Name Reaction Reagent Assignment PDF

Name Reaction & Reagent
1. The compound (X) in the reaction sequence:

CH 2COONa P2S 3 Raney Ni
(X) CH 3CH2CH2CH3
CH 2COONa heat
CH2COOH
(a) (b) (c) (d) S
S CH2COOH S
2. The compound, which:
(i) Reacts rapidly with acetyl chloride
(ii) Does not react with 2,4-dinitrophenylhydrazine and
(iii) Does not form a yellow precipitate with excess of iodine in aqueous alkali is
(a) Acetone (b) Diethyl ether (c) 2-methyl-2-propanol (d) Ethanol
3. During witting reaction, a phosphorus yield gets converted to:
(a) R3P (b) R3P = 0 (c) R3P+HOH- (d) R2P – PR2
4. The major product in the following reaction is:
O
H 2NCONHNH 2(1equiv), HCL, 100 0C
(1eq.)
O O
(a) N C NH2 (b) C N C NHNH 2
O H
O O
H H
(c) N N C NH 2 (d) C N N C NH2
O H
5. The structure of the major product in the following reaction is:
O
Me2CuLi
Product
0 0C
Br
O CH3 O O
H3C O
(a) (b) (c) (d)
CH 3 CH3 CH3
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Name Reaction and Regent (CSIR– NET/GATE) 2
6. The major product formed in the following reaction is:
COOH COOH
(a) (b) C 4H9 (c) (d)
C4H9
7. The major product formed in the in the following reaction is:
(a) (b) (c) (d)

8. The ene-yne that produces a chiral compound upon treatment with Lindlar’s catalyst is:
(a) (b) (c) (d)
9. The correct set of reagents required for the following transformation is:
(a) (i) CrO3; (ii) acrylonitrile; (iii) H3O+

(b) (i) O2; (ii) methyl acrylate
(c) (i) CrO3; (ii) NaOMe/MeOH; methyl acrylate; (iii) H3O+
(d) (i) H2O; (ii) methyl acrylate.
10. Identify the correct reagents required for the following transformation:
(a) (i) NaBH4; (ii) H3O+ (b) (i) LiAlH4 ; (ii) H3O+
+ +
(c) (i) HOCH2CH2OH, H ; (ii) LiAlH4; (iii) H3O
(d) (i) NH2CH2CH2NH2, H+; (ii) LiAlH4; (iii) H3O+
(a) (b) (c) (d)
O
Ph
Ph
(a) (b) (c) (d)
13. The mechanism of the transformation involves:
(a) Aldol reaction and Cannizzaro reaction

(b) Aldol reaction and Claisen – Schmidt reaction
(c) Knoevenagel condensation and Cannizzaro reaction
(d) Stobbe condensation and Cannizzaro reaction
14. The major product formed in the reaction of butanenitrile with phenylmagnesium bromide followed
by acidification is:
(a) (b) (c) (d)
15. The major products X and Y in the following reaction sequence are:
(a) (b)
O O
O
(c) (d) X = Y=
16. The appropriate reagents required for carrying out the following transformation are:
(a) (i) PCC, CH2Cl2 ; (ii) Ph3P=CHCO2Et; (iii) aq. NaOH, heat, then acidify
(b) (i) CrO3, H2SO4, aq. Acetone (ii) Ac2O, NaOAc
(c) (i) NaBH4; (ii) CH2(CO2H)2, piperidene, pyridine
(d) (i) PCC; LiAlH4 ; (ii) BrCH2CO2C (CH3)3, Zn (iii) H3O+, heat
17. The appropriate reagents required for carrying out the following transformation are:
(a) (i) Succinic anhydride, AlCl3 ; (ii) Zn/Hg, HCl; (iii) polyphosphoric acid
(b) (i) Maleic anhydride, AlCl3; (ii) H2N-NH2, KOH; (iii) H2SO4
(c) (i) Succinic anhydride, FeCl3 ; (ii) LiAIH4 ; (iii) H2SO4
(d)(i)Phthalic anhydride, F3B.OEt2 (ii) HS(CH2)2SH, H+; (iii) Raney, Ni; (iv) polyphosphoric acid
18. Which of the following reaction sequence is the correct one for synthesis of t-butyl alcohol:
(B)
(a)
(b)
(c)
(d)
19. The Wittig reaction is a reaction with an aldehyde or ketone with a phosphonium yield. Predict the
product of the following reaction:
(a) (b) (c) (d)
20. Compound X reacts with vinyl Grignard reaction to give two compounds A and B after hydrolysis.
A gives compound Y upon heating. Predict the structure of A:
(a) (b) (c) (d)
21. The major organic product in the following reaction is:
(a) (b) (c) (d) None of these
22. What is the product of the following reaction:
(a) (b) (c) (d) No reaction
23. The products formed in the following reaction are:
(a) (b)
(c) + DMSO (d)
24. The product P formed in the following three steps reaction is:
(a) (b) (c) (d)
25. Identify the correct choice of reagents, among P, Q and R , for the transformation of norbornane into
the epoxides A and B:
P = H2O2 —AcOH; Q = H2O2 —NaOH; R = HOBr Followed by aq. NaOH.
(a) P gives A and Q gives B (b) R gives A and P gives B

