EXCEL 2023

NOMENCLATURE
IUPAC

Marking Scheme : Single Correct (+3,-1) Time : 7 hr

Objective (SCQ & MCQ)

1. The IUPAC name for CH 3CHCH 2C(CH 3 ) 2 is
| |
OH OH
(a) 1,1-Dimethyl-1, 3-butanediol (b) 4-Methylpentane-2,4-diol
(c) 2-Methyl-2,4-pentanediol (d) 1,3,3-Trimethylpropane-1,3-diol
2. Which of the following compound has wrong IUPAC name ?
(a) CH3—CH2—CH2—COO—CH2CH 3 Ethyl butanoate
(b) CH 3  CH  CH 2  CHO 3-Methylbutanal
|
CH 3
(c) CH 3  CH  CH  CH 3 2-Methyl-3-butanol
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OH CH 3
O
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(d) CH 3  CH  C  CH 2  CH 3 2-Ethyl-3-pentanone
|
CH 3
CH 3
|
3. The IUPAC name of CH 3  CH  CH 2  C  CH 3 is
| |
OH OH
(a) 1,1-Dimethyl-1, 3-butanediol (b) 4-Methyl-2,4-pentanediol
(c) 2-Methyl-2,4-pentanediol (d) 1,3,3-Trimethyl-1,3-propanediol
4. The IUPAC name of CH3COCH(CH3)2 is
(a) Isopropylmethyl ketone (b) 2-Methyl-3-butanone
(c) 4-Methylisopropyl ketone (d) 3-Methyl-2-butanone
OH
5. The IUPAC name of the given compound is :

(a) 3-Ethyl-1-cyclobuten-2-ol (b) 4-Ethyl-2-cyclobuten-1-ol

(c) 2-Ethyl-3-cyclobuten-1-ol (d) 4-Ethyl-1-cyclobuten-3-ol

6. The IUPAC name of the given structure is :

(a) 4-Keto-3-bromo-2-iodopentanoic acid (b) 2-Iodo-3-bromo-4-keto pentanoic acid

(c) 3-Bromo-2-iodo-4-ketopentanoic acid (d) 4-Carboxy-3-bromo-4-iodopentanoic acid

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7. 3-Phenylpropenoic acid is IUPAC name of which of the compound ?
(a) Cinnamic acid (b) Mendaleic acid (c) Pyruvic acid (d) Citric acid

8. The name of the given structure is

(a) 2,4-Dimethyl-3-hexanone (b) 2,6-Dimethyl-5-heptanone

(c) 2,6-Dimethyl-4-hexanone (d) 2,6-Dimethyl-4-heptanone
9. The IUPAC name of the compound is:

(a) 3-Hydroxy-3-methylpentanal (b) 4-Hydroxy-2-methylpentanal

(c) 2-Methyl-4-hydroxypentanal (d) 3-Methyl-3-hydroxypentanal
10. The IUPAC name of the given compound CH 2  CH  COOH is:
| |
NH 2 OH
(a) 3-Amino-2-hydroxy propanoic acid (b) 2-Hydroxy-3-aminopropanoic acid
(c) 2-Hydroxy-1-aminopropanoic acid (d) 2-Hydroxy-3-aminopropanoic acid
11. IUPAC name of the given compound NC  CH  CH 2  CH 3 is
|
CN
(a) 2-Ethylpropane-1,3-dinitrile (b) 1,2-Dicyanopropane
(c) 1, 2-Dicyanobutane (d) 2-Cyanobutane-1-nitrile
12. The IUPAC name of the compound is

(a) 2-Formylpentanal (b) 2-Methylpentanedial (c) 2,4-Diformyl butane (d) 1,3-Diformyl butane
CHO CONH 2
| |
13. The IUPAC name of the given compound CH 3  CH  CH  CH  CH  COOH is :
| |
Br COCl
(a) 2-Bromo-4-carbamoyl-5-chloroformyl-3-formylhexanoic acid
(b) 5-Bromo-3-carbamoyl-2-chloroformyl-4-formylhexanoic acid
(c) 4-Formyl-2-chloroformyl-3-carbamoyl-5-bromohexanoic acid
(d) 2-Chloroformyl-3-carbamoyl-4-formyl-5-bromohexanoic acid
CONH 2
|
14. The IUPAC name of the given compound H 2 NCO  CH 2  CH 2  CH  CH 2  CH 2  CH 2  CH 3
(a) 1, 3-Dicarbamoylheptane (b) 4-Carbamoyloctane
(c) 2-Butylpentanediamide (d) 2-Butyl pentanediaminoketone
15. The IUPAC name of the crotonaldehyde is :
(a) 2-Propenal (b) Propenal (c) 2-Butenal (d) Butenal
16. The IUPAC name of the given compound CH3—CH==CH—COOC2H5 is:
(a) Ethyl 1-butenoate (b) Ethyl 2-butenoate
(c) Ethyl propenoate (d) Propene ethyl methanoate

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17. IUPAC name of acraldehyde is :
(a) 2-Propenal (b) Propenyl aldehyde (c) 2-Butenal (d) Propenal

18. The IUPAC name of the given structure is:

(a) Tertiary butane (b) 2,2-Dimethyl propane (c) Neopentane (d) Neobutane

19. The IUPAC name of the compound is:

(a) Bicyclo [3.2.1] octane (b) Bicyclo [3.2.2] octane (c) Spiro [2.2] octane (d) None of these
H
|
20. The correct IUPAC name of the compound CH 3  CH 2  N  CH  O is:
(a) N-formylaminoethane (b) N-ethylmethanamide (c) N-ethylmethanamide (d) ethylaminomethanal
21. The IUPAC name of HO—CH2CH 2—O—CH2CH 2—OH is
(a) ,  - dihydroxydiethyl ether (b) bis (2-hydroxyethyl) ether
(c) 3-oxapentane-1, 5-diol (d) diethylene glycol

22. IUPAC name for the compound is :

(a) trans-2-chloro-3-iodopentene-2 (b) cis-2-chloro-3-iodo-2-pentene

(c) trans-3-iodo-4-chloro-3-pentene (d) cis-3-iodo-4-chloro-3-pentene
23. The IUPAC name of citric acid is
(a) 1, 2, 3-tricarboxy-2-propanol (b) 3-carboxy-3-hydroxy-1,5-pentanedioic acid
(c) 2-hydroxypropane-1, 2, 3-tricarboxylic acid
(d) 3-hydroxy-1,2 3-tricarboxypropane
CH 3
|
24. The IUPAC name of the compound H 3C  (CH 2 ) 4  CH  C  CH 2  CH 3 is :
| |
CH 3 (CH 2 ) 2  CH 3

(a) 3, 4-dimethyl-3-x propyl nonane (b) 4-ethyl-4, 5-dimethyl decane

(c) 6, 7 - dimethyl-7-x-propyl nonane (d) 6, 7-dimethyl-4-ethyldecane
25. IUPAC name of OHC  CH  CH  CH  CH  CH 2 is :
|
CH 2  CH 2  CH 2  CH 3
(a) 3-butyl-2, 5-hexadien-1-al (b) 5-vinyl oct-3-en-1-al
(c) 5-vinyl oct-5-en-8-al (d) 3-butyl-1, 4-hexadien-6-al

26. The IUPAC name of the compound having the formula is :

(a) 3, 3, 3-trimethyl-1-propene (b) 1, 1, 1-trimethyl-2-propene

(c) 3, 3-dimethyl-1-butene (d) 2, 2 -dimethyl-3-butene
27. The IUPAC name of the compound , CH2==CH—CH(CH3)2 is :
(a) 1,1-dimethy 2-propene (b) 3-methyl 1-butene (c) 2-vinyl propane (d) 1-isopropyl ethylene

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28. The compound which has one isopropyl group is
(a) 2, 2, 3, 3-tetramethylpentane (b) 2, 2-dimethyl pentane
(c) 2, 2, 3-trimethyl pentane (d) 2- methylpentane
Cl O
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29. The correct name of the compound CH 3  CH  C  Cl is :
(a) chloroformyl chloroethane (b) 1, 2-dichloropropanal
(c) 1, 2-dichloropropanone (d) 2-chloropropanoyl chloride
30. IUPAC name of the compound is
(a) 5-methyl-4-isopropyl-6, 6-diethyloctane
(b) 3, 3-dimethyl-3-ethyl-5-isopropyloctane
(c) 3, 3-diethyl-4-methyl-5 (1, 1-dimethyl) octane
(d) 3, 3-diethyl-4-methyl-5 (1-methylethyl) octane

