SOLVED PAPER : CSIR-UGC-NET/JRF Dec.

2013 1

PAPER : CSIR-UGC-NET/JRF Dec. 2013

CHEMICAL SCIENCES BOOKLET-[C]

Part-B
21. L-DOPA is used for the treatment of
(a) Tuberculosis (b) Parkinson’s disease
(c) Diabetes (d) Cancer
22. In the IR spectrum of p-nitrophenyl acetate, the carbonyl absorption band appears at
(a) 1660 cm–1 (b) 1700 cm–1 (c) 1730 cm–1 (d) 1770 cm–1
23. The major product formed in the reaction of styrene with an excess of lithium in liquid ammonia
and t-butyl alcohol is:

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

24. The major product formed in the following reaction is

OMe
O O
1. heat
+
2. H2SO4, heat
NH2
OMe
O OMe
OMe OMe
O OMe

(a) N
(b) (c) (d)
N N HO NH2
H
H
OMe OMe OMe
OMe

25. For estrone, among the statements A–C, the correct ones are
A. It is a steroidal hormone
B. It has two hydroxyl groups
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C. It has one ketone and one hydroxyl groups
(a) A, B and C (b) A and B (c) A and C (d) B and C
26. An organic compound having the molecular formula C10H14 exhibited two singlets in the 1H NMR
spectrum, and three signals in the 13C NMR spectrum. The compound is

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

27. Amongst the following, the compound which has the lowest energy barrier for the cis-trans
isomerisation is:

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

2 SOLVED PAPER : CSIR-UGC-NET/JRF Dec. 2013

28. The IUPAC name of the compound given below is

HO
OH
Cl H
(a) (2E, 4E)-3-chlorohexa-2, 4-diene-1, 6-diol
(b) (2Z, 4E)-3-chlorohexa-2, 4-diene-1, 6-diol
(c) (2Z, 4Z)-4-chlorohexa-2, 4-diene-1, 6-diol
(d) (2E, 4Z)-4-chlorohexa-2, 4-diene-1, 6-diol

29. The major product formed in the following reaction is

Cl

N NaOMe
MeOH
MeO N Cl

Cl OMe Cl
MeO
MeO N
N N N
(a) (b) (c) (d)
MeO N Cl
MeO N Cl MeO N Cl MeO N OMe
30. The constituent amino acids present in the following dipeptide, respectively, are
COOH
H
N NH2
H2N
O COOH
(a) (R)-aspartic acid and (S)-lysine (b) (S)-aspartic acid and (R)-lysine
(c) (R)-glutamic acid and (S)-arginine (d) (S)-glutamic and (S)-arginine
31. A suitable organocatalyst for enantioselective synthesis of Wieland-Miescher ketone (A) is
O O O

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O O
A (optically active)
(a) (–)-proline (b) (+)-menthone (c) guanidine (d) (+)–BINOL
32. For acylation with acetic anhydride/triethylamine, and oxidation with chromium trioxide of the trans-
and cis-alcohols A and B, the correct statement is
OH OH

A B
(a) A undergoes acylation as well as oxidation faster than B
(b) B undergoes acylation as well as oxidation faster than A
(c) A undergoes acylation faster than B, whereas B undergoes oxidation faster than A
(d) B undergoes acylation faster than A, whereas A undergoes oxidation faster than B.
 SOLVED PAPER : CSIR-UGC-NET/JRF Dec. 2013 3

33. The two benzylic hydrogens HA and HB in the compounds I and II, are

HA HA
N HB N HB
Ph Ph

(I) (II)
(a) diastereotopic in I and enantiotopic in II (b) diastereotopic in II and enantiotopic in I
(c) diastereotopic in both I and II (d) enantiotopic in both I and II
34. The following reaction proceeds through a


O CHO

(a) 1, 3-sigmatropic rearrangement (b) 2, 3-sigmatropic rearrangement

(c) 3, 3-sigmatropic rearrangement (d) 3, 5-sigmatropic rearrangement
35. The number of nodes present in the highest occupied molecular orbital of 1, 3, 5-hexatriene in its
ground state is
(a) one (b) two (c) three (d) four
36. Deuterium kinetic isotope effect for the following reaction was found to be 4.0. Based on this infor-
mation, mechanism of the reaction is
H(D)
KOH
I MeOH
NMe3
(a) E1 (b) E2 (c) E1CB (d) free radical
37. The major product formed in the following reaction is
O
MeO Zn(BH4)2