(c) Q gives A and R gives B (d) P gives A and R gives B
26. In the following three step transformation, identify the correct combination product P, Q and R.
[LDA=LiN(iPr)2]:
(a)
(b)
(c)
(d)
27. Reaction of phenylacetylene with sodamide in liquid ammonia generates:
(a) (b) (c) (d)
28. Cyclohexyl benzyl ether when reacted with hydrogen in the presence of 10% palladium on charcoal
generates a mixture of:
(a) Cyclohexanol and benzyl alcohol (b) cyclohexane and benzyl alcohol
(c) Cyclohexanol and toluene (d) Cyclohexane and toluene
29. In the reaction shown below, identify the correct combination of the intermediate P and the product
Q:
(a) (b)
(c) (d)
30. Reaction of ethyl acetoacetate with one equivalent of methyl magnesium bromide gives:
MeO O
(a) (b) (c) (d) Me OEt
MgBr
31. On the basis of Favorskii rearrangement mechanism, the ratio of the products, P, Q and R given
below, will be respectively:
(a) 2 : 1 : 1 (b) 1 : 1 : 1 (c) 1 : 0 : 1 (d) 0 : 1 : 1

32. The major product P formed in the following reaction is:
O Br
H 3C 1.05 eq. LDA, THF, - 78 0C, Br
P
O
Br
(a) (b) (c) (d) CH3
33. The major product P obtained in the following reaction is:
(a) (b) (c) (d)
34. The major product P of the following reaction is:
(a) (b) (c) (d)
35. In the given reactions, identify the correct combination of their major products:
P and Q [LDA = LiN(i-Pr)2]:
O OH O OH
(a) (b) t-Bu Ph Ph
CH3 ,
(c) (d)
 Linked answer question 36 & 37

36. The products P and Q in the following sequence of reactions, respectively are:
(a) (b)
(c) (d)
37. The reagent for selective reductive reduction of the aldehyde group in Q obtained in the above
reaction is:
(a) H2, (Ph3P)3RhCl (b) [(H3C)2 CHCH2]2 AlH
(c) Na(CH3COO)3BH (d) LiAlH4
38. Which of the statement is correct about the mechanism of the following reaction:
(a) DMSO reacts with alcohol initially to give ,which reacts with (COCl)2
(b)(COCl)2 reacts with alcohol initially to give ,which reacts with DMSO.
(c) DMSO reacts with (COCl)2 initially to give , which react with the alcohol.
(d) (COCl)2 reacts with DMSO initially to give , which reacts with the alcohol.
39. Pick the major product P in the following reaction:
(a) (b)
(c) (d)
40. The reaction is an example of a:
(a) Birch reduction (b) Clemmenson reduction

(c) Wolff-Kishner reduction (d) Hydride reduction
41. The major product (X) of the monobromination reaction is:
(a) (b) H3C Br (c) (d)

 Linked Answer Q. 42 & 43
42. In the reaction, compound X is:
O
H
(a) (b) (c) (d)
CHO
43. Oxidation of X with chromic acid chiefly gives:
(a) (b) (c) (d)
44. The major product of the following reaction is:
Me Me
OH
O
(a) (b) (c) (d)
45. Aniline can be distinguished from methylamine by its reaction with:

(a) p-toluene sulphonyl chloride/KOH (b) (i) NaNO2/HCl, 0-50C(ii) alkaline β-Napthol
(c) Sn/HCl (d) Acetyl chloride
(a) (b) (c) (d)

CO2CH3
47. The major production of the following reaction is:
(i) Na/liq. NH3/THF, - 400C
(ii) H3O+
(a) (b) (c) (d)
48. The compound that is not oxidized by KMnO4 is:
Me
Me Me
(a) (b) (c) (d)

