Chemisty CHE SEC 19067744 Page 1

Toup-B

Avs- To ols o quen. che vwistmy

)Ateenoive synthesid- The dibical toak bor chemut and

otheus s to ceale new produdh ptuocen omd Aervices that achezve
that boiatal cheap amo envanon mental bows thot ne new
equred in organic Jynthebis . lhu oqures a new
opptoach
with Aelo ouwt to minimixe the maderualh omd
enen9y requenud
ment o chemicod phoce omo ptuoduca minimixe on eliminate
the dii pekion o haz
ondow chemicas in the envinonmenl, to
make a Lahge a
poMible to we ob lenuualbte hel o ces and
exend the dinab iliy ound
reoylob ility o phodui
GUR eEn Aolvema hoave been diringmed sor their lous
toiaty Low d.
misoibilily in wodter, eoibily biodegradsility
wnden evitonvmental Conditiok, Jange boiling
point, not easily
evoponaing, Low obensive mell, health pioblemAto wonken
omd eay to reocle abuter me
Green cotoysik Jn ornganie AynthebiA m one
grneen chevnitny. The design avma we
ot new
pods at
Cotodytic byutums oe Jimutemeowy medh theCotalykia and
dual objecive o
envinuo nmertal prutection ovnd economic benebut

uS-9-8l8-ololsl9 CHE-SE -4024

chewtny CHE SEC 19067744 Page

Sonochemutry o agreen ovnd dtennalive technique n

oranic AynthesiA

Sowochewwtny conbidened as a wehu me tho dology to

Cauyour onganie eadion without Aolvent. High yidds, Jow
energ tequutmera, Low wakle, wo wle ot Apkvemu one do me
o he twndamental osdvamtager ot thexe
Aonechemiuty tchmique.
Ihewe ot ultnas0umd in ahemica teadt in oluhion phovide
peutue acivahon bared on a
physieod phenomenon acoutic
Covitahion in big.

5000'C
O 000 utm

Intentace
1nttne diere tump" amd pnenme
Covit
me dia

Fonmoh on o tovobi on in a Aomoehemi a nenction

(C) ultnawoumo in
byetheli
pe o
onganicchemsW-Thene ohe wvo
ebech medi ated by utna Aoumd
chemico ound
phybical. when the
quartihy o bubbban in Low-
tandard ladoonalory equupment it is,
wing
eccelenatEon thot plon frole
mainly phybio rale
u in bug

US11-1lalal-|olble|a
chemwty CHE SEc 19067744 Page

Tnnueh
o iqid
Mucrjed

d Aymme tnic Colaph e obr a Aonowave naah a Aolid usace -

Fot example when ukna Aaund aplied to an ullnavnn

fea or 1- iodo -2-nitrobenzene thoct notmally hequnes
a 16- bold exceu ot Cpper and 48h o renc" t Con be
redused to a
4-bold excem ot Coppe amd luadion tim e ot Lsh
Achme 1)
NO2 Cu NO2
DMF, 6o'C

Schme 1 ulmann readt o 1-jodo -

9-nitnobenzene

(e)A photo chemiual oltennative ob Fridel-cnabdt eadion

The Frudel-cnabth (F) reatio w one a net ot eachom
developed by ehonleos Frieadel amd Jame Cnart in 1877 to
ottach Jubslituorh to an odomate rúng. Elecnophillie onomatic
oulky Lorion omd a ytohon tould be contued owt via
LChemutny CHE SEC 19067744 Page 4

Erud d-tabtk neadon. Shown balouw ne twee p henmateuhi co

importav dreeqk, coch euentily podued amully ún ton
9emtihen thogh Friedel-crakh reocion

M
c
CooH
N

ph ch

di azepo m (vaim) iuproten

do epi n

The photo phadut cloyted quinones ond thein dentvoios

ohe
important Compounda ond henve on mehl kay inteumi dedtu)
in the yrtheiA o
phen mae cAdi cola
OH
+APhoha nedinhon
Aolvent pn
H Pn
OH

Super Cruticod Co bor. bynhehic cheminy Hi tueld

htoe ob Co, whene it ia eld ot on
above it crihical tempM
ond cnihual
phemwe. Co whualy bekaves an aga in ain
o tundord tempenaulue omd ptemune
Aolid caled dny ice when bieen
(STP) on on a

US--La3-ook
 heiy CHE SEC 19067144 Page 5

ArW'- Toelve prinipler ot gneen chemiaty ahe -

9t i beter to prrevevt woute than to tnedt orn elean up

wote oter it ix trorm ed

St most oppruopinole To Caruy ou a Aynth eia by

blowing a pothwoy ho thoct tonmotion ot waste is minimum
or abaent

b 9ythenic methoos Nnould be deigne d

to mayimize the
in corponotion ot oll he materials wed in phocem into the hield
produe