OH OH O OH

(a)
MeO www.careerendeavour.com
(b)
MeO
(c) (d)
HO


38. The bond order of the metal-metal bond in the dimeric complex  Re 2 Cl4  PMe 2 Ph  4  is
(a) 4.0 (b) 3.5 (c) 3.0 (d) 2.5
39. The reaction of FeCl3.6H2O with SOCl2 yields.
(a) FeCl2(s), SO2(g) and HCl (g) (b) FeCl3(s), SO2(g) and HCl(l)
(c) FeCl2(s), SO3(s) and HCl (g) (d) FeCl3(s), SO2(g) and HCl(g)
40. Patients suffering from Wilson’s disease have
(a) Low level of Cu-Zn superoxide dismutase
(b) High level of Cu-Zn superoxide dismutase
(c) Low level of copper-storage protein, ceruloplasmin
(d) High level of copper-storage protein, ceruloplasmin
4 SOLVED PAPER : CSIR-UGC-NET/JRF Dec. 2013

41. High dose of dietary supplement ZnSO4 for the cure of Zn deficiency
(a) reduces myoglobin (b) increases iron level in blood
(c) increases copper level in brain (d) reduces copper, iron and calcium levels in body
42. Which of the following in NOT suitable as catalyst for hydroformylation?
(a) HCo(CO)4 (b) HCo(CO)3PBu3 (c) HRh(CO)(PPh3)3 (d) H2Rh(PPh3)2Cl
43. Commonly used scintillator for measuring radiation is
(a) NaI(AI) (b) NaI(TI) (c) CsI (TI) (d) CsI(AI)
44. A sample of aluminium ore (having no other metal) is dissolved in 50 mL of 0.05 M EDTA. For the
titration of unreacted EDTA, 4 mL of 0.05 M MgSO4 is required. The percentage of Al in the sample
is:
(a) 27 (b) 31 (c) 35 (d) 40
45. In a cluster, H3CoRu3(CO)12, total number of electrons considered to be involved in its formation is
(a) 57 (b) 60 (c) 63 (d) 72
46. Among the following, the correct acid strength trend is represented by
3 3 2
(a)  Al  H 2 O 6    Fe  H 2O 6    Fe  H 2O 6 
3 3 2
(b)  Fe  H 2 O 6    Al  H 2 O 6    Fe  H 2 O 6 
2 3 3
(c)  Fe  H 2 O 6    Fe  H 2 O 6    Al  H 2 O  
2 3 3
(d)  Fe  H 2 O 6    Al  H 2 O 6    Fe  H 2 O 6 
47. Among the molten alkali metals, the example of an immiscible pair (in all proportions) is
(a) K and Na (b) K and Cs (c) Li and Cs (d) Rb and Cs
48. Among the following, an example of a hypervalent species is
(a) BF3.OEt2 (b) SF4 (c) [PF6]– (d) Sb2S3
2+
49. An octahedral metal ion M has magnetic moment of 4.0 B.M. The correct combination of metal ion
and d-electron configuration is given by
(a) Co2 , t 52g eg2 (b) Cr 2 , t 42g e2g (c) Mn 2 , t 32g e1g (d) Fe2 , t 42g eg2
50. According to VSEPR theory, the geometry (with lone pair) around the central iodine in I3+ and I3–
ions respectively are
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(a) tetrahedral and tetrahedal
(c) tetrahedral and trigonal bipyramidal
(b) trigonal bipyramidal and trigonal bipyramidal
(d) tetrahedral and octahedral

51. Treatment of CIF3 with SbF5 leads to the formation of a/an

(a) polymeric material (b) covalent cluster
(c) ionic compound (d) lewis acid-base adduct
52. The reason for the chemical inertness of gaseous nitrogen at room temperature is best given by its
(a) high bonding energy only (b) electronic configuration
(c) HOMO-LUMO gap only (d) high bond energy and HOMO-LUMO gap
53. Two tautomeric forms of phosphorus acid are
OH O OH OH O H
(a) P OH and P (b) P OH and P
OH H OH H H OH
 SOLVED PAPER : CSIR-UGC-NET/JRF Dec. 2013 5

