1

IIT-JAM-2014 (CHEMISTRY) (CODE-A)

PART-I : OBJECTIVE QUESTIONS

Q. 1 - Q. 10 carry one mark each.

1. For square matrices M and N, if MN = M and NM = N, then:
(a) M2 = M and N2 = N (b) N2  N and M2 = M
(c) M2  M and N2  N (d) M2  M and N2 = N
2. The energy of an electron in a hydrogenic atom with nuclear charge Z varies as:
(a) Z (b) Z2 (c) 1/Z (d) 1/Z2
3. The carbonyl stretching frequency (vC=O) is highest for:
O O O O
(a) H3C OH (b) H C H (c) H C Cl (d) H C NH2
3 3 3

4. The homolytic breaking of the Ca – Cb bond is easiest in:

H H H3C H H3C CH3 H3C CH3
(a) H Ca Cb H (b) H Ca Cb H (c) H Ca Cb H (d) H3C Ca Cb CH3
H H H CH3 H3C CH3 H3C CH3
5. Tollen’s test will be negative for:
(a) Glucose (b) Mannose (c) Sucrose (d) Galactose
6. Which one among the following is a sesquiterpene?

CH3
H CH3

(a) (b)
H3C OH
H
H3C CH3 H3C CH3

H3C CH3
CH3 H3C

CH3 H H
H3C H N CH3
S
(c) (d) CH3
CH3 O N
CH3 O COOH
HO H
7. The predicted geometry of TeF4 by VSEPR theory is:
(a) Octahedral (b) Square planar (c) Tetrahedral (d) Trigonal bipyramidal
8. Among the following, the isoelectronic pair is:
(a) NO and CO (b) O2– (superoxide anion) and NO–
(c) NO+ and CO (d) O2– (superoxide anion) and NO+

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9. The metal ion of an enzyme involved in hydration of CO2 is:
(a) Cu(II) (b) Fe(II) (c) Mg(II) (d) Zn(II)
10. Among the following, the element having maximum inert pair effect is:
[Given : Atomic number of Ge = 30, Pb = 82, Si = 14 and Sn = 50]
(a) Ge (b) Pb (c) Si (d) Sn

Q.11 - Q.35 carry two marks each:

11. The reactivity of compounds I-IV with maleic anhydride (V) follows the order:

CH3 CH3
H3C O
H 3C
O
CH3
CH3 O
CH3 CH3
I II III IV V

(a) I < II < III < IV (b) II < IV < III < I
(c) II < I < III < IV (d) II < I < IV < III
12. Which one among the following molecules is chiral?
H H
Cl Cl
(a) C (b) C C
Cl H Cl
Cl

Cl Cl
Cl Cl
(c) C (d)
H H
Cl H

13. Identify the starting material I in the given reaction.

O
OH H3C
I
H3C
CH3

Br Br

(a) H3 C OH (b) H3C OH

H3 C H3C
CH3 CH3

OH OH

(c) H3C Br
(d) H3C Br
H3C H3C
CH3 CH3

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14. The major product for the following reaction is:
O
TiCl4
Product
N3

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

15. The structure of the major product in the following reaction is:
O

Me2CuLi
Product
0ºC
Br
O CH3 O
O H3C O

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

CH3 CH3
CH3
16. The correct orientation of dipoles in pyrrole and pyridine is:

(a) (b)
N N N N
H H

(c) (d)
N N N N
H H
17. Specific rotations of freshly prepared aqueous solutions of I and II are +112 and +18.7, respectively. On
standing the optical rotation of aqueous solution of I slowly decreases to give a final value of +52.7 due
to equilibrium with II. Under this state of equilibrium, what is the ratio II : I?
CHO
OH H OH OH
O HO H O
HO H HO OH
H OH HO
HO OH OH H
OH OH H
CH2OH
I II

(a) 0.57 (b) 1.00 (c) 1.75 (d) 5.9

18. The major product formed in the following reaction is:
COOH i) Na/liquid NH3
ii) C4H9Br
Product

COOH COOH
(a) C4H9 (b)