31. Pyrrole belongs to which class of organic compounds ?

(a) Aliphatic (b) Aromatic (c) Heterocyclic (d) Alicyclic
32. Vinylcarbinol is :
(a) HO—CH2—CH==CH2 (b) CH3CH(OH)==CH2
(c) CH3—CH==CH—OH (d) CH3—C(CH2OH)==CH2
33. IUPAC name of 4-isopropyl-m-xylene is -
(a) 1-isopropyl-2-4-dimethylbenzene (b) 4-isopropyl-m-xylene
(c) 1-ixopropyl-3, 5-dimethylbenzen (d) 4-isopropyl-3, 5-dimethylbenzene
34. The correct IUPAC name of C6H5COCl is
(a) Benzene carbonyl chloride (b) Benzoyl chloride
(c) Chlorophenyl ketone (d) Phenylchloride ketone
35. Which of the following is cumulated diene?
(a) 1, 3-Pentadiene (b) 1, 4-Pentadiene (c) 2,3-Pentadiene (d) 1,5-Hexadiene
36. Which of the following compounds are named correctly?
(a) (CH3)2CHCH2CH2CH2CHO (5-methyl-1-hexanal)
(b) (CH3)2CHCH2CC—COOH (5-methyl-2-hexynoic acid)
(c) CH3CH2CH2CH2CH(CH3)COOH (2-methylhexanoic acid)
(d) CH3CH2CH=CH—COCH3 (3-hexen-5-one)
37. The IUPAC name of Isoprene is :
(a) 2-methyl-1,3-butadiene (b) 2-ethyl-2,4-butanediol
(c) 3-methyl-2,4-pentadiene (d) Cis-2-butenedioic acid
38. The compound which has one isopropyl group is :
(a) 2 , 2 , 3 , 3 - tetra methyl pentane (b) 2 - methyl butane
(c) 2 , 2 , 3 - trimethyl pentane (d) 2 , 3 - dimethyl pentane

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39. IUPAC name of is :
(a) 4 - oxo pentan - 2 - ol (b) 4 - hydroxy - 2 - pentanone
(c) 4 - hydroxy - 1 - methyl - butane (d) 4 - methyl - 2 - hydroxy - 4 - pentanone

40. IUPAC name of is :

(a) 1 - ethyl - 2 - methyl cyclobuta - 1 , 3 - diene (b) 2 - methyl - 1 - ethyl cyclobuta - 2 , 3 - diene
(c) 2 - ethyl - 3 - methyl cyclobuta - 1 , 3 - diene (d) 1 - ethyl - 2 - methyl cyclobuta - 1 , 4 - diene
41. Structure of 2-methyl-2-cyclohexene-1-ol is :
OH OH CH3
OH CH3
(a) (2) (3) (4)
CH3 CH3
OH
42. The structure and IUPAC name of the acrylic acid is:
(a) CH2=CH–CH2–COOH (b) propenoic acid
(c) CH2=CH–COOH (d) Butenoic acid
43. C6H14 has two tertiary carbons. The IUPAC name of the compound is:
(a) n-hexane (b) 2-methyl pentane (c) 2,3-dimethylbutane (d) 2,2,3,3-tetramethylbutane
44. A compound with molecular formula C8H14 conains 12 secondary and 2 tertiary H atoms the compound
is:

(a) (b) (c) (d)

45. The IUPAC name of the following compoud, is :

(a) 2 - oxo - cyclohexyl - 2 - hydroxy propane (b) 2 - (2 - hydroxypropyl) cyclohexanone.

(c) 2 - hydroxy - 2 - keto cyclohexylpropane (d) 2 - oxo - 2 - hydroxy - propylcyclohexane.

46. Systamatic name of the compound HO   CH – CH2 – CH2 – CH2 – CH2 OH

OH
(a) 1–cyclo hexanol-1, 5 pentane diol (b) 1–(4-hydroxy cyclohexyl) pantane –1,5-diol
(c) 4–(1,5–dihydroxy) cyclohexan-1-ol (d) 1-cyclohexyl–1, 4, 5 - trihydroxoy cyclopentyl hexane
47. IUPAC name of compound O (a) 4-formyl-2-oxo cyclohexane-1-carboxylic acid
COOH
(b) 3-oxo-4-carboxy cyclohexane-1-carbaldehyde
(c) 2-carboxy-5-formyl cyclohexane-1-carboxylic acid
OCH
(d) 4-formyl-6-oxocyclohexane-1-carboxylic acid

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 CH3 O
48. The IUPAC name of the compound CH2–C—–C–NH–CH3 is :
CH3
(a) 1-phenyl-N-methyl-2,2-dimethyl 3-keto propanamine
(b) 3-oxo-1-phenyl-N,3,3trimethyl propamine
(c) 5-phenyl-N-methyl-3-keto butanamine
(d) N,2,2-trimethyl-3-phenyl propanamide
49. IUPAC name of Freon - 11 is
(a) Trichloro fluoro methane (b) dichloro difluoro methane
(c) chloro trifluoro methane (d) CFC
50. The IUPAC name of CH3 is: (a) 2-(Diethyl amino) -3-methyl butane

CH3–CH–CH–CH3 (b) N,N-diethyl-2,3-dimethyl propamine

(c) N, N–diethylamine-2, 3- dimethyl propane
N–CH2–CH3
(d) N-ethyl-2,3-dimethyl-penta-2-amine
CH2–CH3

IUPAC of Alkane, Alkene & Alkyne

51. Select the correct name of the compound whose structure is

(a) Butyl chloride (b) Isobutyl chloride (c) sec-Butyl chloride (d) tert-Butyl chloride
(e) More than one of the above
52. What would be the best name for the following compound ? (Neglect any cis-trans isomerism that
ispossible.)
(a) 1-ethyl-3,4-dimethylcyclohexane (b) 3-ethyl-1,6-dimethylcyclohexane
(c) 1-ethyl-4,5-dimethylcyclohexane (d) 5-ethyl-1,2-dimethylcyclohexane
(e) 4-ethyl- 1 ,2-dimethylcyclohexane
53. What is the parent name for the following alkane ?
(Note : The parent name corresponds to the longest continuous chain of carbon atoms.)

(a) Heptane (b) Octane (c) Nonane (d) Decane

54. Which of the following structures contain the sec-butyl group ?

(a) (b) (c)

(d) (e)

55. Which of the following is the isobutyl group?

(a) (CH3)4C — group (b) (CH3)3C — group
(c) (CH3)2CHCH2 — group (d) CH3CH2CH(CH3) — group

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56. Identify the correct IUPAC name
(a) 2,2-dimethyl-4-ethyl heptane (b) 5-Ethyl-2-methyl hexane
(c) 1,3-dimethyl butane (d) 3-Ethyl-1,1-dimethyl cyclohexane
57. Total number of carbon atoms present in parent chain is:

(a) 5 (b) 6

(c) 7 (d) None of these

58. IUPAC name of the following compound is :

(a) 4-(1-methylethyl)-5-(1,1-dimethylethyl) octane
(b) 441 ,1-dimethylethyl)-5-(1-methylethyl)octane
(c) 2,2,5-trimethyl-4,5-dipropylhexane
(d) 4-isopropyl-5-(1,1-dimethylethyl)octane
59. Give the complete IUPAC name for the structure below. Be careful to identify longest carbon chain :
(a) 3, 5, 6-Trimethyl octane (b) 3, 4, 6-trimethyl octane
(c) 1, 2, 3, 6-tetramethyl heptane (d) None of these

60. The structure shown

(a) 1°, 2° and 3° carbon atoms (b) 1° and 2° carbon atoms only
(c) 1° and 3° carbon atoms only (d) 2° and 3° carbon atoms only
61. Find the correct option(s) about Compound (P)

(a) Total number of substituent in compound (P) are 2

(b) Total number of carbons in parent chain of compound (P) is 10
(c) Their is no complex substituent present in compound (P).
(d) All options are correct.
62. Correct IUPAC name of the compound is:
(a) 5-Ethyl-4-methyl octane (b) 4-methyl-5-ethyl octane
(c) 4-methyl-3-propyl heptane (d) 4-Ethyl-5-methyl octane

63. Among the following compounds 2,3-dimethylhexane is:

(a) (b) (c) (d)

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64. (i) (ii) (iii)

(iv) (v)

The relationship between (ii) & (iv) is

(a) chain isomer (b) positional isomer (c) Functional group isomer (d) metamer
65. The IUPAC name of neopentane is :
(a) 2-methylpropane (b) 2, 2-dimethylbutane (c) 2-rn ethylbutane (d) 2, 2-dimethylpropane
66. Correct IUPAC name of the following compound is:

(a) 4-(1,1-dimethylethyl)-5-ethyloctane (b) 5-ethyl-4-(1,1-dimethylethyl)octane

(c) 5-(1,1-dimethylethyl)-4-ethyloctane (d) 5-ethyl-5-(1,1-dimethylethyl)octane
67. Correct IUPAC name for is

(a) 2-ethyl-3-methylpentane (b) 3,4-dimethylhexane

(c) 2-sec-butylbutane (d) 2,3-dimethylbutane
68. The compound which has one isopropyl group is
(a) 2, 2, 3, 3-tetram ethyl pentane (b) 3, 3-dimethyl pentane
(c) 2, 2, 3-trimethyl pentane (d) 2-methyl pentane
69. Which of the following is the tert-butyl group?
(a) (CH3)4C — group (b) (CH3)3C— group
(c) (CH3)2CHCH2— group (d) CH3CH2CH(CH3)— group
70. Functional group not present in given compound is/are ?
(a) alcohol
(b) Ketone
(c) carboxylic acid
(d) amide
71. The IUPAC name of the following structure (CH3)C.C.C.(CH3)CH(CH3) is:
(a) 3-Methylhex-4-yn-2-ene (b) 3-Methylhex-2-en-4-yne
(c) 4-Methylhex-4-en-4-yne (d) All are correct
72. Select the correct name of the compound whose structure is
(a) 2,5-Diethyl-6-methyloctane
(b) 4,7-Diethyl-3-methyloctane
(c) 4-Ethyl-3,7-dimethylnonane
(d) 6-Ethyl-3,7-dimethylnonane

