13.

AMINES

Single Correct Answer Type

1. Acetonitrile on reduction gives

a) Propanamine b) Methanamine c) Ethanamine d) None of these
2. Hofmann’s rearrangement during the conversion of an amide to amine involves……… rearrangemet
a) Intermolecular b) Intramolecular. c) Both (a) and (b) d) None of these
3. The reduction of which of the following compound would yield secondary amine?
a) Alkyl nitrile b) Carbylamine
c) Primary amine d) Secondary nitro compound
4. Which of the test is used for detection of secondary amines ?
a) Liebermann’s nitroso test b) Lucas test
c) Tollen’s test d) Carbylamine reaction
5. From the following compounds which does not react with H ?
a) H H b) H H
c) H H d) H
6. Which of the following statements is not correct?
a) Alkyl isocyasnides have bad odours while alkyl cyanides have pleasant odours
b) Alkyl cyanides are not as poisonous as KCN
c) Alkyl cyanides have lower boiling points than the corresponding alkyl isocyanides
d) Acetonitrile is soluble in water but methylcarbylamine is not
7. Which of the following reaction will not occur?

a) u r r b)

c) H d)

8. Which of the following is not characteristic of amines?

a) They smell like ammonia
b) They are inflammable in air
c) They show the property of hydrogen bonding
d) They are amphoteric in nature
9. In the following reaction sequence predict the compound X and Y.

The compound X and Y are

a) b)

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 c) d)

10. The t e of isomerism sho n b H

and H is
a) Position b) Functional c) Enantiomerism d) Tautomerism
11. Identify A and B in the reaction given below.
Ethane nitrile

a) Acetic acid, methanol b) Acetone, methane

c) Ethanoic acid, ethane d) Ethanoic acid, methane
12. When ethanol is mixed with ammonia and passed over catalyst, the compound formed is:
a) H H b) H c) H H d) H H
13. Which of the following is strongest base?
a) H H b) H H c) H H d) H H H
14. In the reaction
H H H
X can be
a) Li H b) H c) i d) r
15. Increasing order of basicity of H H H H H H H H and H H H is
H H H H <H H H H H H H H H H H H
a) b)
H H H H H
H H H H H H H H H H H H H H H
c) d)
H H H H H H H
16. In the compound given below,

the correct order of acidic nature of the positions (X), (Y) and (Z) is:
a) Z > X > Y b) X > Y > Z c) X > Z > Y d) Y > X > Z
17. Which of the following is carbamide?
a) H H b) H H c) H H H d) H H
18. Aniline is not the major product in one of the following reactions. Identify that reaction.
a) H H H b) H n o der

H i H High pressure H H
c) d)

19. n organic com ound ‘A ’ having molecular formula H on reduction gave another compound B, upon
treatment ith nitrous acid ‘B ’ gave eth l alcohol n arming ith chloroform and alcoholic H, it
formed an offensive smelling com ound ‘C ’ The com ound ‘C ’ is
a) H H H b) c) H d) H H H
20. The IUPAC name of the compound having formula,

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 a) 3-aminohydroxy propionic acid
b) 2-amino-propan-3-oic acid
c) Amino h dro ro anoic acid
d) 2-amino-3-hydroxy ro anoic acid
21. Methyl amine reacts with methyl iodide. For completion of reaction, how many moles of methyl iodide are
required ?
a) 1 b) 2 c) 3 d) 4
22.

a) 2-cyano-3-methyl hexane
b) 2-dimethyl-4-cyanopentane
c) 2,4-dimethyl pentane nitrile
d) 2-cyano-3-methyl hexane
23. Identify X in the series,

a)

b)

c)

d)

24. H H .
Recognize the compound C from the following
a) Propanenitrile b) Methylamine c) Ethylamine d) Acetamide
25. Dichlorocarbene does not form as an intermediate in this reaction
a) henol H l H b) Ethyl amine + H l H
c) Phenol+ l H d) H l H
26. Which of the following methods neither means for the synthesis nor for separation of amines?
a) Hinsberg’s method b) Hofmann’s method c) Wurtz reaction d) Curtius method
27. Reaction of aniline with benzaldehyde is
a) Substitution b) Addition c) Condensation d) Polymerisation
28. On heating benzyl amine with chloroform and ethanolic KOH, product obtained is

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 a) Benzyl alcohol b) Benzaldehyde c) Benzonitrile d) Benzyl isocyanide
29. Choose the amide which on reduction with yields a secondary amine
a) Ethanamide b) N-methylethanamide
c) N, N-dimethylethanamide d) Phenylmethanamide
30. Hofmann bromamide reaction is used to prepare
a) amine b) amine c) amine d) All of these
31.

Identify
a) Benzophenone b) Acetophenone c) Benzoic acid d) phenol
32. Which of the following compound does not undergoes Schotten-Baumann reaction?
a) Phenol b) Primary amine c) Secondary amine d) Tertiary amine
33. Arrange the following H H (I); H H (II); H H ; H (IV) in increasing order of
basic nature in aqueous medium:
a) II < I < IV < III b) III < IV < I < II c) I < II < III < IV d) II < III < I < IV
34. The reaction,
H H
is known as
a) Curtius reaction b) Lossen reaction c) Schmidt reaction d) Hofmann reaction
35. Which of the following compounds on treatment first with a H and then coupled with phenol
produces p-hydroxyazobenzene ?
a) Nitrobenzene b) Azobenzene c) Phenol d) Aniline
36. A compound which on reaction with aqueous nitrous acid gives an oily nitrosoamine is:
a) Methylamine b) Ethylamine c) Diethylamine d) Triethylamine
37. Benzene diazonium chloride on reaction with phenol in weakly basic medium gives
a) Diphenyl ether b) p-hydroxy azobenzene c) Chlorobenzene d) Benzene
38.

a) b)

c) d)

39. 1 mole of ethyl amine on reaction with H gives at NTP

a) 11.2 L of b) 5.6 L of c) 22.4 L of d) 1 L of
40. Dehydration of an amide gives:
a) Cyanide b) Amine c) Isocyanide d) Fatty acid
41. In aqueous solutions, the basic strength of amines decreases in the order
a) H H H H H b) H H H H H
c) H H H H H d) H H H H H
42. Methyl cyanide gives on hydrolysis
a) Methyl amine b) Acetic acid c) Formic acid d) Ethyl amine
43. Alkyl nitrite on reduction with Sn/HCl gives:
a) Alcohol b) Hydroxylamine c) Both (a) and (b) d) hydrazine

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44. The molecular formula H cannot represent
a) amine b) amine c) amine d) Quaternary salt
45. 2,4,6-tribromo aniline is a product of:
a) Electrophilic addition on H H
b) Electrophilic substitution on H H
c) Nucleophilic addition on H H
d) Nucleophilic substitution on H H
46. The value of is highest in case of
a) -metho aniline b) -chloroaniline c) -nitroaniline d) -meth laniline
47.
H , here is
,
a) H H b) H H c) H d) H
48. The decreasing order of basic characters of the three amines and ammonia is
a) H H H H H H H b) H H H H H H H
c) H H H H H H H d) H H H H H H H
49. hich com ound ill liberate from aH solution
a) H H b) H H c) H H d) H H L
50. Acetaldoxime reacts with to give:
a) H b) H c) H d) All of these
51. Diethyl oxalate is used for distinguishing primary, secondary and tertiary
a) Alcohols b) Amines
c) Alkyl halides d) Hydrogens in hydrocarbons
52. Nitration of aniline in strongly acidic medium, result in the formation of
m-nitroaniline also. This is because
a) Amino group is meta orienting during electrophilic substitution reaction.
b) Nitro group goes always to the meta position irrespective of the substituents.
c) Nitration of aniline is a nucleophilic substitution reaction in strongly acidic medium.
d) In strongly acidic conditions aniline is present as anilinium ion.
53. On heating benzyl amine with chloroform and ethanolic KOH, product obtained is
a) Benzyl alcohol b) Benzaldehyde c) Benzonitrile d) Benzyl isocyanide
54. An organic amino compound reacts with aqueous nitrous acid at low temperature to produce an oily
nitroso amine. The compound is
a) H H b) H H H
c) H H d) H H H H H
55. Nitrosoamines ( ) are soluable in water. On heating them with conc H , they give
secondary amines. The reaction is called
a) erkin’s reaction b) Fries reaction
c) Liebermann nitroso reaction d) Etard reaction
56. Which one of the following functional groups undergoes hydrolysis with alkali to yield an acid group?
a) b) H c) H d) r
57. The correct set of the products obtained in the following reactions is
(A) (B)

(C) (D) H
A B C D
a) amine Methyl ketone amine Alcohol b) amine Methyl ketone amine Alcohol
c) amine Methyl ketone amine Acid d) amine Methyl ketone amine aldehyde
58. Which of the following is not a nitroderivative?

