after grafting (Fig. ID), 45° angle, both sides, on the hypocotyls (Fig.
Once grafting has taken place and the and the bottom of the scion is cut off7 dafter 2A). The scion is then inserted into the hole
necessary procedures followed, the proper the top of the rootstock is removed (Fig. IE). made in the rootstock (Fig. 2D). The cut
healing chamber is critical to ensure that
complete union has formed. With the case
After the bottom of the scion is cut off, you
must wait 2 d for the plants to be ready to
surfaces are matched together and held with
or without a grafting clip (Fig. 2E). Grafted (
of the tongue approach grafting, this means transplant. Grafted plants are maintained in plants should then be transferred to a humid-
only an adequate greenhouse with temper- the greenhouse until the plants are ready for ity chamber or healing room. After the heal-
atures controls. However, for the other three transplanting. Grafted plants need not be ing process is complete, grafted plants are
methods described, a special healing chamber maintained in high humidity after grafting; then transferred and maintained at 21 to 36 °C
with light, humidity, and temperature controls plants should not be older than 33 d before in the greenhouse until the scion is connected
are required. Some nurseries, producing transplanting. well with the rootstock; plants should not be
grafted plants, have chambers (growth cham- Hole insertion grafting. Rootstock seeds older than 33 d before transplanting.
bers or healing chambers) to maintain temper- are sown in a 3- to 4-cm square cell 5 cm One cotyledon grafting. Production of
ature above 20 °C to ~25 °C with relative deep. Scion seeds are sown in a much smaller rootstocks and scions is the same as described
humidity (RH) controls maintained between cell tray (I- to 2-cm cell 5 cm deep) with for hole insertion grafting. When both coty-
85% and I 00% (Miguel, I 997). Other nurseries multiple seeds per cell. Trays for rootstock ledons and first true leaf start to develop, the
acclimate in small plastic tunnels (healing should be watered very well and trays for rootstock plant is ready to graft (~7 to 10 d
chamber) inside the greenhouses where it is triploid scion should be watered to the best after sowing). One cotyledon, along with the
possible to maintain a high RH (above 85%). moisture for germination (Hassell and Shul- visible growing point, is cut with a razor
Shading is often required during summer thesis, 2002). Trays are maintained at 30 °C blade following the angle of the leaf petiole
months when using a healing chamber. After for germination. When both cotyledons and (Fig. 3B). The hypocotyl of the scion is cut on
6 to 8 d, grafted plants are acclimated to first true leaf start to develop, the rootstock a 35° to 45° angle (Fig. 3A) on one side only.
the natural conditions of the greenhouse by plant is ready to graft (~7 to 10 d after The two cut surfaces are matched and held
slowly dropping the humidity and increasing sowing), depending on greenhouse condi- together with a grafting clip or a silicone
light. The best conditions for grafting are: tions. Remove the growing point with a sharp sleeve (Fig. 3C-D). Grafted plants should
temperatures of ~22 to 28 °C, RH close to probe, and then open a hole on the upper then be transferred to a humidity chamber or
I 00%, and very low light intensity for the first portion of the rootstock hypocotyl (Fig. 2B- healing room. Postgrafting care is the same as
5 to 7 d (Miguel, I 997). Humidifiers can be C). A bamboo needle or I .4-mm drill bit that described for hole insertion grafting.
purchased; however, remember that too much Side grafting. Production of rootstocks
free water can lead to disease pressure and loss and scions is the same as that described for
of graft union. A fog or mist system is the hole insertion grafting. When both cotyle-
preferred method. dons and first true leaf start to develop, the
Listed subsequently are the current meth- rootstock plant is ready to graft (~7 to I 0 d
ods and figures of each being tested for after sowing). A slit is cut on the hypocotyl of
grafting watermelon transplants. In all the the rootstock with a razor blade and held open
methods described subsequently, the scion with a toothpick (Fig. 4B-C). An angle cut,
seed should be sown at different intervals 35° to 45° angle, on both sides is done on the
from the rootstock seed depending on green- hypocotyl of the scion (Fig. 4A). The scion is
house conditions, germination temperatures, then inserted into the slit in the hypocotyl of
and rootstock seed chosen. As a general rule, the rootstock and the toothpick is removed
the rootstock seed germinates quicker that the (Fig. 4D). Two cut surfaces are matched
scion seed. This procedure is followed to together and held with a grafting clip or
ensure that the physiological development of silicone sleeve (Fig. 4D). Grafted plants
the scion and rootstock is as close to the same should then be transferred to a humidity
as possible. chamber or healing room. The top of the
Tongue approach grafting. Cell size for rootstock is cut off 5 dafter grafted plants are
growing the transplants for both the scion moved from the high-humidity growth cham-
Fig. I. Tongue approach grafting.
and rootstock is 2.5 cm square and 5 cm ber (Fig. 4E). Plants are maintained in the
deep. After rootstock has fully developed greenhouse until the scion is connected well
cotyledons and scion has cotyledon and first
true leaf, plants are pulled out from the
tray and laid on a table (Note: I d before
doing the grafting, trays should be watered
heavily.). Do an angle (35° to 45° angle)
cut into the hypocotyl of rootstock approxi-
mately halfway with a razor blade and make
an oppositely angled cut on the hypocotyl
of the scion (Fig. IA). These cuts need to
be made so that the scion will be on top of Fig. 3. One cotyledon grafting.
the rootstock when completed (Fig. IC).
Two cut hypocotyls are placed together, then
sealed with aluminum foil to help healing and
prevent the graft from drying out (Fig. ID).
The two plants are then transplanted into a
bigger cell that will accommodate the two
root balls (5 cm square x 7.5 cm deep).
Trays are then watered heavily until soil is
completely wet. Trays should then be
moved into a greenhouse (Note: After trays
c
have been placed in the greenhouse, Fig. 2. Hole insertion grafting. Fig. 4. Side grafting.

1678 HoRTScrnNcE VoL. 43(6) OCTOBER 2008


to the rootstock; plants should not be older Hassell, R. and J. Schulthesis. 2002. Seedless (Thunb.) Matsum. and Nakai]. Ed. Conselleria
than 33 d before transplanting. watermelon transplant production guide. 1 de Agricultura, Pesca y Alimentacion de la
Feb. 2004 <http://www.clemson/psapublishing/ Generalitat Valenciana y Fundacion Ruralcaja.
Literature Cited ppt_files/Seedlesswatermelon.ppt>. Morra, L. 1997. L 'innesto erbaceo coltura per
Ishibashi, K. 1959. Cucumber cultivation using coltura. Colture Protette. 5: 17-22.
Amadio, A. 2004. Alternatives to methyl bromide grafting [in Japanese]. Agr. Hort. 4:343-347. Suzuki, M., S. Sasaya, and K. Kobayashi. 1998.
adopted for cucurbit production in projects Lee, J.M. and M. Oda. 2003. Grafting of herba- Present status of vegetable grafting systems.
funded by Montreal Protocol. Proc. Fifth Inter- ceous vegetable and ornamental crops. Hort. Japan Agr. Res. Quarterly 32:105-112.
national Conference on Alternatives to Methyl Rev. (Amer. Soc. Hort. Sci.) 28:61-124. Wei, S.Y., Z. Wu, and J. Huang. 2006. Effects
Bromide, Lisbon. p. 71-74. Masanao, U. and Y. Hisaya. 1996. Development of of rootstocks on growth and photosyn-
Bianco, V.V. 1990. Melon (Cucumis melo L.). full automatic grafting robot for fruit vegeta- thetic properties of grafted plants of netted
In: Orticoltura, Patron ed., Bologna. p. 564--009. bles. Robot Tokyo. 109:59-{}5. melon. Acta Agriculturae Shanghai 22:114-
Brajeul, E. and M. Letard. 1998. La filiere exper- Miguel, A. 1997. Injerto de hortalizas. Ed General- 117.
imentation concombre. PHM 396:48-50. itat Valenciana. Conselleria de Agricultura, Zhang, Z.X., A.Q. Li, Y.L. Xu, and Y.J. Xu. 2006.
Buzi, A., G. Chilosi, R. Reda, and P. Magro. 2002. Pesca y Alimentacion. Analysis of plant protecting isozymes and their
Le principali fitopatie che colpiscono ii melone. Miguel, A. and J.V. Maroto. 2000. Nuevas tecnicas affinity of grafted watermelon seedlings. Chi-
Colt. Prott. 9:31-45. en el cultivo de la sandia [Citrnllus lanatus nese Journal of Tropical Crops 27:12-16.

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HORTSCIENCE VOL. 43(6) OCTOBER 2008 1679


Watermelon (Citrullus lanatus) Grafting Method to Reduce Labor Cost
by Eliminating Rootstock Side Shoots
F.D. Memmott and R.L. Hassell
Department of Horticulture
Clemson University Coastal Research & Education Center
2700 Savannah Highway, Charleston, South Carolina
USA

Keywords: transplants, leaf stage, re-growth, cotyledon devoid, healing chamber

Abstract
Watermelon grafting methods vary from Europe and Asia and are based on
efficiency, skill and needs. China mainly practices the whole insertion grafting method
where as Europe and Japan employs the splice/slant-cut grafting method. These
methods are not suitable for grafting production in the U.S. due to the intense amount
of labor cost necessary to successfully produce grafted watermelon transplants. This
paper introduces a modified grafting technique called the "cotyledon devoid" method.
Both rootstock cotyledons are removed at time of grafting to eliminate any potential
rootstock regeneration. By allowing the rootstock and scion material to develop, to the
appearance of the second or third true leaf before grafting, (employing the complete
removal of both cotyledons) grafting success greatly increase. Furthermore by
removing the need to maintain an active root system by excising the root, hypocotyl
energy reserves can be conserved to initially heal the graft union and then generate
new roots as needed. Grafting was performed on ten plants in five replications using
four different rootstocks: Lagenaria siceraria 'Emphasis', Citrullus lanatus var.
citroides 'Ojakkyo', Cucurbita moschata x Cucurbita maxima 'Strongtosa', and
Citrul/us lanatus var. lanatus 'Tri-X 313'. All scion material was Citrul/us lanatus var.
lanatus 'Tri-X 313'. Rootstocks and scion material was allowed to develop conjointly
to the appearance of the first, second and third true leaf whereupon both cotyledons
were removed and grafting was performed at each respective developmental stage. A
65° angle was cut below and half an inch below the rootstock and scion cotyledons
respectively. Opposing cuts were matched together and secured with a plastic clip.
Roots were subsequently excised from the rootstock at soil base and inserted into fresh
media for rooting. Grafts were randomly placed inside a healing chamber for 7 days.

INTRODUCTION
Watermelon grafting is an important part of watermelon production to avoid soil-
borne diseases and/or chemical fumigation in areas where land rotation is not feasible.
Current commercial grafting practices depend on maintaining at least one rootstock
cotyledon during the healing period following grafting for high survival (Cushman, 2006;
Lee, 1994; Lee and Oda, 2003; Oda, 1995). Rootstock re-growth originating from
meristematic tissue next to the remaining cotyledon is one main contributing barrier
preventing affordable costs which prevent its introduction into the United States
agricultural system (Edelstein, 2004). With the phase-out of methyl bromide fumigant
new interests are being reviewed for potential alternatives (Cohen et al., 2007; Davis et
al., 2008). For many years grafting in watermelons has been viewed as an option solely in
areas where labor costs are minimal. This benefit has great potential to have a very
positive effect for commercial production in the United States by improving the plants
overall environmental efficiency and overcoming soil-borne pathogens. An alternative
grafting method which eliminates potential re-growth is needed in order for grafting
technology and benefits to progress into the United States. Removal of both cotyledons in
a one step fashion at time of grafting eliminates all potential re-growth and greatly
reduces overall grafting costs. Observations indicate however that the rootstock hypocotyl
begins to yellow and declines until death when grafted at the I st leaf stage or younger
(
Proc. 4th IS on Cucurbits
Ed.: Xiaowu Sun 389
Acta Hort. 871, ISHS 2010
which is customary for current commercial grafting techniques. The yellowing and steady
decline of the hypocotyl, which results in rootstock death, simulates leaf senescence and
suggests that insufficient nutrient reserves were available to the hypocotyl prior to
grafting. Without sufficient stored carbohydrates, the hypocotyl cannot sustain itself long
enough before receiving photosynthates from the newly grafted vegetative tissue. When
plants are allowed to mature to the appearance of the 2nd or 3rd leaf, hypocotyl
deterioration is not observed, suggesting perhaps that more reserves are available with
maturity to maintain the rootstock until graft healing is complete.

MATERIALS AND METHODS

Material for Growing Seedlings


For this experiment four rootstocks were tested: Lagenaria siceraria 'Emphasis'
(bottle gourd), Citrulus lanatus var. citroides 'Ojakkyo' (wild watermelon), Cucurbita
mochata x Cucurbita maxima 'Strongtosa' (inter-specific squash hybrid), and Citrulus
lanatus var. lanatus 'Tri-X 313' (trip lo id seedless watermelon). Scion material was
Citrulus lanatus var. lanatus 'Tri-X 313'. All seeds were obtained through Syngenta
Seeds, Inc. (Boise, Idaho). The soilless mix used for this research has the following
composition: 75% NB nursery peat, 25% coarse perlite, 198 g/yd of dolomitic limestone,
and 454 g/yd of gypsum, (Conrad Fafard, Inc., Agawam, MA). No premix (nutrient
charge) was added to the soilless mix. Rootstocks were grown in 72 square vented plug
trays with cell depths of 5.71 cm and top and bottom cell diameters of 3.96 and 2.54 cm
respectively (TLC Polyform, Inc. Morrow, GA). Scion was seeded in 288 square plug
trays with cell depths of 3.81 cm inches and top and bottom cell diameters of 2.05 and
1.14 cm respectively (TLC Polyform, Inc. Morrow, GA). All fertilizer applications
consisted of 100 ppm of 15-5-15 Peters Excel water soluble fertilizer (Scotts-Sierra
Horticultural Products Company, Marysville, OH) using the Anderson Injector Series S
(H.E. Anderson Company, Muskogee, OK).

Material for Grafting


Rootstocks species were seeded in 72 cell flats and divided into ten plant
subsamples replicated five times for grafting and tissue analysis. Rootstocks were grafted
at separate times starting with interspecific squash hybrid, followed by the bottle gourd,
wild watermelon, and the seedless hybrid watermelon. The 1st leaf stage in this study is
defined as visibly seeing the first unexpanded true leaf. The 2nd leaf stage is defined as
seeing the fully expanded 1st true leaf and the unexpanded 2nd true leaf. The 3rd leaf stage
is defined as seeing the 1st and 2nd expanded true leaves and the unexpanded 3rd true leaf.
Prior to grafting separate plants samples were then severed from the roots at the cell line
and divided into cotyledons, leaves, and hypocotyls for area measurements of the
vegetative tissue which was calculated by Ll-3100 area meter (Li-Cor, Inc., Lincoln,
Nebraska). At each leaf stage all the rootstock plants were grafted using the cotyledon
devoid grafting method (Fig. 1). The "cotyledon devoid" grafting technique is a new
method aimed at eliminating rootstock re-growth and is the method under investigation.
The cotyledon devoid graft is described as follows: using sterile single edge kobalt blade
(Warner Manufacturing Company, Minneapolis, MN) rootstocks were first cut just below
both the cotyledons at a 90° angle. This was performed to increase accessibility and
precision for the grafting slant cut. An approximate 65° slant cut was then made at the tip
of the hypocotyl. The scion was cut at the base from the roots in large quantities and set
on sterile paper towels. It was then individually cut at approximately 1.9 cm below the
cotyledons with an opposing 65° angle to the rootstock slice and preserved in a 3.8 L size
zip-lock bag to help prevent wilting until it was used. Finally the scion was matched
together to align the vascular bundles with the rootstock and secured with a spring loaded
clip (Syngenta Seeds Inc., Boise, Idaho) (Fig. 1). Grafting treatments consisted of ten
plants replicated five times. Following grafting, the newly grafted plants were
immediately placed randomly inside a custom made healing chamber for seven days

390
which was located inside the greenhouse. The healing chamber was constructed with a
rectangular wooden box with the following dimensions: width of 86 cm, a length of 300
cm, and a depth of 14 cm and covered with polyethylene sheet. The humidity was
maintained using the 707U-duct mount centrifugal atomizer humidifier (Herrmidifier,
Effingham, Illinois).