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73. Correct IUPAC name ?
(a) 1-methy1-3-ethylcyclohexene (b) 5-ethyl-1-methylcyclohexene
(c) 2-ethyl-4-methylcyclohexene (d) 3-ethyl-1-methylcyclohexene
74. Give the IUPAC name for the following compound ?
(a) 4,4-diethyl-2,3,6-trimethylnonene
(b) 5,5-diethyl-2,3,6-trimethylnonene
(c) 5,5-diethyl-4,7,8-trimethylnonene
(d) 7-ethyl-2,4,5-trimethyloctene

75. Select the structure of 4-ethyl-2,3-dimethyl-2-heptene

(a) (b) (c) (d)

76. The IUPAC name of the compound having the formula is:
(a) 3,3,3-Trimethylprop-1-ene (b) 1 ,1 ,1-Trimethylprop-2-ene
(c) 3,3-Dimethylbut-1-ene (d) 2,2-Dimethylbut-3-ene

77. The IUPAC name of the compound CH2==CH––CH(CH3)2 is:

(a) 1,1-Dimethylprop-2-ene (b) 3-Methylbut-1-ene (c) 2-Vinyl propane (d) None of the above

78. The correct IUPAC name of the compound

(a) 5-Ethyl-3, 6-dimethyl non-3-ene (b) 5-Ethyl-4, 7-dim ethyl non-3-ene

(c) 4-Methyl-5, 7-diethyl oct-2-ene (d) 2,4-Ethyl-5-methyl oct-2-ene
79. The IUPAC name of the shown compound is:
(a) 1-Cyclohexy1-3-methylpentene (b) 3-Methyl-5-cyclohexylpentene
(c) 1-Cyclohexy1-3-ethyl-butene (d) 1-Cyclohexyl-3,4-dim ethylbutene
80. Total number of substituents in this compound?
(a) 2 (b) 3
(c) 1 (d) 4

81. Among the following compounds 3, 4-dimethylhexane is/are

(i) (ii) (iii) (iv)

(a) (i), (ii) (b) (ii), (iii) (c) (iii), (i) (d) (iv)

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82. Matrix :
List - I (Compound) List- II (IUPAC names)

(P) (1) 1-Bromo-4-chlorocyclohexene

(Q) (2) 4-Bromo-1-chlorocyclohexene

(R) (3) 1-Bromo-2-chlorocyclohexene

(S) (4) 6-bromo-1-chlorocyclohexene

Codes: P Q R S
(a) 3 4 2 1
(b) 3 4 1 2
(c) 4 3 1 2
(d) 4 3 2 1

83. Correct IUPAC name is?

(a) 6-Bromo-7-chloro-4-octyne (b) 3-Brorno-2-chloro-4-octyne
(c) 3-Bromo-2-chloro-3-octyne (d) 2-Bromo-3-chloro-4-octyne
84. The IUPAC name of the compound CH3CH==CHCH==CHCCCH3 is:
(a) Octa-4,6-dien-2-yne (b) Octa-2,4-dien-6-yne (c) Oct-2-yne-4,6-diene (d) Oct-6-yne-2,4-diene
85. Correct IUPAC name of given compound is:
(a) pent-1 -en-3-yne (b) pent-1-ene-4-yne (c) pent-4-yn-1-ene (d) pent-1-en-4-yne
86. Which of the following is an acceptable structure for Hepta-3,6-dien-1-yne ?

(1) (2) (3)

(4) (5)

(a) 1 and 3 (b) 1 Only (c) 4 Only (d) 2 and 5

87. Which structure reprsents 1, 4-dichlorohex-3-en-1-yne ?

(a) (b) (c) (d)

88. Which structure represents 1, 4-dichlorohex-4-en-1-yne ?

(a) (b) (c) (d)

89. The molecular formula of the first member of the family of alkenynes and its name is given by the set
(a) C3H2, alkene (b) C5H6, pent-1-en-3-yne (c) C6H8, hex-1-en-5-yne (d) C4H4, butenyne

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90. How many carbons are in simplest alkyne having two side chains?
(a) 5 (b) 6 (c) 7 (d) 8

91. is named as (IUPAC):

(a) vinyl acetylene (b) But-1-en-3-yoe (c) But-1 -yn-3-ene (d) B,C is true.

92. IUPAC name of

(a) 2-[prop-2-enyl]Hex-1-en-4-yne (b) 5-[prop-2-enyl]Hex-2-yn-5-ene

(c) 4-methylidene octa-1-en-6-yne (d) 5-methylidene octa-2-yn-7-ene

Subjective

93. Are the following names correct? If no, give their correct IUPAC names giving reasons :
(I) 2-Ethylpropane (II) 3-Ethylbutane
(III) 1-Methyl-2-ethylbutane (IV) 3-Isopropylpentane
(V) 2-Methyl-2,3-diethylbutane (VI) 2,2-Diethylpropane
(VII) 2,2-Diisopropylpropane (VIII) 2,2-Diethyl-3-isopropylpentane
(IX) 3-Isopropyl-4-methylpentane (X) 2,3,3-Trimethylbutane
(XI) 1-Methylpentane (XII) 2-methyl-3-bromopentane
(XIII) 2,3-Diethyl-2-butene (XIV) 2-Methyl-3-ethyl-2-butene
(XV) 3,4-Diethyl-3-pentane (XVI) 2-methyl-3-ethyl-1,3-butadiene
(XVII) 2,2-Dimethyl-3-butene (XVIII) 3-Ethyl-3-pentene
(XIX) 2-Ethyl-3-Butyne (XX) 1,3-Dimethyl-2-propyne
(XXI) 1,3-Dimethyl-1-ethyl-2-propyne (XXII) 1-Methyl-3-butyl-1,4-pentadiyne
(XXIII) 2-Methyl-2-penten-4-yne (XXIV) 4,5-Dimethyl-4-penten-1-yne
(XXV) 4-Ethyl-4-methyl-3-buten-1-yne (XXVI) 3-Ethyl-4-methyl-3-buten-1-yne
(XXVII) 3-Isopropyl-4-hexene (XXVIII) 2,2,3-Trimethyl-4-pentyne
(XXIX) 2,3-Dichloropropane (XXX) isoprene
(XXXI) chloroprene (XXXII) styrene
(XXXIII) stilbene
94. Select the correct IUPAC name out of the following alternative names and write structural formula:
(a) (i) 4-methyl-3-isopropylpentane (ii) 3-Isopropyl-4-methylpentane
(iii) 2,4-Dimethyl-3-ethylpentane (iv) 3-Ethyl-2, 4-dimethylpentane
(b) (i) 4-Isopropyl-3-methylhexane (ii) 2-Ethyl-3-isopropylpentane
(iii) 3-Isopropyl-4-methylhexane (iv) 3-Ethyl-2, 4-dimethylhexane
(c) (i) 3-isopropylpentane (ii) 2-methyl-3-ethylpentane
(iii) 3-ethyl-2-methylpentane (iv) 2-ethyl-4-methylpentane

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 (d) (i) 2-Isopbyl-3-methyl-1-butene (ii) 3-Isobutyl-2-methyl-3-butene
(iii) 4-Isopropyl-2-methyl-4-pentene (iv) 2-Isopropyl-4-methyl-1-pentene
(e) (i) 4-Isopropyl-2-hexyne (ii) 3-Isopropyl-4-hexyne
(iii) 2-Methyl-3-ethyl-4-hexyne (iv) 4-Ethyl-5-methyl-2-hexyne

95. Give the structure and IUPAC name of following compounds

I. Aldol II. Ethylene dichloride III. Acylium ion
IV. Hydroquinone V. Resorcinol VI. Catechol
VII. Pyrogallol VIII. Pyruvic acid IX. Glyoxal
X. Aniline XI. Picric acid XII. m-Cresol
XIII. Acetamide XIV. Benzamide XV. Benzophenone
XVI. Acetanitrile XVII. Benzanilinde XVIII. Oxirane
XIX. n-amyl alcohol XX. Lactic acid XXI. Glycolic acid
XXII. Tartaric acid XXIII. Glycine XXIV. Pinacol
XXV. Pinaclaone XXVI. Benzoin XXVII. Fumaric acid
XXVIII. Pthalic acid XXIX. DMA XXX. THF

