SET13-Chem(B)-D

Signature of Invigilators

Roll No.

1. _______________________________

(Write Roll Number from left side

exactly as in Admit Card)

2. _______________________________

Test Booklet Series

PAPERIII

1312

Test Booklet No.

OMR Sheet No.

CHEMICAL SCIENCES
Time : 2 Hours 30 minutes

Maximum Marks: 150

Instructions for the Candidates

1. Write your roll number in the space provided on the top of this page and roll number with subject
code on the OMR Sheet attached with this booklet. Also write your OMR Sheet number in the space
provided above.
2. This paper consists of seventyfive multiple choice type questions. Answer all the questions. Each
question carries two marks.
3. Each question has four alternative responses marked (A), (B), (C) and (D). You have to select only
one correct response and mark it in the OMR Sheet with blue/black ball pen.
Example:

Here (C) is the correct response.

4. Your responses to the questions are to be indicated only in the top page of the duplicate OMR Sheet
provided with this booklet. If the marking is put at any other place than in the top page of the duplicate
OMR Sheet, it will not be evaluated.
5. Sheets are attached at the end of the booklet for rough work.
6. If you write your name or put any special mark on any part of the test booklet or the top page of
the duplicate OMR Sheet which may disclose in any way your identity, you will render yourself
liable to disqualification.
7. Do not tamper or fold the OMR Sheet in any way. If you do so, your OMR Sheet will not be evaluated.
8. You should return the top page of the duplicate OMR Sheet along with this test booklet to the
invigilator at the end of the examination. You are allowed to carry the second page of the OMR
Sheet back with you for your future reference.
9. If the top page of the duplicate OMR Sheet is not returned along with the test booklet, you will
be disqualified.
10. No candidate shall be allowed to leave his/her seat or the examination hall/room till the end of the
examination without the permission of the invigilator.
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1312III

CHEMICAL SCIENCES
PAPER III
^ ^
, B and C^ , the following
1. Given three operators A
expression

[A^ , [B^ , C^ ]] + [B^ , [C^ , A^ ]] + [C^ , [A^ , B^ ]] will be equal to

(A)
(B)
(C)
(D)

1
1
i
0

5. The IUPAC name of the compound

Br

(A)
(B)
(C)
(D)

Br

3Bromo3Chloro1, 1bicyclobutane
1Bromo-1chloro4, 4bicyclobutane
4(4chlorocyclobutyl)1bromocyclobutane
4(4bromocyclobutyl)1chlorocyclobutane

2. The covariance of two qualities x and y is given

by,
C(x, y) = <xy> <x> <y>.
If y = M1x + M2, the value of C(x, y) will satisfy
(A) C(x, y) > 0 for any M1, M2
(B) C(x, y) < 0 for any M2
(C) C(x, y) = 0 for any M1, M2
(D) C(x, y) > 0 for any M1 > 0

3. The integrals
I1 = <2p+ z 2p >
and I2 = <2p+ z 2p0>
appear in Stark effect. Values of these integrals are
(A) I1 0, I2 = 0
(B) I1 0, I2 0
(C) I1 0, I2 0
(D) I1 = 0, I2 = 0

4. An operator satisfies 3 = . The possible

eigenvalues of are
(A) 0, i
(B) 1, i
(C) 1, i
(D) 0, 1

6. Mono-formylation of compound I gives:

N
H

(A)

DMF
POCl3

CHO

N
H

N
H

(B)

(C)

CHO

CHO

N
H

(D) OHC
N
H

7. In Photosynthesis, oxygen comes from

(A) soil
(B) atmosphere
(C) water
(D) CO2
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B-4

8. With respect to the following two reactions, the

correct statements about their stereochemical nature is
[KHMDS = Potassium hexamethyldisilazide]
H

Me

1. KHMDS
P
2. EtBr

O
Me

CH3

CH3
I

11. The reagents I and II in the following cyclopropanation reactions are

II

OH

CH3

OH

OH

(A) I is Me3Si I, KOBut; II is CH2I2, ZnCu

1. KHMDS
Q
2. EtBr

(C) I is Me3SOI, KOBut; II is CH2I2, ZnCu

(A)
(B)
(C)
(D)

