1.

(b) :

2. (a) :

3. (c) :

4. (a) : IV>II > III > I

5. (b) : Excess of hydrochloric acid avoids the possibility of coupling reaction by leaving no aniline for coupling reaction.

6. (b) :

7. (c) :

8. (c) : In aqueous medium 2 º amine

(CH 3 )2 NH is more basic than 1 º amine (CH 3 NH 2 ) . Due to –I effect of −CN
group,
NCCH 2 NH 2 is less basic than CH 3 NH 2 and due to delocalisaiton of lone pair of electrons of N atom in benzene
 ring
C 6 H 5 NHCH 3 is less basic than CH 3 NH 2 and more basic than NC−CH 2 NH 2 .thus the strongest base in aqueous
medium is
(CH 3 )2 NH

9. (b) :
LiAlH 4 in ether reduces aryl nitro compounds to azo compounds
2 C6 H 5 NO 2⃗
LiAlH 4 /ether C 6 H 5−N =N−C 6 H 5
Nitrobenzene Diazobenzene

10. (c) :
R−X ⃗
KCN R−CN⃗
Na/C 2 H5 OH R−CH 2 NH 2

11. (d) : The source of nitrogen in Gabriel phthalimide synthesis is potassium phthalimide.

12. (c) :

13. (d) :
C6 H 5 C H
6 5
| |
CH 3 − CH −CONH ⃗
2 LiAlH 4 / ether CH 3 −CH −CH 2 NH 2
2−Phenylpropanamide 2−Phenylpropana min e No. of C atoms remains same from amide to amine.

14. (b) : By Hofmann bromamide degradation reaction the amine formed contains one carbon less than that present in the amide

15. (b) : Amides on reaction with

Br 2 and KOH will give amine containing one carbon atom less. This reaction is called
Hofmann bromamide degradation.
C 6 H 5 CONH 2 +Br 2 +4 KOH ⃗Δ C 6 H 5 NH 2 +2 KBr+
K 2 CO 3 +2 H 2 O

16. (d) : Electron donating

−CH 3 group increases the basicity while electron with drawing −NO 2 group decreases the basicity
of amines.

17. (c) :
18. (b) :

19. (c) :
N O 2 (nitronium ion) is produced by transfer of a proton from H 2 SO 4 to HNO 3

20. (b) : Gatterrman reaction

21. (b) :

22. (d) : Diazonium cation is a weak electrophile and hence reacts with electron rich compounds containing electron donating

groups such as
−OH ,−NH 2 and
−OCH 3 groups and not with compounds containing electron withdrawing groups such
as
−NO 2 etc.

23. (c) : Amines are stronger bronsted bases than alcohols and phenols as they have tendency to accept a proton. Phenols are
more acidic than alcohols. Thus, phenol has least tendency to accept a proton hence, is the weakest bronsted base.

24. (d) : is the strongest bronsted base as there is no delocalization of lone pair of electrons of N atom which is possible in
aniline and in pyrrole.

25. (a) :
NH 3 is more basic than H 2 O therefore NH −2 (Conjugate base of weak acid
NH 3 ) is a stronger base than OH − thus

decreasing order of basic strength is

NH −2 >OH − > NH 3 > H 2 O

26. (b) : The order of boiling points of isomeric amines is 1 º amines > 2 º amines > 3 º amines
 Because of absence of H-atom available for hydrogen bonding, 3 º amines do not have intermolecular association.
Intermolecular association is more in 1 º amines than in 2 º amines as there are two H-atoms available for H-bonding.
hydrocarbons are almost non-polar molecules and possess weak van der Waals forces and hence has lowest boiling point i.e.
most volatile.

27. (d) :

All other reaction give same number of C atoms in the chain of amines as in the reactants.

28. (b) :

Br 2 BrCH 2−CH 2 Br⃗

CH 2 =CH 2 ⃗ NaCN
CCl ( X)
29. (d) : 4

NCCH 2 CH 2 CN ⃗
LiAlH 4 H 2 NCH 2 CH 2 CH 2 CH 2 NH 2
(Y ) (1 , 4− Diamin obutan e)
(Z)

30. (b) :

31. (a) :

NaCN CH 3 CH 2 CN ⃗
CH 3 CH 2 Cl ⃗ Ni/ H 2
32. (a) : (X)
⃗
CH 3 CH 2 CH 2 NH 2 (CH 3 CO )2 O CH 3 CH 2 CH 2 NHCOCH 3
(Y ) ( Z)
33. (c) : Primary alcohols, carbylamines, more

34. (c) : (A) → (iv), (B) → (i), (C) → (ii), (D) → (iii)

35. (d) : The synthesis of primary amines from phtalimide is known as Gabriel phthalimide synthesis

+
NaNO 2 +HCl C 6 H 5 N 2 Cl ⃗
−
C 6 H 5 NH 2⃗ CuCN
36. (c) : 273 K ( X)

C 6 H 5 CN ⃗
H /H 2 O C6 H 5 COOH
+

(Y ) boil Benzoic acid ( Z)

37. (c) :

38. (d) :

39. (a) : As (A) gives alcohol on treatment with nitrous acid thus it should be primary amine.
C3 H9 N has two possible structure
with
−NH 2 group.
CH 3 −CH −NH 2
|
CH 3 −CH 2−CH 2 −NH 2 or CH 3

As it gives isopropylmethyl amine thus it should be isopropyl amine non n-propylamine

40. (c)

41. (b) :

42. (b) :

43. (d) : (A) → (i), (B) → (ii), (C) → (iv), (D) → (iii)

44. (a) : (A)→ (iv), (B) → (iii), (C) → (ii), (D) → (i)

45. (c) :
46. (a) :

47. (d) :

48. (a) :

49. (c) : (A) → (ii), (B) → (i),(C)→ (iv), (D)→ (iii)

C H CH Br
50. (c) : 6 5 2 is best suited for this reaction through
S N 1 mechanism as the carbocation
(C 6 H 5 CH 2 ) formed is
resonance stabilized.