RESULTS AND DISCUSSION


There was a significant rootstock by leaf stage interaction suggesting that the four
rootstocks responded differently at each of the leaf stages (Table 1). The seedless
watermelon type did not significantly increase in hypocotyl length with each leaf stage
but the diameter did increase significant with growing time. This then was reflected on
the overall hypocotyl area with a decrease at the third leaf stage. However an increase in
grafting success was not seen until the rootstock had reaches the third leaf stage. The wild
watermelon type did significantly increase at both the hypocotyl length and diameter at
each of the leaf stages which resulted in an overall increase in the hypocotyls area.
However grafting success was fully achieved at the second leaf stage of plant
development. Both the interspecific hybrid and the bottled gourd rootstock significantly
increased in both hypocoty l diameter and length with each increase of leaf stage resulting
in a significant increase in hypocotyl area and grafting success. There was a strong
correlation with grafting success and hypocotyl growth (Table 2). As hypocotyls increased
in both lengths, diameter and area grafting success also increased. The weakest
correlations seemed to be with the wild and seedless watermelon rootstock types in the
hypocotyl length. However, the strongest correlation came with the interspecific hybrid
rootstock with the hypocoty l length. These results suggest that as the rootstock increases
in size and development the greater grafting success can be seen in the absence of the
cotyledon leaf.

CONCLUSION
Larger hypocotyls suggest an increase in stora~e capaciP' or an overall increased
carbohydrate reserves from the 1st leaf stage to the 2 d and 3r due to larger hypocotyl
size. Results indicate that this new method could be used to reduce costs by eliminated
rootstock side shoots only if performed when the rootstock has developed to the 2°d or 3rd
true leaf stage. We also found that using scion material at the 3 r leaf stage may be
another contributing factor to increase grafting success.

Literature Cited
Cohen, R., Burger, Y. and Horev, C. 2007. Introducing grafted cucurbits to modem
agriculture an Israeli experience. Plant Disease 91 :916-923.
Cushman, K. 2006. Grafting Techniques for Watermelon. University of Florida Institute
of Food and Agricultural Sciences HS1075, 1-5.
Davis, A.R., Perkins-Veazie, P., Sakata, Y., Lopez-Galarza, S., Maroto, J.V., Lee, S.-G.,
Huh, Y.-C., Miguel, A., King, S.R., Cohen, R. and Lee, Y.-M. 2008. Cucurbit Grafting.
Critical Reviews in Plant Sciences 27:50-74.
Edelstein, M. 2004. Grafting vegetable-crop plants: Pros and cons. Acta Hort. 659:235-
238.
Lee, J.-M. 1994. Cultivation of grafted vegetables I. Current status, grafting methods, and
benefits. Hort Sci. 29:235-239.
Lee, J.-M. and Oda, M. 2003. Grafting of herbaceous vegetable and ornamental crops
Horticultural Reviews 28:61-123.
Oda, M. 1995. New grafting methods for fruit-bearing vegetables in Japan. J ARQ 29: 187-
194.

391
c
Table 1. Grafting success and hypocotyl growth of seedless watermelon grafted on
various rootstocks at different leaf stages of development.

Rootstock Leaf Hypocotylw Grafting


Type stagex Area Diameter Length success
Cultivar (%)Y
{cm 2} {mm} {mm}
Ojakkyo Wild watermelon 1 0.56 gz 2.53 F 28.98 ez 57.60 dz
2 1.10 e 2.70 e 37.85 d 100.00 a
3 1.80 b 3.25 cd 55.00 b 100.00 a
Strong Tosa Interspecific hyb. 1 1.30 d 3.59 b 39.00 d 15.00 f
2 1.50 c 3.30 c 48.61 c 60.00 d
3 4.30 a 5.30 a 73.72 a 84.00 be
Emphasis Bottled gourd 1 0.72 f 2.72 ef 27.40 e 39.12 e
2 1.10 e 3.30 c 30.15 e 84.70 be
3 1.80 b 3.09 d 57.29 b 98.33 a
Tri-X 313 Seedless watermelon 1 0.66 fg 2.25 g 28.18 e 75.00 c
2 1.76 f 2.80 e 31.63 e 83.18 c
3 1.00 e 3.22 cd 30.16 e 95.00 ab
'Means within columns followed by the same lowercase letter are not significant at the P:::;0.05.
YAnalysis was performed after arcsin transformation of the percentage data.
XThe I st leaf stage in this study is defined as visibly seeing the first unexpanded true leaf. The znd leaf stage
is defined as seeing the fully expanded 1st true leaf and the unexpanded znd true leaf. The 3rd leaf stage is
defined as seeing the I st and 2°d expanded true leaves and the unexpanded 3rd true leaf.
"'Hypocotyl measurements represent a total of a ten plant sample replicated five times.

Table 2. Pearson correlation coefficients (R2) between rootstock hypocotyl area, diameter
or length and grafting success.

Rootstock HypocotylY
Cultivar Type Area Diameter Length
(cm 2) (mm) (mm)
Ojakkyo Wild watermelon 0.781 z 0.681 0.565
Strong Tosa Interspecific hyb. 0.784 0.655 0.828
Emphasis Bottled gourd 0.825 0.655 0.676
Tri-X 313 Seedless watermelon 0.721 0.874 0.630
YHypocotyl measurements represent a total ofa ten plant sample replicated five times.
'Values are significant at P=0.05.

392
Figures

4. 5.

Fig. 1. Cotyledon devoid method described as a five step process (Hassell et al., 2008). 1)
Both cotyledons are cut from the rootstock at an approximate 65° angle; 2) The
scion is cut at an approximate 65° opposing slant to the rootstock; 3) The scion
and rootstock wounded regions are joined and secured with a clip; 4) The
rootstock hypocotyl is cut just below the baseline; and 5) The grafted seedling is
then re-stuck in a new cell with fresh soil media.

393
(

394
CROP PRODUCTION

HoRTSCJENCE 49(3):1-5. 2014. meristem removal with a blade during graft-


ing. This method often removes the meristem
Fatty Alcohol Application to Control only partially, and meristem regeneration
occurs. The extent of meristem regeneration
varies widely and is dependent on the method
Meristematic Regrowth in Bottle used, timing of grafting, and the experience
of the individual doing the grafting.
Gourd and lnterspecific Rootstock rneristem regrowth also con-
tributes greatly to the cost associated with
Hybrid Squash Rootstocks Used for grafted watennelon transplant production
(Choi et al., 2002; Memmott and Hassell,
Grafting Watermelon 2010) because it decreases graft success and
requires additional labor to control. If the
regrowth is not removed manually during
Shawna L. Daley and Richard L. Hassen• production, it will outcompete the water-
Department of Plant and Environmental Sciences, Clemson University melon plants (the scion) for light, space, and
Coastal Research and Education Center, 2700 Savannah Highway, nutrients, preventing effective healing. In
Charleston, SC 29414 the field, unremoved regrowth can also
affect yields by competing with the scion.
Additional index words. cucurbit grafting, sucker control, shoot apical meristem, Citrullus Even if the regrowth is removed at the
lanatus, Lagenaria sicereria, Cucurbita maxima X Cucurbita moschata transplant stage, additional labor is required
to scout and remove regrowth in the field.
Abstract. Application of fatty alcohol compounds to rootstock meristems can control
The labor required for manual regrowth
rootstock meristematic regrowth, thus decreasing the cost of producing grafted
control makes grafted transplants economi-
watermelon transplants by reducing the labor. Eight rates of Fair 85"' and Off-Shoot T"',
cally impractical for commercial production
two commercially available fatty alcohol componnds, were applied to the merlstem
in the United States. Because grafted trans-
region of bottle gourd (Lagenaria sicereria cv. Emphasis) and interspeclfic hybrid squash
plant production is not currently taking place
(Cucurbita maxima x Cucurbita moschata cv. Carnivor) rootstocks to determine the
in the United States, it is unclear what the
optimal application rate to control regrowth without damaging the remaining plant
specific production costs would be. Regard-
parts. A water-only control treatment was also Included. Rootstock seedlings were rated
less, a labor-free method of eliminating mer-
for damage and regrowth ou Days 1, 7, 14, and 21 after treatment. Damage increased and
istematic regrowth should significantly reduce
regrowth decreased with increasing rates of fatty alcohol compound. In addition,
the overall cost of grafted watennelon trans-
a significant compound-by-rate interaction indicated that inert ingredients in the fatty
plant production and might help to increase
alcohol formulation have an effect on both damage and regrowth. The optimal treatment
the adoption of grafted cucUibit transplants in
rate, e.g., providing at least 95% control of regrowth with Jess than 10% damage, was
the United States.
found to be between a 5°/o (Off-Shoot T*) and 6.25% (Fair 85"') fatty alcohol application.
Chemical inhibition of the meristem re-
At the optimal treatment rate, no adverse effects to grafting success were observed in the
gion ofrootstocks would not only decrease
grafting procedure.
the labor required for grafted transplant
maintenance, but would address the variance
in regrowth based on grafter slcjll, timing, and
Grafted watermelon transplants are an in commercial production. A key reason fur method. However, acceptable removal of the
important part of worldwide watermelon this is that soil fumigants have been available meristem without damaging the rootstock
production because they confer resistance at modest costs, whereas there is high cost cotyledons ~ been a challenge. Preserving
to soilborne diseases such as fusarium wilt associated with grafted transplants (Edelstein, the quality of the cotyledons is essential,
(Fusarium o:cysporum f. sp. niveum) and 2004). However, the loss of the widely used because cucurbit seed.lings rely heavily on
Monosporascus root rot (Monosporascus and inexpensive soil fumigant methyl bro- at least one cotyledon to supply energy for
cannonballus) (Beltran et al., 2008; Guan mide as a result of the Montreal Protocol and growth and establishment (Bisognin et al.,
et al., 2012; Louws et al., 2010). Grafting the Clean Air Act (EPA, 2012) has made the 2005). A chemical treatment would be ac- IMI1J
can also control root-knot nematode (Meloi- use of grafted watennelon transplants a more ceptable for use only if it could destroy the
dogyne spp.) using wild watermelon (Citrullus attractive option for producers looking for meristem without damaging the cotyledons,
lanatus var. citroides) or Cucumis metuliferus a solution to soilborne diseases and pests. Of which would provide the energy required for
as a rootstock (Sigiienza et al., 2005; Thies the 105,000 acres of seedless watermelon rootstock health and graft healing.
et al., 2010). In addition to disease resistance, planted in the United States in 2012 (U.S. Previous studies (Choi et al., 2002) have
grafting watermelon onto vigorous rootstocks Department of Agriculture, National Agri- examined silver nitrate and hydrogen per-
provides various other benefits, including in- cultural Statistics Service, 2012) 5% (5250 oxide applications to the meristem region
creased yield and fruit quality (Ozlem et al., acres) was reported to be affected by fusa- of cucUibit rootstocks, but the application
2007), increased resistance to abiotic stresses rium wilt (Dean Liere, Syngenta Corpora- resulted in unacceptably low rootstock sur-
(Savvas et al., 2010), decreased planting den- tion, personal communication). As arable vival. Other preliminary research of chem-
sities (Cushman and Huan, 2008), and in- land for rotation decreases, the percentage of icals including maleic hydrazide, oryzalin,
creased nutritional components (Davis and fusarium-infested soils will continue to rise. sulfuric acid, and fatty alcohols indicated that
Perkins-Veazie, 2005). Currently, the United Currently, no control options are available only the fatty alcohol successfully destroys
States is one of the few countries worldwide other than grafted transplants; however, their the rootstock meristem without damaging the
that does not use grafted cucurbit transplants increased cost remains the major impediment rootstock cotyledons (Hassell, unpublished
to adoption in U.S. production. data). This promising method of regrowth
The two most common commercially control (U.S. Provisional Application No. 61/
used grafting methods (over 90%) are the 647,312) involves applying a dilute Cis, C8 ,
Received for publication 18 Nov. 2013. Accepted
hole-insertion and the one-cotyledon method C 10, C 12 ratty alcohol solution to the meristem
for publication 27 Dec. 2013.
Technical Conh'ibution No. 6209 of the Clemson (Hassell et al., 2008). These methods require area of a rootstock seedling, where it destroys
University Experiment Station. at least one cotyledon to remain intact to only the rapidly dividing meristem tissue
'To whom reprint requests should be addressed; ensure graft success (Bisognin et al., 2005; (Steffens et al., 1967) to prevent regrowth while (Aigj
e-mail [email protected]. Hassell et al., 2008), and both require manual the rootstock seedling remains viable for