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 a) H b) H H c) d) H H

59. H H H a H
In the above reaction, the product ‘A ’ is
a) Chlorobenzene b) Phenyl isocyanide c) Phenyl cyanide d) Phenyl chloride
60. Carbonyl chloride reacts with ammonia to form:
a) b) H H c) H H d) H H
61. Which of the following statements are correct?
a) Aniline is a stronger base ethyl amine
b) Aniline is a stronger base than -methoxyaniline
c) Aniline must be acetylated before nitration with an acid mixture
d) Aniline is soluble in an ammonium hydroxide solution
62. The major product of the following reaction is

a) b)

c) d)

63. Diazotisation can be carried out by the action of a and dilute HCl at ice cold temperature on:
a) Aromatic secondary amine
b) Aromatic primary amine
c) Aromatic nitro compound
d) Aromatic amine
64. The molecular formula of benzonitrile is
a) H b) H c) H d) H
65. Which of the following reactions is given by only primary amines?
a) Reaction with HONO b) Reaction with chloroform and alcoholic KOH
c) Reaction with acetyl chloride d) Reaction with Grignard reagent
66. The diamide of carbonic acid is:
a) cetamide b) ormamide c) en amide d) Urea
67. Urea reacts with hydrazine to form:
a) Nitrogen b) Phenyl hydrazine c) Semicarbazide d) Urethane
68. Final product of hydrolysed alkyl cyanide is
H
a) H b) H c) d)
H

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69. Secondary nitroalkanes can be converted into ketones by using Y. Identify Y from the following

a) Aqueous HCl b) Aqueous NaOH c) n d) CO

70. Among the following compounds, the most basic is
a) Aniline b) Acetanilide c) p-nitroaniline d) Benzyl amine
71. Substitution of one alkyl group by replacing hydrogen of primary amines:
a) Increases the base strength
b) Decreases the base strength
c) Remains the same
d) None of the above
72. Ethylamine undergoes oxidation in the presence of n followed by hydrolysis to form:
a) An acid b) An alcohol c) An aldehyde d) a N-oxide
73. Which of the following compounds will undergo carbylamine reactions?
a) H H H b) H H c) H H d) H
74. Methylethylpropylamine forms non-superimposable mirror images but it does not show optical activity
because:
a) Of rapid flipping
b) Amines are basic in nature
c) Nitrogen has a lone pair of electron
d) Of absences of asymmetric nitrogen
75. Urea on heating with ethanol gives:
a) Urethane b) Urea alcohol c) Ureides d) None of these
76. Aliphatic amines are soluble in water because:
a) They are basic
b) They are amino compounds
c) They are lighter than water
d) Of formation of hydrogen bonds with water
77. A positive carbylamines test is given by
a) N, N-dimethylaniline b) 2,4-dimethylaniline
c) N-methy- -methylaniline d) N-methylbenzylamine
78. Which of the following amines form maximum hydrogen bonds within themselves?
a) H H b) H H c) H d) None of these
79. Reaction of cyclohexanone with dimethylamine in the presence of catalytic amount of an acid forms a
compound of water during the reaction is continuously removed. The compound formed is generally
known as
a) An amine b) An imine c) An enamine d) chiff’s base
80. Benzene diazonium chloride on treatment with hypo phosphorous acid and water in presence of u
catalyst produce
a) Benzene b) Toluene c) Aniline d) Chlorobenzene
81. Which one of the following does not have hybridised carbon?
a) Acetone b) Acetic acid c) Acetonitrile d) Acetamide
82. The product of Hofmann elimination of

a) b)

c) d)

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83. The best method to synthesise -dibromobenzene is by using the reaction
,
a) Benzene b) Aniline
Nitrobenzene Bromobenzene
c) d)
, , ,
84. Aniline is reacted with r water and the resulting product is treated with an aqueous solution of sodium
nitrite in the presence of diluteH l. The compound so formed is converted into tetrafluoroborate which is
subsequently heated dry. The end product is
a) -bromofluorobenzene b) -bromoaniline
c) 2, 4, 6- tribromofluoro benzene d) 1, 3, 5- tribromobenzene
85. Which of the following statements is correct?
a) Aniline is stronger base than ammonia
b) Methylamine is a stronger base than aniline and ammonia
c) Aniline is stronger than ammonia, but weaker base than methylamine
d) Methylamine is stronger than aniline, but weaker base than ammonia
86. H reacts with H l in aqueous KOH to give a clear solution. On acidification a precipitate is
obtained which is due to the formation of

a) b) H

c) H H d) H H
87. When a and dilute HCl were added to an amine at 0 , a colourless gas was evoloved and an ionic
compound is formed. The amine is:
a) An primary amine
b) An aromatic primary amine
c) Any amine
d) None of the above
88. Choose the incorrect comparision(s)

H H H H H
a) b)
(basicity in aqueous medium)

c) d)
(basicity in aqueous
medium)
89. Grignard reagent and acetyl chloride does not react with:
a) H b) H c) d) None of these
90. Which of the following can be used to distinguish acetamide and urea?
a) ehling’s solution b) Biuret test c) Hofmann’s reaction d) NaOH solution
91. Among the amines (A) H H , H H ,
H H, H , the order of basicity is
a) A < B < D < C
b) D < C < B < A
c) A < B < C < D
d) B < C < D < A
92. Choose the incorrect statement
a) In the case primary, secondary and tertiary amines, the basic strength depends on the extent on the
extent of hydrogen bonding in the protonated amines
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 b) The presence of groups like – H and – H increases the basic strength of amines
c) The presence of groups like – , and halogens reduces the basic strength of amines
d) The basic strength of amines depends on their concentration
93. An organic amino compound reacts with aqueous nitrous acid at low temperature to produce an oily
nitrosoamine. The compound is
a) H H b) H H H c) H H H H H d) H H
94. g on reacting with cyanogen chloride gives:
a) —NC b) —Cl c) —CN d) None of these
95. Ethyl isocyanide on hydrolysis in acidic medium generated
a) Ethyl amine salt and methanoic acid b) Propanoic acid and ammonium salt
c) Ethanoic acid and ammonium salt d) Methyl amine salt and ethanoic acid
96. Which of the following will give a primary amine on hydrolysis?
a) Nitroparaffin b) Alkyl cyanide c) Oxime d) Alkyl isocyanate
97. Urea when heated a white residue is formed. Its alkaline solution when treated with few drops of u
solution gives:
a) Red colour b) Violet colour c) Green colour d) Yellow colour
98. Which one of the following is most basic?
a) H H b) H H H c) H H d) H H H
99. The basicity of compounds I, II, III and IV
H H , H H, H , H H H
I II III IV
varies in the order
a) I > II > III > IV b) II > I > III > IV c) III > I > II > IV d) IV > I > II > III
100. A gaseous carbon compound is soluable in dilute HCI. The solution on treating with a gives off
nitrogen leaving behind a solution which smells of wood spirit. The carbon compound is
a) H H b) c) H H d) H H
101. The correct order of basic nature of the following compounds is:

a) 2 > 1 > 3 > 4

b) 1 > 3 > 2 > 4
c) 3 > 1 > 2 > 4
d) 1 > 2 > 3 > 4
102. The basic character of amines can be explained:
a) In terms of Lewis and Arrhenius concept
b) Only in terms of Lowry Bronsted concept
c) It terms of Lewis and Lowry Bronsted concept
d) Only in Lewis concept
103. Gas evolved during the reaction of sodium metal on ethyl amine is:
a) b) H c) H d)
104. When methyl cyanide is hydrolysed in presence of alkali, the product is:
a) Acetamide b) Methane c) H d) Acetic acid
105. An organic compound ( H ) (A), when treated with nitrous acid, gave an alcohol and gas was
evolved. (A) on warming with H l and caustic potash gave (C) which on reduction gave
isopropylmethylamine. Predict the structure of (A).