OH O O O OH O O
(c) P OH and H P (d) P and H P
OH H H HO OH HO OH

54. The correct thermodynamics relation among the following is

 U   H   G   A 
(a)  V   P (b)  V   P (c)  V   P (d)  V   S
 S  S  S  S
55. The boiling point of a solution of non-volatile solid is higher than that of the pure solvent. It always
indicates that
(a) the enthalpy of the solution is higher than that of the pure solvent.
(b) the entropy of the solution is higher than that of the pure solvent.
(c) the Gibbs free energy of the solution is higher than that of the pure solvent.
(d) the internal energy of the solution is higher than that of pure solvent.
56. According to Arrhenius equation (K = rate constant and T = temperature)
(a) ln K decreases linearly with 1/T (b) ln K decreases linearly with T
(c) ln K increases linearly with 1/T (d) ln K increases linearly with T
57. The angle at which the first order Bragg reflection is observed from (110) plane in a simple cubic
unit cell of side 3.238Å, when chromium K  radiation of wavelength 2.29Å is used, is
(a) 30º (b) 45º (c) 60º (d) 90º
58. The orbital with two radial and two angular nodes is
(a) 3p (b) 5d (c) 5f (d) 8d
59. Michael Faraday observed that the colour of colloidal suspensions of gold nanoparticles changes
with the size of the nanoparticles. This is because
(a) Gold forms complex with the solvent
(b) Band gap of gold changes with size of the nanoparticle.
(c) Gold in nanocrystalline form undergoes transmutation to other elements.
(d) Colloidal suspensions diffract light
60. The energy of 2s and 2p orbitals is the same for
(a) Li (b) Li2+ (c) Be2+ (d) H–
61. If a homonuclear diatomic molecule is oriented along the Z-axis, the molecular orbital formed by
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linear combination of p, orbitals of the two atoms is
(a)  (b) * (c)  (d) 
62. A reaction contains a mixture of N2, H2 and NH3 in equilibrium (KP = 3.75 atm–2). If sufficient He is
introduced into the reactor to double the total pressure, the value of KP at the new equilibrium would
be
(a) 0.94 atm–2 (b) 3.75 atm–2 (c) 7.50 atm–2 (d) 15.00 atm–2

63. The volume of a gas absorbed on a solid surface is 10.0 ml, 11.0 ml, 11.2 ml, 14.5 ml and 22.5 ml at
1.0, 2.0, 3.0, 4.0 and 5.0 atm, pressure, respectively. These data are best represented by
(a) Gibb’s isotherm (b) Langmuir isotherm
(c) Freundlich isotherm (d) BET isotherm
64. A compound of M and X atoms has a cubic unit cell. M atoms are at the corners and body centre
position and X atoms are at face centre positions of the cube. The molecular formula of the com-
pound is
(a) MX (b) MX2 (c) M3X2 (d) M2X3
6 SOLVED PAPER : CSIR-UGC-NET/JRF Dec. 2013

65. When Frenkel defects are created in an otherwise perfect ionic crystal, the density of the ionic crystal
(a) increases (b) decreases
(c) remains same (d) oscillates with the number of defects
66. The molecule in which the bond order increases upon addition of an electron is
(a) O2 (b) B2 (c) P2 (d) N2
67. In a potentiometric titration, the end point is obtained by observing
(a) change in colour (b) jump in potential (c) increase in current (d) increase in turbidity
68. Electrolysis of an aqueous solution of 1.0 M NaOH results in
(a) Na at the cathode and O2 at the anode.
(b) H2 at the cathode and O2 at the anode.
(c) Na and H2 at the cathode, and O2 at the anode.
(d) O2 at the cathode and H2 at the anode.
69. The cell voltage of Daniel cell  Zn | ZnSO 4  aq  || CuSO 4  aq  | Cu  is 1.07 V. If reduced potential
of Cu2+|Cu is 0.34 V, the reduction potential of Zn2+|Zn is
(a) 1.141 V (b) –1.41 V (c) 0.73 V (d) –0.73 V
70. In the mechanism of reaction, H 2  Br2 
 2HBr , the first step is
(a) dissociation of H2 into H• radicals (b) dissociation of Br2 into Br• radicals
(c) reaction of H• radical with Br2 (d) reaction of Br• radical with H2
Part-C
1 1
71. For an electronic configuration of two non-equivalent  electronics   ,   , which of the
folllowing terms is not possible?
(a) 1  (b) 3  (c) 3  (d) 3 
1 2 1 2
72. Consider a two-dimensional harmonic oscillator with potential energy V  x, y   k x x  k y y .
2 2
If  nx  x  and  ny  y  are the eigensolutions and E nx and E ny are the eigenvalues of harmonic os-
1 1
k x x 2 and k y y 2 , respectively, the wave func-
cillator problem in x and y direction with potential
2 2
tion and eigenvalues of the above two-dimensional harmonic oscillator problem are
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(a)  nx,ny   nx  x    ny  y  (b)  nx,ny   nx  x   ny  y 
E nx, ny  E nx  E ny E nx, ny  E nx E ny

(c)  nx,ny   nx  x   ny  y  (d)  nx,ny   nx  x    ny  y 

E nx, ny  E nx  E ny E nx, ny  E nx E ny

73. The quantum mechanical virial theorem for a general potential V  x, y, z  is given by

v v v
x y z where T is the kinetic energy operator and < > indicates expectation value.
x y z
This leads to the following relation between the expectation value of kinetic energy and potential
energy for a quantum mechanical harmonic oscillator problem wit h potent ial
1 1 1
V k x x 2  k y y2  k z z 2
2 2 2
 SOLVED PAPER : CSIR-UGC-NET/JRF Dec. 2013 7