P and Q are the same

P and Q are optically inactive
P and Q are diastereomers
P and Q are enantiomers

9. An organic compound having the molecular

formula C6H11ClO3 exhibits the following peaks in its
1
HNMR Spectrum:
421 (2H, q, J = 70 Hz); 435 (2H, t, J = 75 Hz);
15-25 (4-H, m); 125 (3-H, t, J = 75z)

(B) I is CH2I2, ZnCu; II is Me3Si I, KOBut

s

(D) I is CH2I2, ZnCu; II is Me3SOI, KOBut

12. In the 13 CNMR spectrum of CDCl 3 the

multiplicity of the peak will be
(A) singlet
(B) doublet
(C) triplet of ~ 1 : 2 : 1 intensity
(D) triplet of ~ 1 : 1 : 1 intensity

The structure of the compound is:

(A)

O
Cl

(B)

O
Cl

CH3

O
O

(C) Cl
(D)

O
O
O

CH3
Cl

10. The reaction

HgF2 + BeI2 BeF2 + HgI2
(A) is endothermic and does not satisfy HSAB
principle
(B) is endothermic but satisfies the HSAB
principle
(C) is exothermic but does not satisfy HSAB
principle
(D) is exothermic and satisfies the HSAB
principle

13. CO2 is a gas but SiO2 is a hard solid, because

(A) the molecular weight of CO2 is smaller than
that of SiO2
(B) C atom has more allotropic form than Si
(C) CO2 is a volatile molecule, but not SiO2
(D) Unlike CO2, SiO2 is not a discrete molecule,
rather there is infinite network of Si....O....Si
species

14. Identify the reaction which involves the

conversion of cis-diols to cis-olefins by the formation of
cyclic thionocarbonates with subsequent elimination of
sulphur and generation of a carbene intermediate
(A) Dieckmann Reaction
(B) CoreyWinter Synthesis
(C) RambergBcklund Reaction
(D) EschenmoserTanabe Ring Cleavage

B-5
15. In a 400 MHz 1HNMR spectrum, an organic
compound exhibited a double doublet, the four lines of
which appeared at 242, 240, 239 and 237. The
coupling constants are
(A) 80 Hz and 200 Hz
(B) 120 Hz and 200 Hz
(C) 68 Hz and 100 Hz
(D) 80 Hz and 120 Hz

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20. Which of the following compounds are antiaromatic?
(1)
N

(2)

(3)

16. The true basicity order of the pair of compounds

(NH3, NF3) and (PH3, PF3) are
(A) NH3 > NF3 and PF3 < PH3
(B) NF3 > NH3 and PF3 < PH3
(C) NH3 < NF3 and PF3 > PH3
(D) NH3 > NF3 and PF3 > PH3
17. Thiophene, an aromatic compound, on reduction
with H2 in the presence of Raney nickel gives
(A) Tetrahydrothiophene
(B) Sulphone
(C) Butane
(D) Isobutane
18. Overall yield of the following conversion is
80%
A

(A)
(B)
(C)
(D)

60%
70%
B
C
D

70%
60%
336%
633%

19. NaCl has higher melting point than KCl3. The

reason is
(A) NaCl is more ionic than KCl
(B) the Van-der-Walls force between Na + and
Cl is greater than that between K+ & Cl
(C) the lattice energy of NaCl is higher than that
of KCl
(D) the statement is not correct

(4)
(A)
(B)
(C)
(D)
21.

1 and 2
2 and 3
3 and 4
1 and 4
X

The product X of the above reaction is

(A)

(B)
(C)
(D)
22. Photosynthesis is a process is which
(A) CO2 is reduced to carbohydrate
(B) NADPH is reduced to NAD
(C) ATP is generated
(D) oxidative phosphorylation occurs
23. Toluene on oxidation with chromyl chloride
produces
(A) Benzoic acid
(B) Benzaldehyde
(C) Chlorobenzene
(D) None of the above
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1312III

B-6
H
CH3AlCl2

24.

is an example of
(A) Michael Reaction
(B) Claisen Rearrangement
(C) Ene Reaction
(D) Dipolar Cycloaddition
25. Out
is of
(A)
(B)
(C)
(D)
26.

