CHEMISTRY

61. The number of geometrical and optical isomers shown by

(A) 4, 4 (B) 2, 2 (C) 2, 4 (D) 4, 2

62. Which of the following compounds would not show tautomerisation?

(A) CH3COCH2CN (B) HCN (C) CH3CH=NOH (D) CH3CN

63.

(A) position (B) optical (C) geometrical (D) both (B) and (C)

64. Which one of the following compound has the maximum enol percentage?

(A) (B)

(C) (D)

65. What is the expected product in the following reaction?

(A) (B)

(C) (D)

66. Which of the following forms meta substituted product on electrophilic attack
 (A) 2 and 4 (B) 1, 2 and 3 (C) 2 and 3 only (D) 1 only

67. A and B in the following reaction are

(A) (B)

(C) (D)

68. Out of LiAlH4, TPH and NaBH4 which are best suited for the following reduction

(A) all the three (B) LiAlH4 and TPH (C) TPH and NaBH4 (D) LiAlH4 and NaBH4

69. Which of the following an monochlorination would produce racemic mixture

(A) neopentane (B) n-butane (C) 2, 2, 3, 3 –tetramethylbutane (D) none of these

70. Identify A in the following reaction

(CH3)2 – CH – Br
(A) (CH3)2 – CH – CH2 – CH (CH3)2 (B) (CH3)2 – CH – CH2 – CH2 – CH3
(C) (CH3)2 – CH – CH2 – CH2 – CH2 – CH3 (D) none of the above

71. Which of the following on Wurtz reaction would form 2,2,5,5 – tetramethylhexane as the
product?
(A) 2, 2 – dimethyl -1-chloropropane (B) 2 – methyl – 1 – chlorobutane
(C) both are true (D) none is true

72. Number of chiral carbon atom in

(A) 2 (B) 3 (C) 1 (D) 4

73. Which confirmation of n – butane is most stable

(A) anti staggered (B) fully eclipsed (C) eclipsed (D) gauche staggered

74.

This product (Y) is

(A) Benzaldehyde (B) Chlorobenzene (C) Benzoic acid (D) Benzene

75. Consider the following statements

1) CH3 – is p – directing due to hyperconjugation
 2) CCl3 – is meta directing group due to reverse hyperconjugation
3) Ccl3 – group is meta directing due to mesomeric effect
4) - CH = CH2 group is ortho - para – directing group
(A) 1 and 2 are correct (B) 1, 2 and 4 are correct
(C) 1 and 3 are correct (D) 3 and 4 are correct

76.

Identify the product of the reaction

(A) (B)

(C) (D)

77. Which one of the following is an electrophilie?

(A) BF3 (B) C2H4 (C) C6H6 (D) H2O

78. Identify the product of the following reaction

(A) (B)

(C) (D)

79. A in the following reaction is

CH3 – CH = CH – CH3 + CH2N2  A
 (A) (B)

(C) Both (D) None

80. Which reagent brings about the following conversion?

(A) Et3N (B) NH3 (C) alc. KOH (D) all

81. Which of the following alkenes on reaction with KMnO 4 and subsequent heating would
produce following product?

(A) (B)

(C) (D)

82. Identify (A) in the following reaction

(A) (B)

(C) (D)

83. Out of A, B , C which is most easily dehydrohalogenated?

 (A) 1 (B) 2 (C) 3 (D) all with same ease

84. An organic compound with molecular formula C6H12 has chirality but on hydrogenation it is
converted into C6H14 in which Chirlity disappears. What could be the original organic
compound?
(A) 3 – methyl -1- pentene (B) 2 – methyl -2-pentene
(C) 2, 3 – dimethyl -2- butene (D) 3, 3 – dimethyl – 1 - butene

85. Which of the following alkanes can be synthesized from single alkyl halide?

(A) (B)

(C) (D)

86.

(A) (B)

(C) (D) None of these

87. Which of the following alkynes gives oxalic acid on oxidation with Baeyer reagent?
(A) CH3 - CCH (B) CH  CH (C) CH3 – CH2 – C  CH (D) all of the
88. Arrange in order of reactivity towards electrophilic substitution
C6H5NO2, C6H5CH2NO2, C6H5CH2CH2NO2
I II III
(A) III>II>I (B) I>II>III (C) II>III>I (D) II>I>III
89. 1- butyne on oxymercuration demercuration would give
(A) butanone (B) butanal (C) propanol and methanol (D)propanoic acid and formic acid
90. Which of the following alkenes will react faster with H2/catalyst?