1 1
(a) T  V (b) T   V (c) T  V (d) T   V
2 2
74. Consider a particle in a one dimensional box of length ‘a’ with the following potential

Vx   x0
Vx   xa
Vx  0 0  x  a/2
V  x   V1 a/2  x  a

Starting with the standard particle in a box hamiltonian as the zeroth order Hamiltonian and the
potential of V1 from ‘a/2’ to ‘a’ as a perturbation, thefirst-order energy correction to the ground state
is
(a) V1 (b) V1/4 (c) –V1 (d) V1/2
75. The most probable value of ‘r’ for an electron in 1s orbital of hydrogen atom is
(a) a 0 / 2 (b) a 0 (c) 2a 0 (d) 3a 0 / 2

76. The angular momentum operator L̂ y is

        i     
(a)   y  z  (b)  z  x  (c) (d)  z  y 
i  z y  i  x z  2m x i  x y 
77. The molecule with the smallest rotation partition function at any temperature among the following
is
(a) CH3  C  C  H (b) H  C  C  H (c) H  C  C  D (d) D  C  C  D
78. Both NaCl and KCl crystallize with the FCC structure. However, the X-ray powder diffraction
pattern of NaCl corresponds to the FCC structure whereas, that of KCl corresponds to simple cubic
structure. This is because
(a) K+ and Cl– are isoelectronic
(b) Na+ and Cl– are isoelectronic
(c) K+ and Cl– are disordered in the crystal lattice
(d) KCl has anti-site defects.
79. Consider the cell: www.careerendeavour.com
Zn | Zn 2  a  0.01 || Fe 2  a  0.001 , Fe3  a  0.01 | Pt
Ecell = 1.71V at 25ºC for the above cell. The equilibrium constant for the reaction:
 Zn 2   2Fe 2  at 25ºC would be close to
Zn  2Fe3 
(a) 1027 (b) 1054 (c) 1081 (d) 1040
80. The molecule that has the smallest diffusion coefficient in water is
(a) glucose (b) fructose (c) ribose (d) surcrose
81. Metallic gold crystallizes in FCC structure with unit cell dimension of 4.00 Å. The atomic radius of
gold is
(a) 0.866Å (b) 1.414Å (c) 1.732Å (d) 2.000Å
82. A first order gaseous reaction is 25% complete in 30 minutes at 227ºC and in 10 minutes at 237ºC.
The activation eneryg of the reaction is closest to (R = 2 cal K–1 mol–1)
(a) 27 kcal mol–1 (b) 110 kcal mol–1 (c) 55 kcal mol–1 (d) 5.5 kcal mol–1
8 SOLVED PAPER : CSIR-UGC-NET/JRF Dec. 2013

83. In the reaction between NO and H2 the following data are obtained
Experiment I: PH 2  constant
PNO  mm of Hg  359 300 152
dPNO
1.50 1.03 0.25
dt
Experiment II : PNO  constant

PH 2  mm of Hg  289 205 147

dPH 2
1.60 1.10 0.79
dt
The orders with respect to H2 and NO are
(a) 1 with respect to NO and 2 with respect to H2
(b) 2 with respect to NO and 1 with respect to H2
(c) 1 with respect to NO and 3 with respect to H2
(d) 2 with respect to NO and 2 with respect to H2
84. The energy for a single electron excitation in cyclopropenium cation in Hückel theory is
(a)  (b) 2 (c) 3 (d) 4
85. The atomic masses of fluorine and hydrogen are 19.0 and 1.0 amu, respectively (1 amu = 1.67×10–27
kg). The bond length of HF is 2.0Å. The moment of inertia of HF is
(a) 3.2  10 47 kg m 2 (b) 6.4  1047 kg m 2 (c) 9.6  10 47 kg m 2 (d) 4.8  1047 kg m 2
86. The masses recorded when a substance is weighed 4 times are 15.8, 15.4, 15.6 and 16.0 mg. The
variance (square of the standard deviation) is closest to
(a) 0.02 (b) 0.05 (c) 0.10 (d) 0.20
87. The transition that is allowed by x-polarized light in trans-butadiene is
(The character table for C2h is given below)
C2h E C 2 i h
Ag 1 1 1 1 R x , x 2 , y2 , z 2 , xy
Bg 1 1 1
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1 R x , R y , xz, yz
Au 1 1 1 1 z
Bu 1 1 1 1 x, y
(a) 1 A u  1A u (b) 1 A u  1Bg (c) 1 Bu  1Bg (d) 3 Bg  1A g
88. The heat capacity of 10 mol of an ideal gas at a certain temperature is 300 JK–1 at constant pressure.
The heat capacity of the same gas at the same temperature and at constant volume would be
(a) 383 JK 1 (b) 217 JK 1 (c) 134 JK 1 (d) 466 JK 1
89. The Maxwell’s relationship derived from the equation dG  VdP  SdT is
 V   S   P   T   V   S   P   T 
(a)  T    P  (b)  V    S  (c)  T     P  (d)  V     S 
 P  T  T   P  P  T  T  P
 SOLVED PAPER : CSIR-UGC-NET/JRF Dec. 2013 9

