PAAVAI VIDHYASHRAM SENIOR SECONDARY SCHOOL

(Affiliated to CBSE)
XII-ORGANIC CHEMISTRY
CHAPTER 9: AMINES-WORKSHEET 3

1. Assertion: Aniline is m-directing towards 6. Identify the product

electrophilic substitution reaction
Reason: -NH2 group attached to benzene ring
increases electron density at o and p position due
to resonance.
a. b. c. d.
2. -NH2 group attached to benzene is
a. Powerful activating towards electrophilic
substitution
b. Powerful activating towards nucleophilic 7. Identify the product, when aniline is treated
substitution with acetic anhydride in the presence of
c. Powerful deactivating towards pyridine
electrophilic substitution a. Acetanilide
d. Powerful deactivating towards b. N-methylaniline
nucleophilic substitution c. 2-aminoacetophenone
d. 2-aminotoluene
3. The product obtained when aniline is treated
with bromine water is 8. IUPAC name of acetanilide is
a. Mixture of o bromoaniline and p a. N-phenlyethanamine
bromoaniline b. N-phenlyethanamide
b. m-bromoaniline c. N-methylaniline
c. 2,4,6-tribromoaniline d. N,N-dimethylaniline
d. Mixture of o and m bromoaniline
9. The product of the following reaction is
𝑝𝑦𝑟𝑖𝑑𝑖𝑛𝑒
4. Acylation of aniline C6H5NH2 + (CH3CO)2O→
a. Increase the activating effect a. C6H5NHCOCH3
b. Decreases the activating effect b. CH3NHCOC6H5
c. No effect on activation c. CH3CONH(CH3)2
d. May increase or decrease with d. C2H5NHCOC6H5
temperature
10. The product in the reaction is
5. The activating effect of –NH2 group be
controlled
a. protecting the -NH2 group by acetylation
a. Acetanilide
with acetic anhydride
b. N-methylaniline
b. converting the -NH2 group into
c. 2-aminoacetophenone
diazonium salt by diazotisation with
d. 2-aminotoluene
HNO2
c. by coupling
11. Assertion: Aniline is o and p directing towards
d. carrying out the reaction at 00 - 50 C
electrophilic substitution reaction
Reason: -NH2 group attached to benzene ring
increases electron density at o and p position
due to resonance.

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 Reason: The lone pair of electrons on nitrogen
12. Identify A and B of acetanilide interacts with oxygen atom due to
resonance.

A+ B 18. Assertion: Although amino group is o– and p–

directing in aromatic electrophilic substitution
a. p-bromoacetanilide and o- reactions, aniline on nitration gives a substantial
bromoacetanilide amount of m-nitroaniline
b. only p-bromoacetanilide is formed Reason: In strongly acidic medium, aniline is
c. m-bromoacetanilide protonated to form the anilinium ion which is
d. bromobenzene meta directing.

13. The product is 19. Assertion: Although amino group is o– and p–

directing in aromatic electrophilic substitution
reactions.
Reason: In strongly acidic medium, aniline is
protonated to form the anilinium ion which is
meta directing.
a. p-bromoaniline
b. p-bromophenol
20. Identify C
c. bromobenzene
d. 4-aminophenol 𝐻𝑁𝑂3, 𝐻2 𝑆𝑂4 ,288𝐾 𝐻 + ,𝑂𝐻 −
A→ B→ C
14. Assertion: activating effect of –NHCOCH3
group is less than that of amino group. a. p-nitroaniline
Reason: The lone pair of electrons on nitrogen b. p-nitroacetanilide
of acetanilide interacts with oxygen atom due to c. acetanilide
resonance. Hence, the lone pair of electrons on d. m-nitroacetanilide
nitrogen is less available for donation to
benzene ring by resonance. 21. Assertion: Aniline does not undergo Friedel-
Crafts reaction (alkylation and acetylation).
15. Aniline on reaction with HNO3, H2SO4 at 288K Reason: Aniline forms salt with aluminium
produces chloride, the Lewis acid, which is used as a
a. o-nitroaniline catalyst. Due to this, nitrogen of aniline acquires
b. p-nitroaniline positive charge and hence acts as a strong
c. mixture of o and p nitroaniline deactivating group for further reaction.
d. mixture of o, m and p nitroaniline
22. Identify A
16. The product of nitration of aniline is
a. p-nitroaniline 51% , m- nitroanilie 47%, 𝐻𝑁𝑂3, 𝐻2 𝑆𝑂4 ,288𝐾 𝐻 + ,𝑂𝐻 −
A→ B→ C
o-nitroanilie 2%
b. p-nitroaniline 2% , m- nitroanilie 47%,
a. p-nitroaniline
o-nitroanilie 51%
b. p-nitroacetanilide
c. p-nitroaniline 47% , m- nitroanilie 2%,
c. acetanilide
o-nitroanilie 51%
d. m-nitroacetanilide
d. p-nitroaniline 2% , m- nitroanilie 51%,
o-nitroanilie 47%
23. Assertion: Aniline does not undergo Friedel-
Crafts reaction (alkylation and acetylation).
17. Assertion: activating effect of –NHCOCH3
Reason: Aniline is a Lewis acid.
group is more than that of amino group.