HORTSCJENCE VOL. 49(3) MARCH 2014


grafting. Commercially available fatty alco- Fatty alcohol treattnent began when root- the grafting experiment. 'Tri-X 313' (Citru/-
hol products are used on tobacco to control stock seedling cotyledons were completely lus /anatus var. lanatus) (Syngenta Seeds)
axillary meristem growth (suckers) after top- unfolded and the first true leafwas visible (6 was used as the scion. Scion seeds were sown
ping. The compowid acts by disrupting the to 8 d after seeding for bottle gourd and 5 to according to guidelines outlined by Hassell
cell's plasma membrane, causing plasmolysis 7 d after seeding for the interspecific hybrid). and Schultheis (2002). The experiment was
of the cells and desiccation of the tissue This is the standard rootstock age for grafting a randomized complete block design with
(Wheeler et al., 1991 ). Although the mode of (Hassell et al., 2008). Twelve h before treat- three replications and 12 grafted plents per
action on tobacco is understood, the spe- ment, trays of plants were removed from treatment and was repeated twice on 26 and
cifics of fatty alcohol applications on cucur- the greenhouse and transferred to a climate- 28 Aug. 2013. Three different treatments
bit rootstock tissues have not been controlled room to acclimatize seedlings to were applied: 6.25% Off-Shoot ~, 6.25%
characterized. The first objective of this a standard environment. Temperatures were Fair 85 9 , and a water control. Fatty alcohol
experiment was to determine the optimal maintained at a constant 23 °C, and relative treattnents were chosen based on the results of
application rate of commercially available humidity was maintained at a range of50% to the previously described rate trial experiment.
fatty alcohol compounds that would control 70"A.. Single-channel pipettes {VWR Interna- One day after fatty alcohol treatment, seed-
rootstock regrowth without damaging the tional LLC, Radnor, PA) were used to apply lings were grafted using the one-cotyledon
rootstock cotyledons and, thus, their potential 20 µL of the emulsion to the meristematic grafting method, according to the procedure
for grafting. The second objective was to region between the cotyledons. In previous described by Hassell et al. (2008). Graft
determine whether the fatty alcohol treatment experiments, this volume was found to be the success was recorded as a percentage of
affected the graft success of the rootstocks. amount that covered the meristematic region total grafts attempted.
of the rootstock without the compound over- Data analysis. Damage and regrowth data
Materials and Methods flowing the area and dripping down the were separated by rootstock type and ana-
hypocotyl. Seedlings remained in the con- 1}'7.ed separately with an approximate gener-
Plant material. Seeds of two rootstocks trolled environment 5 h after treatment, alized linear mixed model. The model was
commonly used in Asia and Europe, bottle 2.5 times greater than the 2-h timeftame a complete factorial model of all combina-
gourd (Lagenaria sicereria cv. Emphasis) reported by Wheeler et al. (1991) to be required tions and interactions between and among the
(Syngenta Seeds, Boise, ID) and interspe- for the fatty alcohol to penetrate leaf tissue. following fixed effects: planting date, com-
cific hybrid squash (Cucurbita maxima x Because at least one cotyledon is required pound, rate, and day of evaluation. Random
Cucurbita moschata cv. Camivor) (Syngenta for grafting success (Bisognin et al., 2005; effects included replication and the interac-
Seeds), were sown in 72-cell, TLC polyfonn Memmott, 2010), it was necessary to de- tions among replications and the three fixed
plug flats (cell depth: 5. 72 cm, top cell termine the effect of the fatty alcohol appli- factors. Plenting date was nested within the
diameter: 3.96 cm, bottom cell diameter: cation on cotyledon damage as well as on factors. In both responses, means were mul-
2.54 cm) (TLC Polyform Inc., Minneapolis, regrowth control to ensure rootstock quality tiplied by I 00 and are presented as a percent
MN) using a nutrient-free, soilless mix (75% for grafting. For cotyledon damage, a rating incidence.
sphagnum peat, 25% perlite) (Sun Gro Hor- ofO was assigned to seedlings with no visible The main effect of day of evaluation
ticulture, Agawam, MA). Seeds were sown damage (Fig. IA), whereas seedlings with appeared to reach an asymptote; thus, a series
on four planting dates, once each week of damaged cotyledons were assigned a rating
Aug. 2012, following standard greenhouse of l (Fig. IC). For regrowth response, root-
production practices (Rutledge, 2009). Seed- stock seedlings with no meristematic regrowth Table 1. Dilutions used to create filtty alcohol /
lings were grown in a standard, double-layer were assigned a regrowth rating ofO (Fig. IA), emulsions' with Fair 8S* and Off-Shoot T'-. \
polyethylene greenhouse covered with 6 mm and a rating of l was assigned to seedlings Water Final Final
Klerk's K50 clear plastic (Klerks Hyplast, with visible meristematic regrowth (Fig. IB). added Compound volume CD11Jlsion
Inc., Chester, SC). The greenhouse contained Preliminary research revealed that some (mL) added (mL) (mL) percent
a gas heating system to supply heat and cotyledons recover from damage incWTed by 20.00 0.00 20.00 0.00
exhaust fans to remove heat Minimwn tem- the fatty alcohol and are able to be success- 19.25 0.75 20.00 3.7S
peratures were set at 15 °C and the exhaust fans fully grafted (Hassell, unpublished data). The 19.00 1.00 20.00 S.00
18.75 1.25 20.00 6.25
were set to power on when greenhouse tem- rootstock regrowth also occurs over varied
18.50 I.SO 20.00 7.SO
peratures reached 21 °C. amounts of time. To determine the rating day 18.25 1.75 20.00 8.75
Experimental design and data collection. that would most accurately reflect true damage 18.00 2.00 20.00 10.00
A split-split plot design was used with the and regrowth after fatty alcohol application, 17.SO 2.50 20.00 12.50
four planting dates as the whole plot factor, a series ofratings were conducted on Days I, 17.-00 3.00 20.00 15.00
compounds applied to half-1mys (compound 7, 14, and 21 after fatty alcohol application. "Emulsions were created by measuring desired
type being the subplot factor), and rates ran- Grafting experiment. The same rootstock volume of :filtty alcohol compound and bringing
domiz.ed within compound (rates being the material as described previously was used in to 20 mL final volume with diH2 0.
sub-subplot factor). Three trays total were used
to complete each replication. Each planting
date consisted of three replications of 18
individual plants per compound type and rate
treatment combination, resulting in a total of
54 plants (observations) per planting date.
Seedling treatment. Two commercially
available, concentrated fatty alcohol stock
solutions, Fair 85~· (Fair Products, Inc.,
Cary, NC) and Off-Shoot T"' (Chemtura
Corporation, Lawrenceville, GA), were
used in the experiment. Both products con-
tain identical active ingredients (C6 0.5%,
C8 42%, C 1o 56%, and C 12 I.5%) according to
the labels. Emulsions were prepared by di- Fig. I. Rating system for treated seedlings. (A) Treated seedlings with no damage or regrowth were given
luting fatty alcohol in distilled water accord- a rating ofO in both categories. (B) Treated seedlings with regrowth and no damage were given a rating
ing to the dilutions presented in Table I. Rates ofO for damage and I for regrowth. (C) Treated seedlings exhibiting damaged cotyledons were given
were based on a 20-mL total volwne. a rating of I for damage and Ofor regrowth.

2 HoRTScJENCE VoL. 49(3) MARcH 2014


of contrasts were used to detennine at which (SAS Institute Inc., 1989-2010). Similar to (Table 2). Damage incidence increased sig-
day the damage and regrowth responses be- the damage and regrowth data, means are nificantly between 5% and 6.25% Off-Shoot
came constant. Day 14 was used for the final presented as percent incidence. The model T.., as well as among 7.5%, 8.75%, and JOOA.
linear mixed model analysis, excluding the for grafting success was a complete facto- Off-Shoot 1"". Damage incidence at 12.5% Off..
/
\ data from Days l, 7, and 21. Effects used in rial model including all combinations and Shoot T"' decreased significantly, but damage
this model included all of these factors with interactions between and among the fol- at 15.00% was not statistically significant
the exception of any factor including day. lowing fixed effects: planting date, compound, from damage incidence at I 0% Off-Shoot
Multiple means comparisons were performed and treatment. Random effects included T® (Table 2).
using Fisher's protected least significant dif- replication and the interactions among rep- Damage incidence on 'Camivor' seed-
ference test with a P value :S 0.05 considered lication and the three fixed factors with lings also increased with increasing concen-
significant throughout The choice ofFisher's planting date nested within the remaining trations of fatty alcohol. Seedlings treated
protected least significant difference test was factors. with 0%, 3.75%, 5%, and 6.25% Fair 85" had
to reduce the overall probability of Type II the lowest amount of damage with no signif-
errors. Results icant differences; however, damage signifi-
All calculations were performed using the cantly increased from 5.4% to 13.6% as rates
fit model platform of IMP Pro 1O"'' Software Damage Tf!SJJOnse. A significant compound- increased from 6.25% to 7.50%, respectively,
(SAS Institute Inc., 1989--2010). The reason by-rate interaction existed for damage incidence of Fair 85"' (Table 2). There was no signifi-
for a generalized linear mixed model was that in both 'Emphasis' and 'Camivor' (P < 0.0001), cant increase in damage between 7.50% and
both damage and regrowth were binomial indicating that the two compounds reacted 8.75%, but a significant increase from 23.7%
random variables. The reason it was an ap- differently as their concentrations increased incidence at l 0.000/o to 48.9% incidence at
proximate generali?.ed linear mixed model (Tables 2 and 3). There were no significant 12.50% Fair 85 9 (Table 2). Damage was Ill! In!
was that the complex nature of the statistical differences in damage incidence in 'Empha- highest at 15% Fair 85,. with 69.1% inci-
design, including random effects, led to some sis' seedlings treated with 0%1, 3. 75%, and 5% dence (Table 2). Similarly, the Off-Shoot
approximations (using general linear mixed of either Fair 85© or with 0% and 3.75% of T"' treatment showed no significant differ-
models) to overcome some convergence and Off-Shoot!'!' (Table 2). 'Emphasis' rootstock ences between rates of0%, 3.75%, and 5%
estimation issues. damage incidence increased significantly be- (Table 2). Damage increased significantly
Graft success data were also analyzed tween 6.25% and 7.5% Fair 85® and the da- in seedlings treated with 8.75% Off-Shoot
with a linear mixed model using the fit mage incidences at 10%, 12.50%, and 15% T"" and increased, but not significantly, at
model platform of JMP Pro JO® Software Fair 85" were not significantly different the four greatest rates of Off-Shoot T"'
(Table 2).
Regrowth response. The compound-by-
rate interaction was significant in both
Table 2. Effects of fatty alcohol concentration on 'Emphasis' seedling mean percent damage" using two 'Emphasis' (P = 0.0019) and 'Carnivor' (P =
(~ 0.5%, C8 42%, C 10 56%, C 12 1.5%) fatty alcohol compounds pooled over three consecu1ive 0.0089), indicating that regrowth is unequally
experiments. controlled by the two fatty alcohol com-
Fatty alcohol 'Emphasis' damage 'Camivor' damage pounds (Table 3). 'Emphasis' control seed-
concn(%) Fair 85"'Y (%) Off-Shoot~~ (%) Fair 85" (%) Off-Shoot T"' (%) lings (treated with water) exhibited 100%
,'
0.00 O.Ogw O.Og 0.0g 0.0 g regrowth, and seedlings treated with 3.75%
\ 3.75 0.0 g 3.1 fg O.Og 1.4 g Fair 85"' resulted in 32.7% regrowth. Re-
5.00 9.8 efg 13.1 ef 4.9 fg 8.7 efg generation continued to decrease significantly
6.25 17.2 e 43.2 cd 5.4 fg 19.0 cde at both 5% Fair 85 5 (16.2% regrowth) and
7.SO 33.3 d 49.3 c 13.6 def 25.8 c 625% Fair 85& (2% regrowth). There was no
8.75 34.4d 78.3 b 17.3 cde 43.6 b
fut1her significant reduction in regrowth at
10.00 78.4 b 91.8 a 23.7 cd 49.3 b
84.8 ab 76.6 b 48.9 b 51.2 b rates above 6.25% Fair 85~ (Table 3). At
12.50
15.00 92.3 ab 94.2 a 69.1 a SS.I b 3.75% Off-Shoot 'f'l'treatmcnts, regrowth was
'Eighteen seedlings per replication.
significantly reduced to 14.9%. Regrowth
•Fair Products, Inc., Cary, NC. again significantly decreased to 7.7% at 5%
'Chemtura Corporation, Middlebury, er. Off-Shoot T~. Regrowth incidence at 6.25%
-Values within the two rootstock colwnns (across compound type) that are not followed by the same Jetter Off-Shoot ~ caused a decrease to 2.1%
are significantly different according to Fisher's protected least signmcant difference test at P s 0.05. regrowth, which was not significant. However,
regrowth at aU treatment rates above 7.5%
Off-Shoot T® were significantly lower than
those at 6.25% Off-Shoot T"' (Table 3). In
Table 3. Effects of fatty alcohol concentration on rootstock seedling mean percent regrowth' using two 'Camivor' seedlings treated with Fair 85..,,
(C6 0.5%, C 8 42%, C10 56%, C12 1.5%) fatty alcohol compounds pooled over three consecutive regrowth decreased significantly from the 0%
experiments. control ( 100% regrowth) to 47.1 % regrowth at
Fatty alcohol 'Emphasis' regrowth 'Camivor' regrowth the rate of 3.75% Fair 85"'. Regrowth also
concn(%) Fair BS""(%) Off-Shoot T"' (%) Fair 85" (%) Off-Shoot T$ (%) decrea&cd significantly between 5% and
0.00 100.0a"' 100.0 a 100.0 a 100.0 a 6.25% Fair 85"" (26.6% and 6.8%, respec-
3.7S 32.7b 14.9 c 47.1 b 35.9 c tively) (Table 3). There was no significant
S.00 J6.2c 7.7d 26.6 d 8.1 e decrease in regrowth at rates above 6.25%
6.25 2.0de 2.1 d 6.8 e 0.7 e (Table 3). Regrowth was problematic when
7.50 1.3 de O.Oe J.4e O.Oe Fair 8~ was applied at 3.75% to 5% (greater
8.75 O.Oe 0.0 e l.4e O.Oe than 20%), whereas regrowth incidence was
J0.00 O.Oe O.Oe 0.7e O.Oe
less than I 0% at rates above 6.25% Fair 85®.
12.SO O.Oe O.Oe 0.0 e 0.1 e
0.0e O.Oe O.Oe O.Oe In Off-Shoot T® application rates lower than
!S.00
625%, regrowth was unacceptably high and
'Eighteen seedlings per replication.
decreased to less than 1% incidence above
Yfair Products, Inc., Cary, NC.
'Chemtura Corporation Middlebury, er. rates of 5% Off-Shoot T® (Table 3).
wyslues within the two rootstock columns (across compound type) that are not followed by the same letter Grafting experiment. There was no sig-
( are significantly different according to Fisher's protected least significant difference test at P s 0.05. nificant effect of fatty alcohol treatment (P =

