Chemistry (Question Paper)

PART AITS - 2 CHEMISTRY (MAIN)
PART (B) : CHEMISTRY

SECTION I: (SINGLE CHOICE QUESTIONS)
This section contains 30 multiple choice questions. Each question has four choices (A), (B), (C)
and (D) out of which ONLY ONE is correct.
31. Which of the following compounds is a weaker acid as compared to benzoic acid?
Cl NO2
(1) (2)
COOH COOH
CH3 SO3H
(3) (4)
COOH COOH
32. Consider the following compounds

NH2 NH2 NH2 NH2
NO2 CN CH3
(1) (2) (3) (4)
Arrange these compounds in decreasing order of their basicity:
(1) 1 > 2 > 3 > 4 (2) 2 > 3 > 1 > 4
(3) 4 > 1 > 3 > 2 (4) 4 > 1 > 2 > 3
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CENTERS : MUMBAI /DELHI /AKOLA /LUCKNOW / NASHIK /PUNE /NAGPUR / BOKARO /DUBAI # 11
33. Which one of the following is the least stable conformer?

CH3 CH3
HO H H CH3
(1) (2)
H OH H OH
CH3 OH
CH3 OH
H OH CH3
H
(3) (4)
H OH
H CH3
CH3
OH
34. The major product expected from the monobromination of phenyl benzoate is
Br Br
(1) COOC6H5 (2) C6H5COO
(3) Br COOC6H5 (4) C6H5COO Br
35. Product of the reaction is

H+
OH
(1) (2)
(3) (4)
36. An aromatic compound A(C7H8O) gives following tests with the given reagents
Na metal
Positive
FeCl3 (neutral)
A(C7H8O) Negative
Lucas reagent
Positive
Anhydrous
Identify 'A' ZnCl /HCl
CH2 OH OCH3
(1) (2)
OH OH
CH3
(3) (4)
CH3
37. The final product of the following reaction sequence is

Ph CH3
| | HNO2 ( N 2 ) rearrangement
CH 3 C C CH 3 ?
| | cold
OH NH 2
O O
|| ||
(1) CH 3 C C(CH 3 ) 2 Ph (2) Ph C C(CH 3 )3
H O
| ||
(3) CH 3 C C CH 2 Ph (4) None of these
|
CH3
38. In the Cannizzaro reaction, the intermediate that will be the best hydride donor is
H H
O
C C
O O
(1) (2) O
CH3O
H H
O O
C C
OH O
(3) (4)
O2N
39. The final product in the following reaction sequence is

CH3
NBS 1. CH C N
Mg
CCl / ether
3 ?
4 2. H 2 O / H
CH3
O CH3
H3C CH3
(1) C CH3 (2)
HC OH
3
COCH3
CH3
(3) (4) There will be no reaction.
CH3
40. In the following reaction,

Cl
H Ph NaI
EtO H acetone
Ph
The structure of product is
I Cl
(1) H Ph (2) H Ph
EtO H I H
Ph Ph
I Cl
(3) Ph H (4) H Ph
EtO H H I
Ph Ph
41. Which of the following compound on heating forms ?
COOH CH2COOH
(1) CH2 (2)
COOH CH2COOH
CH2COOH
CH2COOH CH2
(3) CH2 (4)
CH2
CH2COOH CH2COOH
H D
H H D D
42. Rate of electrophilic aromatic substitution in case of and is same for which
H H D D
H D
of the following reactions?
(1) Sulphonation (2) Iodination
(3) Friedal Crafts ethylation (4) All of these
43. What is the value of x in the following reaction?

CH3OCH O
CHOH
x.HIO4
CHOH
CHOH
CH
CH2OH
(1) 0 (2) 1 (3) 2 (4) 3
44. What is the product (A) formed in the following reaction?
OsO
4 ( A)
OH OH
OH H
(1) (2) OH
H
OH OH
H H
(3) H (4) H
OH H
45. What is (A) in the following reaction

CH3CH=CHCH3 + CH2N2 (A)
(1) CH3CHCHCH3 (2) CH3CHCHCH3
CH3 N2 CH2
(3) both are correct (4) none is correct
H3C CH2
LiAlH4
(A). A is
46. H3C O (Major product)
(1) CH3CHCH2OH (2) CH3CH2CH2CH2OH

CH3
CH3
(3) CH3COH (4) No reaction
CH3
47. The rate law for the following intramolecular Cannizzaro reaction will be
O O OH O
Ph C C H OH
Ph CH C O
O O O O
2
(1) rate = k[PhCCH] [OH ] (2) rate = k[PhCCH]2[OH]
O O O O