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 a)

b) H H — H— H

c)

d) H H H — H
106.

This reaction is called

a) Cope reaction b) Ritter reaction c) Schmidt reaction d) Gabriel reaction
107. Which of the following regents will be useful as the basic for a simple chemical test to distinguish
between?

a) H l and H in H b) HONO, then -naphthol

c) Dilute H l d) g in H
108. Alkanamide , which on Hofmann’s reaction gives -phenylethylamine, is:
a) 2-phenylpropanamide
b) 3-phenylpropanamide
c) 2-phenylethanamide
d) N- hen lethanamide
109. Reduction of nitrobenzene in the presence of n H l gives
a) Azobenzene b) Hydrazobenzene
c) N-phenyl hydroxylamine d) Aniline
110. Arrange the following compounds in increasing order of basic strength

a) IV>I>III>II b) III>I>IV>II c) II>I>III>IV d) I>III>II>IV

111. Which of the following reactions can be used to prepare ethyl isocyanide?
a) H H a b) H H

c) H H H H L H d) None of the above

112. An amine reacts with H l and the product is soluble in alkali, amine is:
a) b) c) d) All of these
113. Carbylamine reaction tubes are not thrown into sink, to avoid bad odour, but are treated with conc. HCl to
give:
a) H H b) H c) H H H d) H
114. The product obtained when methylamine is treated with nitrous acid is:
a) H H b) H —ONO c) H H d) Both (b) and (c)
115. Correct order of basic nature of H H , H and H H H is
a) b) c) d)
116. Which of the following reactions can produce aniline as main product?
a) H n H b) H n H l
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 c) H Li lH d) H n H l
117. The name urea given by:
a) hler b) Berzelius c) oulle d) Lemer
118. hich of the follo ing en mes can h drol se urea into and H
a) Amylase b) Urease c) Lipase d) Zymase
119. H H l
In the above sequence and are
a) Methanal, methyl amine b) Acetone, ethaneamine
c) Ethanal, diamethyl amine d) Acetaldehyde, ethyl amine
120. In alkyl cyanide alkyl group attached with
a) C of CN group b) N of CN group
c) Either C or N of CN group d) Both C and N of CN group
121. Amine oxide, when heated froms alkene. The reaction is known as
a) Curtius b) Cope elimination
c) Mannich reaction d) Hofmann elimination
122. – amine and – amine are distinguished by:
a) r H b) HClO c) H d) H
123. In which reaction, nitrene is not the intermediate?
a) Schmidt b) Curtius
c) Hofmann bromamide d) Gabriel’s hthalimide
124. rea reacts ith H to give
a) Urea nitrite b) Urea nitrate c) H d) None of these
125. In reduction of nitrobenzene, which of the following is the intermediate?
O
a) b) H H c) d)

126. Benzaldehyde reacts with methyl amine to give:

a) H H b) H H H c) H CH H d) H H
127. The compound that will react most readily with a H to form methanol is
a) H b) H H c) H d) H l
128. KCN reacts readily to give a cyanide
a) Ethyl alcohol b) Ethyl bromide c) Bromobenzene d) chlorobenzene
129.

The product is:

a) b) c) d)

130. H H
‘X ’ is identified as
a) NO b) H c) NHOH d) None of these
131. When methyl iodide is treated with ammonia, the product obtained is:
a) Methylamine b) Dimethylamine c) Trimethylamine d) All of these
132. and in the given reaction are:

a) H H H H
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 b) H H H H
c) H H H H
d) H H H H
133. The correct sequence of reactions to convert p-nitrophenol into quinol involves
a) Reduction, diazotization and hydrolysis b) Hydrolysis, diazotization and reduction
c) Hydrolysis, reduction and diazotization d) Diazotization, reduction and hydrolysis
134. Reaction of benzaldehyde with methylamine gives
a) H H b) H l
c) H H H d) H H
135. The compound formed when malonic ester reacts with urea is:
a) Cinnamic acid b) Butyric acid c) Barbituric acid d) Crotonic acid
136. A colourless organic compound gave brisk effervescence with a mixture of a and dil. HCl. It could be:
a) Glucose b) Oxalic acid c) Urea d) Benzoic acid
137. A colourless, odourless and non-combustible gas is liberated when ethylamine reacts with:
a) NaOH b) H l c) a H l d) H
138. The compound obtained by heating a mixture of amine and chloroform with ethanolic potassium
hydroxide is
a) An alkyl isocyanide b) An alkyl isothiocyanate
c) An amide d) An amide and nitro compound
139. H H a H H a
rea is obtained if roduct if roduct ‘ ’ in the above reaction reacts with the following compound
a) Ethyl carbonate b) Ethyl urethane c) Phosgene d) All of these
140. Which of the following amines can be directly oxidized to the corresponding nitro compound by potassium
permanganate?
H H H
a) H H b) c) H H d) H H
H
141. Which one of the following compound when heated with KOH and primary amines gives carbylamine test?
a) H l b) H l c) l d) H
142. The hydrochlorides of amines form double salt with:
a) t l b) u l c) Both (a) and (b) d) None of these
143. In the following reactions, reactants , and are:
l H H H H H H
Urea + H H H H
H H H H l H
a) H H , H H and l b) H H , H H and l
c) H H , H H and l d) H H , H H and l
144. Nitroparaffins on reduction give:
a) Amides b) Alkylamines c) Ammonium salts d) Acetanilides
145. Aniline is prepared in presence of Fe/HCI from
a) Benzene b) Nitrobenzene c) Dinitrobenzene d) None of these
146. In the following reaction, the product X is:

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 a)

b)

c)

d)

147. Which one of the following compound is most basic?

a) (A) b) (B) c) (C) d) All are equally basic

148. H H H H H

The true statement about the product is

a) It does not exist as Zwitter ion
b) H displays a powerful basic character
c) It does not act as inner salt
d) dimminishes the basic character of – H
149.

The final roduct ‘ ’ in the above reaction is

a) b) c) d)

150. Which of the following compound reacts with chloroform and a base to form phenyl isocyanide?
a) Phenol b) Aniline c) Benzene d) Nitrobenzene
151.

here X is

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 a) b) c) d)

152. Amine is not formed in the reaction

(A) Hydrolysis of
(B) Reduction of H H
(C) Hydrolysis of
(D) Hydrolysis of H
The correct answer is
a) A, B, D b) A, D c) B, C d) A, B, C
153. Aniline reacts with conc. H to give

a) b)

c) d)

154. The pri., sec. and ter. amines can be distinguished by:
a) Hinsberg’s reagent b) Grignard reagent c) ehling’s solution d) Tollen’s reagent
155. Which one of the following is not the correct reaction of aryl diazonium salts ?
a) H u H b) H H H
c) H H H d) H n H H H H
156. The geometry of ethylamine is:
a) Pyramidal b) Tetrahedral c) Triangular d) Square planar
157. Consider the following reaction,
H H
What is Y ?
a) Acetanilide b) Benzanilide c) Azobenzene d) Hydrazobenzene
158.