HORTSCIENCE VOL. 49(3) MARCH 2014 3


Table 4. Effect of fatty alcohol treatment' on aspects would be required to detennine these production. Based on our findings, we con-
grafting success of two rootstocks pooled factors. elude that a fatty alcohol concentration of 5%
over two consecutive experiments. The general trend of increased damage using Off-Shoot T" and 6.25% using Fair 85.,
Grafting success>' and decreased regrowth as fatty alcohol will achieve at least 95% control of meriste-
Rootstock treatment 'Camivor' 'Emphasis' concentrations increase was expected, be- rnatic regrowth with no more than 10"/b darn-
Fair 85"' 79.2 a• 81.9 a cause fatty alcohols are used in the tobacco age to rootstocks.
Off-Shoot,- 80.6a 80.6a industry to prevent regrowth of axillary mer-
Water 70.8 a 75.0a isterns in topped tobacco. In the bottle gourd Literature Oted
'Rootstocks treated with 6.25% fatty alcohol and interspecific hybrid squash rootstocks, Fair
emulsion. 85~' and Off-Shoot T"' fatty alcohol solutions at Beltran, R., A. Vicent, J. Garcia-Jimenez, and J.
'Graft success recorded 1 week after removal from concentrations above 6.25% eliminated root- Armengol. 2008. Comparative epidemiology
healing chamber. stock regrowth in at least 93% of all seedlings of monosporascus root rot and vine decline in
'Fair Products, Inc., Cary, NC. tested; however, the resulting damage in- muskmelon, watermelon, and grafted water-
"Chemtura Corporation, Middlebury, CT. melon crops. Plant Dis. 92: 158-163.
'Values within the same column not followed by curred by the rootstocks at concentrations Choi, D.C., S.W. Kwon, B.R. Ko, and J.S. Choi.
the same letter are significantly different according above 6.25% was unacceptably high, espe- 2002. Using chemical controls to inhibited
to Fisher's least significant difference test at P s cially when Off-Shoot T#> was applied. Choi axillary buds of lagernaria as rootstock for
0.05. et al. (2002) reported rootstock similar sur- grafted watermelon (Citrullus /anatus). Acta
viva! rates of 80% and 73% using rootstock Hort. 588:43-48.
applications of 58.8 mM silver nitrate and Cohen, R., Y. Burger, C. Horev, A. Koren, and
5.48 M hydrogen peroxide, respectively. M. Edelstein. 2007. Introducing grafted cucur-
These data agree with our findings, indicating bits to modem agriculture: The Israeli experi-
0.3608) on graft success. In both 'Carnivor' encc. Plant Dis. 91:916-923. tru:MI
and 'Emphasis' rootstocks, grafting success that complete chemical control of rootstock
Cushman, K.E. and J. Huan. 2008. Perfomumce of
was greater in the ratty alcohol-treated root- regrowth requires a level of acceptable dam- four triploid watermelon cultivars grafted onto
stocks than the water-treated control; however, age to the rootstock. five rootstock genotypes: Yield and fruit qua!-
the difference was not statistically significant The two rootstocks responded differently ity under commercial growing conditions. Acta
(Table 4). There was also no significant effect to the fatty alcohol treatments. Although Hort. 782:335-342.
IIll damage incidence in both rootstocks fol- Davis, A.R. and P. Perkins-Veazie. 2005. Root-
of rootstock (P = 0.4199). 'Camivor' root-
lowed the same increasing trend, 'Emphasis' stock effects on plant vigor and watennelon
stocks treated with Fair 85 9 resulted in 79.2% fruit quality. Cucurbit Genet. Coop. Rpt 29:39-
success, and those treated with Off-Shoot T® rootstocks exhibited higher incidences of
damage than 'Qunivor'. As would be expected, 42.
resulted in 80.6% success (Table 4). The Davis, A.R., P. Perkins-VC117je, Y. Sakata, S. Lopez-
water-treated control rootstocks resulted in regrowth incidence was lower in 'Emphasis' Galarza, J.V. Maroc, S. Lee, Y. Huh, Z. Sun,
grafting success of 70.8%. 'Emphasis' root- rootstocks as well. This may be the result of A. Miguel, S.R. King, R. Cohen, and J. Lee.
stocks treated with Fair 85<& and Off-Shoot physiological differences between the two 2008. Cucurbit grafting. Crit. Rev. Plant Sci.
T"' ratty alcohol compounds resulted in 81.94% species. Steffens and Cathey (1969) reported 27:50-74. ~
and 80.56%, respectively, whereas the con- that the extent of fatty acid kill of plant tissue Edelstein, M. 2004. Grafting vegetable-crop plants:
trol rootstocks resulted in 75% grafting sue- depends on many physiological factors such Pros and cons. Acta Hort 659:235-238.
as leaf type, degree of succulence, and ease of Guan, W., X. Zhao, R. Hassell, and J. Thies. 2012.
cess (Table 4). Defense mechanisms involved in disease re-
wetting. 'Camivor' cotyledons are thicker,
less succulent, and more pubescent than sistance of grafted vegetables. HortScience \~ ·-
47:164-170.
Discussion 'Emphasis' cotyledons. The physiological
Hassell, R.L., F. Memmott, and D.G. Liere. 2008.
differences in the rootstock could explain Grafting methods for watermelon production.
The significance of the compound-by-rate the higher incidence of damage and greater HortSciencc 43: 16n-1679.
interactions was swprising, because the la- regrowth control observed in 'Emphasis' Hassel~ R.L. and J. Sclmlthcis. 2002. Seed!~ water-
bels of both Fair 85 9 and Off-Shoot Ti' rootstocks. melon transplant production guide. 20 May 2012.
indicate identical amounts (85%) of active The results of the grafting experiment <http:/fgcrec.ifas.ufi.edu/watennelons/TriploicL
(C6 0.5%, Cs 42%, C10 56%, and C12 1.5%) indicate that fatty alcohol applications do Production_Guidc/Seedless%20watermelon%
and inert ingredients (15%). Although the not affect rootstocks' ability to be grafted 200A.20transplanto/o20quide.ppt>.
amount and type of active ingredient in each and may have the potential to increase graft- Louws, FJ., C.L. Rivard, and C. Kubota. 2010.
compound was the same, the alcohol sources ing success by eliminating the rootstock mer- Grafting fruiting vegetables to manage soil-
borne pathogens, foliar pathogens, arthropods
may have differed, and this difference could istem. Because the fatty alcohol compounds and weeds. Sci. Hort. 127:127-146.
be the source of the observed interaction. On damage only rapidly dividing tissue (Steffens Maynard, D.N. 2001. Watenneloos: Charactcr:is-
communication with a company representa- et al., 1967), only the dividing meristem tissue tics, production, and marlceting. ASHS Press,
tive, we learned that alcohol purity (based on is damaged by the treatment, and the Alexandria, VA. IAY§J
the original alcohol source) is a detennining remaining tissue is still able to produce Memmott, F.D. 2010. Refinement of innovative
factor in the depth and unifonnity of fatty callus tissue to heal the graft. Although the watermelon grafting methods with appropri-
alcohol tissue penetration and resulting slight increase in grafting success was ate choice of developmental stage, rootstock
chemical bum (Frank Grainger, Fair Prod- statistically insignificant, the increase we genotype, and root treatment to increase
ucts, Inc., personal communication). Steffens observed may be the result of the lack of grafting success. MS thesis, Clemson Univ.,
Clemson, SC.
l&iID and Cathey (1969) reported similar variabil- competition from the rootstock meristem Memmott, F.D. and R.L. Hassell. 2010. Water-
ity in tissue penetration and chemical bum tissue. Because treated rootstocks do not melon (Cit1Ullus /a11Qtu9) grafting method to
resulting from using surfactants of different contain active meristems, the rootstock n:duce labor cost by eliminating rootstock side
hyclrophilicities. Because sources of fatty may more readily accept the scion and more shoots. Acta Hort 871 :389-394 (abstract).
alcohols vary in availability (Frank Grainger, easily heal the graft. Because treated root- Ozlem, A., N. Ozdemir, and Y. Gunen. 2007.
Fair Products, Inc., personal communica- stocks are not supplying energy to a grow- Effect of grafting on watermelon plant growth,
tion), variations in product purity and quality ing meristem, there may have been slightly yield, and quality. J. Agron. 6:362-365.
within and between commercially available more energy available to heal the graft, Rutledge, A.D. 2009. Growing vegetable trans-
compounds is highly probable. Thus, it would resulting in a faster healing process. plants in Tennessee. The University ofTennes-
sec Agricultural Extension Service [online]. 20
be essential in commercial applications of Fatty alcohol applications can success- Feb. 2013. <https:..i'utcxtension.tennessee.edu/
this technique to understand the fatty alcohol fully control rootstock meristem growth and publications/Documents/PB819.pdf,,..
type and source as well as the resulting ef- by decreasing the labor required would SAS Institute Inc. 1989-2010. Jump, Version 10.
feet on rootstocks. Further studies on these alleviate the high cost of grafted transplant
/
SAS Institute Inc., Cary, NC. \ ~"

4 HoRTSCIENCE Vot. 49(3) MARCH 2014


SaVYaS, D., G. Colla, Y. Roupbael, and D. Schwarz. axilllll}' and terminal bud growth. I. Af}:. Food Statistics Service [online]. 15 Apr. 2012.
2010. Amelioration of heavy metal and nutrient Chem. 15:972-975. •'.http://usdaOl.library.comell.edu/usda/currcnt/
stress in fruit vegetables by grafting. Sc;i. Hort. Thies, J.A., J.J. Ariss, R.L. Hassell, S. Olson, C.S. CropValuSu/CropValuSu-02-16-2012.pdf>.
127:156-161. Kousik, and A. Levi. 2010. Grafting for man- U.S.Department of Agriculture, National Agricul·
Sigiicnz.a, C., M. Schochow, T. Turini, and A. Ploeg. agement of Southern root-knot nematode, tura1 Statistics Service. 2013. Quick stats. 3 Feb.
2005. Use of Cucumis metuliferns as a rootstock Meloidogyne incognito, in watennelon. Plant 2013. <http:/iwww.nass.usda.gov>. @lll
for melon to manage Meloidogyne incognita. Dis. 94:1195--1199. Wheeler, J.J., H. Seltmann, and A.G. Motten.
J. Nematol. 37:276-280. U.S. Department of Agriculture, National Agri- 1991. The mode of action of fatty alcohols
Steffens, G.L., T.C. Tso, and D.W. Spaulding. cultural Statistics Service. 2012. Crop values on leaf tissue. J. Plant Growth Regul. JO: 129--
1967. Fatty alcohol inhibition of tobacco 2011 summary. USDA National Agricultural 137.

HoRTSc1ENCE VoL. 49(3) MARCH 2014 5


1

1 Improvement of Grafted Watermelon Transplant Survival over Time by Rootstock Fatty Alcohol

2 Treatment

1
4 Shawna L. Daley

5 Department of Plant and Environmental Sciences, Clemson University Coastal Research and Education

6 Center, 2700 Savannah Highway, Charleston, SC 29414

7 Jeffrey Adelberg

8 School of Agricultural, Forest, and Environmental Sciences, Clemson University, 275 Poole Agricultural

9 Center, Box 340310

10 Richard L. Hassell

11 Department of Plant and Environmental Sciences, Clemson University Coastal Research and Education

12 Center, 2700 Savannah Highway, Charleston, SC 29414

1
13 Corresponding Author. Email address [email protected]

14

(
2

15 Subject Category: Vegetable Crops

16 Improvement of Grafted Watermelon Transplant Quality over Time by Rootstock Fatty Alcohol

17 Treatment

18

19 Additional index words. cucurbit grafting, interspecific hybrid squash, Cucurbita maxima x C. moschata,

20 bottle gourd, Lagenaria sicereria

21

22 Summary. Rootstock fatty alcohol treatments have been shown to increase the efficiency of producing

23 grafted transplants by controlling cucurbit rootstock meristematic regrowth and by allowing the

24 rootstocks to accumulate carbohydrates, especially starch, over time in the hypocotyl and cotyledon. A

25 grafting experiment was conducted to determine the effect of increased carbohydrates over time on

26 transplant quality of watermelon grafts using standard grafting procedures. lnterspecific hybrid squash

27 (Cucurbita maxima x C. moschata 'Carnivor') and bottle gourd (Lagenaria sicereria 'Macis'J rootstocks at

28 1, 7, 14, and 21 days after fatty alcohol treatment were grafted with seedless watermelon cultivar Tri-X

29 313 (Citrul/us lanatus var. lanatus) using the one-cotyledon method. Graft quality on 'Carnivor'

30 rootstocks was acceptable or significantly increased up to day 14, with a slight decrease at day 21. Graft

31 quality on 'Macis' rootstock was also acceptable up to day 21, with a significant increase between days 1

32 and 7. The second experiment was conducted to determine whether the increased carbohydrates

33 provide sufficient energy to successfully graft without the rootstock cotyledon, a method that has

34 previously shown inconsistent results. Graft survival was improved by 90% using treated 'Carnivor'

35 rootstock 7 days after fatty alcohol treatment and 'Macis' rootstock 14 days after fatty alcohol

36 treatment. Adoption of the hypocotyl-only graft method in commercial production may increase
3

37 efficiency by better-utilizing greenhouse space, and could decrease disease probability by removing the
(
\
\
'•
38 cotyledons before grafting.

39

40 Grafting watermelon [Citrullus lanatus (Thunb) Matsum and Nakai] onto disease-resistant rootstocks can

41 confer resistance to soil borne diseases such as Fusarium wilt (Fusarium oxysporum f. sp. niveum) and

42 Monosporascus root rot (Monosporascus cannonballus), (Beltran et al., 2008, Guan et al., 2012, Louws

43 et al., 2010). With the loss of methyl bromide as part of the Clean Air Act (U.S. Department of

44 Agriculture (USDA), National Agricultural Statistics Service, 2012), watermelon grafting is currently the

45 most promising method of Fusarium wilt control (Louws et al., 2010). While only five percent of

46 watermelon acreage in the U.S. is currently reported to be affected by this disease (D. Liere, personal

47 communication), arable land for rotation is decreasing, and the cost of traveling to disease-free soil is

48 difficult for growers to overcome. Although the demand for commercially-produced grafted plants is
\.

49 apparent, high production cost remains a major impediment to grafted transplant adoption in United

50 States production.

51 The two most common commercially-used grafting methods (over 90%) are the hole-insertion and the

52 one-cotyledon method (Hassell et al., 2008). These methods require at least one cotyledon to remain

53 intact to ensure graft success (Hassell et al., 2008), and both require manual meristem removal with a

54 blade during grafting and even prior to transplanting of grafted plants. Manual meristem removal often

55 removes the meristem only partially, allowing meristem regeneration to occur. Our previous studies

56 have demonstrated the success of fatty alcohol rootstock treatments in controlling meristematic

57 regrowth (Daley and Hassell, In press). Fatty alcohol products are traditionally used in tobacco

58 (Nicotiana tabacum L.) production to remove axillary meristems and promote growth of remaining

(
\ .59 leaves. When fatty alcohol products are applied to rootstocks used for grafting watermelon, the
4

60 rootstock meristematic tissue is destroyed and the rootstocks remain viable for grafting (Daley and
(
61 Hassell, In press).

62 In addition to regrowth control, rootstocks treated with fatty alcohol continue to live and

63 photosynthesize, as the cotyledons are also functional leaves (Bisognin et al., 2005). Rather than putting

64 energy into new growth, carbohydrates are stored in the hypocotyl and cotyledons of the rootstocks

65 (Daley and Hassell, 2014). Previous experiments have revealed a starch increase of 100- and 200-fold in

66 hypocotyls of bottle gourd (Lagenaria sicereria) and interspecific hybrid squash (Cucurbita maxima x C.

67 moschata) rootstocks, respectively, over 21 dafter fatty alcohol treatment (Daley et al., 2014). We

68 hypothesize that this increase of stored energy in the rootstock could be harnessed by the plant to

69 improve current grafting methods by providing sufficient energy to increase graft survival, rootstock

70 rooting, and overall grafted transplant quality. The first experiment outlined in this paper was designed

71 to determine the effect of increased rootstock carbohydrate content on graft survival and rootstock re-

72 rooting using the one-cotyledon grafting method (Hassell et al., 2008).

73 With current grafting methods, at least one cotyledon is left on the rootstock during grafting. Because

74 the rootstock cotyledons are larger than the cotyledons of watermelon seedlings, the rootstocks require

75 an increase in individual tray cell size over standard cell size for grafted watermelon transplant

76 production. This larger cell size is needed to accommodate the rootstock cotyledon when grafting. In

77 addition to requiring a greater cell size, the large rootstock cotyledons can also harbor foliar disease

78 such as powdery mildew (Podosphaera xanthii) (Kousik et al., 2008) that can prevent successful graft

79 healing or infect successfully-grafted transplants.

80 Decreasing the tray cell size and preventing the spread of disease via the rootstock cotyledon is an

81 important objective in improving the efficiency of grafted transplant production. The development of a

82 successful grafting method that removes both cotyledons would be advantageous to commercial
c
5

83 production; however, results of previous studies on this type of method proved to be rather inconsistent

84 for commercial application (Memmott, 2010). Because the cotyledon has been shown to provide energy

85 to the developing rootstock seedling (Bisognin et al., 2005), we hypothesize that the inconsistencies in

86 previous attempts to graft without the cotyledons were a result of a lack of energy in the hypocotyl to

87 support the graft healing and re-rooting of the transplant. The increased starch reserves in rootstocks

88 treated with fatty alcohol over time may provide the required energy to overcome the reliance on the

89 cotyledon and make grafting to the rootstock hypocotyl without the cotyledons feasible, (Daley et al.,

90 2014). Thus, a second experiment was conducted to test this hypothesis and demonstrate the effect of

91 rootstock age after fatty alcohol treatment on graft survival and rootstock re-rooting using the

92 hypocotyl-only grafting method.

93 Materials and Methods

( 94 Experiment 1. The first experiment consisted of 2 rootstocks: bottle gourd 'Macis' (Lagenaria sicereria)

95 (Nunhems USA, Parma, ID) and interspecific hybrid squash 'Carnivor' (Cucurbita maxima x C. moschata)

96 (Syngenta Seeds, Boise, ID). When the cotyledons had unfolded but not expanded (approximately 6-8 d

97 and 8-10 dafter seeding for 'Carnivor' and 'Macis' rootstock, respectively) seedlings were individually

98 treated with 20 µL 6.25% fatty alcohol (Fair 85; Fair Products, Cary, NC) applied to the meristem of the

99 rootstock, as described by Daley and Hassell (in press). Rootstocks were held in the greenhouse for 1, 7,

100 14, or 21 days after treatment (DAT) before grafting. Rootstock seeding and treatment dates were

101 scheduled weekly such that grafting for all treatments occurred on the same date. Seedless watermelon

102 cultivar Tri-X 313 (Citrullus lanatus var. lanatus) (Syngenta Seeds Boise, ID) was used as scion, and seeds

103 were sown, following growing procedures outlined by Hassell and Schultheis (personal communication),

104 on the same day as the 14-day rootstocks. This timing ensured that the scion age (2 weeks after

105 seeding) was the same for all treatments. Each rootstock treatment consisted of 10 plants, and was
/
',
'
6

106 replicated 4 times. The entire experiment was repeated twice, with grafting occurring in April and July of

107 2013. Grafting was performed using the one-cotyledon method as described by Hassell et al. (2008).