(A) (B)

(C) (D)
61. What is the decreasing order of strength of the bases?
OH–, , , and
(A) (B)
(C) (D)

62. Anti-Markownikoff’s addition takes place in following

(A) (B)

(C) (D)
CH3—CH=CH2

63. Which of the following compounds is most acidic?

(A) CH3CH2OH (B) C6H5COOH

(C) C6H5OH (D)

64.

(A) (B)

(C) (D)

65. An unknown compound A has a molecular formula C4H6. When A is treated with excess of
Br2 a new substance B with formula C4H6Br4 is formed. A forms a white ppt. with ammoniacal
silver nitrate solution. A may be.
(A) But-1-yne (B) But-2-yne (C) But-1-ene (D) But-2-ene

66. An organic compound A, C8H12 on reaction with ozone followed by zn gave one mole each of
(CHO)2 and CH3COCH2CH2COCH3. The structure of A is

(A) (B)

(C) (D)

67.

(A) Wolff Kishner reduction (B) Clemmensen reduction

(C) Red P + HI at 200°C (D) All of these

68. In which of the following cases the acid strength is highest

(A) Ka = 10–6 (B) Ka = 10-4 (C) Kb = 10 (D) Kb = 10–11

69. Which one is the strongest acid?

(A) HOCl (B) HOClO (C) HOClO2 (D) HOClO3
70. Which one of the following ions is aromatic?

(A) (B)

(C) (D)

71. Consider the following reaction

HO–[CH3 – – CH2 – CH2 – CH3] X + Y. The products X and Y in the

above reaction
(A) CH3 – CH2 – CH2 – CH3, CH3OH (B) CH2 = CH – CH3, N(CH3)3

(C) CH3 – CH2 – CH2 – OH, N(CH3)3 (D) CH3 – – CH3, N(CH3)3

72. Among the following compounds, the pair which does not show the resonance
(A) CH2 = CH – – H; – CH = –H

(B) CH2 = CH – – Cl; – CH = CH – Cl

(C) (CH3)2 – CH – – O–; (CH3)2 – CH – =O

(D) CH3 – CH2 – – CH3; CH3 – CH2 – – CH3

73. Consider the following compounds

Their relative reactivity towards nitronium ion is such that

(A) II < I < III (B) III < I < II
(C) I < III < II (D) III < II < I

74.

(A) (B)

(C) (D)

75. The number of stereoisomers possible for HOOC – (CHOH)4 – COOH is

(A) 32 (B) 16 (C) 14 (D) 12

76. Which one of the following pair represents a set of electrophiles?

 (A) Br+ and (B) AlCl3 and Cl–
(C) H+ and H2O (D) CN– and NH3
77.

The product 'A' is

(A) meso diol (B) racemic diol (C) both are correct (D) none is correct

78. C5H11Cl by Wurtz reaction forms 2,2,5,5 - tetramethylhexane as the main product. Hence
C5H11Cl is
(A) 2,2-dimethyl-1-chloropropane (B) 2-methyl-1-chlorobutane
(C) both are correct (D) none

79. Compound (A) C6H12 has chirality but on hydrogenation A is converted into C 6H14 (B) which
chirality disappears. Hence A is
(A) 3-methyl-1-pentene (B) 2-methyl-2-pentene
(C) 2,3,-dimethyl-2-butene (D) 2,3,-dimethyl-1-butene

80. The possible isomers of C4H10O are

(A) 7 (B) 8 (C) 6 (D) 5

81. An alkane (A) of M.W 72 on chlorination gives only one monochloro derivative (B), which on
treatment with Na in dry ether solvent gives

(A) (B)

(C) (D)

82.

(A) (B)

(C) (D) All are correct

83.

(A) (B)

(C) (D) No SE reaction is possible

84.

So (A) is

(A) (B)

(C) (D)

85. Which of the following has the highest enol content?

(A) CH3COCH2COOC2H5 (B) CH3COCH2COCH3
(C) C6H5COCH2COCH3 (D) C6H5COCH2COC6H5

86. Tautomerism is not exhibited by

(A) (B)

(C) (D)
87. An alkene having the formula R – CH = CH2 reacts readily with B2H6 in presence of OH– and
H2O2 to give
(A) R – – (B) R – CH2CHO
(C) R – CH2CH2OH (D) RCOCH3

88.

Major product can be

(A) (B)

(C) (D)

89. Anti-Markownikoff’s addition takes place in following

(A) (B)

(C) (D)
CH3—CH=CH2

90. Ph—CC—CH3 A. A is
(A) (B)

(C) (D)

89. C 90. C