90. The chemical potential (µi) of the ith component is defined as

 U   H   A   G 
(a) µi   n  (b) µi   n  (c) µi   n  (d) µi   n 
 i T,P  i T,P  i T,P  i T,P
91. Work (w) involved in isothermal reversible expansion from Vi to Vf of n moles of an ideal gas is
(a) w  nRT ln  Vf / Vi  (b) w  nRT ln  Vf / Vi 

(c) w  nRT  Vf / Vi  (d) w  nRT log  Vf / Vi 

92. The limiting molar conductivities of NaCl, NaI and RbI are 12.7, 10.8 and 9.1 mS m2 mol–1, respec-
tively. The limiting molar conductivity of RbCl would be
(a) 32.6 mS m2 mol–1 (b) 7.2 mS m2 mol–1
(c) 14.4 m S m2 mol–1 (d) 11.0 mS m2 mol–1
93. The number of ways in which four molecules can be distributed in two different energy levels is
(a) 6 (b) 3 (c) 16 (d) 8
94. An element exists in two crystallographic modifications with FCC and BCC structures. The ratio of
the densities of the FCC and BCC modifications in terms of the volumes of their unit cells (VFCC and
VBCC) is
(a) VBCC : VFCC (b) 2VBCC : VFCC (c) VBCC : 2VFCC (d) VBCC : 2VFCC

95.
1
  8 1 1
Given  H  2.7  10 T s . The resonance frequency of a proton in magnetic field of 12.6 T is

close to    3.14 
(a) 60 MHz (b) 110 MHz (c) 540 MHz (d) 780 MHz
96. 
18

In Mössbauer experiment, a source emitting at 14.4 KeV 3.48  10 Hz had to be moved towards
–1
absorber at 2.2 mm s for resonance. The shift in the frequency between the source and the absorber
is
(a) 15.0 MHz (b) 20.0 MHz (c) 25.5 MHz (d) 30.0 MHz

97. Among the following, the correct combination of complex and its color is
Complex Color
(a)
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 Co  CN  4 Red
2

(b)  CoCl4 2 Orange

2
(c)  Co  NCS 4  Blue

(d)  CoF4 2 Yellow

98. In a specific reaction, hexachlorocyclotriphosphazene, N3P3Cl6 was reacted with a metal fluoride to
obtain mixed halo derivatives namely N3P3Cl5F(A), N3P3Cl4F2(B), N3P3Cl3F3(C), N3P3Cl2F4(D),
N3P3ClF5(E). Compositions among these which can give isomeric products are
(a) A, B and C (b) B, C and D (c) C, D and E (d) E, A and B
99. Xenon forms several fluorides and oxofluorides which exihibit acidic behaviour. The correct se-
quence of descending Lewis acidity among the given species is represented by
(a) XeF6  XeOF4  XeF4  XeO2 F2 (b) XeOF4  XeO 2 F2  XeOF4  XeF6
(c) XeF4  XeO2 F2  XeOF4  XeF6 (d) XeF4  XeF6  XeOF4  XeO2 F2
10 SOLVED PAPER : CSIR-UGC-NET/JRF Dec. 2013

100. Number of isomeric derivatives possible for the neutral closo-carborane, C2B10H12 is
(a) three (b) two (c) four (d) six
101. For higher boranes 3c-2e ‘BBB’ bond may be a part of their structures. In B5H9, the number of such
electron deficient bond(s) present is/are
(a) four (b) two (c) zero (d) one
102. In the atomic absorption spectroscopic estimation of Fe(III) using O2/H2 flame, the absorbance de-
creases with the addition of
(a) CO32 (b) SO 24 (c) EDTA (d) Cl –
103. In a polarographic estimation, the limiting currents (µA) were 0.15, 4.65, 9.15 and 27.15 when
concentration (mM) of Pb(II) were 0, 0.5, 1.0 and 3.0 respectively. An unknown solution of Pb(II)
gives a limiting current of 13.65µA. Cocentration of Pb(II) in the unknown is
(a) 1.355 mM (b) 1.408 mM (c) 1.468 mM (d) 1.500 mM
104. The gases SO2 and SO3 were reacted separately with ClF gas under ambient conditions. The major
products expected from the two reactions respectively, are
(a) SOF2 and ClOSO2F (b) SOF2 and SO2F2
(c) SO2ClF and SO2F2 (d) SO2ClF and ClOSO2F
105. The correct statement regarding terminal/bridging CO groups in solid Co4(CO)12 and Ir4(CO)12 is
(a) both have equal number of bridging CO groups
(b) number of bridging CO groups in Co4(CO)12 is 4
(c) the number of terminal CO groups in Co4(CO)12 is 8
(d) the number of bridging CO groups in Ir4(CO)12 is zero.
106. On reducing Fe3(CO)12 with an excess of sodium, a carbonylate ion is formed. The iron is isoelec-
tronic with
  
