PAPER – 1 (ORGANIC CHEMISTRY)
PCM TEST – 2 (08.1.2017)
SECTION – A (Single Option Correct) Negative marking (-1)
This Section contains 30 multiple choice questions. Each question has four choices A), B), C) and D) out of
which ONLY ONE is correct. (Mark only One choice)
30 × 3 = 90 Marks

1.
The most stable resonating structure of CH 3  O  CH  CH 2 is:


Θ


a. CH 3  O  C H C H 2

Θ

Θ
b. CH 3  O  CH  C H 2


 
c. CH 3  O  CH  C H 2
Θ
d. CH 3  O  C H  C H 2


B
Sol. All atoms have complete octet
2. The decreasing order of reactivity of the following compounds towards electrophilic reaction is
CH3
CHMe2
CH2Me
CMe3
Me = Methyl
I
a. I > II > III > IV
A
Sol.
II
III
b. IV > III > II > I
CH3
c. II > III > IV > I
CHMe2
CH2Me
>
Number of
hyperconjugative
structures
IV
3
>
d. I = II > III > IV
CMe3
>
1
2
0
Cl
3.
CH – CCl3
The IUPAC name of
is
Cl
4.
a. dichlorodiphenyltrichloroethane
b. trichloromethyl bis(4-chlorophenyl) methane
c. 1, 1, 1-trichloro-2, 2-bis(4-chlorophenyl) ethane
d. 2, 2, 2-trichloro-1, 1-bis(4-chlorophenyl) ethane
C
In each of the following total pressure setup at equilibrium is assumed to be equal and is 1 atm with equilibrium
constants Kp given
I
:
CaCO3(s)
CaO(s) + CO2(g),
K1
II
:
III :
NH4HS(s)
NH2CO2NH4(s)
NH3(g) + H2S(g),
2NH3(g) + CO2(g),
K2
K3
Coordinated by: Dr. Sangeeta Khanna, Ph.D (Chemistry), A.P. Singh (Maths), Shiv. R. Goel (Physics)
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1
In the increasing order
a. K1 = K2 = K3
C
Sol. I :
CaCO3(s)


II :


III :
b. K1 < K2 < K3
NH4HS(s)
d. None of these
CaO(s) + CO2(g)
x
x
p CO 2  p  p
x
Kp = p = K1
K1 = 1
NH3(g) + H2S(g)
x
x
px p
p NH3 

2x 2
px p
p H 2S 

2x 2
p2
 K2
4
K2 = 0.25
NH2CO2NH4(s)
2NH3(g) + CO2(g),
2x
x
2xp 2
p NH3 
 p
3x
3
Kp = p NH3 .p H 2S 
p H 2S 
5.
c. K3 < K2 < K1
xp p