N
49. The major product P of the following reaction is:
(a) (b) (c) (d)
(a) (b)
O
(c) O (d)
OH
51. The most suitable reagent combination to bring out the following transformation:
(a) PhCOCl and pyridine (b) DCC and PhCOOH

(c) PhBr, CO and Pd(PPh3)4 (d) EtOOC  N  N  COOEt, PPh3 , and PhCOOH
52. Reaction of m-methylanisole with lithium in liquid ammonia and t-butyl alcohol at -330C generates
compound X as the major product. Treatment of the compound X with dilute sulphuric acid
produces compound Y as the major product. The compounds X and Y, respectively are:
(a) (b)
(c) (d)
53. In the reaction sequence, the structure of the major product Z and the overall yield for its formation
from the ketone, X, are:
(a) (b)
(c) (d)
54. In the reaction, the major products, (X) and (Y), respectively are:
(a) (b)
(c) (d)
55. In the reaction, the major product (X) is:
(a) (b) (c) (d)

O O
(a) (b) (c) (d)
57. In the reaction, sequence the major product (X) is:
O
Cl
(a) (b) (c) (d)
(a) (b) (c) (d)
(a) (b) (c) (d)
(a) (b) (c) (d)
61. In the reaction the product formed is:
(a) (b) (c) (d)
62. The major product formed in the reaction given below is:
(a) (b) (c) (d)
63. The major product formed in the reaction given below is:
(a) (b) (c) (d)
64. The major products X and Y formed in the following reaction sequence are:
(a)
(b)
(c)
(d)
65. The following conversion is an example of:
(a) Aldol Reaction (b) Mannich reaction

(c) Michael addition (d) Chichibabin reaction
66. The most suitable reagent for performing the following transformation is:
(a) LiAIH4 (b) H2, Pd/C (c) PPh3, H2O (d) Li, Liq. NH3
(a) (b) (c) (d)
68. The most appropriate reagent for the conversion of RCOOMe in RCH2OH is:
(a) NaBH4 (b) LiBH4 (c) NaH (d) Pd/C and H2
69. The product obtained in the following transformation is:
H Me
(a) (b) (c) (d)
HO2C CO2H
70. Identify the most appropriate reaction which involves one C–C and one C–O bond formation:
(a) Knoevenagel (b) Darzen condensation
(c) Michael reaction (d) Shapiro reaction
71. What is the major product obtained in following reaction:
(a) (b) (c) (d)
72. Pheyl isocyanide is prepared by:

(a)Stephens reaction (b) Carbylamine reaction
(c) Reimer-Tiemann reaction (d) Wurts reaction
73. The product obtained in the following reaction is:
Zn (i) 50% aq. K2CO3
R CN + Br CO2Et (A) ?
THF, reflux (ii) 1M HCl
(a) (b) (c) (d)
(a) (b) (c) (d)
(a) (b)
(c) (d)
76. The major product obtained in the following reaction is:
(a) (b) (c) (d)
77. Choose from the following the suitable reagent required for the transformation:
O O
Me ?
Me
Me
Me Me
(a) H2, Pd/C (b) Li/Liquid NH3
(c) H2, PdCl2, CuCl2, H2O (d) H2, [RhCl(PPh3)3]
78. The most probable product obtained in the following transformation is:
(a) (b) (c) (d)
79. Identify the product X in the following reaction sequence:
(a) (b) (c) (d)
80. The appropriate reducing agent for the following transformations is:
(a) LiAIH4 (b) NaBH4 (c) Na[BH(OCOCH3)] (d) LialH(OtBu)3

81. Increasing order of rate of reaction with HNO3/H2SO4 is:
(I) (II) (III)
(a) III < II < I (b) II < III < I (c) I < III < II (d) I < II < III
82. Increasing order of rate of reaction with Br2/AlCl3 is:
(I) (II) (III) (IV)
(a) III < I < II < IV (b) IV < II < I < III (c) II < IV < III < I (d) IV < II < III < I
83. Rank in order or increasing rate of reaction towards EAS with bromine in the presence of FeBr3
(I) (II) (III)
(a) II < I < III (b) II < III < I (c) I < II < III (d) I < III < II
84. Reactant (A) is:
(a) (b) (c) (d)
85. What is the major product of the following Friedel Craft reaction:
(a) (b)
(c) (d)
86. Which position will be attacked most rapidly by the nitronium ion (—NO2)+ when the compound
undergoes nitration with HNO3/H2SO4:
(a) A (b) B (c) C (d) D