(a)  Mn  CO 5  (b)  Ni  CO 4  (c)  Mn  CO 5  (d)  V  CO 6 
107. The correct statement for ozone is
(a) It absorbs radiations in wavelength region 290-320 nm.
(b) It is mostly destroyed by NO radical in atmosphere
(c) It is non toxic even at 100 ppm level
(d) Its concentration near poles is high due to its paramagnetic nature.
108. Among the following clusters,
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
A   H  Co6  CO 15  , B   H 2 Os6  CO 18  , C   H 2 Os5  CO 16 
H is encapsulated in
(a) A only (b) B only (c) B and C only (d) A and B only
109. The solid state structure of aluminum fluoride is
F F F F F F F F
(a) Al Al (b) Al Al Al Al
F F F F F F F F

F
F F
Al
F F F F
F F F F
F F F
Al Al F F F F F
F F F
(c) F
F F
F (d) F Al F Al F Al F
Al
Al F
F F F F
F F F
 SOLVED PAPER : CSIR-UGC-NET/JRF Dec. 2013 11


110. Oxidised form of enzyme catalase (structure A); prepared by the reaction of  Fe  P    P  porphyrin 
with H2O2, has green color becauase
+

N N
Fe
N O N

A(substitutents on ring are removed for clarity)

(a) Oxidation state of iron changed from FeIII to FeIV.
(b) Porphyrin ring is oxidized by one electron
(c)   * transition appears in the visible region
(d) FeIV is coordinated with anionic tyrosinate ligand in axial position.
111. The reactive position of nicotinamide adenine dinucleotide (NAD) in biological redox reactions is
(a) 2-position of the pyridine ring (b) 6-position of the pyridine ring
(c) 4-position of the pyridine ring (d) 5-position of the pyridine ring

112.
  
The electrophile Ph3C+ reacts with  5  C5 H5 Fe  CO   CDMe 2   to give a product A. The
2 
product A is formed because
(a) Fe is oxidised (b) alkyl is susbtituted with Ph3C
(c) Fe-Ph bond is formed (d) Alkyl is converted to alkene
113. Subsitution of L with other ligands will be easiest for the species
Me

Me Me MLn
(a) (b) (c) (d)
MLn Me MLn
MLn Me
114. Among the following, the correct statement is
(a) CH is isolobal to Co(CO)3 (b) CH2 is isolobal to Ni(CO)2
(c) CH is isolobal to Fe(CO)4 (d) CH2 is isolobal to Mn(CO)4
115. www.careerendeavour.com
MnCr2O4 is likely to have a normal spinel structure because
(a) Mn2+ will have a LFSE in the octahedral site whereas the Cr3+ will not
(b) Mn is +2 oxidation state and both the Cr are in +3 oxidation state.
(c) Mn is +3 oxidation state and 1 Cr is in +2 and the other is in +3 state.
(d) Cr3+ will have a LFSE in the octahedral site whereas the Mn2+ ion will not.
116. The ground state forms of Sm3+ and Eu3+ respectively, are
(a) 7 F0 and 6 H 5/2 (b) 6 H 5/2 and 7 F0 (c) 2 F5/2 and 5I 4 (d) 7 F6 and 2 F7/2
117. The orbital interactions shown below represent
sp3 orbitals

s-orbitals
(a) CH3–Al interactions in Al2(CH3)6 (b) B–H interactions in B2H6
(c) CH3–Li interaction in Li4(CH3)4 (d) CH3CH2–Mg interactions in EtMgBr.(OEt2)2
12 SOLVED PAPER : CSIR-UGC-NET/JRF Dec. 2013

