Velocity Academy

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CET ORG CHEM AMINES

MHT - CET - Chemistry

1. ‘A’ and ‘B’ in the following reactions are ________. [1]

a) b)

c) d)

2. An organic compound 'X' having molecular formula C4H11N reacts with p-toluenesulphonyl chloride to form a [1]
compound 'Y' that is soluble in aqueous KOH. Compound ‘X’ is optically active and reacts with acetyl chloride
to form compound 'Z'. Identify the compound 'Z'.

a) CH3-CH2-CH2-CH2-NH-CO-CH3 b) C H3

C H3 − C − N H − C O − C H3
|

C H3

c) C H3
d) C H3

| |

C H3 − C H − C H2 − N H − C O − C H3 C H3 − C H2 − C H − N H − C O − C H3

3. Which one is NOT the reaction of diazonium salt? [1]

a) Carbylamine reaction b) Orange dye test

c) Gattermann reaction d) Sandmeyer reaction

4. In the reaction [1]

the product E is ________.

a) b)

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 c) d)

5. ________ CANNOT be prepared by Gabriel phthalimide synthesis method. [1]

a) Isopropylamine b) All of these

c) Phenylmethanamine d) Phenylamine
6. R - NO2 → R - NH2 Above conversion is possible in the presence of ________. [1]

a) LiAlH4 in ether b) Sn/HCl

c) H2/Ni d) all of these

F e/H C l

7.
2 C2 H5 Br

X −−−−→ Y −−−−−→ N-Ethyl-N-methylethanamine Identify compound ‘X’. [1]

a) Nitroethane b) 2-Nitropropane

c) Nitromethane d) 1-Nitropropane
8. Which of the following reaction involves retention of diazo group? [1]
−
H3 P O2
a) C H N Cl- −−−−→
+ b) C H N Cl- + C H OH −−−→
+
OH

6 5 2 6 5 2 6 5
H2 O

H BF4 ,Δ
c) C H N Cl- −−−−−→
+ d) C6H5N Cl- + C2H5OH →
+
6 5 2 2

9. Select the compound which on treatment with nitrous acid liberates nitrogen. [1]

a) Nitroethane b) Triethylamine

c) Ethylamine d) Diethylamine
10. Lower aliphatic amines possess characteristic ________ odour. [1]

a) garlic like b) pungent

c) fruity d) fishy
11. Which of the following is azo group? [1]

a) -N = b) -NH-

c) -N = N- d) -CO - NH-
12. Ethanamine on acetylation using ethanoyl chloride gives ________. [1]

a) N,N-dimethylethanamide b) N-ethylethanamide

c) N,N-diethylethanamide d) N-methylethanamide
13. The amine that reacts with Hinsberg reagent to give an alkali insoluble product is ________. [1]

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 a) C H3

|
b) NH2

C H3 − C − C H − N H2 C H3 − C − C H2 C H2 C H3
| | |

H3 C C H3 C H3

c) C H2 C H3

|
d) C H3 − C H − N H − C H − C H3
| |
C H3 − C H2 − N − C H2 C H3
C H3 C H3

14. In Hinsberg’s test, ethylamine forms ________. [1]

a) a product which soluble in alkali b) a silver mirror

c) an orange dye d) a product which insoluble in alkali

15. The reagent 'R' in the given sequence of chemical reaction is ________. [1]

a) CuCN/KCN b) H2O

c) HI d) CH3CH2OH

16. In which of the following compounds, intermolecular hydrogen bonds are NOT formed? [1]

a) Ethyldimethylamine b) tert-Butylamine

c) Cyclohexylamine d) Ethylenediamine
17. Hexamethylenediamine is an example of ________. [1]

a) quaternary ammonium salt b) 1° amine

c) 2° amine d) 3° amine
18. The amines that undergo carbylamine reaction are ________. [1]

a) 1 ° - aliphatic amines, b) 2 ° - aliphatic amines,

2 ° - aromatic amines 1 ° - aromatic amines

c) 1 ° - aliphatic amines, d) 2 ° - aliphatic amines,

1 ° - aromatic amines 2 ° - aromatic amines
19. Which of the following has the smallest pKb value? [1]