of C, N, O and S atoms, the smallest size

O
N
C
S

OH

28. The molecule O3 is

(A) linear and diamagnetic
(B) linear and paramagnetic
(C) bent and paramagnetic
(D) bent and diamagnetic

29. The reaction that through carbocation is

(A) Friedel-Crafts Reaction
(B) Wittig Reaction
(C) Wolff-Kishner Reaction
(D) Grignard Reaction

CrO

C5H5N

The above reaction is an example of

(A) Sarett oxidation
(B) Collins oxidation
(C) Swern oxidation
(D) Dess-Martin oxidation
(i) () diethyltartrate

30. II
+
H

O
HO

OH

HO
HO

O
O

OH

O
O

OH

OMe

I
PTsOH
OH
O

HO
O

(iii) Ti (OiPr)4
CH2Cl2, 20C

HO
HO

The major product is

O

OH

OH

(ii) t-BuO OH

OH

MeO

OH

27.

OH
O

O
OH
O

OO
P

(A)
OH
O

(B)

(A)
(B)
(C)
(D)

I is M; II is N
I is N; II is M
I is O; II is P
I is P; II is O

OH

(C)
O

OH

(D)
O

OH

31. On irradiation with high-energy rays, 4Be9 yields

(A) 3Li7 and 1H2
(B) 3Li7, 1H1 and a neutron
(C) 4Be8 and a neutron
(D) 3Li7, two neutrons and a positron

B-7
32.

R
HN R'

S8

R
R'

S
Thioamide

Name the above reaction.

(A) Wittig Reaction
(B) Willgerodt-Kindler Reaction
(C) Weiss Reaction
(D) Weinreb Amide Reaction
33. Which one of the following is a neem product
used as insect repellant?
(A) Azadirachtin
(B) Parathione
(C) Rotenon
(D) Endrin
34. If 1, 2, and 3 represent the gaps between t29
and eg levels of [CO (N 2O) 6] +3, [CO (NH 3)6]+3 and
[CO (CN)6]3 respectively, then the following inequality
holds
(A) 3 < 2 < 1
(B) 3 < 1 < 2
(C) 1 < 2 < 3
(D) 2 < 1 < 3
35. The correct reagent combination in the reaction
sequence:

36. Green House Effect refers to

(A) Cooling of Earth
(B) Trapping of UV rays
(C) Production of Cereals
(D) Warming of Earth
37. Four ways of distinguishing the complex
[CO (NH3)4 Cl2) Cl from [CO (NH3)4] Cl3 are given as
A : measurement of electrical conductivity
B : study of the number of possible isomers
C : boiling with a strong AgNO3 solution
D : treatment with concentrated HCl solution
Of these, the correct ways are
(A) A and B
(B) A and C
(C) B and C
(D) C and D
38. Identify the products I and II in the following
reaction sequence:

HO

(i)
(iii)
(B) (i)
(iii)
(C) (i)
(iii)
(D) (i)
(iii)

Ph3PCH2OMeCl, n-BuLi; (ii) H3O;

NaBH4, MeOH
Me3SiCH2OMe, KOBut; (ii) dil HCl;
NaBH4, EtOH
NH2NHTs; (ii) NaOEt;
ClCO2Me
NH2NHTs; (ii) nBuLi-2 equiv;
HCHO

AIBN
Reflux

Et3N

(A) I is

; II is

SiMe2
Br

(B) I is

O
Me

Si
Me

; II is

Br

OH

nBu SnH

(i) PPh , DEAD

Me
(ii) Me2Si
Br

3
3

II
I

Me2Si

(A)

1312III

(C) I is

Si
Me Me

; II is
O

Si Br
Me Me

(D) I is

O
Si

Me Me

; II is
O

Me2Si

O
Br

Si

Me OMe

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B-8

39. Which of the following is used as a local anaesthetic

agent?
(A) Diazepam
(B) Procaine
(C) Mescaline
(D) Seconal
40. Paramagnetic susceptibility is proportional to
(A) T 2
(B) T2
(C) T1
(D) T
41. The structure of the major product of the following
photo-rearrangement is:
O

CN

H3C CO2Me
OH

CN

(A)

CN

(C)
CH3

CO2Me

CO2Me
OH

ButOK

ButOH

CO2Et

Name the reaction involved in the above sequence.