C4H9
COOH COOH

(c) (d)
C4H9 C4H9

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19. In boron neutron capture therapy, the initial boron isotope used and the particle generated after neutron
capture respectively are:
(a) 11B and  particle (b) 10B and  particle
11
(c) B and  particle (d) 10B and  particle
20. The number of  and  particle(s), generated in the following radioactive decay process, are:
238 234
92 U  92 U
(a) one  and two  particles (b) two  and one  particles
(c) one  and four  particles (d) no  and four  particles
21. In the measurement of hardness of water by complexometric titration, identify P and Q in the following
equation.
[P]– + [H2Y]2–  [Q]2– + [HIn]2– + H+
red colourless colourless blue
(a) P = MgY, Q = MgIn (b) P = MgY2, Q = MgIn2
(c) P = MgIn2, Q = MgY2 (d) P = MgIn, Q = MgY
22. An aqueous solution of hemoglobin has a molar absorptivity value of 18,600 L mol–1 cm–1 for an absorbance
value of 0.1 at 540 nm (Given : cell thickness = 1cm). The concentration (in  M) of the hemoglobin
solution is:
(a) 0.537 (b) 5.37 (c) 53.7 (d) 537.0
23. The electronic transitions responsible for the colour of K2Cr2O7 and porphine in their solid state respectively
are:
(a) d  d;    * (b) M  L charge transfer;    *
(c) L  M charge transfer;    * (d) L  M charge transfer; d  d
24. The correct order of M–C(M = Ti, V, Cr and Mn) bond stretching frequency is:
(Given: Atomic number of Ti = 22, V = 23, Cr = 24 and Mn = 25)
(a) [V(CO)6]– < Cr(CO)6 < [Mn(CO)6]+ < [Ti(CO)6]2–
(b) [Ti(CO)6]2– < [V(CO)6]– < Cr(CO)6 < [Mn(CO)6]+
(c) [Mn(CO)6]+ < Cr(CO)6 < [V(CO)6]– < [Ti(CO)6]2–
(d) [Mn(CO)6]+ < [V(CO)6]– < Cr(CO)6 < [Ti(CO)6]2–
25. For the following reactions, the metal complexes X and Y are:
CO(g)
(i) Ni(s) X
1 atm / 25ºC
2NaC 5H 5
(ii) FeCl2 Y

(a) X = Ni(CO)4; Y = Fe( 5 -C5H5)2 (b) X = Ni(CO)4; Y = Fe( 1 -C5H5)2

(c) X = Ni(CO)5; Y = Fe( 5 -C5H5)2 (d) X = Ni(CO)6; Y = Fe( 1 -C5H5)2

26. The correct order of crystal field strength is : (Given: en = ethylenediamine)
(a) Cl– < H2O < en < ( 5 -C5H5)– (b) H2O < Cl– < ( 5 -C5H5)– < en

(c) H2O < ( 5 -C5H5)– < en < Cl– (d) en < Cl– < H2O < ( 5 -C5H5)–
27. The carbon-oxygen bond in an organic compound absorbs electromagnetic radiation of frequency 6×1013
Hz. This frequency corresponds to the region:
(a) Infrared (b) Microwave (c) Ultraviolet (d) Visible

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28. According to the equipartition principle of energy, the molar heat capacity at constant volume for CO2(g),
SO2(g) and H2O(g) follows the trend:
(a) CO2 = SO2 = H2O (b) CO2 > SO2 = H2O
(c) H2O > SO2 = CO2 (d) CO2 = SO2 > H2O

 h 2 d 2 h 2 2 x2  2 h2
29. 
 (82 m) dx 2 (22 m)  exp(  x )  C 2
exp(x 2 ), where h,  , m and  are constants. Then C
  (4  )
is:
2
(a) 2 / m (b)  / 2m (c)  / m (d)  / m
30. Among Ar, NH4Cl, HF and HCl, the strength of interatomic / intermolecular forces follows the order:
(a) NH4Cl > HF > HCl > Ar (b) HF > HCl > Ar > NH4Cl
(c) HCl > Ar > NH4Cl > HF (d) Ar > NH4Cl > HF > HCl
31. The number of degrees of freedom in the homogeneous liquid region of a two component system with a
eutectic point, at one atmosphere pressure, is:
(a) 0 (b) 1 (c) 2 (d) 3
32. The ionic strength of 0.1 M aqueous solution of Fe2(SO4)3 is:
(a) 0.1 M (b) 0.65 M (c) 1.3 M (d) 1.5 M
33. If the transport number of Na is 0.463 (dilute solution of NaCl in methanol), the transport number of H+
+

(dilute solution of HCl in methanol) is:

(Given,   (NaCl in methanol) = 96.9 ohm–1 cm2 mol–1 and   (HCl in methanol) = 192 ohm–1 cm2
mol–1)
(a) 0.27 (b) 0.46 (c) 0.54 (d) 0.73
2
34. Charcoal (1 gram) of surface area 100 m per gram, absorbs 60mg of acetic acid from an aqueous solution
at 25ºC and 1 atmosphere pressure. The number of moles of acetic acid adsorbed per cm2 of charcoal
surface is:
(a) 10–2 (b) 10–6 (c) 10–5 (d) 10–9
35. The change in entropy for the following transformations is respectively: (+ indicates increase, –indicates
decrease and 0 indicates no change)

(i) SO2Cl2(g) SO2(g) + Cl2(g)
Catalyst
(ii) nCH2 = CH2(g) CH2 CH2 n
(s)

(iii) I2(s) I2(v)
1 atmosphere
(iv) Adiabatic reversible expansion of an ideal gas
(a) +, –, 0, + (b) +, –, 0, 0 (c) –, +, +, 0 (d) +, –, +, 0

PART-II: DESCRIPTIVE QUESTIONS

Q.36 – Q.43 carry five marks each.