96. Give common name and IUPAC of the following compound

CH3 CH3 CH3

I. H3C – C – CH2 – CH – CH3 II. H3C – C – CH3 III. H3C – CH – Cl

CH3 CH3 CH3
CH3

IV. H3C – CH – CH2 – OH V. H2C==CH—Cl VI. H2C==CH—CH2—Cl

CH3 CH3

VII. H3C – C – CH2 – OH VIII. H3C – CH2 – C – CH2 – OH IX. Cl – CH2 – CH = CH – CH3
CH3 H
CCl3
H2C – OH

X. HCC—CH2—Cl XI. XII. HC – OH

H2C – OH
CHCl2 O
H2C – Cl H2C CH2
XIII. XIV. XV.
H2C – OH H2C CH2
O
O – CH3 O – C2H5
O O
XVI. XVII. XVIII. C – (CH2)2 – C
HO OH
XIX. HO—CH2—COOH XX. H2C==C==CHCH3 XXI. H2C==C==O
CH3 CH3
HC
CH3 CH = CH2
XXII. XXIII. XXIV.
H3C CH3

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 H
C=O
XXV. XXVI. H2C==CH—O—CH3 XXVII.
OH
COOH
H3C CH3
XXVIII. H2N—C6H4—COOH XXIX. XXX. HOOC—(CH2)4—COOH

CH3
O
Ph–C
XXXI. HOOC—CH2—COOH XXXII. O XXXIII. HOOC—CH==CH—COOH
Ph–C
O
O
XXXIV. H3C—CH2—CH2—CHO XXXV. H2N— C —NH2

97. Draw the structures of the following compounds

I. 2, 3 – Dimethyl – 6 – isobutyl decane II. 3 – Ethyl – 2, 2, 5 – trimethyl hexane
III. 4 – Iodo – 2, 3, 3– trimethyl hexane IV. trans – 1, 2, – diethyl cyclopentane
V. trans – (orE –) – 2 – butene VI. 2 – Methoxy – 2 – methylpropane
VII. N, N – dimethyl ethanamide VIII. 1, 3–Cyclohexadiene
IX. 3–Isopropyl–2, 4, 4–trimethyl pentane X. 3–Bromo–2–methyl cyclopent –1–ene
XI. 3-Formyl pentanoic acid XII. cis-Butenedioic acid
XIII. trans-2-butenal XIV. 3-Ethyl–2,3– epoxy pentane
XV. trans–1, 2-Dichlorocyclopentane XVI. 2-methyl-1-butanol
XVII. a-deuterioethylbenzene XVIII. ethyl-n-propyl-n-butyl-n-hexyl methane
XIX. benzo chloride XX. ethylene chloro hydrin
XXI. diallyl ether XXII. aceto nitrile
XXIII. iso propyl trimethyl ammonium ion XXIV. 2, 2, 4-trimethyl pentene
XXV. 2-amino-5-bromo-3-nitrobenzoic acid XXVI. 5-(1, 2-dimethyl propyl) nonane
XXVII. cis Bicyclo [4. 3. 0] nona-2,4-diene
98. Write structural formulae of the following compunds and indicate the type of carbon atoms in each
case :
(i) 2-Methylbutane (ii) 2,2-Dimethylbutane
(iii) 2,2,4-Trimethylpentane (iv) 2-Methylpropane
99. Give Structural formula :
(i) 2,2,3,3-tetramethylpentane (ii) 3,4,4,5-tetramethylheptane
(iii) 4-ethyl-3,4-dimetylheptane (iv) 4-ethyl-2,4-dimethylheptane
(v) 3-ethyl-3-methylpentane (vi) 2,2,4-trimethylpentane
(vii) neopentane (viii) 1,2-dibromo-2-methyl-butane

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100. Define an alkyl group. Write all possible structures of alkyl groups derived from :
(i) propane (ii) n-butane (iii) isobutane (iv) isopentane
101. Give IUPAC names and the structures of the following compounds :
(i) Isopropyl bromide (ii) sec-Butyl chloride
(iii) tert-Butyl chloride (iv) n-Propyl fluoride
(v) Ethylidene dichloride (vi) Vinyl chloride
(vii) Chloroform (viii) Ethylene dichloride
(ix) Isobutyltrimethylmethane (x) Ethyltrimethylmethane
(xi) Isooctane (xii) Neohexane
102. Give IUPAC name of the following :
(1) eight isomeric chloropentanes (2) nine isomeric dibromobutanes
(3) CH3—CH(CH3)—CH(CH3)—CH3 (4) CH 3—CH(CH3)—CH(C2H5)—CH3
(5) (CH 3) 2CH—CH 2—CH(C2H5)—CH3 (6) (CH 3) 2CH—C(C 2H5) 2—CH3
(7) C2H5—CH(CH3)—CH(CH3)—CH(CH3) 2 (8) (CH3) 2CH—C(CH3) 2—CH(CH3) 2
(9) CH 3.CH2.C(CH3) 2CH2CH3 (10) (C2H5) 2C(CH3)—CH2—CH3
(11) (CH3)2CH CH2 CH2CH(CH2CH3)2 (12) H2C==CH—CH2—O—CH3
(13) CH 3—(CH2)3—CH2—NH 2 (14) (CH 3) 2CHCH(CH 3)CH 2—CH(C2H5) 2CH3
(15) H3C—CH==CH—CH (Br)—CH (CH3)2 (16) (CH3)2 C(CCl3)2
(17) HCC—CH==CH—CH2—CCH (18) H2C==C==O
(19) (CH3)3C—CH=CH2 (20) (C2H5)2C==CH—CH3
(21) CH3CC—CCCH.(CH3)2
(22) H3C—(CH2)6—CH—CH==C==CH—CH==CHCO2CH3
O
||
(23) CH 3  CH 2  CH  CH 2  CH 2  C  Cl
|
CONH 2

(24)

CH3

CH–CH3
CH–CH3

(25) CH3–CH2–CH2–CH2 –CH–CH2–CH2–CH2 –CH3

CH3 CH2–CH3 CH3
CH3 CH2 CH2 CH2
(26) CH3–C–––CH––CH–CH2–CH2–CH–CH2 –CH3
CH3

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 CH 3

(27) CH3–C––CH2 –CH2–CH–CH2–CH2–CH2 –CH3

CH3 CH3–C–CH3
CH
H3C CH3
H 2 C  Cl CH 2  Br
| |
(28) H 3C  CH 2  CH  CH  CH 2  CH 3
CN
|
(29) NC—CH2—CH2—CH2— CH —CH—CH2—CH2—C N
CH 3
|
(30) H 3C  CH 2  CH  CH 2  CH  CH 2  CH  CH (CH 3 ) 2
| |
CH 2  CH 3 CH 2  CH (CH 3 ) 2
(31) H 3C  CH 2  CH 2  C  CH 2 (32) CH3–CH2–CH–CH2–CH3
|
ClH 2 C  CH 2 CH3–CH–CH3
CH2CH3 CH3–CH–CH3
(33) CH 2=CH–CH–C=CH2 (34) CH3–CH2–CH–CH–CH3

Cl CH2–CH3
CH3

(35) CH3–CH–CH2–CH–CH2 –CH3 (36) CH3–CH–CH2–C–CH2–CH3

CH3 CH3 CH3 CH2–CH2–CH3

CH3 CH3 CH3 CH3
(37) CH3–C–CH2–CH2–C–CH3 (38) CH 3—CH2—CH2— C–CH2–CH–CH3
CH3 CH2–CH3 CH2–CH3
CH3 n-C4H9 C2H5

(39) CH3–C–CH=CH–CH2–CCH (40) CH3CHCH=CCH2.CHCH3

CH3 CH3
CH3 CH3 C2H5
(41) CH3–CH–CH2–CH–CH–CH2–CH3 (42) CH 3  C  CH  CH  CHO
|| | |
O OH Cl
(43) CH 3  C  C  C  C  C  CH  COOH
|| |
O Br
O O O O
|| || || ||
(44) H 3C  O  C  C  C  C  O  CH 3 (45) H 3C  C  CH 2  CH 2  C  OH

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 CH3 CH2–CH 3

(46) CH3–CH 2–CH2– CH–CH–CH2–CH2–CH3 (47) CH3–CH2–CH2–CH–CH–C–CH2–CH3

CH3 CH2–CH2–CH3 CH CH2–CH3
CH3 CH3
CH=CH2

(48) (49) CH2=CH–CH2–CH–CH=CH–CH=CH2

CH3 CH3 CH 3

(50) CH3–CH2–CH–CH=CH–CH2–CH3 (51) CH3–CH2– CH– CH 2– CH–CH–CH3

CH2–CH2–CH3
CH CH 2  CHO
| |
(52) H3C— CH —CH2— C —CCH (53) OHC  CH 2  CH 2  C  CH 2  CHO
| | |
CH 3 CH 3 CH 2  CHO
CH 3
|
(54) (CH3)2 C== C  C = C (CH3)2 (55) H 3C  CH  CH 2  CH 3
| |
CH 3 S  CH 3

(56) (57)

(58) (59)

(60) (61) (62) (CH2)3 C CH

C2H5
Cl
(63) (64) (65)
C2H5
OH
H3C H
CH2 CH CH 3
O O
(66) (67) H 3C CH 2 CH2 COOH (68)
OH

CH 3 H CH2CH 3
COOC2H 5 C C
CHO
CH3
(69) (70) (71)
COCl
CH2 CH2 OH
O

(72) O O (73)

