Chapter 7

AMINES
INTRODUCTION

1. _______ and ______, both containing a secondary amino group, are used to increase blood pressure.
2. _______, a synthetic amino compound is used as an anaesthetic in dentistry.
3. Draw allylamine.
4. Common name of NH₃-(CH₂)₆-NH₃ -
5. o-Toluidine structure -

6. IUPAC name of

PREPARATION OF AMINES

7. Nitro compounds are reduced to amines by passing hydrogen gas in the presence of finely divided nickel,
palladium or platinum. T/F
?
8. (NEET)

9. ?

10. Reduction of nitro compounds with iron scrap and hydrochloric acid is preferred. T/F
11. The reason of above statement is -
12. Electrolytic reduction of nitrobenzene in strongly acidic solution yield - (NEET)
13. Electrolytic reduction of nitrobenzene in weakly acidic solution yield - (NEET)
14. Ammonolysis is carried out in a sealed tube at 373K. T/F (JEE 2021)
15. The order of reactivity of halides with amines is RCl > RBr > RI. T/F
16. R-CN ⟶ R-CH₂-NH₃. Reagents used in this reaction are - (NEET)
17. R-CONH₂ ⟶ R-CH₂-NH₃. Reagents used in this reaction are -
18. Phthalimide structure -
19. Aromatic amines can be synthesised by gabriel phthalimide synthesis. T/F (NEET)

? ?
20. ?

ANSWERS 1
AMINES 53
21. 1°/2°/3° amines are prepared by Gabriel phthalimide synthesis.
22. 1°/2°/3° amines are prepared by Hoffmann bromamide degradation.
23. Reagent in Hoffmann bromamide degradation are - (NEET) (JEE)
24. Write Hoffmann bromamide degradation reaction.
25. The product and reactant contains equal no. of carbons in Hoffmann bromamide degradation. (NEET)
26. Retention/inversion occur in Hoffmann bromamide degradation.

PHYSICAL PROPERTIES

27. Primary amines with ___ number of carbon or less are gaseous.
28. Lower aliphatic amines are soluble in water because -
29. The order of boiling point in 1°, 2°, 3° isomeric amines is -
30. Amines have higher boiling point than alcohol with almost the same molecular mass. T/F

CHEMICAL REACTIONS

31. Amine salts are soluble in water but insoluble in organic solvents. T/F
32. pKb of Ethanamine is larger than that of Benzenamine. T/F (NEET)
33. The basic strength on any alkyl amine depends upon - (3)
34. Basic strength order of 1°, 2°, 3° amine in gaseous phase is -
35. Basic strength order of 1°, 2°, 3° ethyl amine in aqueous solution -
36. Basic strength order of 1°, 2°, 3° methyl amine in aqueous solution - (NEET) (JEE)

37.

38. The above reaction occur in the presence of base like ______ whose function is -
39.

40. CH₃NH₂ + C₆H₅COCl →

41. (NEET) (JEE)
42. The above reaction is called ______ and used as a test for _______ (NEET)
43. Carbylamine test can only be given by 1° amines. T/F (NEET)
44. A B Tell A & B.
45. The above reaction is used for the qualitative/quantitative estimation of amino acids and proteins.
46. Structure and name of Hinsber’s reagent is -
47. Hinsberg’s reagent cannot react with 1°/2°/3° amine. (NEET)

ANSWERS 1 ANSWERS 2
54 CHEMHACK

48.

49. The above product is soluble/insoluble in alkali. (NEET)

50.

51. The above product is soluble/insoluble in alkali.

52. ______ was earlier used to differentiate between 1°, 2°, 3° amine. (NEET)
53. Nowadays, benzenesulfonyl chloride is replaced by _________ for differentiating between 1°, 2°, 3° amine.

54.

55. The colour of precipitate formed in above reaction is -

56. To obtain mono-substituted aniline, activating effect of -NH₂ group is controlled by -

57. (NEET)
A C
B

58. What is the function of pyridine and CH₃COOH in the above reaction ?
59. Anilinium ion is ortho/meta directing. (NEET)

60. the major products formed are - (NEET)

61. C
A B

62. Sulphanilic acid structure -

63.
? ?
64. Aniline doesn’t undergo friedel-crafts alkylation and acylation. T/F
65. The reason of above statement is -

ANSWERS 2
AMINES 55

DIAZONIUM SALT
66. Write the reaction of preparation of benzenediazonium salt with all the reagent used and temp. specified. (JEE)
67. In situ preparation of _____ occur in above reaction.
68. Benzenediazonium chloride is readily soluble in water. T/F
69. Benzenediazonium fluoroborate is water insoluble and unstable at room temperature. T/F
70. In sandmeyer reaction, reagents used are - (JEE)
71. Write the Gatterman reactions -
72. The yield in Gatterman reactions is more than Sandmeyer reactions. T/F
→
73. ArN₂⁺Cl⁻ ArI, using -
→
74. ArN₂⁺Cl⁻ ArF, using - (NEET) (JEE)
→
75. ArN₂⁺Cl⁻ benzene, using - (2) (NEET)
→
76. ArN₂⁺Cl⁻ ArOH, using -

77. ?
?