(3) rate = k[PhCCH][OH ] (4) rate = k[PhCCH]2 [OH]2
48. Consider the reaction,

O17
18 16 H+
CH3COH + CH3CH2OH (A) and (B)
(A) and (B) respectively are
17 16
O O
18 17 18
(1) CH3COC2H5 + H2O16 (2) CH3COC2H5 + H2O
O17
16
(3) CH3COC2H5 + H2O18 (4) Both (1) and (2)
49. The major product of the following reaction is

NH2
(i) NaNO2/aq. H2SO4
Product
(ii) H2O,
CH(OCH3)2
OH NH2
(1) (2)
CH(OCH3)2 CH(OH)2
OH
(3) (4)
CHO CHO
Ph ..
50. C=N on treatment with acid followed by hydrolysis yields
CH3 OH
O O
NH2 COH
(1) CH3COH and (2) and CH3CH2NH2
O
O
CH2NH2 CH2COH and CH3NH2
(3) and HCOH (4)
51.
HI (2 equiv.)
O CH3 one of the product observed is
heat
OH
(1) (2) HO CH3
OH
I
(3) (4) I
52. The mechanism of ester formation in acidic medium is as follows.

+
O HO +
HO HO HOH
H+ +ROH; H+ H+
RCOH RCOH RCOH RCOH RCOH
+ Step (iii)
Step (i) Step (ii)
OR OR
+
HO O
H2O H+
RCOR RCOR
Step (iv) Step (v)
The slowest step in the above mechanism is

(1) Step (i) (2) Step (ii) (3) Step (iii) (4) Step (iv)
53. Phenol gives 2,4,6-tribromophenol when treated with bromine in aqueous solution but only o and
pbromophenol in CCl4 solution because
(1) in aqueous solution, phenol exists in equilibrium with phenoxide ion, which has more activating
effect.
(2) in CCl4 solution, phenol exists in equilibrium with phenoxide ion which has more activating
effect.
(3) in CCl4, the electrophilicity of Br2 increases.
(4) in CCl4, the other positions of benzene rings are blocked by the solvent.
54. A compound (A) has molecular formula C2Cl3OH. It reduces Fehlings solution and on oxidation
gives a monocarboxylic acid (B). (A) is obtained by action of Cl2 on ethyl alcohol. (A) is:
(1) Chloral (2) Chloroform
(3) Westrosol (4) Chloro acetic acid
R
HCN NH3 Hydrolysis
55. C=O (A) (B) (C)
R
Compound (C) in the above reaction is:
(1) hydroxy acid (2) amino acid
(3) amino alkanol (4) amino hydroxy acid
56. When cinnamic acid is nitrated, the incoming electrophile ( NO 2 ) goes to

(1) ortho position only (2) para position only
(3) meta position only (4) both ortho and para positions
57. An unsaturated hydrocarbon on ozonolysis gives one mole each of formaldehyde, acetaldehyde and
methylglyoxal. The structure of hydrocarbon is
(1) CH2 = CHCH=CHCH3 (2) CH3CH = CHCH = CHCH3
(3) CH2 = CHC(CH3)=CHCH3 (4) CH2 = C(CH3)C(CH3) = CHCH3
58. During debromination of meso-2,3 dibromobutane, the major product formed is

(1) n-butane (2) 1-butene (3) cis-2-butene (4) trans-2-butene
59. The repeat unit of polystyrene is

(1) CH2CH (2) CH2CH
C6H5 CN
(3) CH2CH (4) CCl2CCl2
Cl
60. Ammonia gas evolved on treatment of 0.30 g of an organic compound for the estimation of nitrogen
was passed in 100 mL of 0.1 M sulphuric acid. The excess of acid required 20 mL of 0.5 M sodium
hydroxide solution for complete neutralization. The organic compound is
(1) thiourea (2) benzamide (3) urea (4) acetamide

Chemistry (Question Paper)

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PART AITS - 2 CHEMISTRY (MAIN)

PART (B) : CHEMISTRY

32. Consider the following compounds

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33. Which one of the following is the least stable conformer?

(1) COOC6H5 (2) C6H5COO

(3) Br COOC6H5 (4) C6H5COO Br

35. Product of the reaction is

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37. The final product of the following reaction sequence is

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39. The final product in the following reaction sequence is

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40. In the following reaction,

41. Which of the following compound on heating forms ?

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43. What is the value of x in the following reaction?

44. What is the product (A) formed in the following reaction?

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45. What is (A) in the following reaction

(3) both are correct (4) none is correct

(1) CH3CHCH2OH (2) CH3CH2CH2CH2OH

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48. Consider the reaction,

49. The major product of the following reaction is

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52. The mechanism of ester formation in acidic medium is as follows.

The slowest step in the above mechanism is

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56. When cinnamic acid is nitrated, the incoming electrophile ( NO 2 ) goes to

58. During debromination of meso-2,3 dibromobutane, the major product formed is

59. The repeat unit of polystyrene is

SPACE FOR ROUGH WORK

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