a) C6H5NHCH3 b) C6H5NH2

c) C2H5NH2 d) (C2H5)2NH

20. Lowest boiling point will be of the compound ________. [1]

a) C2H5N(CH3)2 b) CH3CH2CH2NHCH3

c) (C2H5)2NH d) CHCH2CH2CH2NH2

21. Arrange the following compounds in the increasing order of their boiling points, [1]
i. (CH3)3C-NH2
ii. n-C4H9OH

iii. C2H5CH(CH3)2

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 iv. C2H5COOH

a) iii < ii < i < iv b) iii < i < iv < ii

c) i < iii < ii < iv d) iii < i < ii < iv

22. Which of the following amines exhibits the maximum degree of intermolecular hydrogen bonding? [1]

a) Diethylmethylamine b) Isopropylamine

c) Triethylamine d) Ethylmethylamine
23. Indicate which nitrogen-containing compound amongst the following would undergo Hofmann’s reaction (i.e., [1]
reaction with Br2 and conc. KOH) to furnish the primary amine (R - NH2).

a) O

||
b) O

||

R − C − N HOH R − C − N H2

c) O

||
d) O

||

R − C − N HC H3 R − C − ON H4

24. Amines behave as ________. [1]

a) amphoteric compounds b) Lewis acids

c) Lewis bases d) aprotic acids

25. Which of the following will have lowest boiling point? [1]

a) Trimethylamine b) Butan-1-ol

c) 2-Methylbutane d) Ethanoic acid

26. Which of the following is best stabilized by solvation? [1]
+ +
a) N H b) R N H
4 3
+ +
c) R N H d) R N H
3 2 2

27. Consider: [1]

i. Hofmann bromamide degradation
ii. Mendius reduction
iii. Reduction of amides using LiAlH4 in dry ether

Identify the CORRECT statement regarding the products obtained in the above reactions.

a) (i) is a step down reaction; b) (i) is a step down reaction;

(ii) and (iii) are step up reactions (ii) and (iii) have same number of C-atoms
in the reactant and the product

c) (i) is a step down reaction;
(ii) has same number of C-atoms in the
reactant and the product;
(iii) is a step up reaction
H NO2 P C I5
d) Both (i) and (ii) are step down reactions;
(iii) is a step up reaction
Alc.NH3

28. In the reaction, C2H5NH2 −−−−→ A −−−→ B −−−−−→ C; the starting compound and product C are ________. [1]
Excess

a) homologous b) isomers

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 c) same d) different primary amines
29. Alkyl cyanide on reduction produces ________. [1]

a) 3° amine b) 2° amine

c) 1° amine d) quaternary salt

Na/C2 H5 OH
[1]
Alc.KC N, boil

30. 2-Chloropropane −−−−−−−−→ X −−−−−−−→ Y

or LiAlH4

The compound Y is ________.

a) (H3C)2CH - CH2 - NH2 b) (H3C)2CH - NH - CH3

c) (H3C)2CH - CH3 d) (H3C)2CH - CONH2

31. Which of the following will give carbylamine test? [1]

a) N-Methylmethanamine b) N,N-Dimethylbenzenamine

c) N-Phenylbenzenamine d) Propan-2-amine
32. Quaternary ammonium halide reacts with moist silver oxide to produce ________. [1]

a) quaternary ammonium hydroxide b) aldehyde

c) primary amine d) alkyl halide

33. A given nitrogen-containing aromatic compound ‘A’ reacts with Sn/HCl, followed by HNO2 to give an unstable [1]

compound ‘B' . ‘B’, on treatment with phenol, forms a beautiful coloured compound ‘C’ with the molecular
formula C12H10N2O. The structure of compound 'A' is ________.

a) b)

c) d)

34. IUPAC name of the compound C H 3 − C H − C H2 N H2 is ________. [1]

|

C H3

a) methylpropanamine b) 2-methylbutan-1 -amine

c) 2-methylethan-1 -amine d) 2-methylpropan-1 -amine

35. The CORRECT order of the basic strength of methyl-substituted amines in aqueous solution is ________. [1]

a) (CH3)3N > (CH3)2NH > CH3NH2 b) (CH3)2NH > CH3NH2 > (CH3)3N

c) CH3NH2 > (CH3)2NH > (CH3)3N d) (CH3)3N > CH3NH2 > (CH3)2NH
+ − H BF4
[1]
Δ

36. P h − N2 C l −−−→ Ph - N
2
+
BF
4
−
−
→ X
‘X’ is ________.

a) fluorobenzene b) aniline

c) benzene d) nitrobenzene
37. Identify the product ‘C’ in the following reaction. [1]

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 + −
(C H3 C O) O Br2 H or OH
2