The products of above sequence of reactions are

a) H H and H H b) H H and H H
c) H H and H d) H H and H
159. Which of the following is hydrolysed to give secondary amine?
a) Alkyl c) Nitroparaffins d) Acidamide
b)

160. Carbylamine reaction is given by aliphatic

a) Primary amine b) Secondary amine
c) Tertiary amine d) Quaternary ammonium salt
161. Ethyl amine reacts with nitrous acid to form
a) H H b) H H, , H c) H d) H H H, H
162. niline reacts ith … to ield … as the final roduct
a) Bromine, 2-bromoaniline b) Bromine, 2, 4, 6-tribromoaniline
c) Chloroform/ H, phenyl cyanide d) Acetyl chloride, benzanilide
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163. The amine which will not liberate nitrogen on reaction with nitrous acid is
a) Trimethyl amine b) Ethyl amine c) Sec-butyl amine d) t-butyl amine
164. Which of the following reagents will convert nitromethane into methylamine?
a) n H l b) n a H c) n H H d) i H
165. Tertiary nitroalkane cannot tautomerise because
a) Their tautomeric forms are highly unstable b) They do not contain any multiple bond
c) They do not have labile H-atom d) They are not basic in nature
166.

[X] and [Y]are

a)

b)

c)

d)

167. In the reaction

X is
a) SiC b) H c) n d) e H l
168. A compound when reacted with l and then with ammonia gave when treated with bromine and
caustic potash produced on treatment with a and HCl at 0 and then boiling produced
orthocresol. Compound A is:
a) -toluic acid b) -chlorotoluene c) -bromotoluene d) -toluic acid
169. The correct order of basicities of the following compound is

a) 2>1>3>4 b) 1>3>2>4 c) 3>1>2>4 d) 1>2>3>4

170. Which of the following amines is optically active?
a) H H
b) H H H

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 c)

d) Sec. butylamine
171. H H H contains a basic H grou , but H H does not, because
a) Acetamide is amphoteric in character
b) In H H H the electron pair on N-atom is delocalised by resonance
In H H H there is no resonance, while in acetamide the lone pair of electron on N-atom is
c)
delocalised and therefore less available for protonation
d) None of the above
172. Benzaldehyde condenses with N, N-diamethylaniline in presence of anhydrous n l to give
a) Azo dye b) Malachite green c) ichler’s ketone d) Buffer yellow
173. Identify in the reaction,

a) b) c) d)

174. Aliphatic nitriles are prepared by the treatment of alkyl halides with
a) Sodium cyanide b) Sodium isocyanide c) Sodium isocyanate d) Cyanamide
175. ieth lamine on o idation ith n gives
a) Ethanal b) Propanone c) Tetraethyl hydrazine d) None of these
176. hich one of the follo ing amines ill not react ith H acid to give nitrogen?

a) H H b) H H H c) d)

177.

What is [ ]?

a) b) c) d)

178. H reacts with H to give an optically active alcohol. The compound is

a) Pentan-1-amine b) Pentan-2-amine
c) N, N-dimethylpropan-2-amine d) N-methylbutan-2-amine
179. Which of the following is not a nitro-derivative?

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 a) H b) H H c) d) H H

180. Hinsberg’s reagent is

a) H b) H c) H H d) H
181. Among the following the weakest base is
a) H H H b) H H H H c) H H d) H H H
182. A secondary amine is:
a) A compound with two — H groups
b) A compound with 2 carbon atoms and a — H group
c) A compound with a — H group on the carbon atom in number 2 position
d) A compound in which 2 of the hydrogens of H have been replaced by alkyl or aryl groups
183. Benzyl amine reacts with nitrous acid to give
a) Azobenzene b) Benzene c) Benzyl alcohol d) Phenol
184. Urea is not used:
a) As fertilizer
b) In manufacture of plastic
c) In preparation of medicines
d) In purification of water
185. Which of the following statements is not correct?
a) Primary amines show intermolecular hydrogen bonding
b) Secondary amines show intermolecular hydrogen bonding
c) Tertiary amines show intermolecular hydrogen bonding
d) Amines have lower boiling points as compared to those of alcohols and carboxylic acids of comparable
molar masses
186. The structural formula of methyl amino methane is:
a) H H H b) H c) H H d) H H
187. Aniline and ethylamine resembles in:
a) Solubility
b) Action with H
c) Action of Grignard reagent
d) Coupling reaction
188. hat is the ro er sequence of reagent in the Hofmann’s degradation reaction
a) r , H, H b) H, r , H c) H , H, r d) H, H , r
189. Primary, secondary and tertiary nitroalkanes can be identified by the action of:
a) H a H b) H l a H c) H l H alc d) None of these
190. Primary, secondary and tertiary amines may be separated by using:
a) Ethanoyl chloride b) Diethyl oxalate c) Thionyl chloride d) None of these
191. The active s ecies roduced in Hofmann’s bromamide reaction is
a) r
b) r
c) r
d) r
192. An aliphatic nitro compound turns red with the addition of a concentrated a H solution, followed by the
addition of an excess of an a solution and then dilute H The colour disappears with the addition
of the excess of an acid but reappears if the solution is made alkaline. The aliphatic nitro compound is
a) H H b) H H c) H d) All of these
193.
Isopropylamine In the above sequence X and Y are respectively

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 a) Acetaldimine, ethanal b) Ethanal, ketimine
c) Ketimine, acetone d) Acetone, propan-2-ol
194. Benzyl amine cannot be prepared by
a) H H b) H H H r H

c) H d) H H
195. hen H are heated, e get
a) Nitrogen
b) Carbon dioxide
c) Biuret
d) Ammonium carbonate
196. Which of the following is most basic in aqueous medium?
a) H H H H H b) H H H H

c) d)

197. Diazomethane reacts with carboxylic acids to produce:

a) Ester b) Alcohol c) Amine d) Imines
198. Hinsberg’s method to se arate amines is based on the use of
a) Benzene sulphonyl chloride
b) Benzene sulphonic acid
c) Ethyl oxalate
d) Acetyl chloride
199. H H r and KOH give H H as the product. The intermediates of the reaction are

(A) B) H
(C)CH H r (D) H r
The correct answer is
a) A, B b) A, C c) C, D d) B, D
200. Which will not go for diazotization?

a) H H b) H H H c) d)

201. Amine may contain:

a) — H g b) c) d) All of these

202. Nitration of aniline also gives -nitro aniline in strong acidic medium because
In electrophilic substitution reaction amino group Inspite of substituents nitro group always goes to
a) b)
is directive -position
c) In strong acidic medium aniline aniline present as d) None of the above
anilinium ion
203. In the reaction H H , the regent is
a) Soda lime b) l c) a r d) All of these
204. The bad smelling substance formed by the action of alcoholic caustic potash on chloroform and aniline is
a) Nitrobenzene b) Phenyl isocyanide c) Phenyl cyanide d) Phenyl isocyanate
205. Ho ma rimar amines are ossible for the formula H
a) 1 b) 2 c) 3 d) 4
206.

The compound B is

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 a) b) c) d)

207.
a) H b) H c) —NCO d) COOH
208. hich of the follo ing on reduction ith Li lH gives a secondar amine
a) H b) H H c) H d) H
209. Aniline on treatment with a in H at followed by treatment with alkaline naphthol gives
a) A violet solution b) A red solution
c) A green solution d) A blue precipitate
210. The compound with foul odour among the following is

a) b) c) d)

211. niline first reacts ith acet l chloride roducing com ound ‘A ’ ‘A ’ reacts ith nitric acid sul huric acid
mi ture and roduces com ound ‘B ’, hich h drol ses to com ound ‘C ’ hat is the identif of ‘C ’
a) Acetanilide b) p-nitroacetanilide c) p-nitroaniline d) Aniline
212.