O
O–NO O O
| || ||
(74) H 3C – CH 2 – C – CH 3 (75) H 2 N – C  NH 2 (76) Cl  C  Cl
|
H

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(77) (78) H 3C  C  C  C  CH 3 (79) H 3C  CH 2  CH  CH 3
| |
CH 3 HC(CH 3 ) 2
CH3 CH3

(80) CH3–C===C–CH3 (81) CH 3–CH2 CH2–CH3 (82) CH3–C–CH=C–CH3

CH3 C2H5 CH2–CH–CH3 CH3
(83) CH3–C===C–CH3 (84) CH2=C—–C=CH2 (85) CH3–CH2–C===C–CH3
C2H5 C2H5 C2H5 CH3 C2H5 C2H5
(86) CH3–CH2–CH–CH3 (87) CH3–CH–CC (88) CH2–CH2–CH2 –CH3

CCH CH2=CH CH3 CH–CCH

CC–CH3
CHO
Br
(89) (90) (91)
O2 N OCH3
OH
O
(92) (93) (94) C H

(95) (96) (97)

COOC 2H5
CH 3 O
HO H

(98) OCH3 (99) (100)

OCH 3

C CH
(101) (102) (103) (CH3)3C CH 2
OH
O
OH
(104) (105) H (106)
H 3C C CH CH3
CH 3
C N
(107) O
(108) (109)
O

OH O
CH 3
CH3
O
(110) (111) (112)
CH C OC 2H5

Cl
Cl CH 3
Cl
(113) (114) (115) C CH3
Br CH3
CH 3

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 Br O
HO CH3
CH2OH
(116) (117) (118) CH3

Cl Br

(119) (120) C CH 3 (121) (CH3)3

CH3
COOH

HO
(122) (123) (124)
COOCH3

IIT Pattern Qeustion

Single choice
O
103. The IUPAC name of CH3—CH2—CH— C — N
CH3
(a) N-cyclohexyl-N-methyl butanamide (b) N-cyclohexyl-N-methyl aminobutanone
(c) N-cyclohexyl-penta-2-amide (d) none of these
OCH3
104. The IUPAC name of CH3—CH==CH— CH–CH2–CH3
(a) 4-methoxy hex-2-ene (b) 4-ethyl methoxybut-2ene
(c) 4-(1-propenyl) methoxy propane (d) 4-ethyl butenoxy methane
Cl Cl

105. The IUPAC name of CH2 —CH2— Cl

(a) 3-(2-4 chlorophenylethyl) 1,2-dichlorobenzene

(b) 2-(4-phenyl)-1-(2,3-dichlorophenyl)ethane
(c) 1-(2,3-dichlorophenyl)-2-(4-chlorophenyl)ethane.
(d) 1-(2,3-dichlorophenyl)1-(1-4chlorophenyl methyl)methane
C2H5

106. The IUPAC name of C2H5

O
(a) 1,7-diethylbicyclo[3.1.1] hept-1,5-dien-3-one (b) 1,4-diethylbicyclo [3.1.2] hex-1,6-dien-3-one
(c) 1,7-diethylbicyclo[1.1.3] hept-2, 5-dien-4-one (d) 1,7-diethyl bicyclo[1.3.1] hex-2,5-dien-5-one
107. The IUPAC name of (C2H5)2NCH2CH2–CHClCH2COOH is
(a) 3-chloro-5-(N, N-diethylamino)pentanoic acid (b) 3-chloro-2-oic acid diethyl pentamine.
(c) 3-chloro-1-carbonyl-N-ethyl-butamine. (d) 3-chloro-1-oxo-diethyl butamine

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 CO–NH COOH
108. The IUPAC name of is:
Cl
NO2
(a) 5-(benzylamino)-2-chloro-3-nitrobenzene carboxylic acid
(b) 3-(Benzyl amino)-5-Nitro-6-chlorobenzoic acid
(c) 5-(benzoyl amino)-2-chloro-3-nitro-benzoic acid
(d) 5-benzene-carboxamido-6-chloro-5-nitrobenzene carboxylic acid

109. The IUPAC name of the compound BrCH2CHCl–CH–CH–CHBrCH2Cl is:

CH3–CH2–CH2 CH2–CH2–CH3

(a) 4-(1-bromo-2-chloroethyl)-5-(2-bromo-1chloroethyl)octane
(b) 1,5-Dibromo-2,6-dichloro-3, 4-dipropylhexane
(c) 2,6-Dibromo-1,5-dichloro-3, 4-dipropyl hexane (d) None of these
110. The correct IUPAC name of the compound (HOCH2CH2O)2CH–COOH is
(a) 4-Carboxy-3,5-dioxaheptane-1,7-diol (b) 2,2-Bis(2-hydroxyethoxy)ethanoic acid
(c) 4-carboxy-3,5-dioxoheptane-1,7-diol (d) None of these
(CH3)2CCOOC2H5

111. The correct IUPAC name of

NO2
(a) Ethyl-2-methyl-2-(3-nitrophenyl) propanoate (b) Ethyl-2-methylpropanoatenitro benzene
(c) Ethyl-2,2-dimethyl-2-(5-nitrophenyl)ethanoate (d) 2,2-dimethyl-ethyl-2-(5-nitrophenyl)ethanoate

112. The correct IUPAC name of C = O is:

(a) cyclohexenone (b) cycloheptanone (c) cyclohexylidene methanone (d) cycloketene

113. The correct IUPAC name of is:

(a) Cyclo-dodeca-1,4,7,10-tetraene (b) [4] annulene

(c) Tetracyclobutene (d) None of these
CH 3
114. The correct IUPAC name of the spiro compound, CH3
O
(a) 2,7-dimethyl-5-oxospiro[3,4] octane (b) 3,7-dimethyl-1-oxospiro[4,3] octane
(c) 3,7-dimethyl-5-oxospiro[3,4] octane (d) 2,7-dimethyl-1-oxospiro[3,4] octane
CH3CH2–CHCl

115. The IUPAC name of CH3–CH–CH–CH2–CH2–CH3 is:

(a) 2-methyl-3-(2-chloroethyl) hexane. (b) 2-methyl-3-propyl pentyl chloride
(c) 3-isopropyl-Hexylchloride (d) 5-methyl-4-(2-chloroethyl)hexane.

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 CH2 O
116. The IUPAC name of the compound CH3–CH2–C–—C–Cl
(a) 2-methylidine butanol chloride (b) 2-chloroformyl but-1-ene
(c) 2-ethylprop-2-ene-oyl chloride (d) none
CH2–COOH
117. The IUPAC name of the compound COOH–CH2–CH–CH2–COOH
(a) 3-(carboxymethyl) pentanedioic acid (b) 1,2,3-tricarboxymethyl methane
(c) 2-(methylcarboxy) pentane dioic acid (d) (3-methyl carboxy) propane-1,3-dioic acid.

118. The IUPAC name of the compound, CH3–CH2 CH2–CH2–CH2–COOH

(a) 4-(4-ethyl cyclo-hex-1,5-dienyl butanoic acid (b) 1-ethyl-4-butanoic acid-cyclohexa-1,5-diene

(c) cyclo-hexa-1,5-dien-4-ethyl-Butanoic acid (d) None
119. What is the structure of 1-phenylallylalcohol

(a) Ph–CH–CH=CH2 (b) Ph–CH=CH–CH2 (c) Ph–CH=CH–OH (d) Ph–CH=CH–CH2–CH2

OH OH OH
120. The IUPAC name of the compound is:
O (a) 2-Carboethoxycyclopentanone
C (b) Ethyl-cyclo-2-pentanone methanoate.
CH2 CH–CO2Et
(c) Ethy-3-oxo-Hexanoate.
CH2 CH2 (d) None
121. The named pyruvaldehyde is:
(a) methyl glyoxal (b) 2-oxo-propanal (c) acetyl formaldehyde (d) 1-formyl acetone
122. 2-chloroethanol is called is
(a) Ethylene chloro hydrin (b) -chloroethylalcohol
(c) Chloroglyoxal (d) hydroxychloroethene
123. The structure of methaacrylic acid is:
CH3 CH3 CH3
(a) CH2= C–COOH (b) CH2= C–CH2–COOH (c) CH2=CH– HC–COOH (d) CH3–CH=CH–COOH
124. The structure of diethyl fumarate is:
(a) CH3CH2COOCCCOOCH2CH3 (b) C2H5COOCH==CH—COOC2H5
(c) CH3CH 2COO—CH2—CH2—COOC2H5 (d) CH3CH 2COO—CH–COOC2H5
125. What is the structure of vinyl hydroquinone
CHO COOH O OH
CHO COOH CH=CH2 CH=CH2
(a) (b) (c) (d)
CH=CH2
CH=CH2 O OH