Aniline −−−−−−−→ A −−−−−−→ B −−−−−−→ C

P yridine C H3 C OOH

a) p-Bromoacetanilide b) o-Bromoaniline

c) Acetanilide d) p-Bromoaniline
38. The foul smelling product of carbylamine reaction contains which of the following group? [1]

a) -O-N = O b) -CN

c) -NC d) −N
+

2
X
−

39. Carbylamine test is performed in alcoholic KOH by heating a mixture of ________. [1]

a) trihalogenated methane and primary amine b) an alkyl halide and primary amine

c) an alkyl cyanide and primary amine d) chloroform and carbonyl compound

40. Which of the following can be used for acylation of amines? [1]

a) Acetyl chloride b) Benzoyl chloride

c) All of these d) Acetic anhydride

41. The products formed, when ethylamine reacts with acetic anhydride are N-ethylethanamide and ________. [1]

a) CH3CH2COOH b) H3C-CH2-NH2

c) CH3COOH d) CH3CONH2

42. Alkylation of amines can be carried out by using ________. [1]

a) ammonia b) alkane

c) alcohol d) alkyl halide

43. The best reagent for converting 2-Phenylpropanamide into 1-Phenylethanamine is ________. [1]

a) LiAlH4 b) NaOH/Br2

c) NaBH4 d) H2/Pt

44. The order of reactivity of alkyl halides with ammonia is ________. [1]

a) R-Br > R-Cl > R-I b) R-Cl > R-Br > R-I

c) R-I > R-Cl > R-Br d) R-I > R-Br > R-Cl
45. Which of the following reactions of benzene diazonium chloride will yield benzene? [1]
+ − H3 P O2

i. C 6 H5 − N2X −−−−→
H2 O
+ − H2 O

ii. ;​​​​C
6 H5 − N2X −−−→
283 K
+ − i.H BF4

iii. C6 H5 − N2X −−−−→

ii.Δ
+ − C H3 C H2 OH

iv. C 6 H5 − N2X −−−−−−−→

+ − i.H BF4

v. C 6 H5 − N2X −−−−−−−−−−−→
ii.Δ,aq.NaN O2 /C u

a) iii, v b) i, v

c) i, iv d) i, ii
46. In a reaction of aniline, a coloured product C was obtained. [1]

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 The structure of C would be ________.

a) b)

c) d)

47. Substrate used during Hofmann hypobromite degradation is ________. [1]

a) RCONH2 b) R-X

c) R-CN d) R-NO2

48. Which of the following is least soluble in water at 298 K? [1]

a) CH3NH2 b) (CH3)2NH

c) C6H5NH2 d) (CH3)3N

49. Reaction given below is an example of ________. [1]

C H3 −C H2 −OH

C6H5N Cl- −−−−−−−−−→ C6H6 + N2 + CH3CHO + HCl

+

a) displacement reaction b) elimination reaction

c) rearrangement reaction d) addition reaction

50. In aqueous phase, most basic among the following is ________. [1]

a) dimethylamine b) trimethylamine

c) methylamine d) ammonia
51. The number of isomeric primary amines obtained from C4H11N are ________. [1]

a) 6 b) 5

c) 3 d) 4
C H3 C H2 Br Aq.NaOH

52.
Alc.KOH

Phthalimide −−−−−→ P −−−−−−−→ Q −−−−−−→ R + S [1]

R and S in the sequence are ________.

a) sodium salt of phthalic acid + ethylamine b) sodium salt of phthalic acid + aniline

c) sodium salt of benzoic acid + ethylamine d) sodium salt of benzoic acid + benzylamine
53. Identify the INCORRECT statement from the following. [1]
A. 1°, 2° and 3° amines can be differentiated using Hinsberg’s reagent.
B. 1° Amines react with Hinsberg’s reagent to form a product which is soluble in alkali.
C. 2° Amines on reaction with Hinsberg’s reagent forms a product containing H-atom attached to the nitrogen.