118. Compounds K 2Ba[Cu(NO2)6] (A) and Cs2Ba[Cu(NO2)6] (B) exhibit tetragonal elongation and
tetragonal compression, respectively. The unpaired electron in A and B are found respectively, in
orbitals,
2 2
(a) d z and d x 2  y 2 (b) d x 2  y2 and d z (c) d 2z and d 2z (d) d x 2  y2 and d x2  y2
119. Reaction of Ph2PCH2CH2PPh2 with [RhCl(CO)2]2 in a 2:1 molar ratio gives a crystalline solid A. The
IR spectrum of complex A shows CO at 1985 cm–1. The 31P(1H) NMR spectrum of A consists of
two doublets of doublets of equal intensities (103Rh is 100% abundant and I = ½). The structure of
complex A is

Ph2 Ph2 Ph
CO P 2
P Cl P
Rh Rh Cl
(a) (b)
P CO P P
Ph2 Ph2 Ph2

Ph2P PPh2
Ph2 CO O
P Cl C Cl
Rh Rh
(c) Rh PPh2 (d) Cl C
P PPh2 O
Ph2 Ph2P PPh2

120. The most appropriate structure for the complex  Pt 2  NH 3 2  NCS 2  PPh 3 2  is

H3N NCS PPh3 Ph3P NCS NH3

Pt Pt Pt Pt
(a) (b)
H3N SCN PPh3 H3N SCN PPh3

H3N NCS PPh3 H3N NH3

NCS

(c)
Pt www.careerendeavour.com
Pt
(d)
Pt Pt
SCN NH3 Ph3P SCN PPh3
Ph3P

121. The major product formed in the following reaction sequence is

Ph 1. Hg(OAc)2.H2SO4
2. BnNH2.heat
O
H
Ph N Ph Ph
(a) (b) N Ph
H
O O

Ph Ph
N N
(c) (d)
Ph Ph
 SOLVED PAPER : CSIR-UGC-NET/JRF Dec. 2013 13

122. The major product formed in the following reaction sequence is

O
1. H2O2, NaOH
2. TsNHNH2
3. Potassium t-butoxide
4. H2, Pd/CaCO3, quinoline
H COOH

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

O O H
123. The major product formed in the following reaction sequence is
SePh
1. H2O2
O
SO2 2. heat

H H

O
(a) S (b) (c) (d)
O2 O H O H O
124. The most suitable reagent combination of A-C, required in the following conversions are

OH O O
B A

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(a) A = Li/liq. NH3; B = NaBH4, CeCl3.7H2O; C = H2, (Ph3P)3RhCl.

(b) A = Li/liq. NH3; B = NaBH4, CeCl3.7H2O; C = H2, 10% Pd/C.
(c) A = NaBH4, CeCl3.7H2O; B = Li/liq. NH3; C = H2, (Ph3P)3RhCl.
(d) A = NaBH4, CeCl3.7H2O; B = Li/liq. NH3; C = H2, 10% Pd/C
125. The major product B formed in the following reaction sequence, and overall yield of its formation
are
Phenyl alanine LiAlH 4
S   glutamic acid 
180ºC
 A 
80%
B
60%

NHPh and 48% NHPh and 70%

(a) (b)
N N
H H
14 SOLVED PAPER : CSIR-UGC-NET/JRF Dec. 2013

NHPh and 48% NHPh and 70%

(c) (d)
N N
H H
126. An organic compound (C8H10O2), which does not change the color of ferric chloride solution, exhib-
ited the following 1H NMR spectral data:  7.3 (1H, t, J = 8 Hz), 7.0 (1H, d, J = 8 Hz), 6.95(1H, s),
6.9 (1H, d, J = 8 Hz) 5.3 (1H, br, s, D2O exchangeable), 4.6 (2H, s), 3.9 (3H, s). Structure of the
compound is

MeO
MeO OH
(a) (b)
HO

MeO HO
OMe
(c) (d)
OH

127. Methyl 4-oxopentanoate exhibited signals at  208, 172, 51, 37, 32 and 27 ppm in its 13C NMR
spectrum. The signals due to the methoxy, C1, C4 and C5 carbons are
(a) OMe –32; Cl–208; C4-172; C5-51 (b) OMe-51; Cl-208; C4-172; C5-32
(c) OMe-32; Cl-172; C4-208; C5-51 (d) OMe-51; Cl-172, C4-208; C5-32
128. In the following reaction, the intermediate and the major product A are

CHCl3/aq. NaOH
(A)
N n-Bu4N+Br–
H

(a) :CHCl and (b) :CCl and

2
N Cl N Cl

Cl Cl
(b) :CHCl and
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N N
(d) :CCl and
2

129. The major product formed in the sulfuric acid mediated rearrangement of the sesquiterpene saritonin
A is

H2SO4
H
O
H
O
(A) O

H H
(a) O (b) HO
H H
O O
O O
 SOLVED PAPER : CSIR-UGC-NET/JRF Dec. 2013 15

H H
HO
HO
(c) H (d) H
O O
O O

130. In the following transformation, the reagent A and the major product B, respectively, are

A Ac2O/
B
N N
O

SO3H SO3H

OAc
and and
(a) (b) OAc
N N
Cl Cl

CO3H CO3H

OAc
and and
(c) (d) OAc
N N
Cl Cl
131. The major product formed in the following reaction sequence is