In the above sequence is

a) b)

c) d)

213. The product A and in the reaction are:

H H H l H H
a) H l b) H l c) H H l d) H
214. When aqueous solution of benzene diazonium chloride is boiled, the product formed is
a) H H H b) H c) H H d) H H
215.

a) b) c) d)
216. Tertiary amine is obtained in the reaction
a) Aniline b) Aniline c) Nitrobenzene d) None of these
217. The structure of the compound formed, when nitrobenzene is reduced by lithium aluminium hydride
(Li H )is

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 a) b)

c) d)

218. Why do and amines fail to undergo the carbylamines test?

a) They combine with chloroform to give a stable compound
b) They react with alcoholic KOH
c) They nitrogen atom of the amine group does not have the required number of hydrogen atoms
d) All the given reasons are correct
219. Nitrogen of nitrobenzene at with mixed acids gives
a) meta-dinitrobenzene b) ortho-dinitrobenzene
c) para-dinitrobenzene d) 1, 3, 5-trinitrobenzene
220. Complete the following reaction
H H
a) H H b) H c) H H d) No reaction
221. Ethylamine reacts with nitrosyl chloride (NOCl)to form:
a) Ethyl chloride b) Ethyl alcohol c) Ethyl nitrite d) Nitroethane
222. Reduction of aniline with acetyl chloride in presence of NaOH produce
a) Aniline hydrochloride b) Acetanilide c) p-choloroaniline d) A red dye
223. Amino group is ortho/para-directing for aromatic electrophilic substitution. On nitration of aniline, a good
amount of m-nitroaniline is obtained. This is due to
a) In nitration mixture, ortho, para-activity of H group is completely lost
b) H because – H , which is m-directing
c) H becomes – H , which is m-directing
d) H becomes – H , which is m-directing
224. p-chloro aniline and anilinium hydrogen chloride can be distinguished by
a) Sandmeyer reaction b) Carbylamines reaction
c) Hinsberg’s reaction d) g
225. Nitrobenzene on reduction with Al Hg and water gives:
a) Azobenzene
b) Aniline
c) Azoxy benzene
d) phenylhydroxylamine
226. Which of the following is most basic in nature?
a) H b) H H c) H H d) H H
227. The reaction of H and alcoholic KOH with p-toluidine gives

a) b) c) d)

228.

a) 1–methyl-amino propane
b) 2-aminobutane
c) 2-methyl-2-aminopropane
d) None of the above

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229.

a) Chain
b) Functional
c) Position
d) All of these
230. Which of the following is not used for nitration of organic compounds?
A mixture of concentrated H and concentrated A mixture of concentrated H and acetic
a) b)
H anhydride
c) Fuming nitric acid and concentrated sulphuric d) Alcoholic potassium nitrate
acid
231. n-propylamine yields a volatile compound X on warming with alc. alkali and chloroform. X has an
offensive odour. The structure of X is
a) H H H b) H H c) H H H d) H H
232. n-butylamine (I), diethylamine (II) and N, N-dimethylethylamine (III) have the same molar mass. The
increasing order of their boiling point is
a) III < II < I b) I < II < III c) II < III < I d) II < I < III
233. Aniline reacts with acetaldehyde to form
a) chiff’s base b) Carbylamine c) Immine d) None of these
234. Coupling of diazonium salts of following takes place in the order

a) IV < II <III < I b) IV > III < II < I c) II < IV < I < III d) I < II < III < IV
235. The general formula of quaternary ammonium compound is:
a) — H b) c) d) H
236. Which of the following statement about primary amines is false?
a) Alkylamines are stronger base than arylamines
b) Alkylamines react with nitrous acid to produce alcohols
c) Arylamines react with nitrous acid to produce phenols
d) Alkylamines are stronger bases than ammonia.
237. The end product in the below reaction is
H H
a) Ethyl cynide b) Ethyl amine c) Methyl amine d) Acetamide
238. In hypobromite reaction of amide, carbonyl carbon atom is lost as:
a) CO b) c) d) None of these
239. Identify the product in the following reaction scheme
H H
a) -bromoaniline b) -bromoacetophenone
c) -bromoacetanilide d) -bromoacetophenone
240. Which of the following is not correct?
a) th lamine and aniline both have H grou
b) Ethylamine and aniline both dissolve HCl
c) th lamine and aniline both react ith H l and H to form un leasant smell
d) th lamine and aniline both react ith a H l to give h dro l com ounds in cold
241. The reduction of H to H H H is called
P a g e | 21
 a) osenmund’s reduction
b) lemmensen’s reduction
c) Mendius reduction
d) Hofmann’s reduction
242. Phenyl cyanide cannot be obtained by
, ,
a) H H b) H H H
c) H l d) H H
243. Which nitro compound will show tautomerism?
a) H b) H c) H H d) -nitrotoluene
244. Alkyl halide ( on treatment with KCN followed by reduction leads to formation of:
a) H b) H H c) H H d) H
245. Aniline gives a precipitate with bromine. The colour of precipitate is
a) Red b) Black c) Blue d) White
246. The reagent that reacts with nitromethane to form methyl hydroxylamine is
a) n H b) n H c) n a H d) n H
247. Identify the product in the following sequence 3, 4, 5-tribromoaniline
?
a) 3, 4, 5-tribromobenzene b) 1, 2, 3-tribromobenzene
c) 2, 4, 6-tribromobenzene d) 3, 4, 5-tribromonitrobenzene
248. Production of amines by ammonia and alkyl halides is called
a) Frankland reaction b) Hofmann’s ammonol sis
c) Hofmann’s mustrard oil reaction d) Hofmann’s bromamide reaction
249. -fluoronitrobenzene is best synthesized by using the reaction
a) Nitrobenzene b) Aniline
, ,

c) Fluorobenzene d) - H H
, ,
250. ll l isoc anide contains …… and……bonds
a) 9 , 3 b) 9 , 9 c) 3 , 4 d) 5 , 7
251. H

When H H H H H H

H
Is heated, then
a) Propene is the major product b) Ethane and H H are the only product
c) Ethane and propene are obtained while ethane as d) Equimolar amounts of ethane and propene are
the major product obtained
252. In the following reaction, tribromo benzene. X is
a) Benzoic acid b) Salicylic acid c) Phenol d) Aniline
253. Reaction of nitrous acid on 1˚ aliphatic amines in cold will give:
a) A diazonium salt b) An alcohol c) A nitrile d) A dye
254. Benzoyl chloride does not react with:
a) Primary or secondary amines
b) Aliphatic compounds
c) Aromatic compounds
d) Carboxylic acids
255. The compound, N-ethyl-N-methylpropanamine forms non- superimposable mirror image but does not
show optical activity. This is due to

P a g e | 22
 a) Absence of a chiral N-atom b) Presence of a chiral N- atom
c) Presence of lone pair on N-atom d) Rapid flipping of one from into another
256.
compounds reacts with H or amines followed by H i The reaction is called
a) Mendius reaction b) Hofmann bromamide
c) Reductive amination d) Gabriel’s hthalimide
257. Decreasing order of basic nature in aqueous solutions
a) H H H H H H H b) H H H H H H H
c) H H H H H H H d) H H H H H H H
258. Comparing basic strength of H , H H and H H it may be concluded that
a) Basic strength remains unaffected b) Basic strength of alkyl amines is lowest
c) Basic strength of aryl amines is lowest d) Basic strength of H is highest
259. Decreasing order of basicity of the three isomers of methoxyaniline is
a) - H H H H H H H H H
b) - H H H H H H H H H
c) - H H H H H H H H H
d) - H H H H H H H H H
260. Which one of the following is the strongest base in aqueous solution?
a) Trimethylamine b) Aniline c) Dimethylamine d) Methylamine
261. Which compound is known as alkyl carbylamines?
a) b) c) r d) r
262. The product in the following sequence of reactions is,
H H
a) Ester b) Amine c) Acid d) Alcohol
263.
H H
Z is identified as
a) H H H b) H H c) H H H d) H H H
264. The product [ ] formed in the reaction;

a)

b)

c)

d)

265. Gabriel’s sunthesis is used frequently for the preparation of which of the following?
a) Primary amines b) Primary alcohols c) Tertiary amines d) Tertiary alcohols
266. hat is ‘Z ’in the follo ing reaction

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 a) Benzoic acid b) Cyanobenzoic acid c) Benzamide d) Aniline
267.