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 D. 3° Amines do not react with Hinsberg’s reagent.

a) Option (D) b) Option (A)

c) Option (B) d) Option (C)

H2 O

54. C6H5N Cl- −−−→ X

+ [1]
2
283 K

X is ________.

a) benzyl alcohol b) phenol

c) benzene d) cyclohexanol
55. The reagent with which the following reaction is best accomplished is ________. [1]

a) H3PO3 b) H3PO2

c) H3PO4 d) NaHSO3

56. The gas evolved when aliphatic 1° amine reacts with nitrous acid is ________. [1]

a) H2 b) N2

c) SO2 d) NH3

57. Primary, secondary and tertiary amines can be distinguished by ________. [1]

a) Tollens’ test b) Hinsberg’s test

c) Schiff's test d) Fehling’s test

58. Identify the INCORRECT statement. [1]
A. Azo group can be represented as, - N = N-.
B. Azo coupling reaction is a nucleophilic aromatic substitution reaction.
C. Azo coupling with β-naphthol in NaOH is used as a confirmatory test for primary aromatic amines.
D. The acid-base indicator methyl orange is an azo dye.

a) Option (C) b) Option (D)

c) Option (A) d) Option (B)

59. Common name of N,N-dimethylbenzenamine ________. [1]

a) diphenylamine b) N,N-dimethylaniline

c) benzylamine d) methylphenylamine
60. Identify Z in the following reaction: [1]

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 a) b)

c) d)

61. In the Hofmann bromamide degradation reaction, the number of moles of NaOH and Br2 used per mole of amine [1]
produced are ________.

a) four moles of NaOH and one mole of Br2 b) two moles of NaOH and two moles of Br2

c) four moles of NaOH and two moles of Br2 d) one mole of NaOH and one mole of Br2

62. What is the product ‘P’ in the following sequence of reactions? [1]

a) b)

c) d)

63. The IUPAC name for (CH3)2NC(CH3)3 is ________. [1]

a) N,N-dimethylbutan-2-amine b) N,N-dimethyl-2-methylpropan-1 -amine

c) N,N-dimethyl-2-methylpropan-2-amine d) N,N-dimethylpropanamine
64. Aniline reacts with bromine water at room temperature to give ________. [1]

a) 4-bromoaniline b) 2-bromoaniline

c) 2,4,6-tribromoaniline d) bromobenzene
65. The IUPAC name of the compound given below is ________. [1]
C H3

(C H3 ) − N − CH
2
|

C H3

a) N,N-dimethylaminoisopropane b) N,N-dimethylpropan-2-amine

c) N,N-dimethylaminoethane d) N,N-dimethyl-2-aminobutane

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66. Coupling of benzene diazonium chloride with 1-naphthol in an alkaline medium will give ________. [1]

a) b)

c) d)

67. Which of the following is a 3° amine? [1]

a) Isopropylamine b) Methylphenylamine

c) Benzylamine d) Ethylmethylisopropylamine
68. 1 mole of ethylamine on reaction with excess of nitrous acid gives how many grams of nitrogen? (atomic weight [1]
of nitrogen =14)

a) eight b) fourteen

c) twenty eight d) seven

69. Which of the following set of amines will undergo acetylation, carbylamine test and nitrous acid reaction? [1]

a) CH3NH2, Ph-NH2, (CH3)2NH b) CH3NH2, PhCH2NH2, Ph-NH2

c) CH3NH2, (C2H5)2NH, (CH3)3-N d) (Ph)2-N-CH3, (Ph)2-NH

70. The product(s) obtained when t-butyl bromide is treated with alcoholic ammonia is ________. [1]

a) (CH3)3C - OH + NH4Br b) (CH ) C - N H +

OH- + HBr
33 3

c) (CH3)2C = CH2 + NH4Br d) (CH ) C - N H +

Br-
33 3

71. Which among the following is NOT the CORRECT order of boiling points? [1]

a) n-hexylamine > n-butylamine > ethylamine b) n-Propylamine < n-butylamine > ethylamine

c) n-Propylamine < ethylmethylamine < d) n-Propylamine > ethylmethylamine >

trimethylamine trimethylamine
72. Which of the following statements is INCORRECT in case of Hofmann bromamide degradation? [1]

a) Reaction is useful for decreasing length of b) Aqueous or alcoholic KOH is used with

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 carbon chain by one carbon atom. bromine.

c) It gives tertiary amine. d) It gives primary amine.

73. Secondary amine(s) from the following is/are ________. [1]

a) Both CH2 = CHCH2NHCH3 and b) C6H5NHC6H5

C6H5NHC6H5

c) CH2 = CHCH2NHCH3 d) C H3 C H2 C H C H3
|

NH2

74. (CH3)3N + CH3I → A. [1]

Identify A in the reaction.

a) (CH ) N+I- b) (CH )N+I-

32 3

c) (CH ) N+I- d) (CH ) N+I-

33 34

75. Gabriel phthalimide synthesis is used for the preparation of ________. [1]

a) primary aromatic amines b) secondary amines

c) tertiary amines d) primary aliphatic amines

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