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126. The IUPAC name of the given structure is
(a) 2,2-Dimethylpropane (b) Tertiary-butane (c) Neopentane (d) Neobutane
127. The incorrect IUPAC name is:
CH3 CH3
(a) CH3–C–CH (b) CH3–CH–CH–CH3 (c) CH3–CC–CH (d) CH3–CH–CH–CH3
CH3 CH3
O CH3 CH2–CH2 4-Methyl-2-pentyne Cl Br
2-Methyl-3-butanone 2,3-Dimethylpentane 3-Chloro-2-Bromobutane

O O
128. The correct IUPAC name of H–C–C–H is:
(a) Formylmethanal (b) 1,2-Ethanedione (c) 2-Oxoethanal (d) 1,2-Ethanedinal
129. Identify the wrongly named compound:
CH3 O
(a) CH3– CH–C–CH2–CH2–OH 4-methyl-3-oxo-1-pentanol
(b) CH3–CH–—C—CH–CH3 2-ethoxy-4-methoxy-pentan-3one
OCH3 O OCH2CH3
CH2–CHCH
O
(c) Diethyl-1,4-dioxide (d) 1-propynyl benzene
O

130. The correct IUPAC name of the compound (HOCH2CH2O)2CH–COOH is:

(a) 4-Carboxy-3,5-dioxaheptane-1,7-diol (b) 2,2-Bis (2-hydroxyethoxy) ethanoic acid
(c) 4-Carboxy-3,5-dioxoheptane-1,7-diol (d) None of these

131. The correct IUPAC name of the following compound is

(a) 7-ethyl-2, 4, 5, 6-tetra methyl deca-1, 8-diene (b) 4-ethyl-5, 6, 7, 9-tetra methyl deca-2, 9-diene
(c) 2, 4, 5, 6-tetramethyl-7-ethyl deca-1, 7-diene (d) None of these

132. The IUPAC name of :

(a) 2--butane (b) 2-butyl cyclopropane (c) 2-cyclopropyl butane (d) none of these

133. The correct IUPAC name of the compound is:

(a) 2-cyclohexylbutane (b) 3-cyclohexylbutane (c) 2-phenylbutane (d) 3-phenylbutane

O
CH2CH2COCH3
134. The correct IUPAC name of is:
(a) 4-(2-Oxobutyl)cyclohexane-1-one (b) 2-(3-Oxobutyl)cyclohexane-1-one
(c) 1-(2-Oxocyclohexyl)butan-3-one (d) 4-(2-Oxocyclohexyl)butan-2-one

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 (CH3)2CCOOC2H5

135. The correct IUPAC name of is:

NO2
(a) Ethyl 2-methyl-2-(3-nitrophenyl) propanoate (b) Ethyl-2-methyl-2-(3-nitrophenyl) propanoic acid
(c) Ethyl 2-methyl-2-(3-nitrophenyl) propionate (d) None of these
O
C
136. The correct IUPAC name of the compound O is:
C
O
(a) Cyclohexane ethanoic anhydride (b) Cyclohexane dicarboxylic anhydride
(c) Tetrahydrophthalic anhydride (d) Cyclohexane carboxylic-1,2-anhydride

Match the Columns.

137. Column–I Column–II
(a) Chloroform (p) Ethanal
(b) Fumaric acid (q) 1-phenyl ethene
(c) Acetaldehyde (r) 1,1,1-trichloromethane
(d) Styrene (s) trans butenedioic acid
138. Certain organic compounds are given in Column-1 and their names are given in Column-2. Match the
column-1 with the column-2 .
Column - I Column - II
O

(a) O (p) -ethoxy carbonyl--butyrolactone

O
O
(b) (q) 3,5-diacetyl tetra hydropyrane-2,4,6-trione
O O O
O
(c) O (r) 5 - (1-acetoxy-1-methyl ethyl)-2-methyl-2-cyclohene-1-one
O
O O

(d) (s) 1, 4 - dioxa-but-2,6-dione

O O O

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 Comprehension

 The general formula of alkynes is ‘CnH2n–2’, where ‘n’ is no. of ‘c’ atoms. From the second member of
alkyne series the ‘H’ atom of 1st carbon is replaced by ‘aldehyde’ group and the hydrogens of 3rd carbon
are replaced with one vinyl, one isopropyl and one hydroxy group. Then
139. IUPAC name of resultant compound
(a) 3-hydroxy-3-isopropyl hexa-1-en-5-yn-1-al
(b) 4-hydroxy-4-(1-methyl ethyl) hexa-5-en-2-yn-1-al
(c) 4–hydroxy-4-(1-methyl ethyl) hexa-5-en-2yn aldehyde
(d) 1-formyl -4-hydroxy -4-isopropyl hexa-5-en-2-yne
140. No. of ‘’ bonds in the compound
(a) 4 (b) 3 (c) 2 (d) 5
141. The principal functional group in the compound
(a) Aldehydic group (b) Alcoholic (c) Double bond (d) Triplebond

 An aliphatic hydrocarbon consisting of three carbon atoms are arranged continuously. All the three are
sp3 carbons.
142. If middle carbon is bonded with one vinyl group and te tetra covalency of all the carbon atoms satisfied
by required number of hydrogens. The IUPAC name of resultant compound could be
(a) 2-methyl-3-butene (b) 3-methyl-3-butene (c) 3-methyl-1-butene (d) 2-vinyl propane
143. If middle carbon is bonded with one vinyl group, one isopropenyl group and the tetracovalency of all
the carbon a toms satisfied required number of hydrogens. Then IUPAC name of resultant compound
could be
(a) 3, 3, 4 – trimethyl penta –1, 4 – diene (b) 2, 3, 3 , – Trimethyl penta -1, 4 – diene
(c) 2 – vinyl –2– iso propenyl propene (d) 3-vinyl -2, 3-dimethyl –1– butene
144. In three continuously arranged carbons, middle carbon bonded to the carbon with free valency of 2, 2-
dimethyl propyl and also to the carbon with free valency of allyl group. Then IUPAC name of resultant
compound
(a) 2, 2, 4, 4 tetramethyl hept - 6 - ene (b) 2, 2 – dimethyl propyl -3- allylpropane
(c) 4,4, 6, 6-tetra methyl hept - 2 - ene (d) 4, 4, 6, 6-tetramethyl hept-1-ene
145. In the three continuously arranged carbon atoms, the two terminal carbon atoms are bonded to the carbon
with free valency of 1, 1-dimethyl ethyl groups, while the middle carbon is bonded to carbon with free valency
of 1-methyl propyl group then the IUPAC name of resultant compound is
(a) 2,2, 6, 6 - Tetranethyl - 4 - (1 - methyl propyl) heptane
(b) 2,2, 6, 6 - Tetramethyl - 4 - (3 - methyl propyl) heptane
(c) 2,2, 6, 6 - Tetranethyl - 4 - (1 - ethyl propyl) heptane
(d) 2,2, 6, 6 - Tetramethyl - 4 - (2 - methyl propyl) heptane

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 In organic compound if student knows the structure then he will able to give its common name (if
available) as well as IUPAC name. At the same time if he knows the name either common or IUPAC
then he will be able to give its correct stucture and if familiar with common name then he can change to
its IUPAC name. On the basis of above information answer the following questions.
146. Isopropyl allyl carbinol is IUPAC name of :
(a) 1-(1'-methylethyl)but-3-en-1-ol (b) 1-Ethenyl-2-methylpropane-1-ol
(c) 1-allyl-2-methylpropan-1-ol (d) 2-Methylhex-5-en-3-ol
147. (H2C==CH)2CH CH2CH==CH CH3, its IUPAC name: is :
(a) 3-vinylhept-1,5-ene (b) 1,1-diethynylpent-3-ene
(c) 3-ethenylhepta-1,5-diene (d) 5-ethynylhept-2,5-diene
CH3
CH2–CH–CH2–CH3
148 IUPAC name of H3C–CH2==CH– CH–CHCH–CH3 is:
(a) 4-(1-Propenyl)-6-methyloct-2-yne (b) 6-methyl-4-(1-Pentynyl)oct-2-ene
(c) 4-(2-methylbutyl)hept-2-en-5-yne (d) 4-(2-methylbutyl)hept-5-en-2-yne
149. 3-ethenyl-1-hexene is the wrong name give the structure with correct name
HC=CH2
(a) H2C=CH–CH–CH2–CH2–CH3 , 3-propyl penta-1,3-diene
HC=CH2
(b) H2C=CH–CH–CH2–CH2–CH3 , 3-isopropylpenta-1, 3-diene
HC=CH2
(c) H2C=CH–CH–CH2–CH2–CH3 , 1,1-diethenylbutane (d) None of these
150. What is the IUPAC name of following compound ?
CH3 (a) 6,7-Dimethyl-5-butyloctane
H3C–CH (b) 2,3-Dimethyl-1-4-butyloctane
H3C–CH (c) 5-(1,2-Dimethylpropyl)nonane
H3C–CH2CH2CH2CHCH2CH 2CH2–CH3 (d) All of these are correct