108 Because roots require energy to maintain and continue growth (Esau, 1953), rootstock hypocotyl was

109 separated from roots and re-rooted in soilless mix to maintain energy reserves to heal the graft before

110 re-rooting.

111 Experiment 2. The second experiment also utilized both 'Mads' and 'Carnivor' rootstock cultivars, which

112 were treated with fatty alcohol in the same manner as experiment one. Prior to grafting, all rootstocks

113 remained in the greenhouse for 1, 7, 14, or 21 DAT. Rootstocks were sequentially seeded to provide

114 rootstocks of each time after fatty alcohol treatment to graft on the same day. An additional rootstock

115 treatment was also seeded on the same day as the 1 DAT rootstocks, omitting the fatty alcohol

116 treatment to provide an untreated control. Seedless watermelon cultivar Tri-X 313 was also used as

117 scion material, and was sown on the same day as the 14-day rootstock to ensure that scion was the

118 same age for each treatment. Each rootstock treatment consisted of 12 plants, and was replicated 5
(
119 times. The entire experiment was repeated twice, with grafting occurring in October and December of

120 2013. Grafting was performed using the hypocotyl-only method, consisting of removing both

121 cotyledons from the hypocotyl, making a 30 degree angled cut down the side of the hypocotyl, and

122 securing the scion to the hypocotyl using a silicone grafting clip (Hydro-Gardens, Colorado Springs, CO).

123 Rootstock hypocotyls roots were removed in the same manner as experiment one to conserve hypocotyl

124 energy (Esau, 1953).

125 Growing Conditions. Rootstock seeds were sown in 72-cell plug trays with a 1 inch diameter (TLC

126 Polyform, Minneapolis, MN) using a nutrient-free, soilless mix (75% sphagnum peat, 25% perlite) (Sun

127 Gro Horticulture, Agawam, MA). Seeds were sown following standard greenhouse production practices

128 (Rutledge, 2009). Scion seeds were sown according to guidelines outlined by Hassell and Schultheis
7

129 (personal communication). All seedlings were grown in a standard, double-layer polyethylene
I
\
130 greenhouse covered with a double layer of 6 mil clear plastic (K50 Clear; Klerks Hyplast, Chester SC).

131 The greenhouse contained a gas heating system to supply heat and exhaust fans to remove heat.

132 Minimum temperatures were set at 60 °C and the exhaust fans were set to power on when greenhouse

133 temperatures reached 70 °c.

134 Data Collection. All grafted plants remained in the healing chamber for 7 d following grafting, at which

135 time the plants were removed to the greenhouse for a final week of growth and development. Healing

136 chamber was a 36 x 122 inch wooden tray enclosed with 6 mil plastic on hoop frames. A duct-mount

137 centrifugal atomizer humidifier (707U, Herrmidifier, Sanford, NC) was used to maintain humidity in the

138 healing chamber. At the end of the final week in the greenhouse, graft survival data was recorded.

139 Healed transplants that had re-rooted successfully (i.e., root balls were adequately developed to

140 prevent smooth removal of the hypocotyl from the tray) were considered surviving transplants. The
\ ,,
141 mix was washed from the roots, which were then separated from the hypocotyl and weighed using an

142 analytical scale (Sartorius A 120 S; Data Weighing Systems, Elk Grove, IL). Root tissue was dried for 5-7 d

143 at 21 °C using an incubator (320-6 1000 Series; Napco Industrial Partner, Richardson, TX). Following the

144 drying, roots were individually weighed to determine the root dry weight.

145 Data Analysis. For both experiments, a randomized complete block design was used, with replication as

146 the blocking factor. Graft survival and root fresh and dry weights were analyzed with a linear mixed

147 model using the fit model platform of JMP Pro 10® Software (SAS Institute, Cary, NC). The percentage of

148 surviving plants was calculated and used in data analysis. Because statistically significant differences

149 were observed between the two rootstock types, rootstock data was analyzed separately. The model

150 was a complete factorial model including all combinations and interactions between and among the
8

151 fixed effects of rootstock age (in DAT) and planting date. Random effects included replication and the
(
152 interactions among rep and the fixed factors, with planting date nested within the remaining factors. \.

153 Results and Discussion

154 Experiment 1

155 ANOVA Analysis. There were significant effects of rootstock age, as well as some significant effects of

156 planting date and two-way interactions, on graft survival and root growth for rootstocks grafted using

157 the one-cotyledon method (Table 1).

158 Graft Survival. Using 'Carnivor' rootstock, we observed no significant differences in graft survival

159 between 1, 7, and 14 DAT (Figure 1). In both planting dates, there were significant decreases in graft

160 survival at 21 DAT. In past experiments, a similar decrease in rootstock vigor and carbohydrate content

161

162
was observed in rootstock 21 DAT (Daley & Hassell, 2013), indicating that 'Carnivor' rootstock

carbohydrate storage reaches a peak near 14 DAT.


c.·
163 In 'Macis' rootstocks, starch accumulation increased significantly up to 14 DAT (Figure 1). However,

164 there were no significant differences in starch between rootstocks at 14 and 21 DAT, which paralleled a

165 similar pattern of starch accumulation in previous research (Daley & Hassell, 2013). This data indicates

166 that that 'Macis' rootstocks are more able to maintain their carbohydrate reserves than 'Carnivor'. The

167 trend of increasing graft survival as time after fatty alcohol treatment progresses illustrates the benefits

168 of the fatty alcohol treatment in improving the efficiency of standard grafting methods by increasing the

169 grafting window of rootstocks from just a few days (Hassell et al., 2008) to at least two weeks.

170 There was no significant effect of planting date on graft survival in 'Carnivor'rootstock, but we observed

171 significantly lower graft survival in the August planting of 'Macis' rootstock (Figure 1). Lagenaria

172 rootstock is, in our experience, a more variable rootstock that is sensitive to excessive moisture. The
9

173 decreased grafting success observed on 1 and 7 DAT in the August planting may be due to the increased
(
\
'174 amount of watering that occurred within the greenhouse to maintain live plants.

175 Rootstock Re-rooting. There was no effect of DAT observed in 'Carnivor' rootstock root fresh and dry

176 weights (Figures 2). Because the cotyledon remained attached to the rootstock and provided the

177 required energy to heal the grafts and produce new roots, the effect of the increased carbohydrates in

178 the hypocotyl may have been masked in this rootstock. There was a significant DAT effect on root fresh

179 and dry weights in 'Macis' rootstocks. There was a significant increase on 7 DAT in both planting dates

180 (Figures 2A and 2B), and no significant differences on 7, 14, and 21 DAT in the May planting. Root fresh

181 weight was significantly lower on 21 DAT in the August planting of 'Macis' rootstocks (Figure 2A).

182 Experiment 2.

183 ANOVA Analysis There was a significant effect of rootstock age on graft success of both 'Carnivor' and

' ,.84 'Macis' rootstocks, and significant two-way interactions of rootstock age and grafting date on root fresh

185 and dry weights for 'Macis' graft survival. There was also a significant effect of day on root fresh and dry

186 weights of both rootstock cultivars (Table 2).

187 Graft Survival. Using the hypocotyl only graft, we observed no significant difference in graft survival

188 between the untreated control rootstocks and the treated rootstocks that were 1 DAT with both

189 cultivars, indicating that there was no detrimental effect of the fatty alcohol treatment on graft survival.

190 All cultivars increased significantly in graft success from 1 to 7 DAT, with 'Carnivor' rootstocks increasing

191 to about 90% survival, and 'Macis' rootstocks increasing to over 45% and 70% in the August and

192 December plantings, respectively (Figure 3). There were no significant changes in graft survival for

193 'Carnivor' rootstocks at 14 and 21 DAT, with the exception of day 21 of the October planting, where

194 graft survival decreased to about 70%. This decrease follows the pattern of starch decrease at 21 DAT in

J'.95 'Carnivor' rootstocks observed in previous experiments (Daley et al., 2014). 'Macis' rootstock graft
10

196 survival percentages continued to increase significantly to about 90% survival at 14 DAT in both planting

197 dates. This also parallels the pattern of starch accumulation observed previously (Daley et al., 2014).
(
198 No significant differences were observed in 'Macis' rootstock between 14 and 21 DAT in the October

199 planting, but survival increased significantly to 98% at 21 DAT during the December experiment. This

200 pattern of survival indicates that 'Carnivor rootstock increases in graft survival earlier than 'Macis'

201 rootstock.

202 Rootstock Re-rooting. For both rootstock cultivars, there were no significant differences between the

203 root fresh and dry weights of the untreated control and the rootstocks 1 DAT, indicating that there are

204 no effects of the fatty alcohol treatment on the rootstocks, and illustrating the inability of the rootstocks

205 to successfully heal the graft and re-root without taking the time to accumulate energy reserves

206 following the fatty alcohol treatment (Figures 4A and 4B). With both 'Carnivor' and 'Macis' rootstocks,

207 we observed a significant increase in root fresh and dry weight at 7 DAT, with the greatest increase

208 observed in 'Carnivor' rootstocks planted in October (Figures 4A and 4B). 'Macis' rootstocks in the
(
209 December planting increased the least, from 0.0 g to nearly 0.2 g fresh weight at 7 DAT (Figure 4A). In

210 both cultivars, root fresh weight did not significantly change 7 and 14 DAT, with the exception of 'Macis'

211 rootstocks planted in December. In this planting, root fresh weight increased by 0.1gat14 DAT. Root

212 fresh weight of 'Carnivor' rootstocks from the October planting increased significantly to nearly 0.9 g at

213 21 DAT. 'Macis' rootstock from the December planting also significantly increased from 0.3 g at 14 DAT

214 to almost 0.5 g at 21 DAT. Both rootstock cultivars produced significantly lower root fresh weights in the

215 December plantings, suggesting that lower temperatures in the winter months decrease re-rooting

216 efficiency of both rootstocks.

217 Similar trends were observed in root dry weights of both cultivars. In each cultivar, there was a

218 significant increase in root dry weight using 7 DAT rootstocks {Figure 4B). 'Carnivor' rootstocks from the
11

219 October planting exhibited the greatest increase, reaching 0.08 g 7 DAT. The least amount of increase 7
1
\
220 DAT was in 'Macis' rootstock from the December planting. Root dry weights of both rootstock cultivars

221 on both planting dates, with the exception of 'Carnivor' in the October planting, also significantly

222 increased at 14 DAT (Figure 4B). Root dry weights of both 'Macis' and 'Carnivor' rootstocks did not

223 significantly change on 21 DAT in October, but each rootstock cultivar increased significantly on the

224 same day of the December planting. One possible explanation for this was that the more optimal

225 weather in the October planting allowed the rootstocks to reach their peak starch storage by day 14, but

226 since the weather in December was cooler than optimal, the rootstocks required a greater amount of

227 growing time to accumulate the required energy, and did not have the reserves necessary to produce as

228 much root tissue.

229 The hypocotyl-only grafting method has not, until now, been successfully performed with consistent

230 success. Based on our data, we conclude that the fatty alcohol treatment overcomes the need for a

231 cotyledon in cucurbit grafting by increasing the amount of energy reserves in the rootstock hypocotyl.

232 After a fatty alcohol treatment, the increased carbohydrate reserves in the rootstock overcome the

233 reliance on the cotyledon to produce energy sufficient for graft survival and re-rooting, and make

234 grafting with the hypocotyl possible at 7 DAT for interspecific hybrid rootstocks, or at 14 DAT for bottle

235 gourd rootstocks.

236 Conclusions. The physiological differences between the two rootstocks support their differing responses

237 to the fatty alcohol treatment in graft survival. As a hybrid, 'Carnivor' rootstock is typically more

238 vigorous, with a deeper root system, and has recently become a more preferred rootstock in the

239 grafting industry (King et al., 2010). The increased vigor of this rootstock continues to be evident in the

240 rootstock's response to fatty alcohol treatment: compared to bottle gourd rootstocks, 'Carnivor'

/ '241 rootstock requires a greater concentration of fatty alcohol to destroy the meristem (Daley and Hassell,
12

242 in press), and also accumulates a greater amount of starch in the hypocotyl (almost 300-fold compared

243 to 30-fold) than 'Mads' rootstocks (Daley et al., 2014). As the rootstocks are from two separate genera

244 within the Cucurbitaceae family, it is expected that their respective responses to fatty alcohol treatment

245 and performance as rootstocks will differ significantly.

246 Matching hypocotyl diameter is essential to graft success (Davis et al., 2008). We observed that graft

247 survival decreased at 21 DAT with 'Carnivor' rootstock, possibly because of a cambial mismatch once

248 rootstocks reached that age. 'Carnivor' hypocotyls have previously been shown to double in diameter

249 over 21 DAT (Daley and Hassell, 2014). The difference in hypocotyl diameter between the watermelon

250 scion and the 'Carnivor' rootstock may have prevented graft survival.

251 Fatty alcohol rootstock treatments can improve success and efficiency of current methods by increasing

252 graft survival and increasing the time period that rootstocks remain suitable for grafting. Grafting in

253

254
ideal conditions and seasons could further increase the success of the one-cotyledon grafting method.

In addition, fatty alcohol treatment allows for successful use of the hypocotyl-only grafting method.
c
255 Removal of the cotyledons with the hypocotyl-only method may decrease chances of disease, because

256 the cotyledon could become a harbor for disease as it ages. Complete cotyledon removal also increases

257 production efficiency by decreasing the space requirement of each grafted plant. Doing so will increase

258 the number of grafted plants that can be produced utilizing finite greenhouse spaces, and thus decrease

259 overall cost of production.

260

(
\
13

261 Literature Cited

Beltran, R., A. Vicent, J. Garcia-Jimenez, and J. Armengol. 2008. Comparative epidemiology of

Monosporascus root rot and vine decline in muskmelon, watermelon, and grafted watermelon crops.

Plant Dis. 92(1):158-163.

Bisognin, D.A., L. Velasquez, and I. Widders. 2005. Cucumber seedling dependence on cotyledonary

leaves for early growth. Pesq. Agropec. Bras. Brasilia. 40(6):531-539

Daley, S., W.P. Wechter, and R.L. Hassell. 2014. Fatty alcohol blinding causes watermelon rootstock

seedlings to accumulate carbohydrates and increase in size. HortTech. (submitted)

Daley, S. and R.L. Hassell. 2014. Fatty alcohol application to control meristematic regrowth in bottle

gourd and interspecific hybrid squash rootstocks used for grafting watermelon. HortScience. (In Press)

Davis, A.R., P. Perkins-Veazie, Y Sakata, S. Lopez-Galarza, J.V. Ma rot, S. Lee, Y. Huh, Z. Sun, A. Miguel, S.R.

King, R. Cohen, and J. Lee. 2008. Cucurbit grafting. Crit. Rev.Plant Sci. 27(1):50-74

Esau, K. 1953. The Root, p.470-529. In: Esau, K. Plant Anatomy. Wiley, New York, N.Y.

Guan, W., X. Zhao, R. Hassell, and J. Thies. 2012. Defense mechanisms involved in disease resistance of

grafted vegetables. HortScience. 47(2):164-170.

Hassell, R.L., F. Memmott, and D.G. Liere. 2008. Grafting methods for watermelon production.

HortScience 43(6):1677-1679.