(A) Beirut Reaction
(B) Michael Addition
(C) Barton Reaction
(D) Shapiro Reaction
45. Borazine is isoelectronic with benzene. They
differ, however, in
(A) addition, substitution and hydrogenation
reactions
(B) addition and substitution reactions only
(C) substitution and hydrogenation reactions
only
(D) addition and hydrogenation reactions only
46. The pair of gaseous molecules/ions having
tetrahedral structure is
(A) SeCl4, XeF4

(B) ICl4 , PH+4

(C) SnCl4, ICl 4

(D) SnCl4, PH+4

H3C H
O

CN

(B)

CN

(D)
CO2Me
H3C

44.

47. Name the reaction which involves the following

sequence via destruction of aromaticity:
OMe

CH3
Me

43. Acid rain is defined as any precipitation with

(A) pH < 70
(B) pH < 65
(C) pH < 60
(D) pH < 56

t-BuOH
Na or Li
in liquid
NH3

(A)
(B)
(C)
(D)

O
dil.H2SO4

H CO2Me

42. The hardest material found in nature is_______.

(A) steel
(B) topaz
(C) diamond
(D) quartz

OMe

Me

Me

Marwein-Pondorf-Verley Reduction
Wolf- Kishner Reduction
Birch Reduction
Clemmensen Reduction

48. It is possible to distinguish between optical

isomers by
(A) infra-red spectroscopy
(B) mass spectrometry
(C) melting point determination
(D) polarimetry

B-9
49. If a small piece of Na is dropped in liquified
ammonia an intense blue colour is developed. The
following statement is wrong:
(A) Any alkali metal gives the same colour.
(B) The solution becomes paramagnetic.
(C) Interaction between solvent and electron is
weak.
(D) Density of the solution is much higher than
that of pure ammonia.
50. The reaction of 2-methylfuran with DMFPOCl3
would give
CHO

(A)

53. Which of the following electronic transition of

diatomic molecules is allowed?
(A) 1g+ 3u+
(B) 3g

CH2CHO

(B)

54. Magnitude of nuclear spin angular momentum of

a nuclei is 2 units. The value of I is
(A) 1
(B) 2
1
(C) 2

3
(D) 2

(D)
OHC

CH3

CH3

51. A multi electron atom has sp2 optical electronic

configuration. The quantum numbers for the resultant
orbital momentum of the three electrons are
(A) 2, 1, 1
(B) 2, 1, 0
(C) 1, 0, 1
(D) 2, 2, 1
52. The ground state of NO2 has A1 (C2) symmetry.
The electric dipole moment operator transforms as
x (B1), y(B2) and z (A1). The electric dipole transition to
B1 is allowed by x polarized light since
C2 E
A1
A2
B1
B2

1
1
1
1

C2 (xz) (yz)
1
1
1
1

A1 B2 = B2
B1 B2 = A1
B2 B2 = A1
A2 B1 = B2

1
1
1
1

1
1
1
1

Z
Rz
x, Ry
y, Rx

(D) 1u 1u

CH3

O
OHC

(C) 3g 3u

(C)
O

(A)
(B)
(C)
(D)

1312III

55. One of the major limitations of Lindemann theory

for unimolecular reaction stems from the predicted
(A) lower rate constant value of molecular
energization process
(B) higher rate constant value of molecular
energization process
(C) lower rate constant value of product
formation from energized molecules
(D) higher rate constant value of product
formation from energized molecules
56. Pauli spin matrices x , y and z obey
= y2 = z2 = I. Give further that xy= iz and
[x, y]+ = 0, the correct relation for z x will be
(A) z x = iy
(B) z x = y
(C) z x = y
(D) z x = iy
2
x

57. Consider 1 mole of argon in a closed vessel. To

this system 498J heat is supplied. The temperature
change of the system will be
(A) 6 increase
(B) 25 increase
(C) 4 increase
(D) 3 increase
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B-10