The alkene formed as a major product in the above elimination reaction is

a) b) H H c) d)

268. Nitroalkane is acidic only towards :

a) a b) a H c) Alcohol d) Liquid H
269. Nitrobenzene is reduced by Zn and alcoholic potash mixture to get
a) H H b) H H H H
c) H H d) H H H
270. H H H H nitrogen containing compound + H . Nitrogen containing compound is

a) H b) H H H c) d)
271.

In the above sequence of reaction , , are respectively

a) Aldehyde, ketone, H b) Ketone, amine, n
c) Ketone, amine, n d) Ketimine, amine, H
272. Aniline is weaker base than ethylamine because:
a) Lone pair of electrons of N-atom is not freely available for coordination with a proton due to resonance
than in ethylamine
b) Its b. p. is higher than that of ethylamine
c) It does not produce sufficient concentration of H ions in solution
d) It is insoluble in water while ethylamine is soluble in water
273.

a) b) c) d)

274. The compound will react most readily with a H to form methanol is
a) H b) H H c) H d) H
275. gas is liberated when H l a reacts with the following compounds
(A) H H H (B) Urea
(C) H H (D) H H
The answer is
a) A, B, C b) B, C, D c) A, C, D d) A, B, D
276. Dye test can be used to distinguish

P a g e | 24
 a) Ethyl amine and acetamide b) Ethyl amine and aniline
c) Urea and acetamide d) Methyl amine and ethyl amine
277. H H

H H H

H H

H H H H
Which product will not show tautomerism?
a) b) c) d)
278. Name of method use to separate primary, secondary and tertiary amines is
a) Hofmann method b) Lucas method c) Victor Meyer method d) Kolbe method
279. Alkyl cyanides undergo Stephen reduction to produce
a) Aldehyde b) Secondary amine c) Primary amine d) amide
280. A compound of molecular formula H when reacts with benzene sulphonyl chloride gives a product
soluble in dilute NaOH solution. The compound should be
d) All of these
a) H b) H H H c)

281. Benzenediazonium chloride on reaction with phenol in weakly basic medium gives
a) Diphenyl ether b) -hydroxyazobenzene
c) Chlorobenzene d) benzene
282. The conversion

Can be brought about by reduction with

a) a s a H b) Glucose/H l c) Zn/ a H d) Li lH ether
283. The correct order of basicities of the following compounds is:

a) 2 > 1 > 3 > 4 b) 1 > 3 > 2 > 4 c) 3 > 1 > 2 > 4 d) 1 > 2 > 3 > 4
284. Aniline on oxidation with a r and H gives
a) Benzoic acid b) m-amino benzoic acid c) chiff’s base d) p-bezoquinone
285. Which among the following has the highest boiling point?

a) H H H H b) c) d) H H

286. Which of the following is an enamine?

a)

b)

c)

P a g e | 25
 d)

287. When aniline is heated with glacial acetic acid in presence of anhydrous n l , the product is:
a) Acetamide b) Acetanilide c) Phenyl acetamide d) Chlorobenzene
288. Acetonitriles on hydrolysis produce which of the following?
a) Amine b) Acid c) Amides d) Carbonyl compounds
289. The number of -bonds in the formula given below, NC—CH CH—CN are:
a) 5 b) 4 c) 3 d) 2
290. Hydrazobenzene
Both and on reduction with n H l give . Which of the following does not represent , or
a) Azobenzene b) Phenol c) Aniline d) Azoxybenzene
291. Examine the following two structures for the anilinium ion and choose the correct statement from the
ones given below

a) II is not acceptable as canonical structure because carbonium ions are less stable than ammonium ions
b) II is not an acceptable canonical structure because it is non-aromatic
c) II is not an acceptable canonical structure because in it N has 10 valence electrons
d) II is an acceptable as canonical structure
292. In the chemical reactions,

Compounds A and B respectively are

a) Fluorobenzene and phenol b) Benzene diazonium chloride and benzonitrile
c) Nitrobenzene and chlorobenzene d) Phenol and bromobenzene
293. In the chemical reaction,
H H H H H H
The compounds (A) and (B) are respectively
a) H H H and b) H and
c) H and d) H and
294. The product obtained in the reduction

a)

P a g e | 26
 b)

c)

d) The compound is not reduced

295. In the reaction between H and HgO, the product obtained is
a) Methyl isothiocyanate b) Methyl isocyanate
c) Methyl amine d) Methyl cyanide
296. The compound which on reaction with cold H gives only nitrosoamine is:
a) H H b) H H c) H d) H
297. hich of the follo ing is involved in andme er’s reaction
a) Ferrous salt
b) Diazonium salt
c) Ammonium salt
d) Cupraammonium salt
298. During diazotization of benzenamine with sodium nitrite and hydrochloric acid, the excess of hydrochloric
acid is used primarily to
a) Check the hydrolysis of H b) Ensure a stoichiometric amount of nitrous acid
c) Check the concentration of free aniline d) Neutralize any base formed during reaction
299. The correct structure of ethylenediamine-tetra acetic acid (EDTA) is :

a)

b)

c)

d)

300. Hofmann’s h obromite reaction affords a method of

a) Preparing a tertiary amine
b) Preparing a mixture of amines
c) Stepping down a series
d) Stepping up a series
301. Identify in the sequence,

a) H —NH— H — H
b) H — H — H — H
c) H
d) None of the above
302. Reduction of alkyl nitriles, produces

P a g e | 27
 a) Secondary amine b) Primary amine c) Tertiary amine d) amide
303. General formula of an amine is:
a) H b) H c) H d) H
304. Biuret test is not given by:
a) Proteins b) Carbohydrates c) Polypeptides d) Urea
305. Which of the following is not a nitro derivative?

a) H b) H H c) d) H H

306. Consider -aminophenol

Which positions are activated for coupling reaction in acidic and basic media respectively?
a) in and in b) in and in c) in and in d) in and in
307. Diethyl carbonate on heating with ammonia gives:
a) H H
b) H
c) H H
d) Urea
308. A primary amine hated with in presence of excess of Hg l gives isothiocyanate. The reaction is called:
a) Hofmann’s bromamide reaction
b) Hofmann’s mustard oil reaction
c) erkin’s condensation
d) Hofmann’s elimination
309. Amongst the compound given, the one that would form a brilliant coloured dye on treatment with
in dil. H followed by addition to an alkaline solution of naphthol is

a) b) c) d)

310. The correct order of increasing basic nature of the following bases is

a) II < V < I < III < IV b) V < II < I < III < IV c) II < V < I < IV < III d) V < II < I < IV < III

P a g e | 28
311.

Product is

a) b) c) d)

312.

The alkane formed as a major product in the given elimination reaction is:

a) b) c) d)

313.