 An aliphatic hydrocarbon consisting of three carbon atoms are arranged continuously. All the three are
sp3 carbons.
151. If middle carbon is bonded with one vinyl group and tetra covalency of all the carbon atoms
are satisfied by required number of hydrogens. The IUPAC name of resultant compound could
be
(a) 2-methyl-3-butene (b) 3-methyl-3-butene (c) 3-methyl-1-butene (d) 2-vinylpropane
152. If middle carbon is bonded with one vinyl group, one isopropenyl group and the tetracovalency
of all the carbon atoms satisfied by required number of hydrogens. Then IUPAC name of resultant
compound could be
(a) 3,3,4-trimethylpenta-1,4-diene (b) 2,3,3-Trimethylpenta-1,4-diene
(c) 2-vinyl-2-isopropenylpropene (d) 3-vinyl-2,3-dimethyl-1-butene

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153. In three continuously arranged carbons, middle carbon bonded with free valency of
2,2-dimethylpropyl and also to the free valency of allyl group. Then IUPAC name of resultant
compound
(a) 2,2,4,4-tetramethylhept-6-ene (b) 2,2-dimethylpropyl-3-allylpropane
(c) 4,4,6,6-tetramethylhept-2-ene (d) 4,4,6,6-tetramethylhept-1-ene
154. In three carbon arrangement one terminal carbon and middle carbon are attached with free
valency of allylic group and other terminal carbon with free valency of isopropyl then the IUPAC
name of compound is–
(a) 4(-2-methylpropyl)octa-1,7-diene (b) 5(-2-methylpropyl)octa-1,7-diene
(c) 4(-2,2-dimethylethyl)octa-1,7-diene (d) 7-methyl-5-(-1-propenyl)hept-1-ene
155. In the three continuously arranged carbon atoms, the two terminal carbon atoms are bonded
to the carbon with free valency of 1,1-dimethylethyl groups, while the middle carbon is bonded
to carbon with Free valency of 1-methylpropyl group then the IUPAC name of resultant compound
is
(a) 2,2,6,6-Tetraethyl-4-(1-methylpropyl)heptane
(b) 2,2,6,6-Tetramethyl-4-(3-methylpropyl)heptane
(c) 2,2,6,6-Tetraethyl-4-(1-ethylpropyl)heptane
(d) 2,2,6,6-Tetramethyl-4-(1-methylpropyl)heptane

 In organic compound if student knows the structure then he will able to give its common name (if
available) as well as IUPAC name. At the same time if he knows the name either common or IUPAC
then he will be able to give its correct structure and if familiar with common name then he can change to
its IUPAC name. On the basis of above information answer the following questions.
156. Isopropyl allyl carbinol is IUPAC name of –
(a) 1-(1'-methylethyl)but-3-en-1-ol (b) 1-Ethynyl-2-methylpropan-1-ol
(c) 1-allyl-2-methylpropan-1-ol (d) 2-methylhex-5-en-3-ol
157. (H2C==CH)2CHCH2CH==CHCH3, its IUPAC name:
(a) 3-vinylhept-1,5-diene (b) 1,1-diethylnylpent-3-ene
(c) 3-ethynylhepta-1,5-diene (d) 5-ethynylhept-2,5-diene
158. 3-ethynyl-1-hexene is the wrong name give the structure with correct name
HC=CH2
(a) H2C=CH–CH–CH2–CH2–CH3 , 3-propyl penta-1,4-diene
HC=CH2
(b) H2C=CH–CH–CH2–CH2–CH3 , 3-isopropylpenta-1,3-diene
CCH
(c) H2C=CH–CH–CH2–CH2–CH3 , 3-propylpent-4-en-1-yne
CCH
(d) H2C=CH–CH–CH2–CH2–CH3 , 3-propylpent-1-en-4-yne

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159. What is the IUPAC name of the following compound?
CH3
(a) 6,7-Dimethyl-5-butyloctane
H3C–CH (b) 2,3-Dimethyl-1-4-butyloctane
H3C–CH (c) 5-(1,2-Dimethylpropyl)nonane
H3C–CH2CH2CH2CHCH2CH2CH2–CH3 (d) All of these are correct
160. IUPAC name of the given is:

CH3 (a) 4-(1-Propenyl)-6-methyloct-2-yne

(b) 6-methyl-4-(1-pentynyl)oct-2-ene
CH2–CH–CH2–CH3
(c) 4-(2-methylbutyl)hept-2-en-5-yne
H3C–CH=CH–CH–CC–CH3
(d) 4-(2-methylbutyl)hept-5-en-2-yne

 The IUPAC system has set of rules for naming the organic compound. The rules are:
(i) The longest chain of carbon atoms is selected; it may be straight or haphazard. The name of the
carbon compounds is corresponding to this chain, i.e. no. of carbon present in this chain of the
compound.
(ii) To identify the position of given substituents, double bond, triple bond or functional group, present
in the carbon chain. The carbon chain is numbered by numerals 1, 2, 3, ..... . The numbering is
done so that substitute double bond, triple bond or function group get lowest position.
(iii) In case when many substituents are present, numbering is done from that end, form where
substitution gets lowest possible position.
(iv) The substitution are written in alphabetical order with their position. [In the prefix] [excluding
series group].
(v) The following preferential (seniority) order is maintained when more than one functional groups
are present.
—SO3H, —COOH, —COOR, —COX, —CONH2, —CHO, —CN, —OH, —SH,
>C==O, —NH2, >C==C<, —CC—, —O—, —NO2, —NO, —X;
(vi) When the carbon compounds bears two or more like substituents, then their locations and numbers
are represented by conconent di(2), tri(3), tetra(4) etc.
(vii) In case the substituent (Alkyl group) on the parent chain has itself branched chain then it is named
as a substituted alkyl group and its carbon chain is numbered from that carbon which attached to
the main chain. The name of the complex chain is written in brackets to avoid confusion with its
locant to main chain.
(viii) Two primary suffixes are used only if a compound having both the unsaturations and the compound
is named as alkene-(X)-yne with numbering as low as possible given to multiple bonds.
Answer the following questions base on the above passage/Points.
161. The IUPAC name of the compound is:
CH2—CH—CH2 (a) 1,2,3-tricyano propane (b) 3-cynopentane-1,5-dinitrile
CN CN CN (c) 1,2,3-cyanopropane (d) 1,2,3-propanetricarbonitrile
162. Amongst the following, the names which is acceptable as per IUPAC nomenclature are:
(a) 4-pentan-1-yne (b) 1-penten-4-yne
(c) 2,2-dimethyl-4-ethylpentane (d) 3-hydroxybutan-1-ol

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163. The IUPAC name of
CH3 is: (a) 1,1-dimethyl-1,3-butandiol (b) 4-dimethyl-2, 4-pentanediol
CH3—CH—CH2—C—CH3 (c) 2-methyl-2,4-pentanediol (d) 1,3,3-trimethyl-1,3-propanediol

OH OH
164. Give the IUPAC name of the following compound:
CH3 (a) 3-methyl-3-N, N-dimethylpentanamine
CH3—N—–C—CH2CH3 (b) 3-ethyl-N,N-dimethyl pentanamine
CH3 C2H5 (c) 3-methyl-3-N, N-dimethylbutanamine (d) None of these
165. Give the IUPAC name of the following compound:
CH3 (a) 5,6-diethyl-3-methyl-4-decene
H3C CH3 (b) 7-methyl-2,4,6-trieneoctane
H3 C CH3 (c) 6-methylheptene
(d) 3,3-diethyl-5-ethyl-4-decene.
166. The IUPAC name of compound
(a) 3, 5-Dimethyl-4-Formylhexan-2-one
O
(b) 4-Formyl-4-isopropyl-3-methylbutan-2-one
CH3—C—CH—CH—CH—CH3
(c) 2-Isopropyl-3-methyl-4-oxopentanal
CH3 CHO CH3
(d) 2-(1'-methylethyl)-3-methyl-4-oxopentanal
167. The IUPAC name of
(C2H5)2NCH2 CHCOOH is (a) 2-chloro-4-N-ethylpentanoic acid

Cl (b) 2-chloro-3-(N,N-diethylamino)propanoic acid

(c) 2-chloro-2-oxodiethylamine
(d) 2-chloro-2-carboxy-N-ethyl ethane
168. The IUPAC name of
O O (a) 4,4-di(formylmethyl)butanal
H—C—CH2—CH2—CH—CH2—C—H (b) 2-(formylmethyl)butane-1,4-dicarbaldehyde

CH2—CHO (c) hexane-3-acetal-1,6-dial

(d) 3-(formylmethyl) hexanedial
169. IUPAC name for the compound should be:
Br CONH2 (a) 5-bromo-3-carbamoyl-2-chloroformyl-4-formylhexanoic acid
COOH (b) 2-bromo-4-carbamoyl-5-chloroformyl-3-formylhexanoic acid
(c) 2-chloroformyl-3-carbamyl-4-formyl-5-bromohexanoic acid
CHO COCl
(d) 4-formyl-2-chloroformyl-3-carbamoyl-5-bromohexanoic acid

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 Fill-in the blanks
170. Fill in the blanks with appropriate items
I. What is the structure of isopropylbutyrate ________ .
II. Structure of vinyl carbinol is ________ .
III. The IUPAC name of C6H5.COOCH2CH2COOH ________ .
IV. The common name of the compound , is ________ .