3x 3
4p 3
Kp = p 2NH p H 2S 
 K3
3
27

K3 = 0.148
Thus,
K3 < K2 < K1
Volume of the flask in which species are transferred is double of the earlier flask. In which of the following cases
extent of equilibrium constant is affected?
I
:
N2(g) + 3H2(g)
2NH3(g)
II :
N2(g) + O2(g)
2NO (g)
III :
PCl5(g)
PCl3(g) + Cl2(g)
IV :
2NO (g)
N2(g) + O2(g)
a. I, II
b. II, III
c. I, III
C
Sol. In which case ng  0, equilibrium constant is affected thus, I and III.
6. The solubility of PbSO4 in 0.01 M Na2SO4 solution is: (Ksp for PbSO4 = 1.25 × 10–9)
d. III, IV
a. 1.25 × 10–7 mol L–1
b. 1.25 × 10–9 mol L–1
–10
–1
c. 1.25 × 10 mol L
d. 1.25 × 10–18 mol L–1
A
Sol. Ksp = S × 0.01
7. The pH of a 0.002 N acetic acid solution if it is 2.3% ionised at this dilution is: (log 4.6 = 0.6628)
a. 4.3372
b. 0.4337
c. 3.4337
d. 0.6628
A
Sol. H+ = C
8. Four solutions of NH4Cl are taken with concentration 1 M, 0.1 M, 0.01 M and 0.001 M. Their degree of
hydrolysis are h1, h2, h3 and h4. What is the graduation of degree of hydrolysis?
a. h1 > h2 > h3 > h4
c. h4 > h3 > h2 > h1
C
Sol. Dilute solution have higher “h”.
b. h1 = h2 = h3 = h4
d. None of these
Coordinated by: Dr. Sangeeta Khanna, Ph.D (Chemistry), A.P. Singh (Maths), Shiv. R. Goel (Physics)
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9.
If a buffer solution consisting NaH2PO4 and Na2HPO4:
(a) NaH2PO4 is acid and Na2HPO4 is salt
(b) The pH of solution can be calculated using the relation:
[HPO24  ]
pH = pK2 + log10
[H 2 PO4 ]
(c) The Na2HPO4 is acid and NaH2PO4 is salt
(d) The pH can not be calculated
A
10. Blue litmus turns red in the following mixture of acid and base
(a) 100 mL of 1 × 10–2 M H2SO4 + 100 mL of 1 × 10–2 M Ca(OH)2
(b) 100 mL of 1 × 10–2 M HCl + 100 mL of 1 × 10–2 M Ba(OH)2
(c) 100 mL of 1 × 10–2 M H2SO4 + 100 mL of 1 × 10–2 M NaOH
(d) 100 mL of 1 × 10–2 M HCl + 100 mL of 1 × 10–2 M NaOH
C
Sol. Blue litmus turns red in acidic mixture that is in which N1V1 (acid) > N2V2 (base)
N1V1 (acid)
N2V2 (base)
(a)
2
2
(b)
1
2
(c)
2
1
(d)
1
1
11. Which of the following cycloalkane will show both geometrical and optical isomerism
CH3
CH3
CH3
(a)
CH3
(b)
CH3
(c)
(d)
CH3
D
CH3
CH3
CH3
Sol.
H
CH3
;
CH3
H
cis (meso)
Trans (d + )
12. There are four types of „H‟ atoms in
(W)
CH 3
|
CH 3  CH 2  C  CH 2  CH 3
|
(X)
(Y)
H
( Z)
Which is more easily displaced by Br
(a) X
(b) Y
C
Sol. Due to formation of most stable free Radical
(c) Z
(d) W
Coordinated by: Dr. Sangeeta Khanna, Ph.D (Chemistry), A.P. Singh (Maths), Shiv. R. Goel (Physics)
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13. In which of the following carbocation rearrangement is most preferred
CH 3
|
CH 3

|
(a) CH 3  C  CH  CH 3
|
|
CH 3
H
CH3
(c)

(b) CH 3  C  CH 2
CH 3

|

(d) CH 3  C  CH
CH  CH2
C
Sol. After rearrangement carbocation formed is most stable due to both conjugation & hyperconjugates
CH3
CH3

CH  CH2
C  CH2

14. Cyclopentadiene is much more acidic than cyclopentane. The reason is that
(a)
(b)
(c)
(d)
cyclopentadiene has conjugated double bonds
cyclopentadiene has both sp2 and sp3 hybridized carbon atoms
cyclopentadiene is a strain-free cyclic system
cyclopentadienyl anion, the conjugate base of cyclopentadiene, is an aromatic species and hence has good
stability
D
Sol.
H +
Θ
Θ
Aromatic
15. The number of Aromatic (Benzenoid) isomers for C7H8O is
(a) 2
D
(b) 3
(c) 4
(d) 5
OH
Sol.
CH2OH;
OCH3;
CH3
(o, m,p)
16. Correct IUPAC name of following compound is
(a) 3-Ethyl-6,7-dimethylnonane
(b) 6-Ethyl-2,3-dimethylnonane
(c) 4-Ethyl-7,8-dimethylnonane
(d) 2,3-Dimethyl-6-Ethylnonane
B
17. IUPAC name of following compound NC  C H  CH 2  CH 3
|
CN
(a) 2-Ethylpropane-1,3-dinitrile
(c) 1,2-Dicyanobutane
A
(b) 1,2-Dicyanopropane
(d) 2-Cyanobutane-1-nitrile
Coordinated by: Dr. Sangeeta Khanna, Ph.D (Chemistry), A.P. Singh (Maths), Shiv. R. Goel (Physics)
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18. Which of the following is most soluble sulphide in water. If Ksp of all sulphide is 10-12.
(a) YS
(b) YS2
D
19. Which of the following statement is correct?
(c) Y2S
(d) YS3
(a) Electronic effect is a permanent effect
(b) Inductive effect is a temporary effect
(c) Mesomeric effect is most dominating effect
(d) Hyperconjugation is least dominating effect
C
20. Which of the following reaction is free radical substitution?
CH3
CH3
CH3
CH2Cl
Cl
Cl2
Fe
(a)
(b)
Cl2
h
Δ
(c) CH 3Cl  KOH  CH 3OH  KCl
(d) CH 3  CH 2OH  CH 2  CH 2