78. (NEET)

79. Colour of product in above reaction -

80. (NEET) (JEE)

81. Colour of product in above reaction -

ANSWERS 2 ANSWERS 3
56 CHEMHACK

ANSWERS
• INTRODUCTION
21. 1°
1. Adrenaline and ephedrine 22. 1°
2. Novocain 23. Br₂/NaOH
3. NH₂-CH₂-CH=CH₂ 24. R-CO-NH₂ + Br₂ + 4NaOH
4. Hexamethylenediamine → R-NH₂ + Na₂CO₃ + 2NaBr + 2H₂O
25. F
5. 26. Retention
• PHYSICAL PROPERTIES
6. N,N-Dimethylbenzenamine 27. 2
• PREPARATION OF AMINES
28. They can form H-bond with water molecules
7. T 29. 1° > 2° > 3°, this order is because of presence of
8. H₂/Pd, ethanol more H-bonding in 1° amines than 3° amines
30. F
9. • CHEMICAL REACTIONS
31. T
10. T 32. F
11. FeCl₂ formed gets hydrolysed to release 33. (i) Inductive effect
hydrochloric acid during the reaction. Thus, only a (ii) Solvation effect
small amount of hydrochloric acid is required to (iii) Steric hindrance
initiate the reaction. 34. 3° > 2° > 1°
12. p-aminophenol 35. 2° > 3° > 1°
13. aniline 36. 2° > 1° > 3° [Trick - Ethyl - 231, Methyl - 213, as
14. T 231 > 213 and carbon in Ethyl > Methyl]
15. F, it is RI > RBr > RCl 37.
16. LiAlH₄/H₂O or H₂/Ni or Na(Hg)/C₂H₅OH
17. LiAlH₄/H₂O 38. Pyridine, N-Ethylethanamide
39.
18.
40. CH₃NHCOC₆H₅ + HCl
19. F 41. R-NC + KCl + H₂O
20. KOH, R-X, 42. Carbylamine or isocyanide test, primary amines
43. T

QUESTIONS 1 QUESTIONS 2
AMINES 57
44. A - [R-N₂⁺Cl⁻], B - ROH + N₂ + HCl
45. Quantitative
61. A - , B- , C - OH⁻ or H⁺
46. , Benzenesulfonyl chloride

47. 3°
62.
48.

49. Soluble
63.
,
50.

64. T
51. Insoluble
65. Because of salt formation with AlCl₃ as it is a lewis
52. Hinsberg reagent (Benzenesulfonyl chloride)
acid
53. p-toluenesulfonyl chloride
• DIAZONIUM SALT
54. 66. C₆H₅NH₂ + NaNO₂ + HCl [273-278 K]
→
C₆H₅N₂⁺Cl⁻ + NaCl + H₂O
67. HNO₂
55. White precipitate 68. T
56. Acetylation of -NH₂ group with acetic anhydride 69. F, stable at room temp.
70. Cu₂Cl₂/HCl - for chlorobenzene formation
57. A - (CH₃CO)₂O/Pyridine, B - Cu₂Br₂/HBr - for bromobenzene formation
C - OH- or H+ CuCN/KCN - for Cyanobenzene formation
→
71. I. ArN₂⁺X⁻ [Cu/HCl] ArCl + N₂ + CuX
→
II. ArN₂⁺X⁻ [Cu/HBr] ArBr + N₂ + CuX
58. (i) Pyridine take H+ from -NH₂ of aniline to make it 72. F
more nucleophilic for smooth acetylation 73. KI
(ii) CH₃COOH polarise Br₂ so that Br+ ion can be 74. HBF₄/Δ
formed easily 75. H₃PO₂, CH₃CH₂OH
59. Meta 76. H₂O
60. Major products -
77. , NaNO₂, Cu, heat

QUESTIONS 2 QUESTIONS 3 QUESTIONS 4

58 CHEMHACK

78. 80.

79. Orange dye 81. Yellow dye

QUESTIONS 4