S t on e mole ot the torting matenial phoduces one mole ot

the product, he yield in Loot

Cwheneven pnanchcable Ayntehie methodoLgies Mould be

designed to we
ovnd genenale. a AubAtonce thor
to human heoulth pone itle
on no tonicil ond the envinonmen
d chemico phodudh
MhouldLe doiane to preenve ebrhuiena
ot hunction while
reducig tovicity

DS-19-aE-do
 19067744 Page G
chemitny
chemwt CHE SECc

)The we auniliony substonces le a. Aolventa, epaneiuing

ble
ogemba) hould be made umnceM ohy wheneyeh poNMi
Omd nnocD wA when uled

Enengy hequiremenl Nhould be na Lognized bon then

envinonmental owmdcconomic impools omd Mhould be
Vminumuzed

beedstock Mhould be renewble nather

A naw makenod orr

then dapleing, whenev tochnicall omad etonomico

Pnacicos le

(wnn etoayd denivatizatio n (blocking gnoup, photechon ,

deponototion, temponony modibricoition o phy Aical fehemicol

procm) houlol be avoided wheneve pomible

Calaltic rugomA ou eletive ewn ponibie ove upenion to

btouchimtthic negarit
(3) chemitod prsdui nhoulod be doigned Ao thod o the end
ot hein tuntion they do not benst in the envinonmert
Ond breok do wn into innouw deg nadoallion ptrodudh

os-6-LEE-lablda]
Chewntmy CHE SEC 19067744 Page

(Anadytitod me tHho do logies need to be burthen developed

to alow ton teal time, in prloceM m onitorung ovnd tonnok
prion to the tonmothion otnarondows hubitance

Subtanuus amd the tonn ot a ub tance whed ina

ehemico protom Nhould be choAen o oM to minimi ze
he potemhal on okemica aciderli, ineuding heler en, expleniona|
ond bures

(iA Prenun e tneated wood m wood thout hon uwnd vq onie

o peuod phocem to moake t mone duneble wnd J n
Amuep hble to devoug, àmedt inbestoion, mold Cmd wat
dowmnevqe. Some premue tneotmeounls Con even make he.
wood tune netondount. Thene
wood
dibdenent tyPh o pneMme
oule

tneoked woo d, oul o which ane webu ton a vonietg

o
dibenent prajec .Oncethe prewnue tneatmert
mcomplete
the dunben m moved to a bip pod wntl it w md
dnier enough to e Mhipped to hupplieh. The omount
ot time it tokes to dny depenoy on he dinare and

ep ohwe to Aunligkt
ehemwty CHE SEC 19067744 Page 8

preMe tneached wood hould not be bwaned umden on

inumatancel he bume Con be tonic enol the ah
Vey toYuc donot me preMule tneated wood toh makung

Cwtting boond, on ton ony tood prop ovhourion Auntaue

3)no.G. Ard

O Ark Acid roin

Aid naun on aud depohihion w a bnoaod tenvm thod

inoudch Omy tonm ot preupitoahon with audie
Componerh
huch oun Aulbwic orn utric aud hot told to the groundd bnom
he otimo Aphene in weton dny bonm Thiu Com ineude
nain ,

Nhow, Anow, bog, hoil orn even dwt thn ia audic

Cases otaud rroun'-

NotunaAouhce -Emiiom bnom volconot) wnd

bio Logi tod procoMe that
bhvom
oc ovM the
lond, in weHends
onvd in he oceam Connibute Oxcid
pneducing game to the
oxtma phene. Ebuech ot audic
depoaihia hove been detected
in g Laual ice thowMand
o Yeo old in remore pcnt obhe globe

uS-1-1-006o
 chemuny CHE SECc 19067144 Page

HmaVowces the prinuipo cawe of aud roin i bvwm

human Nowees ind mtruad toctonitl, powen genenoting plan
omd vehicles sulphuwn dionu de and ovides o itnogen
one neleoued duug the buel buwning Prwoen

Ehlect ob aid nain-

)Auid noun eon came hoouth pruoblem Ain pollution
uke hulphun dioyude ovnol vutnogen ovuide ean Cane
en pinakony dinemu ike ovnthma omo ehionic bronchi ie
The poluti on that comes aid noin Cam ako ereoli tiny
particdbes vwhen thoe pounhis 8tinto peopla's lung
Thy Can come hwalth phoLlems

