PINNAACLE CLASSES

31. Which of the following contains three pairs of electrons 38. Which of the following alcohols on dehydration gives
in valence shell? most stable carbocation?
(a) Carbocations (b) Carbanions (a)
(c) Nucleophiles (d) Carbenes

32. Hyperconjugation is. (b)

(a) σ −π conjugation.
(b) Noticed due to delocalization of σ and π bonds.
(c) No bond resonance.
(d) All the above.
(c)
CH 3 −CH 2−CH 2 −CH 2 OH
33. Which of the following carbanion expected to be most (d)
stable?
−

(a)
p−NO 2 C 6 H 4 CH 2 (b) o−NO 2 C 6 H 4 C H 2
o−CHOC 6 H 4 CH 2 (d)
p−CHOC 6 H 4 CH 2 39. The order of decreasing stability of the following
(c) carbanions is.
CH 3 ) 3 C− CH 3 ) 2 CH −
(i) ( (ii) (
34. Free radicals can undergo. − −
(a) Rearrangement to a more stable free radical (iii) CH 3 CH 2 (iv) C 6 H 5 CH 2
(b) Decomposition to give another free radical (a) (i) > (ii) > (iii) > (iv) (b) (iv) > (iii) > (ii) > (i)
(c)Combination with other free radical (c) (iv) > (i) > (ii) >(iii) (d) (iii) > (ii) > (i) >(iv)
(d) All are correct.
40. The most stable free radical among the following is.
35. Which one of the following acids would you expect to
be the strongest?
(a) I -
CH 2 COOH (b) Cl -
CH 2 COOH
Br−CH 2 COOH (d) F -
CH 2 COOH (a) (b)
(c)

36. The number of hyperconjugating structures shown by

the carbocations are given below. Which one is not
correctly matched? (c) (d)
+
CH 3 −C −CH 3
| 41. Inductive effect involves
(a) Displacement of σ − electrons resulting in
(a) CH 3 - 9 hyperconjugating structures
+ polarization
(b) CH 3 −C H −CH 3 − 8 hyperconjugating structures (b) Displacement of π− electrons resulting in
+ polarization
(c) CH 3 −C H 2 - 3 hyperconjugating structures (c) Delocalisation of σ − electrons
+ (d) Delocalisation of π − electrons.
(d) C H 3 - No hyperconjugating structures
42. The increasing order of electron donating inductive
37. Heterolysis of a carbon – chlorine bond produces effect of alkyl group is.
(a) Two free radicals (a)
−H <−CH 3 <−C 2 H 5 <−C3 H 7
(b) Two carbocations −H >−CH 3 >−C 2 H 5 >−C3 H 7
(c) One – cation and one anion (b)
(d) Two carbanions. (c)
−H <−C 2 H 5 <−CH 3 <−C3 H 7