58. The radius of a colloidal particle is decreased

from 10nm to 5nm. Then the pressure difference across
the surface of the colloid will
(A) decrease by a factor of 2
(B) increase by a factor of 4
(C) increase by a factor of 2
(D) remain constant
59. The inverse of relaxation time (1) of the
following recombination reaction is
kf
H2O
H+ + OH
kb
(A) 4kf [H+] + kb
(B) kf + kb
(C) kf ([H+] + [OH]) + kb
(D) kf (4[H+] [OH] + [H+]2) +kb
60. The second-order energy-correction term for the
ground state of any system under any perturbation is
(A) always positive
(B) always negative
(C) arbitrary in sign but real
(D) generally complex

61. The plot of chemical potential () of benzene

versus pressure (P) will appear like
(A)
P

(B)
P

(C)
P

(D)
P

62. G is the Gibbs free energy. H is the enthalpy and

T is the temperature. The term ( G/T) is equal to

P
H
(A)
T2
H
(B)
T2
H
(C)
RT2
(D) H2
RT
63. One of the symmetry adopted molecular wave
functions () of cyclopropenyl group is given by
C (21 2 3), where 1, 2 and 3 are p atomic
orbitals. If all the four functions are orthonormal, the
value of C is
1
(A)
2
(B) 1
2
1
(C)
3
1
(D)
6

64. Given the 2-particle exchange operator as,

P^ (1, 2) = (2, 1),
the state = (I P^ ) (1, 2) is a
(A) symmetric function
(B) antisymmetric function
(C) function of mixed symmetry
(D) function that is not an eigenfunction of P^
65. A true statement about phase transitions is
(A) any phase transition involves a latent heat
(B) a first-order phase transition involves a latent
heat
(C) Clapeyrons equation applies to any phase
transition process
(D) heat capacity changes continuously during
any phase transition
66. The pH of 010 mol L1 sodium acetate solution
is equal to (pKa of acetic acid is 475)
(A) 412
(B) 650
(C) 938
(D) 888

B-11
67. Force constant matrix associated with vibration
of water molecule is given below (bond deformations:
d1, d2; angle deformation: ):
d1

d2

d1 fd

fdd fd

d2 fdd

fd

fd

fd f

fd

The stretching and bending force constants, respectively,

are
(A) fdd and f
(B) fd and fd
(C) fdd and fd
(D) fd and f
68. Which of the following cyllic integrals must
vanish?
q
(A) d 2
T
(B)
(C)

pdV
dq

(D)

(pdV + Vdp)

69. Out of the following, the correct form of the

Gibbs-Duhem equation is (a is the activity and x is the
mole fraction)
(A) x1dlna1 = x2d lna2
(B) x1dlna2 = x2d lna1
(C) x1dlna2 = x2dlna2
(D) x1dlna1 = x2dlna2
70. The standard enthalpy of a reaction for which the
equilibrium constant is halved by increasing the
temperature from 300 to 400 K, is nearly equal to
(A) 7 kJ mol1
(B) 700 J mol1
(C) 7 kJ mol1
(D) 700 J mol1

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71. Half-life of a reaction decreases linearly with
increase in initial concentration of reactant. Then the
reaction is
(A) zero order
(B) first order
(C) second order
(D) third order
72. When a solute gets dissolved in a solvent, the
chemical potential of the solvent
(A) increases
(B) decreases
(C) increases only for endothermic processes
(D) increases only for exothermic processes
73. N2 is kept in a cylinder with piston. The volume
of N2 is varied isothermally by moving the piston. The
change that occurred in the value of the total partition
function of N2 is due to
(A) dependence of rotational partition function
on volume
(B) dependence of translational partition
function on volume
(C) dependence of vibrational partition function
on volume
(D) dependence of rotational, translational and
vibrational partition functions on volume
74. The electrical conductivity of a metal
(A) increases exponentially with temperature
(B) temperature independent
(C) increases fully with temperature
(D) decreases with temperature
75. The uncompetitive enzyme inhibition reaction is
identified by the Lineweaver-Burk plots (at various
inhibitor concentrations), where
(A) the slopes vary linearly with inhibitor
concentrations but intercept remains constant
(B) the intercept vary linearly with inhibitor
concentrations but slope remains constant
(C) both slopes and intercepts vary linearly with
inhibitor concentrations
(D) both slope and intercept remain constant

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ROUGH WORK

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ROUGH WORK