() Acid nain honme onetu. Auid neuun

be. eyne mly
Coun
d
holmbuk to tonete Audnain thot vneepA into the gnoun
Can dimolwe iwnie uch a mogn tium amd olanium,

thot tees veed to be healthy

(Gi Aid noin daorge Joke ond

tnecs wethout pallwion
on auid fuain, modt Lokey amd stnem would ave cA
PH
Jeve neo C.5

usEb1-133-ols
ehemistny cHE SEC 1967144 Page 10

Aud naivn
Aud noun damege buildinqs ovnd objedi
Con abo hove dameging ehkeet on many okjeh induding
buldiaa, a totues, monumern tte.

dAw Craen yntheis o Ibupnoten buom Lhobutyl-|

benzenei
,

H CH3
HF
NaBHA
A
CH OH
HA
(1
inobakyl bezene
oH

HC
CH3
cAC3
M
iupnoten CAl
H3

The bynhei o buproben won enttomplixheol thiangh

a buve dep fhoee Thutiady iAobutylbenze C) vd oLeric
.

ovnhy dnin , wene runted wmden fride -oht oa ylahion

Conditiows to creoke P-idobutylaekt phenone ).Acedic _

E--LEE-doldl
 chemuny CHE SEC 19067144 Page 11

Onhydnide and Ald tonmed a lwis aud covnplex hat

pnoduted con aylinum don, which won then otached
by C) to bolm p- ido burylaeno phenon () HVusugh detho
phite oonotit ubtitwkion Tu produt waa obtaintd
iA 561yidd. dn the etond Hep, ketonet) woa nedutced
wth NaBH, in cH,oH to fotn L). The prodat wo obloined
in t. yielal, most ukely
cue to inpune hading
modenie om the bunst reution. Net alohol (3)
wow ubakituted by oklonene wndd aulie todihionm
toFonim Via am
Sn*mechonuihm. he neouki on phouol
ownooty ovnvd phuodeuted 49./ yiold. Neut, the Gvignand
tueagent
d ('woan tonmed by reatouing (4) with magneium
in relung thun.

Corbon dionide wa bubbled wough (5, wkich

peAmuted he atleo philic otack ot he Guignon d
ncogen ino lo, to bvlom (6) olowed by proton ati on
The buna ibopnoten phoduct, ()Wm pruodute d in
24.C yidd

us--LBEDb
chemitny CHE SEC 19067744 Page 12

Gquoup- A

vvo.Gdh

A)Arv () Fin»t Ncble pnixe wa onwoded to gneen

chemuhtr in the yem 1960.

Thene ovhe 13 pontulorus ot qneen

cheynatny
) Minamart diAene ih voumed due to
methydvnenwy
poihonuwg

B) Anbr () Methy inoynale

[ME) bron wnuon
tabide
India Lt% (usIL's) patuude acton
(i) Coeo n dioide
) Ewanonwmentaly bogan ohemuvol ovho n
qaeen chovwtny, envinonmentaly tniemall kown m

on elean chemiatmy chemutny

s--LEE-looo
hemny CHE SEC 19067744 PagePage 13

o.. r

An Crneen chemity the

dorign o chemicou
produel omd prace thod reduue or eli minoie the we
genenoion othazandows
OtL
Nubhtan .Gueen
opplie oncnom the ibe oyde chemistnyd
ota chemital phou.

An Gueen Jolweri one

envinonmerkaly
olver, orn biosokverta , which obe. denived
ruendluy
the priotming o bnam
grioultweu ehop The weo. pemo-
ohemicod holvon in the key to he
ahamita photn but nof without Aenvemojonity ob
mejonity
on
on he
the
ewvinonment gneen kitotiow
imp odi own
olvert wen e
evinoimentlly olveri developd M
nonel

(iiyArA Solon enengyi

he Jun nises tenewouole
a
renewouole ebounue
rehounue becon
becoune
evengdy amo provades enenay gin,
wthout having to dia enengy ageun,
pwmp. exna on
rehene
,

onyhing
Chemwty CHE SEC 19061744 Page 14

( Ank Atom Qconomy i he tovvension ehhulueny

ot a themitod phodutn in tum ot o atom involwed
Ovnd the desianed produih phoduted. Atom etonomy
equal to the notio batween the an ot dekigned produt
the totol mam o phodub , epruned oapuneerge

yA Globod wan ming the

dong tenm heaina
o eoha elimute Aystvm obAenved ine the pne -
indnotni peniod de to human
ativity, primani
o Mit uel bwning, whch in
govwe hut- tneppe ng
gneen howse ga Jevem in eautha otonsphese