(1) BH3, THF; H2O2/NaOH

(2) Ph3P, DEAD, 4-nitrobenzoic acid
(3) K2CO3, MeOH (DEAD = diethyl azodicarboxylate)

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

132. The major product formed in the following reaction sequence is

1. CH 2 I2 , Zn Cu, CH 2Cl2
cis  but  2ene  1, 4  diol 
2. PCC, CH Cl

2 2

H O H O H H
COOH CHO
(a) O (b) O (c) (d)
COOH CHO
H H H H

133. The major product formed in the following reaction sequence is

1. SOCl 2
Ph
2. NEt3
COOH
3. CH2=CH-OEt
Ph
16 SOLVED PAPER : CSIR-UGC-NET/JRF Dec. 2013

O
Ph Ph O
O Ph Ph
Ph Ph
Ph
(a) (b) (c) (d)
OEt Ph
OEt EtO OEt
134. The peptide A on reaction with 1-fluoro-2, 4-dinitrobenzene followed by exhaustive hydrolysis gave
phenylalanine, alanine, serine and N-(2, 4-dinitrophenyl) glycine. On the other hand, pepetide A
after two cycles of Edman degradation gave Phe-Ser as the product. The structure of the peptide A is
(a) Phe-Ser-Ala-Gly (b) Phe-Ser-Gly-Ala (c) Gly-Ala-Phe-Ser (d) Ala-Gly-Phe-Ser
135. The compound (B) (labeled) is precursor for biosynthesis of the natural product A. The labeled
carbons in the product A are

COOH
Me14COOH
OH (B)
(A)
(a) C1, C3, C5 and Me (b) C2, C4, C6 and Me
(c) C2, C4, C6 and COOH (d) C1, C3, C5 and COOH
136. The major product formed in the following reaction sequence is
H
Br nBu3SnH, AlBN
toluene, reflux
COOEt

O
H

COOEt COOEt
H H

(a) (b)
O H O H
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COOEt COOEt
H H

(c) (d)
O H O H
137. The major product formed in the following reaction sequence is
1. TsNHNH2, EtOH
O
2. 2 eq. nBuLi, THF
3. DMF

O
(a) CHO (b) (c) (d)
NMe2 NMe2
CHO
O
 SOLVED PAPER : CSIR-UGC-NET/JRF Dec. 2013 17

138. The major product formed in the following reaction sequence is

OH

1. KH, THF
BnO SiMe3 2. m-CPBA

OH
OH OH H H
H O O
BnO H
(a) (b) BnO (c) BnO H (d) BnO H
O
O
H
H OH OH
139. The conditions A-B, required for the following pericyclic reactions are
H Me
Me
Me A B

Me Me Me
H
(a) A  ; B   (b) A  h; B   (c) A  h; B  h (d) A  ; B  h
140. The number of  electrons participating and the pericyclic mode in the following reaction are
H
heat

H
(a) 4 and conrotatory (b) 4 and disrotatory (c) 6 and conrotatory (d) 6 and disrotatory
141. Stereoselective reduction of the dione A with a chiral reducing agent provides the corresponding diol
B in 100% diastereoselectivity and 90% ee favoring R, R configuration. The composition of the
product is
O O OH
HO

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A B
HO OH HO OH

(a) and
90% 10%

HO OH HO OH

(b) and
95% 05%
18 SOLVED PAPER : CSIR-UGC-NET/JRF Dec. 2013

HO OH HO OH

(c) and
90% 10%

HO OH HO OH

(d) and
95% 05%
142. The major product formed in the following reaction sequence is

1. N-bromo-succinimide, CH2Cl2

2. potassium t-butoxide
OH

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

OH
O
143. The major product formed in the following reaction sequence is
O

1. hv
+ 2. KOH, MeOH
OAc

O H
O O H
O H H H

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

H H
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O H OMe
O
144. The major product formed in the following reaction sequence is
O OH
HO 1. PhCHO (1 equiv.). p-TSA
2. NaIO4
HO OH
3. NaBH4
OH
OH
OH
OH HO
O
(a) (b) O O
OH
Ph O
Ph
 SOLVED PAPER : CSIR-UGC-NET/JRF Dec. 2013 19

HO OH
O O
HO
Ph
O O
(c) (d) HO O

Ph OH

145. The major product formed in the following photochemical reaction is

O hv
Ph

Ph Ph Ph Ph
(a) (b) (c) (d)
O O O O

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