aq.
H
B
Sol. A = Electrophilic substitution; C = Nucleophilic substitution; D = elimination
21. Which of the following is less reactive than benzene in electrophilic substitution reaction?
CH3
Cl
(a)
OH
(b)
NHCOCH3
(c)
(d)
B
22. Which of the following pair is metamer
(a) CH3 – CH2 – CH2 – NH2 &
CH 3
\ CH  NH
2
H 3C /
(b) CH3COOH & HCOOCH3
O
O
||
||
O
O
||
||
(c) CH 3  C  O  C  CH 2CH 2CH 3 & CH 3CH 2  C  O  C  CH 2  CH 3
O
O
||
||
(d) CH 3  C  NH  CH 2CH 3 & CH 3  CH 2  NH  C  CH 3
C
23. Correct increasing order of acidic strength?
(a) CH3OH < HCOOH < CH3COOH
(b) CH3OH < CH3COOH < HCOOH
OH
(c) H2O < CH3OH < C2H5OH
(d)
< ROH < RCOOH
B
24. Which of the following undergoes addition with HBr fastest?
CH = CH2
(a)
CH = CH2
(b)
CH = CH2
(c)
OCH3
CH = CH2
(d)
NO2
CH3
Coordinated by: Dr. Sangeeta Khanna, Ph.D (Chemistry), A.P. Singh (Maths), Shiv. R. Goel (Physics)
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B
Sol. Carbocation formed after H+ attack is most stable in (c)
25. Which is most stabilized by resonance?

a.
b.


c.
d.

A
26. Which of the following is correct order of decreasing extent of enolisation
O
O
O
O
> CH3 – C – CH2 – CH3 > CH3 – C – CH2 – C – CH3
(a)
O
O
O
O
O
> C6H5 – C – CH2 – C – C6H5 > C6H5 – C – CH2 – C – CH3
(b)
O
O
O
O
> CH3 – C – CH2 – C – CH3 > C6H5 – C – CH2 – C6H5
(c)
O
O
O
>
(d)
O
>
O
B
27. How many geometrical isomers are possible for given compound
CH3 – CH = CH – CH = CH – C2H5
a. 2
b. 3
C
Sol. (2n)
28. Which will have one chiral carbon
c. 4
d. 6
a. 3-Methylpentane
b. 1,2-dichloropropane
c. 2,3-Dihydroxybutanedioic acid
d. 1,3-Dichloropropane
B
Sol. (c) have two chiral carbon.
29. At 25°C, the value of pKb (Kb being the dissociation constant as a base) for NH3 in aqueous solution is 4.7. What
is the pH of 0.1 M aqueous solution of NH4Cl with 0.01 M NH3 (approximately)?
a. 8.3
A
b. 9
c. 9.5
d. 10
Coordinated by: Dr. Sangeeta Khanna, Ph.D (Chemistry), A.P. Singh (Maths), Shiv. R. Goel (Physics)
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[ NH 4Cl ]
[ NH 4OH]
0.1
pOH  4.7  log
 5.7
0.01
Sol. pOH = pKb + log10
pH = 14 – 5.7
= 8.3
30. Which of the following statement is correct
(i)
(ii)
(iii)
(iv)
AgCl is more soluble in 0.1 M AgNO3
Ag2CrO4 is more soluble in 0.1 M AgNO3 than 0.1 M Na2CrO4
CH3COOAg have highest solubility in acidic medium
Silver salts are more soluble in NH3 than water
(a) (i) & (ii)
(b) (iii) & (iv)
(c) (iii)
(d) (i), (ii), (iii)
B
Sol. (i) AgCl is less soluble in common ion
(ii) Ag2CrO4 is more soluble in Na2CrO4
(iii) CH3COOAg is more soluble in acidic medium as CH3COO– will combine with H+.
(iv) Silver salts are more soluble in NH3 due to complex formation [Ag(NH3)2]+
Coordinated by: Dr. Sangeeta Khanna, Ph.D (Chemistry), A.P. Singh (Maths), Shiv. R. Goel (Physics)
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