In the above sequence is

a) Tertiary amine b) Secondary amine c) Primary amine d) 2-nitropropane
314. In the following reaction, is
Tribromo benzene
a) Benzoic acid b) Salicyclic acid c) Phenol d) Aniline
315. etones and amines react to form:
a) Amides b) Oximes c) Urea d) nils
316. Gabriels hthalimide reaction is used to re are
a) –amine b) – amine c) – amine d) All of these
317. Carcinogens are the products of the reaction between:
a) H H b) H c) H H d) None of these
318. Mendius method of preparation of amines consists of:
a) Catalytic reduction of alkyl cyanides
b) eduction of amide ith Li lH
c) eduction of nitro araf in ith n H l
d) Reduction of oximes with Na + H H
319. Which one of the following compounds will dissolve in an alkali solution after it has undergone reaction
with Hinsberg reagent?
a) H H b) H c) H H d) H H H
320. When aniline is treated with sodium nitrite and hydrochloric acid at , it gives
a) Phenol and b) Diazonium salt
c) Hydrazo compound d) No reaction takes place
321. Ethyl amine on acetylation gives
a) N-ethyl acetamide b) Acetamide c) Methyl acetamide d) None of these
322. Primary amine ( H ) reacts with nitrous acid to give
a) H b) H c) d) None of these
323. On heating urea, a gas evolves along with formation of biuret. Identify the gas.
a) CO b) H c) d) H
324. The reaction of chloroform with alcoholic KOH and -toluidine from

a) b)

P a g e | 29
 c) d)

325. Acetanilide is prepared by the reaction of acetyl chloride on:

a) Acetamide b) Aniline c) Acetaldehyde d) Benzene
326. The correct order of the increasing basic nature of methyl amine, ammonia and aniline is:
a) Methylamine < aniline < ammonia
b) Aniline < ammonia < methylamine
c) Aniline < methylamine < ammonia
d) Ammonia < aniline < methylamine
327. li hatic amines are … … basic than H but aromatic amines are … … basic than H
a) More, less b) Less, more c) Both (a) and (b) d) None of these
328.
H H r , ‘D’ is
a) H r b) H H c) H H d) H r
329. Which of the following compounds will form alcohol on treatment with a , H H at ?
a) H H H b) H H

c) d)

330. In the reaction,

H is
a) H b) c) d)
331. What is decreasing order of basicity of - , - , - ethyl amines and H ?
a) H H H H H H
b) H H H H H H
H H H H H H ’
c)

d) H H H H H H
332. Which of the following cannot be used for following conversion?
H H H H
a) t H b) Li lH c) a H H d) n l H l
333. Aqueous solution of urea is:
a) Acidic b) Alkaline c) Almost neutral d) Amphoteric
334. The reaction,
H H H H H is called
a) Hofmann’s bromamide reaction
b) Mendius reaction
c) Sabatier reaction
d) None of the above
335. hich substance hen boiled ith a H ill evolve H ?
a) Ethylamine b) Aniline c) Acetamide d) Acetoxime
336. Which of the following compounds is expected to be most basic?
a) Aniline b) Ethylamine c) Hydroxylamine d) Methylamine
337. In pyridine, the state of hybridization of the nitrogen atom is
a) b) c) d) None of these
338. Acetoneoxime on catalytic hydrogenation gives:
a) 1-propanamine b) Isopropylamine c) Ethyl methyl amine d) CH4 and ethanamine
339. The final product (III) obtained in the reaction sequence

P a g e | 30
 d) None of these

a) b) c)

340. The main product in the reaction,

a) CN b) NC c) CNO d) NCO
341. Ethyl isocyanide on hydrolysis in acidic medium generates
a) Ethylamine salt and methanoic acid b) Propanoic acid and ammonium salt
c) Ethanoic acid and ammonium salt d) Methylamine salt and ethanoic acid
342. The oxidation of aniline with per acetic acid in the presence of acetic acid by refluxing gives
d) None of these

a) b) c)

343. The compound having the molecular formula H represent :

a) Trimethylamine b) -propylamine c) Isopropylamine d) All of these
344. Amines have:
a) Garlic odour b) Fishy odour c) jasmine odour d) Bitter almonds odour
345. Which of the following compounds gives a secondary amine on reduction?
a) Nitromethane b) Nitrobenzene c) Methyl isocyanide d) Methyl cyanide
346. Indicate the correct statement.
a) H H H is acidic
b) H H is less basic than H
c) H H is a stronger base than H
d) H H forms salts with bases
347. Choose the incorrect statement.
a) Primary amines show intermolecular hydrogen bonds.
b) Tert-butylamine is primary amine.
c) Tertiary amines do not show intermolecular hydrogen bonds.
d) Isopropylamine is a secondary amine.
348. Toluene is nitrated and the resulting product is reduced with tin and hydrochloric acid. The product so
obtained is diazotised and then heated with cuprous bromide. The reaction mixture so formed contains.
a) Mixture of o-and p-bromotoluenes b) Mixture of o-and p-dibromobenzenes
c) Mixture of o-and p-bromoanilines d) Mixture of o-and m-bromotoluenes
349. The strongest base among the following is
a) H H b) H H c) H d) H H
350. Aniline when diazotized in cold and then treated with dimethyl aniline gives a coloured product. Its
structure would be

a) b)

P a g e | 31
 c) d)

351. Treatment of nitrobenzene with acetyl chloride in the presence of anhydrous l l gives
a) 2-nitroacetophenone b) 3-nitroacetophenone
c) 4-nitroacetophenone d) None of these
352. Urea when heated slowly, product formed is:
a)
b)
c) biuret
d) Ammonium carbamate
353. Which of the following reactions is an example of Sandmeyer reaction?

a) b)

c) d)

354. Given the following sequence of reactions,

H H

The major roduct ‘C ‘ is

H H H r H H r
a) H H H b) c) H H H d)

355. H and H on heating with a compound from a bad smelling product, compound is
a) H b) H c) H H d) H H
356. Benzamide can be converted into benzonitrile with
a) H b) H H c) d)
357. Compare boiling point of isomeric alkyl amines.
a) b) c) d)
358. Hofmann’s bromamide reaction is to convert
a) Acid to alcohol b) Alcohol to acid c) Amide to amine d) Amine to amide
359. During coupling reaction of benzene diazonium chloride and aniline, the pH of reaction medium should be
approximately
a) 1 b) 9 10 c) 4 5 d) 7 8
360.

The product A is

a) b)

P a g e | 32
 c) d)

361. The reaction of chloroform with alcoholic KOH and p-toluidine form

a) b)

c) d)

362.

Pyrolysis of would give

a) Mixture of H H and H H b) H H
c) e H d) H H
363. Which of the following compounds is soluble in benzene but almost insoluble in water?
a) H H b) H H c) H H d) H
364. The action of nitrous acid on a primary amine gives:
a) Nitroalkane b) Alkyl nitrite c) Alcohol d) Secondary amine
365. Which of the following is the strongest base?

a) b) c) d)

366. Which is not the property of ethanenitrile H ?

a) Undergoes acidic hydrolysis to give carboxylic acid
b) Undergoes alkaline hydrolysis to give salt of carboxylic acid
c) It tautomerises to give methyl isocyanide
d) It gives carbylamines reaction with chloroform
367. The basic character of methylamines in vapour phase is:
a) > H b) > H c) > H d) None of these
368. In which case formation of butane nitrile is possible?
a) H r b) H r c) H H d) H H
369. Isopropyl amine with excess of acetyl chloride will give
H H H
a) H H H b)
H
H H H H
c) H H H d)
H
370. In the reaction of (S) 2-phenylpropamide with a r H to give 1-phenylethylamine
a) There is retention of configuration b) There is inversion of configuration
c) A mixture of two products is obtained d) There is no reaction
371. High basicity of e H relative to e is attributed to
a) Effect f solvent b) Inductive effect of Me c) Shape of e H d) Shape of e
372. Which of the following is the strongest base?

a) b) c) d)

373. In the reaction sequence

P a g e | 33
 The roduct ‘C ’ is
a) Benzonitrile b) Benzaldehyde c) Benzoic acid d) Benzyl amine
374. Which one does not liberate H when undergoes hydrolysis?
a) Acetanilide b) Acetonitrile c) Acetamide d) Phenyl isocyanide
375. Identify the major product of the reaction

a) b) c) d)

376. Primary nitroalkanes on hydrolysis give:

a) H H H b) COOH c) H H d) CO
377. In the reaction
H H ,
The term Y is,
a) Acetone b) Ethanamine c) Acetaldehyde d) Dimethyl amine
378. Which one of the following compounds forms a quaternary salt on reacting with excess methyl iodide ?
a) H H b) H H H c) H H d) H