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 PINNAACLE CLASSES

−H >−C 2 H 5 >−CH 3 >−C3 H 7

(d) 49. Which of the following is a false statement?
(a) Free radicals, carbonium ions or carbanions are
43. Inductive effect of which atom or group is taken as zero reaction intermediates.
to compare inductive effect of other atoms? (b) Reaction between methane and chlorine in presence
(a) Hydrogen (b) Chlorine of sunlight proceeds via free radical.
(c) Carbon (d) Oxygen (c) The electronegative atom in the carbon chain
produces + I effect.
44. The increasing order of stability of the following (d) Homolytic fission of C – C bonds gives free radicals.
radicals is.
. . . .
50. Which of the following is the correct order of acidity of
(a) (
CH 3 ) 2 C H < ( CH 3 )3 C < ( C 6 H 5 )2 C H < ( C 6 H 5 ) 3 C
carboxylic acids?
. . . .
Cl 3 CCOOH >Cl 2 CHCOOH >ClCH 2 COOH
(b) ( 6 5 )3
C H C < ( C 6 H 5 )2 C H < ( CH 3 )3 C < ( CH 3 )2 C H (i)
. . . . CH 3 CH 2 COOH > ( CH 3 )2 CHCOOH > ( CH 3 )3
(c) ( 6 5 )2
C H C H <( C 6 H 5 )3 C < ( CH 3 )3 C <( CH 3 )2 C H
. . . . (ii) CCOOH
( CH 3 ) 2 C H <( CH 3 )3 C < ( C 6 H 5 )3 C < ( C 6 H 5 )2 C H F CHCOOH> FCH 2 COOH >ClCH 2 COOH
(iii) 2
(d)
(a) (i) and (ii) (b) (ii) and (iii)
(c) (i) and (iii) (d) (i), (ii) and (iii)
45. Which of the following is a characteristic feature of a
free radical?
(a) It has a positive charge. 51. What is the correct order of decreasing stability of the
(b) It has a negative charge. following cations?
+ +
(c) It has all paired electrons. CH 3 −C H −CH 3 CH 3 −C H −OCH 3
I II
(d) It has an unpaired electrons.
+
CH 3 −C H −CH 2 −OCH 3
III
46. Which of the following statements is not true about the
stability of carbanions? (a) II > I > III (b) II > III > I
(a) Stability of carbanions increases with increase in s – (c) III > I > II (d) I > II > III
character of orbital.
(b) The electron withdrawing groups like, 52. In which of the following compounds the carbon
−NO 2 ,−CN , C= O increases the stability of marked with asterisk is expected to have greatest
positive charge?
¿ ¿
carbanions.
o o o (a)
C H 3 −CH 2 −Cl (b)
C H 3 −CH 2 −Mg + Cl−
(c) Order of stability of carbanions is 3 >2 >1 .
¿ ¿
3
(d) The negatively charged carbon is sp hybridised C H 3 −CH 2 −Br (d)
C H 3 −CH 2 −CH 3
(c)
and tetrahedral.

47. Maximum – I effect is exerted by the group 53. In the given reaction two products are expected.
−C 6 H 5 (b) −OCH 3 (c) −Cl (d)
−NO 2
(a)

+
The product (B) is formed as a major product because
48. The carboncationCH 3 C HCH 3 is less stable than +
+ +
(a) The carbocationCH 3 −C H −CH 3 is formed which
(a) CH 3 CH 2 C H 2 (b) C H 3
+ +
is more stable
( CH 3 ) 3 C (d) CH 3 C H 2
(c)

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 PINNAACLE CLASSES
+ (i) –CN (ii) –NO2
(b) The carbocation CH 3 −CH 2−C H 2 is formed (iii) –NH2 (iv) –Cl
which is more stable.
(c) Both carbocations are equally table but the (a) iii > ii > i > iv (b) ii > iii > iv > i
nucleophile attack on central on central C atom. (c) iii > ii > iv > i (d) ii > i > iv > iii
+
CH 3 −C H −CH 3 can easily give a proton to attach 60. Which is the correct order of inductive effect ?
(d)
Br+ (a) –NH2 > –OR > –F (b) –F > –OR > –NH2
(c) –NH2 > –F > –OR (d) –OR > –F > –NH2
54. Electrophilic addition reactions proceed in two steps.
The first step ivolves the addition of an aelectrophile
name the type of intermediate formed in the first step of
the following addition reaction.
H 3 C−HC =CH 2 + H + →?
o o
(a) 2 Carbanion (b) 1 Carbocation
o o
(c) 2 Carbanion (d) 1 Carbanion

55. Inductive effect involves :

(a) delocalisation of -electrons

(b) delocalisation of -electrons
(c) displacement of -electrons
(d) displacement of -electrons

56. Select the correct statement about Inductive effect :

(a) Inductive effect transfer electrons from one

carbon atom to another.
(b) Inductive effect is the polarisation of  bond
electrons.
(c) Net charge develops in the molecule by
inductive effect.
(d) Inductive effect is distance independent.

57. Which of the following alkyl group has the maximum

+I effect ?

(a) (CH3)2CH– (b) (CH3)3C–

(c) CH3CH2– (d) CH3–

58. Which of the following group shows + I effects :

(a) – F (b) – CHO

(c) – (d) – CN

59. Decreasing –I effect of given groups is :

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