King, S.R., A. R. Davis, X. Zhang, and K. Crosby. 2010. Genetics, breeding and selection of rootstocks for

Solanaceae and Cucurbitaceae. Sci. Hort. 127:106-111


14

Kousik, C.S., A. Levi, K. Ling, and W.P. Wechter. 2008. Potential sources of resistance to cucurbit

powdery mildew in U.S. plant introductions of bottle gourd. HortScience 43(5):1359-1364.

Louws, F.J., C.L. Rivard, and C. Kubota. 2010. Grafting fruiting vegetables to manage soilborne

pathogens, foliar pathogens, arthropods and weeds. Sci. Hortic. 127(2):127-146.

Memmott, F.D. 2010. Refinement of innovative watermelon grafting methods with appropriate choice

of developmental stage, rootstock genotype, and root treatment to increase grafting success. MS Thesis,

Clemson Univ., Clemson.

Memmott, F.D. and R.L. Hassell. 2010. Watermelon (Citrullus lanatus) grafting method to reduce labor

cost by eliminating rootstock side shoots. Acta Hort. 871:389-394 (abstr.).

(
\
,,----,..

. 15

TABLES AND FIGURES

Table 1: ANOVA analysisz of the effects of rootstock agev after fatty alcohol treatmene on graft survivalw and root weights of transplants grafted

using the one-cotyledon grafting method

Carnivor Macis
Degrees of
Response Effect Freedom F Ratio P Value F Ratio P Value
Graft Survivalv Rootstock Age 3 8.8365 0.0044* 43.2486 <0.0001 *
Planting Date 1 4.8805 0.0547 27.9409 0.0002*
Planting Date by Planting Date 3 3.8706 0.0490* 6.3383 0.0076*
Root Fresh Rootstock Age 3 88.4718 <0.0001* 52.2324 <0.0001*
Planting Date 1 26.6894 <0.0001* 5.7128 0.0178*
Planting Date by Planting Date 3 1.5528 0.1885 20.8728 <0.0001 *
Root Dry Weight Rootstock Age 3 314.6308 <0.0001* 90.3396 <0.0001*
Planting Date 1 2.6405 0.1058 12.9713 0.0004*
Planting Date by Planting Date 3 3.6716 0.0066* 17.5340 <0.0001*
z P ~ 0.05 considered significant

v Grafting was performed at 1, 7, 14, and 21 days following rootstock fatty alcohol treatment

x Rootstocks treated with 20 µL 6.25% Fair 85® emulsion

w Percent of grafts that surviving grafting, healing, and re-rooting


16

Table 2: Results of ANOVA analysisz of the effects of rootstock ageY after fatty alcohol treatmentx on graft survivalw and root weights of

transplants grafted using the hypocotyl-only grafting method

Carnivor Macis
Response Effect Degrees of F Ratio P Value F Ratio P Value
Graft Success Rootstock Agew 4 294.6396 <0.0001 * 354.4546 <0.0001 *
Planting Datev 1 0.7680 0.3912 6.7477 0.0172*
Planting Date by Rootstock Age 4 1.6211 0.2080 3.9440 0.0161 *
Root Fresh Rootstock Age 4 240.2385 <0.0001 * 239.1051 <0.0001 *
Planting Date 1 42.9908 <0.0001 * 95.2659 <0.0001 *
Planting Date by Rootstock Age 4 8.3786 0.0009* 15.4225 <0.0001 *
Root Dry Weight Rootstock Age 4 168.5139 <0.0001 * 213.6674 <0.0001 *
Planting Date 1 117.9220 <0.0001 * 297.0647 <0.0001 *
Planting Date by Rootstock Age 4 20.0910 <0.0001 * 47.1811 <0.0001 *

zP ~ 0.05 considered significant

v Grafting was performed at 1, 7, 14, and 21 days following rootstock fatty alcohol treatment.

x Rootstocks treated with 20 µL 6.25% Fair 85® emulsion

w Percent of grafts surviving grafting, healing, and re-rooting

v The experiment was repeated on two planting dates in 2013

' .
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17

FIGURE CAPTIONS

Figure 1. Graft survival using the one-cotyledon method evaluated as a percent graft healing and

rootstock re-rooting. 'Carnivor' and 'Macis' rootstocks were grafted at 1, 7, 14, and 21 days after fatty

alcohol treatment in May (solid lines) and August (broken lines) of 2013. For 'Carnivor' rootstock

cultivars, graft survival significantly (P ~ 0.05) decreased on day 21, while 'Macis' rootstock increased

significantly on days 7 and 14.

Figures 2A and 28. Root fresh (A) and dry (B) weights of 'Carnivor' and 'Macis' rootstocks grafted at 1, 7,

14, and 21 days after fatty alcohol treatment using the one-cotyledon grafting method in May (solid

lines) and August (broken lines) of 2013. Statistically significant (P ~ 0.05) increases were observed

between day 1 and day 7 of 'Macis' rootstock root fresh weight (A) in both plantings. Significant

increases in root dry weight were also observed between days 1 and 7 in all rootstocks except 'Carnivor'

planted in August.

Figure 3. Graft survival using the hypocotyl only method evaluated as percent graft healing and

rootstock re-rooting. Untreated 'Carnivor' and 'Macis' rootstocks (day O) are used as a control to

determine whether deleterious effects of the treatment exist. In addition to the controls, 'Carnivor' and

'Macis' rootstocks were grafted at ages of 1, 7, 14, and 21 days after fatty alcohol treatment. The

experiment was conducted twice in October (solid lines) and December (brokenlines) of 2013. 'Carnivor'

graft success significantly increased (P ~ 0.05) on day 7 and decreased significantly on day 21, while

'Macis' rootstock increased significantly on day 7 and day 14

Figures 4A and 48. Root fresh (A) and dry (B) weights of 'Carnivor' and 'Macis' rootstocks grafted at 0

(untreated), 1, 7, 14, and 21 days of fatty alcohol treatment using the hypocotyl-only grafting method in

October (solid lines) and December (broken lines) of 2013. There were no stastically significant (P ~

0.05) differences observed between untreated control rootstock and 1-day rootstock. Significant
18

increases were observed in fresh weights of both cultivars day 7, and 'Macis' at day 14. Significant dry

weight increases were also observed for both cultivars on days 7 and 14, with the exception of 'Carnivor'

grafted in October.
19

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0 7 14 21

Days After Rootstock Fatty Alcohol Treatment

......-carnivor-May -4- Macis-May • • ·•· • Carnivor-August • • ·•· • Mads-August

Figure 1. Graft survival using the one-cotyledon method evaluated as a percent graft healing and
rootstock re-rooting. 'Carnivor' and 'Macis' rootstocks were grafted at 1, 7, 14, and 21 days after fatty
alcohol treatment in May (solid lines) and August (broken lines) of 2013. For 'Carnivor' rootstock
cultivars, graft survival significantly (P ~ 0.05) decreased on day 21, while 'Macis' rootstock increased
significantly on days 7 and 14.

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······· ······ ·····
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0
0 7 14 21
Days After Rootstock Fatty Alcohol Treatment

_.,_ Carnivor-May - Macis-May • • •&• • Carnivor-August • • ·• • • Macis-August

Figures 2A and 28. Root fresh (A) and dry (B) weights of 'Carnivor' and 'Macis' rootstocks
grafted at 1, 7, 14, and 21 days after fatty alcohol treatment using the one-cotyledon grafting
method in May (solid lines) and August (broken lines) of 2013. Statistically significant (P ~ 0.05)
increases were observed between day 1 and day 7 of 'Macis' rootstock root fresh weight (A) in (
both plantings. Significant increases in root dry weight were also observed between days 1 and \
7 in all rootstocks except 'Carnivor' planted in August.
21

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0 7 14 21
Days After Rootstock Fatty Alcohol Treatment

......_ Carnivor-October - Macis-October •• •&• • Carnivor-December • • ·•· • Macis-December

Figure 3. Graft survival using the hypocotyl only method evaluated as percent graft healing and
rootstock re-rooting. Untreated 'Carnivor' and 'Macis' rootstocks (day O) are used as a control to
determine whether deleterious effects of the treatment exist. In addition to the controls, 'Carnivor'
and 'Macis' rootstocks were grafted at ages of 1, 7, 14, and 21 days after fatty alcohol treatment. The
experiment was conducted twice in October (solid lines) and December (brokenlines) of 2013.
'Carnivor' graft success significantly increased (P s 0.05) on day 7 and decreased significantly on day
21, while 'Macis' rootstock increased significantly on day 7 and day 14.

/
22

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0.9
0.8
:§ 0.7
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Days After Rootstock Fatty Alcohol Treatment

- . . - Carnivor October -flll- Macis-October • • ·•· • Carnivor-December • • ·• • • Macis-December

B 0.09

0.08

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.... ........... .... ·•·······
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0 7 14 21
Days After Rootstock Fatty Alcohol Treatment
...,._ Carnivor-October - Macis-October •••A•• Carnivor-December • • ·•· • Macis-December

Figures 4A and 48. Root fresh (A) and dry (B) weights of 'Carnivor' and 'Macis' rootstocks
grafted at 0 (untreated), 1, 7, 14, and 21 days of fatty alcohol treatment using the hypocotyl-
only grafting method in October (solid lines) and December (broken lines) of 2013. There
were no stastically significant (P :s; 0.05) differences observed between untreated control
rootstock and 1-day rootstock. Significant increases were observed in fresh weights of both
cultivars day 7, and 'Macis' at day 14. Significant dry weight increases were also observed for
both cultivars on days 7 and 14, with the exception of 'Carnivor' grafted in October.
(

Use of Fatty Alcohol in Tomato Production

(
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(
Carla Hull
( From: Renee Allen < [email protected]>
.ient: Monday, October 19, 2015 2:03 PM
To: 'Carla Hull'
Subject: FW: images of tomato root plugs
Attachments: photojpg

Renee' Allen
FAIR PRODUCTS, INC
www.fairproductsinc.com
(919) 467-1599

-Original Message-
From: Grant Ohman Jmailto:[email protected])
Sent: Tuesday, March 18, 2014 7:09 PM
To: 'Renee Allen'
Subject: images of tomato root plugs

HI Frank,

('"\. This is a small representation of the 1.2 million plugs of the grafted proprietary tomato seed we propagated for a
. _ustomer in california. •
It probably appears to be a lot to anyone but when you consider there are over 1 billion tomato plants rooted in soil it
gives you an idea of the size of the market.
We've been doing R & 0 on this for three years and hit the nail on the head as far as success rate goes. Now all that is
left to do Is see how well It takes in the fields of Callfomla,

More photos to follow.

Grant

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Carla Hull
\
From: Renee Allen < [email protected]>
Sent Monday, October 19, 2015 2:20 PM
To: 'Carla Hull'
Subject: FW: shipping boxes
Attachments: photo (S)jpg

Renee' Allen
FAIR PRODUCTS, INC
www.fairproductsinc.com
{919) 467-1599

--Original Message-
From: Grant Ohman fmailto:[email protected]]
Sent: Tuesday, March 18, 2014 7:22 PM
To: 'Renee Allen'
Subject: shipping boxes

This is how we ship the grafted tomato plants

1
..,1-
1

Cotyledonary Axillary Shoot Control by Fatty Alcohol Application for Grafting Tomato

Tomomi Eguchi and Chieri Kubota 1

School of Plant Sciences, The University of Arizona, Tucson, AZ 85721-0036

1
Corresponding Author. E-mail address: [email protected]

(
\
2

1 Subject Category: Crop Production


(
\.
2

3 Cotyledonary Axillary Shoot Control by Fatty Alcohol Application for Grafting Tomato

5 Additional index words. sucker control, chemical control, axillary buds, meristems,

6 Solanum lycopersicum

8 Abstract. In tomato (Solanum lycopersicum ), grafting position is recommended to be

9 below rootstock cotyledons to avoid undesirable axillary shoots growing out from the

10 rootstock cotyledons. In contrast, grafting above the rootstock cotyledons is desired to

11 assure adequate distance between grafted union and soil line, only if there is no potential

12 grow-out of axillary shoots from rootstock cotyledons. A commercially available fatty

13 alcohol compound was tested as a potential chemical control means against cotyledonary

14 axillary shoot growth of tomato rootstock seedlings. Solution containing various

15 concentrations of fatty alcohol was applied to tomato seedlings grown in a greenhouse

16 using various application methods. When fatty alcohol was applied directly to

17 cotyledonary axillary buds, the seedlings were then pinched to force-induce the

18 cotyledonary axillary shoot extension in order to assure the efficacy of the fatty alcohol

19 treatment. High concentrations (10 and 15 %) of fatty alcohol killed the buds and

20 suppressed axillary shoot extension at level lower than 7 %. However, when applied over

21 the extended axillary shoots, application with 2 % or higher concentrations of fatty

22 alcohol caused plant collapse because the excess fatty alcohol trickled down the stem and

23 presumably damaged the root system. When fatty alcohol was applied over true leaves
(
\ ___ ,
3

24 using a sprayer, 1 % or higher concentrations of fatty alcohol caused some phytotoxic

25 damage on true leaves. Therefore, we concluded that application of fatty alcohol to

26 control cotyledonary axillary shoots of tomato rootstock could be a possible only if

27 effective concentrations of fatty alcohol is applied exclusively to the target buds (10-15

28 % fatty alcohol concentration) or young shoots (>5 % concentration) without causing

29 undesirable damage on stems and true leaves.


4

30 Since use of methyl bromide for soil fumigation has been limited by the Montreal

31 Protocol, there is an increasing need to find an alternative method to manage soil borne

32 pathogens and pests in open-field vegetable production. One of the proposed alternative

33 methods is the use of grafting rootstock that is resistant to soil borne diseases (Kubota et

34 al., 2008). Although vegetable grafting has been widely used in many countries such as

35 Asia and Europe to manage soil borne diseases, the use of vegetable grafting is still

36 limited in the United States (Lee et al., 2010, Louws et al., 2010). One issue limiting the

37 use is the large number of seedlings needed for large-scale, open-field production

38 systems, and another issue is the high cost of grafted seedlings compared to conventional

39 seeds or seedlings. However, vegetable grafting as an alternative means to soil

40 fumigation with methyl bromide is now attracting growing interest in the United States

41 (Colla, 2010).