87. All the hydrocarbons shown are very weak acids. One, however, is far more acidic than the others.
Which one is the strongest acid:
(a) (b) (c) (d)
88. Product C is:
(a) (b) (c) (d)
89. Product B in this reaction is:
(a) (b) (c) (d)
90. Suitable product A for the following reaction is:
(a) (b) (c) (d)
91. Major product x in this reaction is:
NH2
(a) (b) (c) (d)

I I
NO2
92. Consider the following sequence of reactions:
The end product B is:
(a) (b) (c) (d)
93. Which one of the following undergoes nucleophilic aromatic substitution as the faster rate:
(a) (b) (c) (d)
94. What are the products of the following reaction:
(a) (b)
(c) (d)
95. The following reaction is an example of:
(a) Intermolecular C-N bonding (b) Intramolecular C-N bonding

(c) Intermolecular N-N bonding (d) Intramolecular N-N bonding
96. In the reaction given below, the major product formed is:
(a) (b)
(c) (d)
97. Suggest the best reaction conditions for the synthesis shown below:
(a) (1) HNO3, H2SO2; then (2) Br2 (b) (1) Br2; then (2) HNO3, H2SO2
(c) (1) CH3Br, AlBr3; then (2) HNO3, H2SO3 (d) (1) HNO3, H2SO2; then (2) Br2, FeBr3
98. Which one of the following statements is true?
(a) PhLi adds to both compounds with equal ease

(b) PhLi does not add to either of the compounds
(c) PhLi reacts readily with 1 but does not add to 2
(d) PhLi reacts readily with 2 but does not add to 1
99. The major product expected from the mono-bromination of phenyl benzoate is:
(a) (b)
(c) (d)
100. Product C of the following reaction is:
OH
(a) (b) (c) (d)
Answer Key
1. a 2. c 3. b 4. c 5. d 6. a 7. a 8. b 9. c 10. c
11. a 12. b 13. a 14. a 15. d 16. a 17. a 18. c 19. a 20. a
21. a 22. c 23. c 24. d 25. b 26. b 27. c 28. c 29. b 30. c
31. d 32. b 33. c 34. c 35. b 36. d 37. c 38. c 39. d 40. a
41. d 42. b 43. b 44. b 45. b 46. a 47. c 48. d 49. b 50. c
51. d 52. d 53. b 54. c 55. b 56. c 57. c 58. c 59. a 60. d
61. a 62. d 63. a 64. a 65. b 66. c 67. b 68. b 69. b 70. b
71. a 72. b 73. b 74. a 75. a 76. c 77. d 78. a 79. c 80. c
81. d 82. a 83. a 84. c 85. b 86. d 87. c 88. b 89. b 90. b
91. c 92. b 93. a 94. c 95. d 96. d 97. d 98. c 99. d 100. b

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Name Reaction & Reagent

1. The compound (X) in the reaction sequence:

6. The major product formed in the following reaction is:

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

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

(a) (i) CrO3; (ii) acrylonitrile; (iii) H3O+

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

12. The major product formed in the following reaction is:

13. The mechanism of the transformation involves:

(a) Aldol reaction and Cannizzaro reaction

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

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

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

21. The major organic product in the following reaction is:

(a) (b) (c) (d) None of these

22. What is the product of the following reaction:

(a) (b) (c) (d) No reaction

23. The products formed in the following reaction are:

(c) + DMSO (d)

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

(a) P gives A and Q gives B (b) R gives A and P gives B

27. Reaction of phenylacetylene with sodamide in liquid ammonia generates:

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

(a) 2 : 1 : 1 (b) 1 : 1 : 1 (c) 1 : 0 : 1 (d) 0 : 1 : 1

33. The major product P obtained in the following reaction is:

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

34. The major product P of the following reaction is:

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

 Linked answer question 36 & 37

39. Pick the major product P in the following reaction:

40. The reaction is an example of a:

(a) Birch reduction (b) Clemmenson reduction

(a) (b) H3C Br (c) (d)

43. Oxidation of X with chromic acid chiefly gives:

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

44. The major product of the following reaction is:

45. Aniline can be distinguished from methylamine by its reaction with:

46. The major product of the following reaction is:

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

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

49. The major product P of the following reaction is:

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

50. The major product of the following reaction is:

(a) PhCOCl and pyridine (b) DCC and PhCOOH

55. In the reaction, the major product (X) is:

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

56. In the reaction, the major product (X) is:

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

57. In the reaction, sequence the major product (X) is:

58. In the reaction, the major product (X) is:

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

59. In the reaction, the major product (X) is:

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

60. In the reaction, the major product (X) is:

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

61. In the reaction the product formed is:

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

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