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 29. Identify C
24. Identify B
𝐻2 𝑆𝑂4 453−473𝐾
→ A→ B C
𝐻𝑁𝑂3, 𝐻2 𝑆𝑂4 ,288𝐾 𝐻 + ,𝑂𝐻 −
A→ B→ C
a. Sulphanilic acid
a. p-nitroaniline b. Anilinium hydrogen sulphate
b. p-nitroacetanilide c. Zwitter ion
c. acetanilide d. Benzenesulphonic acid
d. m-nitroacetanilie
30. Identify A
25. Identify A
𝐵𝑟2 𝐼𝑛 𝐶𝐻3 𝐶𝑂𝑂𝐻 𝐻 + ,𝑂𝐻 −
A→ B→ C
𝐻𝑁𝑂3, 𝐻2 𝑆𝑂4 ,288𝐾 𝐻 + ,𝑂𝐻 −
A→ B→ C a. b. c. d.

a. p-nitroaniline
b. p-nitroacetanilide
c. acetanilide
d. m-nitroacetanilide 31. Identify B

26. Identify A 𝐵𝑟2 𝐼𝑛 𝐶𝐻3 𝐶𝑂𝑂𝐻 𝐻 + ,𝑂𝐻 −

A→ B→ C
𝐻2 𝑆𝑂4 453−473𝐾
→ A→ B C
a. b. c. d.
a. Sulphanilic acid
b. Anilinium hydrogen sulphate
c. Zwitter ion
d. Benzenesulphonic acid
32. Identify C
27. Identify B 𝐵𝑟2 𝐼𝑛 𝐶𝐻3 𝐶𝑂𝑂𝐻 𝐻 + ,𝑂𝐻 −
A→ B→ C
𝐻𝑁𝑂3, 𝐻2 𝑆𝑂4 ,288𝐾 𝐻 + ,𝑂𝐻 −
A→ B→ C a. b. c. d.

a. p-nitroaniline
b. p-nitroacetanilide
c. acetanilide
33. Assertion: Aniline on reaction with CH3Cl in
d. m-nitroacetanilide
the presence of Anhyd.AlCl3 produces mixture
of o and p methylaniline
28. Identify B
Reason: Aniline is Lewis base and the catalyst
AlCl3 is Lewis acid
𝐻2 𝑆𝑂4 453−473𝐾
→ A→ B C
34. Aniline is treated with bromine water, the
major product is
a. Sulphanilic acid
b. Anilinium hydrogen sulphate a. b. c. d.
c. Zwitter ion
d. Benzenesulphonic acid

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35. Aliphatic and aromatic primary amines on 42. The product of the following reaction is
heating with chloroform and ethanolic C6H5NH2 +CHCl3+KOH(alc)→
potassium hydroxide form a. Benzylamine
a. Isocyanides b. Aniline
b. Cyanides c. Chlorobenzene
c. Amides d. Phenol
d. Halides
43. Which of the following pairs cannot be
36. Carbylamine reaction is shown by distinguished by isocyanide test
a. 10 amine a. CH3NH2 and (CH3)2NH
b. 20 amine b. CH3NH2 and (CH3)3N
c. 30 amine c. (CH3)2NH and (CH3)3N
d. 20 and 30 amine d. C6H5NH2 and C6H5NHCH3

37. The product formed in the following reaction 44. Primary aliphatic amines react with nitrous acid
has to form aliphatic diazonium salts which being
unstable, liberate
a. Hydrogen gas
a. Fruity smell b. Nitrogen gas
b. Foul smell c. Oxygen gas
c. Pungent smell d. Nitrogen dioxide gas
d. No odour
45. Primary aliphatic amines react with nitrous acid
38. The carbylamine reaction is used to test to form
a. Primary amine a. Diazonium salt
b. Secondary amine b. Isocyanide
c. Tertiary amine c. Amide
d. Quaternary amine d. Alcohol

39. The other name for carbylamine reaction is 46. Aromatic amines react with nitrous acid at low
a. Isocyanide test temperatures (273-278 K) to form
b. Cyanide test a. Diazonium salt
c. Tollens test b. Isocyanide
d. Iodoform test c. Amide
d. Alcohol
40. Carbylamine reaction cannot be used to
distinguish between 47. Assertion : Primary aromatic amines form
a. Secondary and tertiary amine arenediazonium salts which are stable for a
b. Primary and secondary amine short time in solution at low temperatures
c. Primary and tertiary (273-278 K).
d. Primary and quaternary Reason : arenediazonium salts can undergo
resonance
41. The product of the following reaction is
CH3NH2 +CHCl3+KOH(alc)→ 48. Hinsberg’s reagent is
a. CH3CN a. Chloroform and KOH (alc)
b. CH3NC b. Benzenesulphonyl chloride
c. CH3CH2NH2 c. Nitrous acid
d. CH3OH d. Ammonical silver nitrate