42 In vegetable grafting, the position of the graft union must be high enough to

43 prevent the vulnerable scion from coming into direct contact and exposure with the soil,

44 especially when the grafted plants are transplanted by machines in large-scale, open-field

45 production system. For tomato (Solanum lycopersicum), while grafting above the

46 rootstock cotyledons could be a solution to assure adequate distance between grafted

47 union and soil line, potential grow-out of axillary shoots from rootstock cotyledons can

48 be problematic because it requires additional labor cost to manually prune the axillary

49 shoots in the field as well as at the propagation stage (Hausher, 2011). Therefore, the use

50 of chemical to inhibit the cotyledonary axillary shoot growth from rootstock could allow

51 grafting above cotyledons and reduce the additional management cost of grafted tomato

52 production in the field.


s

S3 Fatty alcohol and fatty acid methyl ester with chain lengths from Cs to C 12 ,

S4 emulsified with appropriate surfactants, have been reported to kill the rapidly dividing

SS meristematic tissues such as apical and axillary buds without damaging mature leaf or

S6 stem tissues in variety of plants (Cathey et al., 1966; Maw, 1977; Steffens et al., 1967;

S7 Tso, 1964; Tso et al., 1965; Tucker and Maw, 1975). The mechanism of selective killing

S8 of the meristematic tissue in tobacco (Nicotiana tabacum) is reportedly due to the

S9 property of the well-developed cuticlar layer over mature tissue that acts a penetration

60 barrier to these chemicals compared with young tissue (Nelson and Reid, 1971 ). Once

61 penetrating thorough the meristematic tissue, these chemicals disrupt the plasma

62 membranes and cause desiccation of the tissue (Wheeler et al. 1991). In tobacco

63 production, commercially available fatty alcohols, usually mixtures of Cs and C10 fatty

64 alcohols, formulated with surfactants, have been used to control axillary shoot (sucker)
,/'

6S growth after decapitation (Steffens, 1979). Decapitation and sucker control of tobacco

66 improves yield and the concentration of nicotine of leaf to be harvested, by reducing the

67 competition of nutrient (Moore, 2012). Also recently a commercial fatty alcohol

68 compound used on tobacco was demonstrated to be a part of new grafting method for

69 watermelon ( Citrullus lanatus), controlling rootstock shoot regrowth while preparing

70 grafted seedlings (Daley, 2014; Daley and Hassell, 2014). For tomato, Maw (1977)

71 demonstrated effective use of fatty alcohol for controlling axillary shoot on young tomato

72 plants grown in greenhouse, although the fatty alcohol had to be applied exclusively to

73 the axillary shoots otherwise it caused chemical damages on leaves and stems. These

74 studies suggest that fatty alcohol could control growth of cotyledonary axillary shoot for

7S tomato rootstocks; however, as far as we know, there is no information on the effective


6

76 concentration and application methods of fatty alcohol for tomato rootstock seedlings

77 during grafting propagation.


c
78 In present study, in order to discuss the possibility of using fatty alcohol to control

79 cotyledonary axillary shoot from rootstock in tomato grafting, three independent

80 experiments were conducted. Experiment 1 and 2 were to examine the effects of fatty

81 alcohol treatment at various concentrations on cotyledonary axillary shoot growth of

82 tomato seedlings at three-true-leaf stage. In these experiments, fatty alcohol was applied

83 with a pipette exclusively to non-extended axillary buds (Expt. 1) or extended axillary

84 shoots (in length from 1.8 to 3.2 cm) from cotyledons (Expt. 2). To test a more practical

85 application method, a conventional spray bottle was employed in Experiment 3 and the

86 phytotoxic effects of fatty alcohol applied on true leaves and stems were studied.

87

88 Materials and Methods

89 Plant Materials and Growth Conditions.

90 'Roma VF' tomato (Westar Seeds International, Inc., CA) was used in this study.

91 'Roma VF' is not a commercial rootstock but we employed this cultivar for our study as a

92 model system due to the availability of seeds. Seeds were sown into 98- cell seedling

93 trays (tray size; 28 cm x 55 cm; one seed per cell) filled with moist commercial substrate

94 (SunGro Sunshine Professional Mix 3, Bellevue, WA) covered with a thin layer of

95 vermiculite. The seeded trays were then covered with a thin plastic film and placed for

96 two days under darkness in a growth chamber (Model 2015; VWR International,

97 Cornelius, OR) controlled at 29 ± 1 °C air temperature. Two days after seeding, the trays

98 were placed in the greenhouse and irrigated every two days with tap water. After the 11th ( '
7

/
99 day, the plants were irrigated daily with tap water and twice weekly with nutrient solution
\
100 (electrical conductivity 2.0 to 2.4 dS·m- 1, pH 5.9 to 6.3) containing 90 nitrogen (all in

101 nitrate form) 47 phosphorus, 144 potassium, 160 calcium, 60 magnesium and 113 sulfur

102 (mg· L- 1) as well as micronutrients. The greenhouse used in the present experiments was

103 located in Tucson, AZ, covered by double-layered acrylic roof and walls, and equipped

104 with pad-and-fan cooling and overhead gas heating systems. The daytime and nighttime

105 set points of air temperature were 28 and 21 °C, respectively using a commercial

106 greenhouse controller (Wadsworth Control Systems Inc., Arvada, CO). After 17 to 19

107 days from seeding, when seedlings were at the three-true-leaf stage, 10-15 uniform

108 seedlings per treatment were selected for the experiments.

109 Fatty Alcohol.

110 A commercially available fatty alcohol compound, N-TAC® (Fair Products, Inc.,

111 Cary, NC), consisting of 36.2 % C8, 48.2 % C 10 , 0.3 % C 12 fatty alcohol and 15.3 % other

112 ingredients, was used in this study. Fatty alcohol was diluted with ion-exchanged water to

113 prepare emulsions having product concentrations from 0.5 to 15 % (VN) for the

114 experiments described below.

115 Fatty Alcohol Treatment to Axillary Buds (Experiment 1).

116 After 17 days of seeding (May 5th, 2014), plants were treated with 0, 2, 5, 10 or

117 15 % (VN) concentration of fatty alcohol emulsions. Using a pipette, 5 µL of the

118 emulsion was applied carefully to each cotyledonary axil area of all the seedlings. The

119 application volume was selected so that it thoroughly covers the axillary bud without

120 overflowing to trickle down the stem. To assess the effectiveness of the fatty alcohol

121 treatment, plants were pinched 1 cm above cotyledons one day after the treatment to
\.
8

122

123
force undamaged axillary buds to develop shoots. Plants were visually inspected for any

sign of chemical damage or axillary shoot extension 1, 7, 14 and 22 days after treatment.

124 In order to examine the degree of damage on the axillary buds caused by fatty alcohol

125 treatment, the axillary buds of three to five representative plants per treatment were

126 observed under stereomicroscope (Vista Vision; VWR International, Cornelius, OR).

127 Fatty Alcohol Treatment to Extended Axillary Shoots (Experiment 2).

128 After 18 days of seeding (May 6th, 2014), plants were pinched about 1 cm above

129 cotyledons to force cotyledonary axillary shoots to develop. Seven days after pinching,

130 axillary shoots in length from 1.8 to 3.2 cm were treated with 0, 0.5, 1, 2, 4 or 5 % (VN)

131 concentration of fatty alcohol emulsions. These concentrations examined in this

132 experiment were selected based on the phytotoxicity observed in the Experiment 1. Using

133 a pipette, 250 µL of the emulsion was applied to each axillary shoot. The application

134 volume was selected so that the axillary shoot was covered thoroughly with emulsion.

135 Plants were visually inspected for any sign of chemical damage and axillary shoot growth

136 1, 7, 15, and 21 days after treatment.

137 Phytotoxicity Evaluation over True Leaves and Stems (Experiment 3).

138 A fully unfolded true leaf and a 1-2 cm section of stem close to cotyledonary axils

139 of each plant were subject to the spraying treatment with 0, 0.5, 1, 2, 4 or 5 % (VN)

140 concentration of fatty alcohol emulsions after 19 days of seeding (May 7th, 2014).

141 Approximately 1 mL of the emulsion was applied to each of the true leaf and the stem

142 section using an ordinary 16 oz. (473 mL) sprayer. Plants were visually inspected for

143 damage on the true leaves and the stem sections 1, 7, 14, and 21 days after treatment.

144 Experimental Design.


9

145 This study was conducted during April 18 - June 3, 2014. For Expt. 1 and 2, the

146 treatments were repeated three times using seedling tray (98 cells) as a replication. Each

147 treatment consisted of 10-15 plants. For Expt. 3, each treatment was replicated once with

148 10 plants per treatment. Positions of treatment within each tray as well as positions of

149 three trays over the bench inside the greenhouse were randomized. JMP Pro (version 9.0,

150 SAS Institute) was used to analyze data. Percent data were arcsine-transformed and their

151 means were separated by Tukey's honest significant difference test at P::; 0.05.

152

153 Results and Discussion

154 Greenhouse environments.

155 Average day/night air temperatures in the greenhouse were 24.6 ± 2.4/18.5 ± 2.1

156 °C in Expt. 1, 25.2 ± 2.7/19.0 ± 2.4 °C in Expt. 2 and 24.8 ± 2.5/18.6 ± 2.2 °C in Expt. 3.
/
i
',,
157 Average DLis in the greenhouse were estimated from the solar radiation recorded in the

158 weather station (The Arizona Meteorological Network; http://ag.arizona.edu/azmet) and

159 the predetermined greenhouse light transmission of 42 %: 25.2 ± 2.6 mol·m- 2·d- 1 in Expt.

160 1, 25.0 ± 3.2 mol·m- 2·d- 1 in Expt. 2 and 25.3 ± 2.6 mol·m- 2 ·d- 1 in Expt. 3.

161 Expt. 1.

162 Seven days after fatty alcohol treatment, the control plants (treated with 0 % fatty

163 alcohol) had 100 % of plants with axillary shoot extension, induced by pinching (Table 1;

164 Fig. lA). The high concentrations (10 and 15%) of fatty alcohol treatment maintained the

165 percentage of plants with axillary shoot extension below 7% throughout the experiment

166 (Table 1). At 2 and 5% concentrations, the percentage of plants with axillary shoot

167 extension increased over the first 14 days but remained the same after 22 days (Table 1).
10

168 The percentage of plants with axillary shoot extension at 2% fatty alcohol concentration

169 was non-significantly different from that in the control and it was significantly lower at

170 5% than that in the control but unacceptable level (23.3% after 22 days). Under the

171 stereomicroscope, the plants with no axillary shoot extension had the necrotic and

172 desiccated buds in the cotyledonary axils (Fig. 1B).

173 In contrast, 14 days after treatment, adventitious secondary shoots were observed

174 in some plants with no axillary shoot extension (data not shown). Those adventitious

175 shoots appeared to develop at either the pinched surface or the stem between the cut stem

176 end and cotyledons, and usually they grew in clumps (Fig. 1C), unlike the axillary shoots

177 developed from cotyledons (Fig. lA). At day 22, the number of plants with adventitious

178 shoots increased, and almost all plants with no axillary shoot extension had these

179 adventitious shoots (data not shown). The adventitious shoot development observed in

180 this experiment was presumably due to the lack of active apical and axillary meristems c
181 that produce auxin. Tomato seems to produce many adventitious shoots from cut surfaces

182 of stems when apical and axillary meristems were removed. For example, tomato in-vitro

183 explants grown on solid tissue culture medium without growth regulators regenerated

184 2.9-5.3 shoots on the cut surface after removing the apical and axillary meristems

185 (Pozueta-Romero et al., 2001 ). Also tomato plants grown in a greenhouse reportedly

186 regenerated many adventitious shoots from the cut surface of the stem and axillary shoots

187 after the plants were decapitated and the axillary shoots emerged after decapitation were

188 excised (Harada et al., 2005; Johkan et al., 2008). For rootstock plants, adventitious

189 shoots could be avoidable when grafted successfully to the scion which could continue to

190 grow and provide the source of auxin to prevent adventitious shoot development. Tezuka
11

191 et al. (2011) showed that adventitious shoot regeneration after decapitation was inhibited
/
\
19 2 by the presence of axillary shoots or by application of 1-naphthaleneacetic acid in

193 decapitated tomato plants grown in a greenhouse. However, Bausher (2011) found that

194 rootstock shoot regrowth from cotyledons recurred even after original axillary shoots

195 were pruned in grafted tomato plants when grafted above the rootstock cotyledons.

196 Therefore, adventitious shoots might occur even in successfully grafted plants treated

19 7 with high concentration of fatty alcohol. Multiple applications of fatty alcohol or

198 alternative methods might be required to control axillary shoot and adventitious shoot

199 growth from rootstock. Further study is needed to investigate possible development of

200 rootstock adventitious shoots long after fatty alcohol treatment using grafted tomato

201 plants.

202 The chemical damages on the plants other than the axillary buds by fatty alcohol

203 treatment, such as the stem scar and the cotyledon damage (Fig. lD), were observed one

204 day after treatment. After 22 days of treatment, the plants treated with 2, 5, 10, and 15 %

205 fatty alcohol had 30.0, 76. 7, 100 and 100 % incidence of the plants exhibiting stem scar,

206 respectively (Table 1). For the 5, 10 and 15 % fatty alcohol treatments, 10.0, 33.3 and

207 50.0 % of the plants had cotyledon damage, respectively. However, retaining cotyledons

208 is not needed for tomato grafting. Also stem scar and cotyledon damage did not seem to

209 affect the ability to grow of plants after the fatty alcohol treatment in our experiment,

210 suggesting that the damages observed in this experiment may not affect grafting success

211 and therefore may be acceptable. Even with cotyledons being damaged by fatty alcohol,

212 bottle gourd (Lagenaria sicereria) and interspecific hybrid squash (Cucurbita maxima x

213 Cucurbita moschata) rootstocks could be used successfully for grafting watermelon.
12

214 Further study is needed to confirm the influence of the damages observed in the present

215 experiment on grafting success for tomato.

216 In Expt. 1, axil-targeted application of fatty alcohol at relatively high

217 concentrations ( 10 and 15 %) killed cotyledonary axillary buds and suppressed the

218 percentage of plants with cotyledonary axillary shoot extension at a level lower than 7 %

219 and therefore, might be a useful chemical tool to control cotyledonary axillary shoot from

220 tomato rootstock.

221 Expt. 2.

222 After seven days of fatty alcohol treatment, the control plants (treated with 0 %

223 fatty alcohol) had 100 % of plants with surviving cotyledonary axillary shoots {Table 2;

224 Fig. 2A). Nearly 100% of plants treated with 2 % or lower concentration fatty alcohol

225 had surviving axillary shoots, suggesting that the concentrations or dose of fatty alcohol

226 was not enough to kill extended axillary shoot {Table 2). Fatty alcohol treatments at 4 and

227 5 % concentrations significantly reduced axillary shoot survival and suppressed axillary

228 shoot growth during 21 days after treatment, and the percentage of plants with surviving

229 axillary shoots were 40.0 and 20.0 %, respectively, 21 days after treatment {Table 2; Fig

230 2B). However, these percentages are unacceptably high for controlling cotyledonary

231 axillary shoot from rootstock. This result indicates that fatty alcohol concentration needs

232 to be higher than 5 % to sufficiently eliminate extended cotyledonary axillary shoots. It

233 was observed that the axillary shoots with no growth had necrotic shoot tip, leaves, and

234 petioles (Fig. 2C).

235 However, at 2% or greater concentrations, some plants collapsed after the

236 treatment (Figure 2D). The plants treated with 0, 0.5 and 1 % fatty alcohol had no plants
13

237 that collapsed during 21 days of observation (Table 2). For the 2, 4 and 5 % fatty alcohol
\
238 treatments, 16.7, 30.0, and 43.3 % of the plants collapsed after 21 days (Table 2). These

239 levels of damage are unacceptably high even though they were non-significantly different

240 from that of the control except for 5% treatment. These plants collapsed at the base of the

241 stem, likely due to that excessive amount of fatty alcohol trickled down the stem to the

24 2 substrate, causing catastrophic damage of the base of stem or the roots.

243 This collapse was observed in Expt. 2 but not in Expt. 1, despite that higher

244 concentrations were applied in Expt. 1. This is probably because the amount of fatty

245 alcohol applied to the plants in Expt. 2 was greater than that in Expt. 1. In Expt. 2, 250

246 µL of fatty alcohol emulsion was applied to cover the axillary shoot thoroughly and it

24 7 was observed that fatty alcohol emulsion trickled down the stem, which was not observed

248 in the Expt. 1 where only 5 µL was applied to the target axil. From these experiments, it

249 is suggested that the degree of chemical damage may differ depending on the dose and

250 application method of fatty alcohol. Two percent and higher concentration fatty alcohol

251 could cause collapse at a higher than 10 % chance when fatty alcohol spills from the

252 target shoot and trickle down stem.

253 This experiment demonstrates the challenge of controlling already extended

254 axillary shoots with fatty alcohol, because effective concentration in this type of

255 application seems to be higher than 5%, what examined in this experiment, yet enough to

256 kill the whole plants due to the amount of fatty alcohol required to cover the axillary

257 shoots. The effective concentration of fatty alcohol has to be applied exclusively target

258 axillary buds or shoots to prevent undesirable damage.