V. The structure of diallyl amine is _________ .

VI. Structure of tertiary - butyl propyl methane is ________ .
VII. The structure of N,N,2-trimethylcyclobutane carboxamide is ________ .
VII. The IUPAC name of ((CH3)2CHCH2CO)2O is ________ .
IX. The structure of phenyl acetonitrile ________ .
X. The structure of N, N-diisopropylanilline is ________ .
XI. The IUPAC name of C2H5O—(CH2)3—OC2H5 ________ .
XII. The IUPAC name of NC—CH2—CH2— CH–COOEt ________ .
COOEt
O CH3 CH3
CH3
XIII. The IUPAC name of H–C–CH2–C–––C–COO–CH is ________ .
CH3
CH3 CH3
CH2–CH(CH3)2
XIV. The IUPAC name of the compound CH3–CH2–CH2–CH2–CH–CH–CH2–CH2–CH3 _______ .

C2H5–CH
CH3

XV. The IUPAC name of is ________ .

OH
XVI. The IUPAC name of CH3–C–CH3 is ________ .

CHO

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 Board Exam PYQs

171. Give the IUPAC Name of the following compounds

CH3
(i) CH3—CH—CH—C—CH3 (ii) C6H5OC2H5
CH3 OH CH3
(iii) HOCH2—CH—CH2OH (iv) H3CCH2—O—CH—CH2—CH3

OH CH3
CH3
CH3 O
(v) (vi) Ph—CH = C—C—CH3
OH
CH3 O
CH3
C—NHCH3
(vii) H3C—CH2—CH2—COOK (viii)
O
C—OCH3
(ix) (x) m-Br C6H4CH2–COOCH2CH2CH 3
Me
CH3
Br O
SO3H
(xi) H3C—CH—CH2—C—NHCH3 (xii)

OH OH OH OH
(xiii) OHCC6H4CHOp (xiv) OHC—CH—CH—CH—CH—CH2OH
O
(xv) (C2H5)2—N—CH2—CH2O C— — NH2

172. Give the structure and IUPAC name:

(i) p-cresol (ii) Ethylene glycol
(iii) Phenyl isopentyl ether (iv) picric acid
(v) p-Hydroxy acetophenone (vi) -Methylvaleraldehyde.
(vii) -Methylcyclohexanecarbaldehyde (viii) o-tolualdehyde
(ix) -Methylcyclo hexanone (x) Benzoyl chloride
(xi) p-anisidine (xii) Styrene
173. Write the structure of the compounds whose IUPAC name are given:
(i) 3,5-Dimethyl hexane-1,3,5-triol (ii) cyclohexylmethanol
(iii) 3-Methyl-2-ethoxypentane (iv) 2, 4-Dinitrophenylhydrazine
(v) 3-Phenylprop-2-enal (vi) benzene-1,4-dicarboxylic acid
(vii) 4-methyl phenyl ethanoate (viii) N-ethyl-N-methyl benzamide
(ix) 3-bromo-4-phenylpentanoic acid

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174. Give the IUPAC name of the following nitroalkanes.

(i) CH 3 O NO 2 (ii) CH3—CH—CH2—CH—CH 3 (iii) (CH 3 ) 3C—NO 2

NO2 NO2
175. Write the IUPAC name of CH3–CH––C–CH2CH3
CH3 O
176. What is the IUPAC name of phenyl cyanide?
177. Give the IUPAC name of the following:
(i) CH3CH 2CH 2NHCH3 (ii) CH3NHC2H5
(iii) C6H5CH2NH2 (iv) CH3—CH—CH2CH3
NH2
CH3 NH2

(v) CH3—C—NH2 (vi)

CH3
(vii) C6H5N(CH3)(C2H5) (viii) CH3CH==CHCH2NH2
(ix) CH3–CHCl–NH–CH3 (x) Acetanilide
NO2

(xi) H2N NO2 (xii) ON N(CH3)2

CH3
(xiii) CH3CH2CH2—N (xiv) Ethylamine
CH3
(xv) 1-Amino-2-phenylpropane
178. What are primary, secondary and tertiary amines? give one example of each.
179. Write the IUPAC name of diethylamine. How will you obtain it form nitroethane?
180. Give the structural formulae for , 2-pentenenitrile
181. Give the IUPAC and common/trivial name of the following
(i) CH3CN (ii) CH3NC (iii) CH3C2NC
182. Give the IUPAC names of the following:
(i) CH3CH2CH2CH2CH2 CHCN (ii) CH2==CHCN
CH3
(iii) C6H5—CH2—CN (iv) C 6H5CH 2CH2CN
(v) CH3—CH—CH2CH3 (vi) CH3—CH—CH—CH3
CN CH3 CN
183. What is the IUPAC name of (CN)2?
184. Give the IUPAC name of the following ?
CH3
(i) CH3—C—CH2—CH2OH (ii) CH3—C—CH2—CH2OCH2CH3
CH3 OH

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 CH3
(iii) CH2CH2OH (iv) (v) (CH3)2C——C(CH3)2
OH OH OH
CH3
(vi) CH3CH2—C—CH—CH2 CH2OH (vii) CH3—CH—CH—CH—CH2OH

Br Br OH OH Br
185. Give the IUPAC name of [CH3)2CH]3COH
186. Write the structure of butynediol.
187. Give the common and IUPAC names of the following:
OC2H5
(i) CH3O–CH2–CH2–OCH3 (ii)
Cl
188. Write the structure of perchlorodiethyl ether.
189. What is the IUPAC name of tert-butyl methyl ether?
190. Give the IUPAC name of the following compounds:
(i) CH3—CH—CH—CHO (ii) CH2—CH—CHO

CH3 CH3 OH Cl
(iii) CH3—CH—C—CH—Br (iv) CH3—CH—C—CH—OCH2CH3
NO2 O CH3 OCH3 O CH3
(v) CH3—CH—C—CH—CH3 (vi) CH3—CH—CH—CH—CHO

NO2 O CH3 CH3 OH OH

CH2CHO
(vii) CH3—CO—CH—CH2—CH2Cl (viii) Br (ix) CH3—CH—CH2—CH3
C2H5 CHO
191. Write structural formulae for the following:
(i) Mesityl oxide (ii) Phorone (iii) Pinacol (iv) Pinacolone
192. Give the IUPAC name of the following
(i) CH3—CH—CH2—CH3 (ii) CH3—CH—CH—CO2H
CO2H Br CH3
(iii) (CH3)2C(Br)–CH2–CO2H (iv) CH3CH(OH)COOH
(v) CH3—CH—CH—COOH (vi) CH3COCH2COOH (vii) CHO.COOH
CH3 CH3
(viii) CH3COCOOH (ix) C6H5–CH==CH–COOH (x) C6H5CH2CH2COOH

(xi) CH3CH2CH(CHO)CH2COOH (xii) Br COOC2H5

CH3CH2—CH—C—COC2H5 H2N O
(xiii) O Br (xiv) CH3—CH2—CH—C—OCH 3
(xv) CH3—CH—CH2—CH—C— OC2H5
CH3 O

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 IIT-JEE PYQs

193. The IUPAC name of the compound having the formula is

CH3 (a) 3,3,3-trimethyl-1-propene (b) 1, 1,1-trimethyl-2-propene
H3C–C–CH=CH2 (c) 3, 3-dimethyl-1-butene (d) 2,2-dimethy-3-butene
CH3 [1984]
194. Write the IUPAC name of CH3CH2CH==CH.COOH [1986]
195. The IUPAC name of the compound CH2==CH—CH(CH3)2 is: [1987]
(a) 1,1-dimethy-propene (b) 3-methyl-1-butene (c) 2-vinyl propane (d) None of the above
196. The number of sigma and pi-bonds in 1-butene 3-yne are: [1989]
(a) 5 sigma and 5 pi (b) 7 sigma and 3 pi (c) 8 sigma and 2 pi (d) 6 sigma and 4 pi
197. The enolic form of acetone contains [1990]
(a) 9 sigma bond, 1 pi bond and 2 lone pairs (b) 8 sigma bonds, 2 pi-bonds and 2 lone pairs
(c) 10 sigma bonds, 1 pi bond and 1 lone pair (d) 9 sigma bonds, 2 pi bonds and 1 lone pair
198. Write IUPAC name of the following
Me CH 3
Me Me |
(a) (Me = methyl group)[1990] (b) H 3C  N — C  CH 2CH 3 [1991]
Me Me | |
H 3C C 2 H 5
199. Write IUPAC name of succinic acid [1994]
200. The IUPAC name of C6H5COCl is [2006]
(a) Benzoyl chloride (b) Benzene chloro ketone
(c) Benzene carbonyl chloride (d) Chloro phenyl ketone
201. The IUPAC name of the following compound is [2010]
OH (a) 4-Bromo-3-cyanophenol. (b) 2-Bromo-5-hydroxybenzonitrile
(c) 2-Cyano-4-hydrosybromobenzene (d) 6-Bromo-3-hydroxybenzonitrile

CN
Br

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All students are advised to solve DPPs within allowed time only.
All discussions are scheduled in every 4th doubt discussion class
–MKA Sir (Guruji)

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