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49. C6H5SO2Cl is
a. Benzenesulphonyl chloride 56. Assertion : Hinsberg’s reagent react with
b. Chloroform and KOH (alc) tertiary amine
c. Nitrous acid Reason: Tertiary amine do not have any free
d. Ammonical silver nitrate available hydrogen on the amine group to
donate electrons to the slphur of Hinsberg’s
50. The following structure of benzene diazonium reagent
salts explains
57. Which of the following amines do not react with
Hinsberg’s reagent
a. Stability a. CH3CH2NH2
b. Reactivity b. CH3CH2NHCH2CH3
c. Inertness c. (CH3)3N
d. Volatility d. C6H5NH2

51. Which is incorrect? 58. Ammonolysis of ethyl chloride followed by

a. N-ethylbenzenesulphonyl amide is reaction of the amine so formed with 1 mole of
soluble in alkali methyl chloride gives an amine that
b. N-ethylbenzenesulphonyl amide is a. reacts with Hinsberg reagent to form a
insoluble in alkali product soluble in an alkali.
c. N,N-diethylbenzenesulphonyl amide is b. on reaction with Nitrous acid, produced
insoluble in alkali nitrogen gas.
d. Benzene sulphonyl chloride reacts with c. reacts with Benzenesulphonyl chloride
primary amine to form a product that is insoluble in
e. Benzene sulphonyl chloride reacts with alkali.
secondary amine d. does not react with Hinsberg reagent.

52. Assertion: N-ethylbenzenesulphonyl amide is 59. The given reaction is

soluble in alkali
Reason: The hydrogen attached to nitrogen in
a. Coupling reaction
sulphonamide is strongly acidic due to the
b. Carbylamine reaction
presence of strong electron withdrawing
c. Diazotisation
sulphonyl group.
d. Gabriel phthalimide reaction
53. Assertion: N,N-diethylbenzenesulphonyl amide
60. Reactions of benzene diazonium chloride with
is soluble in alkali
reagent X involves retention of diazo group in
Reason: Since N, N-diethylbenzene
the product. The reagent X can be
sulphonamide does not contain any hydrogen
a. C6H5OH + 𝑂𝐻 −
atom attached to nitrogen atom
b. H3PO2 + H2O
c. Cu/HBr
54. Alternate to Hinsberg’s reagent is
d. HBF4
a. N-Methylacetanilide
b. N,N-diethylaniline
61. Identify C
c. p-toluenesulphonyl chloride
d. p-bromoacetanilide
a. Benzene
55. The structure of Hinsberg’s reagent is b. p-chloroaniline
a b c d c. p-nitroaniline
d. Phenol

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62. Conversion of B to C is
69. Reactions of benzene diazonium chloride with
a. Diazotisation reagent X displacement of nitrogen of diazo
b. Coupling group in the product. The reagent X can be
c. Ammonolysis a. Cu/HBr
d. Reduction b. CuCl/HCl
c. CH3CH2OH
63. Identify C d. All the above can be the reagent

70. Primary aliphatic amines react with nitrous acid

a. CH3CH2OH
to form aliphatic diazonium salts which being
b. CH3NO2
unstable, liberate nitrogen gas quantitatively and
c. CH3OH
alcohols. Quantitative evolution of nitrogen is
d. CH3CH2NH2
used in estimation of
a. Carbohydrates
64. Reactions of benzene diazonium chloride with
b. amino acids and proteins
reagent X involves retention of diazo group in
c. vitamins
the product. The reagent X can be
d. nucleic acids
a. KI
b. CuCl/HCl
71. Aniline and N-methylaniline can be
c. C6H5NH2 + 𝐻 +
distinguished by
d. H2O
a. Carbylamine test
b. Azo dye test
65. Identify C
c. Hinsberg’s test
d. Any of the above can be used
a. CH3CH2OH
b. CH3CH2 CH2OH 72. The correct sequence of reagent required to
c. CH3CH2NO2 convert Benzamide to toluene is
d. CH3CH2 CH3 a. (i)NaOBr (ii) HNO2 (iii) C2H5OH
(iv) CH3Cl/anhyd.AlCl3
66. Identify C b. (i) HNO2 (ii) NaOBr (iii) C2H5OH
(iv) CH3Cl/anhyd.AlCl3
a. N-methylaniline c. (i) C2H5OH (ii) NaOBr (iii)
b. N,N-dimethylaniline (iv) HNO2 CH3Cl/anhyd.AlCl3
c. Benzamine d. (i) CH3Cl/anhyd.AlCl3 (ii) NaOBr
d. Benzamide (iii) C2H5OH (iv) HNO2

67. Which is not correctly matched 73. (CH3)2NH and (CH3)3N can be distinguished by
a.diazotisation a. Carbylamine test
b. Azo dye test
b.diazotisation
c. Hinsberg’s test
c.coupling d. Any of the above can be used

d.sandmeyers C6H5NH2 + Cu/HCl→ C6H5NH2 +N2 + CuCl

74. The product is
68. C6H5NH2 + Cu/HBr→ C6H5NH2 +N2 + CuCl is
a.
a. Gatterman reaction b. C6H6
b. Sandmeyers reaction c. C6H5OH
c. Diazotisatiton d. C6H5C2H5
d. Coupling