36. Using crystal field theory (CFT), for the [Co(NH3)6]3+ ion
(a) draw the d-orbital splitting including their orbital labels (designations) and show their electron occupancy.
(b) calculate the crystal field stabilization energy (ignore pairing energy) and spin-only magnetic moment
values. (Given : atomic number of Co = 27).

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37. (a) Write the correct order of lattice energy for LiX, X = F, Cl, Br and I.
(b) A first order reflection from (111) plane is observed for LiX with 2  = 24.6º (X-ray of wavelength
1.54Å). Assuming LiX to be a cubic crystal system, calculate the length of the side of the unit cell in Å.
38. For the reaction:
700ºC
2NO + 2H2 N2 + 2H2O
(i) Write the expression for the rate of the reaction in terms of the change in concentrations of NO and
H2O.
(ii) Given the following data for the above reaction, find the order of the reaction with respect to (a) NO
and (b) H2 and the rate constant of the reaction along with the proper unit.
[NO]t 0 (mol dm 3 ) [H 2 ]t 0 (mol dm 3 ) Intial rate (mol dm 3s 1 )
Experiment 1 0.025 0.01 2.4 10 6
Experiment 2 0.025 0.005 1.2 10 6
Experiment 3 0.0125 0.01 0.6 10 6
39. The vapour pressure of benzene is 5333 Pa at 7.6ºC and 53330 Pa at 60.6ºC. Calculate the heat of
vapourization of benzene and the normal boiling point of benzene.
40. The following graph represents the dependence of certain properties I to V (given below) as a function of
temperature.
E
D
A
Property

C
B

298K 1000K
Temperature
Property
I The enthalpy change of a gas phase reaction in which the sum of the number of moles of products is
greater than the sum of the number of moles of reactants
II The osmotic pressure of an ideal solution at a given concentration
III The standard Gibbs free energy of formation of metal oxides
IV The molar heat capacity at constant volume for a an ideal gas, as predicted by the equipartition of
energy
V The rate constant of a reaction with Ea = 100 kJ mol–1
The lines / curves A, B, C, D and E corresponding to the appropriate property are:
Answer:
Property Line/Curve
I
II
III
IV
V

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41. Draw the structures A-E for the given transformation:

CH3

Br2 NaOEt i) O3
A [ B] C D+E
EtOH ii) Me2S
O
C10H15BrO
H3C CH3
(+)-pulegone

42. In the reaction sequence given below, draw the structures of A, C, D and reagent B.

CHO CH3
H3C O OH
B
aq. NaOH (reagent)
+ A
H3C H H3C CH3
(excess)
Rearrangement H+

[C] D
(Intermediate)

43. (a) How many 1H NMR signals are expected for 2-chlorobut-2-ene? (ignore spin-spin coupling)
(b) Write down the iron containing chemical species, E, F and G in the following reactions.
KCN
(excess) H2S
E [FeCl3]aq F
H+
[NH3]aq

IIT-JAM-2014 (CHEMISTRY) (CODE-A)

ANSWER KEY

1. (a) 2. (b) 3. (c) 4. (d) 5. (c)

6. (a) 7. (d) 8. (c) 9. (d) 10. (b)
11. (b) 12. (c) 13. (d) 14. (b) 15. (d)
16. (a) 17. (c) 18. (a) 19. (b) 20. (a)
21. (d) 22. (b) 23. (c) 24. (c) 25. (a)
26. (a) 27. (a) 28. (b) 29. (c) 30. (a)
31. (c) 32. (d) 33. (d) 34. (d) 35. (d)

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IIT-JAM-2014 (CHEMISTRY) (CODE-A)

ANSWER KEY

1. (a) 2. (b) 3. (c) 4. (d) 5. (c)

6. (a) 7. (d) 8. (c) 9. (d) 10. (b)
11. (b) 12. (c) 13. (d) 14. (b) 15. (d)
16. (a) 17. (c) 18. (a) 19. (b) 20. (a)
21. (d) 22. (b) 23. (c) 24. (c) 25. (a)
26. (a) 27. (a) 28. (b) 29. (c) 30. (a)
31. (c) 32. (d) 33. (d) 34. (d) 35. (d)

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