259 Expt. 3.
14

260 The damages on true leaves by fatty alcohol spray treatment were observed one

261 day after treatment. After 14 days of treatment, slightly yellowish and necrotic tissues

262 were observed even in the leaves of control plants (treated with 0 % fatty alcohol) most

263 likely due to leaf senescence. For this reason, true leaf damage was evaluated after seven

264 days of treatment instead of 14 or 21 days. Seven days after treatment, the true leaf

265 damages were visually assessed and classified into four levels. These were 1) no visible

266 damage (Figure 3A), 2) minor leaf mottling (Figure 3B), 3) marginal necrosis (Figure

267 3C) and 4) withering (severest, Figure 3D). The leaves treated with 0 or 0.5 % fatty

268 alcohol had no visible damage (Figure 4). In 1 % and higher concentration fatty alcohol

269 treatment, all leaves treated with fatty alcohol had some level of visual damages (Figure

270 4). For 1 or 2 % fatty alcohol treatment, most leaves had minor mottling (Figure 4). Most

271 leaves treated with 4 or 5 % fatty alcohol had marginal necrosis (Figure 4). For 5 % fatty

2 72 alcohol treatment, a small percent of plants exhibited severe withering lea£ This result

273 indicates that true leaves in contact with 1 % or higher concentration of fatty alcohol can

274 get some damage and 5 % and higher concentration of fatty alcohol can cause withering.

275 Maw (1977) reported that the mature leaves treated with 1 % (WN) Off-Shoot-T, another

276 commercial fatty alcohol compound with similar components (26.5 % C8 and 35.3 % C 10

277 fatty alcohol) as the compound employed in our experiment, had minor damage (a few

2 78 small necrotic patches per leaf) in tomato seedlings at age of five or six weeks, which

279 generally agree with our findings.

280 For stem damage, the stems treated with 1% or lower concentrations of fatty

281 alcohol had no visible damage during 21 days of observation (Figure 5). For 2 % and

282 higher concentration fatty alcohol treatments, the damages on stems were found one day
15

after treatment and more than half of plants collapsed by day 21 (Figure 5). The

remaining plants had either stem scar or cotyledon damage (Figure 5). The collapse

occurred at the base of stems, similarly to Expt. 2. In this experiment, overflow of

excessive fatty alcohol was observed similarly as in Expt. 2, likely damaging the stem

base or the roots. This result indicates that spraying fatty alcohol to stems at 2 % or

higher concentration can cause some damage on stems or roots and more than half plants

can collapse.

Steffens et al. (1967) showed that fatty alcohol effectively damaged meristematic

tissues, but caused little or no visible injury to more mature tissues in tobacco with the

aid of surfactants. In tobacco production, commercially available fatty alcohol

compounds at about 3 to 6 % (VN) product concentration have been used to control

sucker growth after decapitation. The tobacco decapitation and sucker control are applied

conventionally after the production of 18 to 22 leaves (after three or four months of

seeding). For young tomato seedlings at three-true-leaf stage (after 17 to 19 days of

seeding), 5 % and lower concentration of fatty alcohol did not suppress cotyledonary

axillary shoot growth sufficiently in pinched plants but caused true leaf damages and

significant percent plant collapse despite of the inclusion of surfactant in the fatty alcohol

product. This indicates that the controlling cotyledonary axillary shoot growth by fatty

alcohol treatment without damaging true leaves and stems is difficult possibly due to the

relatively young stage of plants upon application. However, the previous reports showed

that fatty alcohol must be applied exclusively to leaf axils, to control axillary shoot

growth without injury to mature leaves in tomatoes at age of five or six weeks, suggesting

that tomato plants are susceptible to this type of chemical regardless of physiological age
16

306 of tissue, or that surfactants used in fatty alcohol products for tobacco do not work for

307 protecting mature tissue of tomato. Steffen and Cathey (1969) reported that the selective

308 action of fatty acid methyl ester and fatty alcohol as chemical pruning agents and tobacco

309 sucker control agents depends on the class and amount of surfactant used to emulsify

310 these chemicals. The appropriate ratio of fatty ester or alcohol to surfactants, emulsion

311 concentration and surfactant type may be different among plant species or even cultivars.

312 To protect mature tissues, Maw (1977) used a small brush and a felt tip marker to

313 apply fatty alcohol only to the axillary shoots in five to six weeks of tomatoes without

314 injury to other parts of plant. Logendra et al. (2004) used a syringe attached to a pipette to

315 apply fatty acid methyl ester or fatty acid only to leaf axils of tomato plants after 45 or 55

316 days of seeding. For controlling axillary shoot growth from tomato rootstock cotyledon in

317 commercial propagation setting, an innovative, rapid and effective application method

318 targeting the cotyledonary axils or young axillary shoots without excessive fatty alcohol

319 overflow needs to be developed alternative to ordinary sprayers to avoid undesirable

320 damage to other parts of plant.

321

322 Conclusion

3 23 The present experiments demonstrated that target application of 10 and 15 % fatty

324 alcohol effectively killed cotyledonary axillary buds and effectively suppressed

325 cotyledonary axillary shoot extension in pinched tomato seedlings. Therefore fatty

326 alcohol might be a useful means to control axillary shoot growth from tomato rootstock

327 cotyledons. However, to avoid undesirable damage on stems and true leaves that could

328 occur even at a concentration as low as 1%, high concentration of fatty alcohol has to be
17

329 applied exclusively to the target buds or young shoots. Innovative application method
\
330 targeting the cotyledonary axillary buds or young cotyledonary axillary shoots needs to

331 be developed to use fatty alcohol for controlling axillary shoot from rootstock cotyledons.

332 Further studies are required to evaluate the influence of fatty alcohol application on

333 grafting success as well as recurring rootstock adventitious shoot growth for the course of

334 production time.

335

336 Acknowledgements

337 This project was funded by USDA NIFA SCRI (Award Number 2011-51181-

338 30963). Authors would like to thank Mark Kroggel at University of Arizona for

339 providing technical support, and Richard Hassel and Shawana Daley at Clemson

340 University for providing technical consultation. We are grateful to Fair Products, Inc.
/

341 (North Carolina, USA) for providing N-TAC for our experimental use.

(
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18

342 Literature Cited

343 Bausher, M. G. 2011. Grafting technique to eliminate rootstock suckering of grafted

344 tomatoes. HortScience 46:596-598.

345 Cathey, H. M., G. L. Steffens, N. W. Sturt, and R.H. Zimmerman. 1966. Chemical

346 pruning of plants. Science 153:1382-1383.

347 Colla, G. 2010. Preface to special issue of vegetable grafting. Scientia Hort. 127:91-92.

348 Daley, S. 2014. Chemical control of rootstock regrowth in grafted watermelon and its

349 effects on plant growth and development. Clemson Univ., All Theses. Paper 1999.

350 Daley, S. L., and R. L. Hassell. 2014. Fatty alcohol application to control meristematic

351 regrowth in bottle gourd and interspecific hybrid squash rootstocks used for grafting

352 watermelon. HortScience 49:260-264.

353 Harada, M., M. Oda, G. Mori, and H. Ikeda. 2005. Mass regeneration of shoots from cut

354 surfaces of stems in tomato stock plants. J. Jpn. Soc. Hort. Sci. 74:479-481.

355 Johkan, M., G. Mori, K. Mitsukuri, K. Mishiba, T. Morikawa, and M. Oda. 2008. In vivo

356 shoot regeneration promoted by shading the cut surface of the stem in tomato plants.

357 HortScience 43:220-222.

358 Kubota, C., M.A. McClure, N. Kokalis-Burelle, M. G. Bausher, and E. N. Rosskopf.

359 2008. Vegetable grafting: history, use, and current technology status in North America.

360 HortScience 43:1664-1669.

361 Lee, J.M., C. Kubota, S. J. Tsao, Z. Bie, P. Hoyos Echevarria, L. Morra, and M. Oda.
19

362 2010. Current status of vegetable grafting: diffusion, grafting techniques, automation.
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363 Scientia Hort. 127:93-105.

364 Logendra, L. S., T. J. Gianfagna, and H. W. Janes. 2004. Preventing side shoot

365 development with C8/Cl0 fatty acids increases yield and reduces pruning time in

366 greenhouse tomato. HortScience 39:1652-1654.

367 Louws, F. J., C. L. Rivard, and C. Kubota. 2010. Grafting fruiting vegetables to manage

368 soilborne pathogens, foliar pathogens, arthropods and weeds. Scientia Hort. 127: 127-146.

369 Maw, G. A. 1977. Aliphatic alcohols as pruning-agents for tomato side shoots. Scientia

370 Hort. 7:43-53.

371 Moore, J.M. 2012. Topping and chemical sucker control programs for Georgia. In: J.M.
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372 Moore (ed.). 2013 Georgia tobacco grower's guide. 9 July 2014.

373 <http://www.caes. uga. edu/commodities/fieldcrops/tobacco/guide/>.

374 Nelson, P. V. and R. K. Reid. 1971. Selectivity mechanism for the differential destruction

375 of plant tissues by methyl decanoate emulsion. Amer. J. Bot. 58:249-254.

376 Pozueta-Romero, J., G. Houlne', L. Cafias, R. Schantz, and J. Chamarro. 2001. Enhanced

377 regeneration of tomato and pepper seedling explants for Agrobacterium-mediated

378 transformation. Plant Cell, Tissue Organ Cult. 67:173-180.

379 Steffens, G.L., T.C. Tso, and D.W. Spaulding. 1967. Fatty alcohol inhibition of tobacco

380 axillary and terminal bud growth. J. Agr. Food Chem. 15:972-975.

381 Steffens, G. L. and H. M. Cathey. 1969. Selection of fatty acids derivatives: surfactant
20

382 formulations for the control of plant meristems. J. Agr. Food Chem. 17:312-317.
(
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383 Steffens, G. L. 1980. Applied uses of growth substances - Growth inhibitors, p.397-408.

384 In: F. Skoog (ed.). Plant Growth Substances 1979. Springer-Verlag Berlin Heidelberg.

385 Tezuka, T., M. Harada, M. Johkan, S. Yamasaki, H. Tanaka, and M. Oda. 2011. Effects

386 of auxin and cytokinin on in vivo adventitious shoot regeneration from decapitated

387 tomato plants. HoerScience 46:1661-1665.

388 Tso, T. C. 1964. Plant-growth inhibition by some fatty acids and their analogues. Nature

389 202:511-512.

390 Tso, T. C., G. L. Steffens, and M. E. Engelhaupt. 1965. Inhibition of tobacco axillary bud

391 growth with fatty acid methyl esters. J. Agr. Food Chem. 13:78-81.

392 Tucker, D.J. and G.A. Maw. 1975. Chemical control of side shoots in the tomato.

393 Scientia Hort. 3:331-338.

394 Wheeler, J. J., H. Seltmann, and A.G. Motten. 1991. The mode of action of fatty alcohols

395 on leaf tissue. J. Plant Growth Regulat. 10:129-137.

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21

Table 1. Effects of fatty alcohol treatment to cotyledonary axillary buds on the percentage of

plants with cotyledonary axillary shoot extension (7, 14 or 22 days after treatment) and the

percentage of plants with chemical damage (22 days after treatment) (Expt. 1).

Fatty alcohol Axillary shoot extension (%) Chemical damage (%)


concentration Cotyledon
(%) 7 days 14 days 22 days Stem scar
damage
0 (control) 100.0 a zy 100.0 a 100.0 a 0.0 d 0.0 c
2 36.7 b 56.7 ab 56.7 ab 30.0 c 0.0 c
5 10.0 be 23.3 be 23.3 be 76.7 b 10.0 be
10 3.3 be 6.7 c 6.7 c 100.0 a 33.3 ab
15 0.0 c 0.0 c 0.0 c 100.0 a 50.0 a

z Percent data were arcsine-transformed before the statistical analysis.

Y Mean values in columns followed by different letters are significantly different by Tukey's

honest significant test at P s 0.05.

/
\
22

Table 2. Effects of fatty alcohol treatment to extended cotyledonary axillary shoots on the

percentage of plants with surviving axillary shoot (after 7, 15 or 21 days after treatment)

and the percentage of plants collapsed (21 days aftertreatment) (Expt. 2).

Fatty alcohol Axillary shoot survival (%)


Collapse
concentration
7 days 15 days 21 days (%)
(%)
0 (control) 100.0 a zy 100.0 a 100.0 a 0.0 b
0.5 100.0 a 100.0 a 100.0 a 0.0 b
1 100.0 a 100.0 a 100.0 a 0.0 b
2 96.7 a 100.0 a 100.0 a 16.7 ab
4 26.7 b 36.7 b 40.0 b 30.0 ab
5 16.7 b 20.0 b 20.0 b 43.3 a

z Percent data were arcsine-transformed before the statistical analysis.

Y Mean values in columns followed by different letters are significantly different by Tukey's

honest significant test at P ::;; 0.05. ( i

(
23

Figure 1. Tomato plants applied with fatty alcohol to cotyledonary axillary bus and pinched

(Expt. 1). (A) A plant with axillary shoot extension from cotyledons. (8) A plant with no

axillary shoot extension from cotyledons and with necrotic axillary buds. (C) A plant with

adventitious shoots. (D) A plant with cotyledon damage.

Figure 2. Tomato plants applied with fatty alcohol over extended cotyledonary axillary

shoots (Expt. 2). (A) A plant with surviving cotyledonary axillary shoots, showing growth.

(B) A plant with damaged cotyledonary axillary shoots, showing no growth. (C)

Cotyledonary axillary shoots with necrotic shoot tip, leaves and petioles. (D) A plant

collapsed.
24

Figure 3. Tomato true leaves sprayed with fatty alcohol (Expt. 3). (A) A leaf with no visible

damage. (B) A leaf with minor mottling. (C) A leaf with marginal necrosis. (D) A leaf with

withering.

*-
100
Q) 90
bO
....c:
ro
80
Q)
u 70
....
Q)
60 D No visible damage
c.
Q)
bO so D Minor mottling
ro
E 40 • Marginal necrosis
ro
"'C 30 •Withering (severest)
......
ro
Q) 20
ro 10
:J
VI

> 0
0 0.5 1 2 4 s
Concentration of fatty alcohol (%)

Figure 4. Effects of spraying fatty alcohol to true leaves on leaf damage seven days after

treatment (Expt. 3).


25

-
'ii
Q)
b.O
100
90
....cro 80
Q)
u 70 D No visible damage
'-
Q)
Q. 60 CStem scar
OJ
b.O
ro so •Cotyledon damage
E 40
ro
"'O •Collapse (severest)
30
E
....OJ
Ill
20
ro 10
:::I
Ill 0
> 0 0.5 1 2 4 s
Concentration of fatty alcohol (%)

Figure 5. Effects of spraying fatty alcohol to stem sections on stem damage 21 days after

treatment (Expt. 3).


26

Figure Captions

Figure 1. Tomato plants applied with fatty alcohol to cotyledonary axillary bus and pinched

(Expt. 1). (A) A plant with axillary shoot extension from cotyledons. (B) A plant with no

axillary shoot extension from cotyledons and with necrotic axillary buds. (C) A plant with

adventitious shoots. (D) A plant with cotyledon damage.

Figure 2. Tomato plants applied with fatty alcohol over extended cotyledonary axillary

shoots (Expt. 2). (A) A plant with surviving cotyledonary axillary shoots, showing growth.

(B) A plant with damaged cotyledonary axillary shoots, showing no growth. (C)

Cotyledonary axillary shoots with necrotic shoot tip, leaves and petioles. (D) A plant

collapsed.

Figure 3. Tomato true leaves sprayed with fatty alcohol (Expt. 3). (A) A leaf with no visible

damage. (B) A leaf with minor mottling. (C) A leaf with marginal necrosis. (D) A leaf with

withering.

Figure 4. Effects of spraying fatty alcohol to true leaves on leaf damage seven days after

treatment (Expt. 3).

Figure 5. Effects of spraying fatty alcohol to stem sections on stem damage 21 days after

treatment (Expt. 3).

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