ASSAM 2019 DEC

SECTION B
21. The major product formed in the following reaction is

ANS:

26. The correct order of elution of amino acids (i-iv) with a buffer of PH from a column containing
anion exchange resin is

(1) i>ii > iii > iv (2) ii> i>iii > iv

(3) iv> iii > ii > i (4) i>iii > ii >iv

ANS:
27. The most acidic hydrocarbon among the following is

ANS:
29. The rate of reactions for the following halides with NaI would vary as

(1) i>ii>iii (2) ii>i>iii

(3) i>iii>ii (4) iii>ii>i
ANS:

30. The major product formed in the following reaction is

ANS:

33. The correct order of the C=O stretching frequency in the following compounds is

(1) i > ii > iii (2) ii > i > iji

(3) i > iii > ii (4) iii > ii > i

ANS:

42. The reaction that will show a non-zero deuterium kinetic isotope effect is
 (1) Only A (2) Only B
(3) Only C (4) Both A and C
ANS:

46. The correct statement about the product formed when D-glucose is reacted with dilute HNO 3 is
(1) the product is optically inactive.
(2) the open chain structure of the product shows an IR absorption band at 1740 cm -1
(3) the product shows a signal at δ 12-13 ppm in the 1H NMR spectrum
(4) the product gives a brick red precipitate upon treatment with Fehling's solution.
ANS:
47. The major product formed in the following reaction is

ANS:

51. The major product formed in the following reaction is optically active because it possesses

(1) chiral centre (2) chiral axis

(3) chiral plane (4) helical chirality
ANS:

52. According to the Hammond postulate, the correct statement among the following is
(1) The transition state of an endothermic reaction resembles the starting material.
(2) The transition state of an exothermic reaction resembles the product.
(3) The transition state of an endothermic reaction resembles the product.
 (4) The transition state in an endothermic as well as exothermic reaction does not bear any
resemblance to either the starting material or the product.
ANS:

56. The compound that is used as anti-HIV drug is

(1) Zidovudine (2) Adefovir
(3) Amiodipine (4) Taxol
ANS:

13
58. The number of signals observed in the proton decoupled C NMR spectrum of the following
compound is

(1) 2 (2) 3
(3) 4 (4) 5
ANS:

PART C
61. Base peaks for isomers A and B in the mass spectra are due to the following ionic species
ANS:

Hence correct option is 4.

74. The major products A and B formed in the following reaction sequence are
ANS:

Hence correct answer is 4.

77. The major product formed in the following reaction is

ANS:

Hence correct option is 2.

78. The true statement regarding the following reaction is

(ρ is Hammett reaction constant)

(1) The reaction proceeds via SN2 mechanism and has a large negative ρ value.
(2) The reaction proceeds via SN1 mechanism and has a large positive ρ value.
(3) The reaction proceeds via SN2 mechanism and has a large positive ρ value.
(4) The reaction proceeds via SN1 mechanism and has a large negative ρ value.

ANS:
As in the reaction SN1, +ve value is delocalized round the ring, so it’ll have large negative rho value.

Hence correct option is 4.

81. The major product formed in the following reaction is

ANS:

Hence correct option is 4.

82. The major products A and B in the following reactions are

ANS:

Hence correct option is 4.

83. The major product formed in the following transformation is

ANS:

Hence correct option is 1.

87. The major product formed in the following reaction is

ANS:

Hence correct option is 2.

88. The major product formed in the following reaction is

ANS:

Hence correct option is 2.

89. The major product formed in the following reaction is

ANS:

Hence correct option is 4.

94. The major product formed in the following reaction is

ANS:
Hence correct option is 2.

97. The major products A and B in the following reaction sequence are

ANS:
Hence correct option is 1.

102. The reactions I and II proceed through the intermediates [X] and [Y] to furnish
the products A/B and C/D, respectively. The labelled carbons resonate at δ 81 and 220 ppm, in
the corresponding intermediates [X] and [Y] in their 13C NMR spectra.

The products in the reactions I and II are

(1) I: A; II: C (2) I: A; II: C and D
(3) I: A and B; II: C and D (4) I: B; II: D
ANS:

Hence correct option is 2.

103. The major products A and B in the following reaction sequence are

ANS:

Hence correct option is 1.

104. One of the intermediates (A) and the major product B formed in the following reaction are
ANS:

Hence correct option is 3.

108. An organic compound shows following spectral data

1
H NMR: δ 1.90 (quintet, 2H), 2.18 (t, 2H), 2.55 (t, 2H), 2.85 (s, 3H),2.95 (s, 3H), 4.00 (br s, 2H),
6.28 (d, J=8 Hz, 1H), 6.35 (s, 1H), 6.48 (d, J= 8 Hz, 1H), 6.98 (t, J=8 Hz, 1H) m/z: 206 (M+), 106, 87
The structure of the compound amongst the following is
ANS:

Hence correct option is 2.

109. The major products A and B formed in the following reaction sequence are
ANS:

Hence correct option is 2.

113. The major products A and B formed in the following transformations are

ANS:
Hence correct option is 4.

115. The intermediate (A) and the major product B formed in the following reaction are

ANS:
Hence correct option is 4.

119. The major products A and B in the following reactions are

ANS:
Hence correct option is 4.