P a g e | 34
 13.AMINES

: ANSWER KEY :
1) c 2) b 3) b 4) a 189) a 190) b 191) c 192) a
5) b 6) c 7) b 8) d 193) c 194) d 195) c 196) d
9) d 10) b 11) d 12) a 197) a 198) a 199) a 200) b
13) b 14) a 15) c 16) b 201) d 202) c 203) c 204) b
17) b 18) b 19) b 20) d 205) d 206) a 207) c 208) a
21) c 22) c 23) b 24) c 209) d 210) a 211) c 212) a
25) c 26) c 27) c 28) d 213) a 214) d 215) d 216) a
29) d 30) a 31) b 32) d 217) c 218) b 219) a 220) d
33) b 34) c 35) d 36) c 221) a 222) d 223) a 224) d
37) b 38) a 39) c 40) a 225) d 226) c 227) c 228) b
41) d 42) b 43) c 44) d 229) b 230) c 231) c 232) a
45) b 46) a 47) b 48) b 233) a 234) a 235) c 236) c
49) d 50) a 51) b 52) b 237) b 238) c 239) a 240) d
53) d 54) d 55) c 56) a 241) c 242) c 243) c 244) b
57) b 58) b 59) b 60) b 245) d 246) b 247) b 248) b
61) b 62) a 63) b 64) a 249) a 250) a 251) c 252) d
65) b 66) d 67) c 68) a 253) b 254) d 255) b 256) c
69) a 70) d 71) a 72) c 257) c 258) c 259) c 260) c
73) c 74) a 75) a 76) d 261) b 262) b 263) b 264) b
77) b 78) a 79) c 80) a 265) a 266) d 267) b 268) b
81) c 82) c 83) c 84) c 269) b 270) b 271) b 272) a
85) b 86) d 87) b 88) d 273) b 274) a 275) a 276) b
89) c 90) b 91) a 92) d 277) c 278) a 279) a 280) b
93) c 94) c 95) a 96) d 281) a 282) a 283) b 284) d
97) b 98) d 99) b 100) d 285) a 286) a 287) b 288) b
101) b 102) c 103) c 104) d 289) a 290) b 291) c 292) b
105) a 106) a 107) b 108) a 293) c 294) b 295) b 296) b
109) c 110) b 111) c 112) a 297) b 298) c 299) c 300) c
113) c 114) d 115) c 116) d 301) b 302) b 303) c 304) b
117) c 118) b 119) d 120) a 305) b 306) b 307) d 308) b
121) b 122) c 123) d 124) b 309) c 310) a 311) d 312) d
125) a 126) c 127) a 128) b 313) c 314) d 315) d 316) a
129) d 130) b 131) d 132) a 317) a 318) a 319) a 320) b
133) a 134) c 135) c 136) c 321) a 322) b 323) b 324) d
137) c 138) a 139) d 140) c 325) b 326) b 327) a 328) c
141) a 142) c 143) c 144) b 329) a 330) b 331) d 332) d
145) b 146) b 147) d 148) d 333) c 334) b 335) c 336) b
149) d 150) b 151) b 152) b 337) a 338) b 339) b 340) b
153) c 154) a 155) c 156) a 341) a 342) b 343) d 344) b
157) b 158) c 159) b 160) a 345) c 346) c 347) d 348) a
161) b 162) b 163) a 164) a 349) d 350) c 351) c 352) c
165) c 166) c 167) d 168) a 353) a 354) a 355) b 356) d
169) b 170) d 171) c 172) b 357) a 358) c 359) c 360) c
173) a 174) a 175) c 176) d 361) d 362) a 363) d 364) c
177) a 178) d 179) b 180) d 365) d 366) d 367) a 368) a
181) d 182) d 183) c 184) d 369) c 370) a 371) a 372) d
185) c 186) c 187) c 188) a 373) d 374) d 375) b 376) a
P a g e | 35
377) c 378) c

P a g e | 36
 13.AMINES

: HINTS AND SOLUTIONS :

1 (c) Nitrile (A)

12 (a)
H H H H H H
acetonitrile ethanamine 13 (b)
3 (b) Aliphatic amines (in which amino group is
Carbylamine (or isocyanides) give secondary attached with alkyl group) are more basic than
amine on reduction. aromatic amines (in which amino group is bonded
H H directly with benzene nucleus). Hence,
carbylamine secondary amine H H H (benzyl amine), being an aliphatic
4 (a) amine, is the most basic among the given the
or detection of secondar amines Liebermann’s compounds.
nitroso test is used. 14 (a)
5 (b) H H H
Tertiary amines, due to lack of H-atom, attached 15 (c)
directly with N, does not react with benzene Electron deficient group decreases the electron
sulphonyl chloride H , i e , Hinsberg’s density of N-atom, thus, makes its lone pair less
reagent. H is a tertiary amine, so does not available for donation
react with H . 16 (b)
7 (b) The order for acidic nature depends upon the ease
H H to lose H ion. —COOH is resonance stabilized
and thus lose H at the earliest. Also H near to
—COOH releases H more easily due to electron
withdrawing nature of —COOH than H far
10 (b) away from —COOH.
—CN and —NC are different functional groups.
11 (d)
H H H H

Ethane ethanoic acid methane

17 (b)
Urea is monoamide of carbamic acid or diamide of carbonic acid,

18 (b)
Aniline is not obtained as a major product by the
reaction.
H n powder
Nitrobenezene

P a g e | 37
19 (b) Secondary amides such as N-methylethanamide
H H H H on reduction with Li H give secondary amines.

H H H H H H H H H H H H
methyl cyanide ethanamine ethanol N-methylethanamide 2 amine
1. (B) 30 (a)
Hofmann bromamide reaction is used to prepare
, 1 amine form primary amides. In this method,
H H H H H
amides are treated with bromine in presence of
2. Ethyl isocyanide
KOH.
( C) H H r H
r H
32 (d)
21 (c)
Compounds having active hydrogen such as,
H H H H
phenols, alcohols, primary or secondary amines
methyl amine quaternary
and amides show Schotten-Baumann reaction.
ammonium salt
But tertiary amines do not have active hydrogen,
therefore, 3 moles of H (methyl iodide) are
hence, do not undergo Schotten-Baumann
required for reaction with methyl amine.
reaction.
23 (b)

33 (b)
Due to +ve
in alk lamines and resonance in H H
34 (c)
Schmidt reaction

H H is - and -directing)
H H
24 (c)
H H H H H H H 37 (b)
Benzene diazonium chloride reacts with phenol in
ethyl amine ethanol ethyl chloride ethyl weakly basic medium gives p-hydroxy
amine azobenzene.
3. (B ) ( C)

27 (c)
Reaction of aniline with benzaldehyde is
condensation reaction.
H

H H H H H
H H 40 (a)
Benzaldehyde aniline benzylidene
H H
aniline
41 (d)
28 (d)
Basicity of amines depends upon the availability
H H H H H
of lone pair of electrons of nitrogen for donation.
H H H
Electron releasing group increases the electron
29 (d)
P a g e | 38
 density over nitrogen, thus increases the basic Hofmann’s method
character. 3 methyl amine although contains 4. The primary ( ) amine forms the
three electron realeasing groups but is least basic corresponding substituted oxamide which
because of steric hindrance. Hence, the order of is usually a crystalline solid.
basic character is
H H H H H H H H H
42 (b) H H
Methyl cyanide gives acetic acid on hydrolysis.
H H H H

H H H H H
H 5. The secondary amine forms a diethyl
43 (c) oxamic ester which is generally a liquid.
R—O—N O R—OH + H H H
44 (d)
H represent following structures H H H
H H H H
H H
Propanamine
(1 amine) 6. The tertiary amine under these conditions
H does not react at all since it does not
contain a replaceable hydrogen atom.
H H H
N-methyl ethanamine 52 (b)
(2 amine) Nitro group goes always to meta position, in
aromatic compounds, irrespective to the
H substituents.
53 (d)
H H It is carbylamine reaction,
N,N-dimethyl methanamine
(3 amine)
45 (b)
H-atom of H ring is re laced b reactions
46 (a)
Presence of— H gp. on aniline makes it more 54 (d)
Secondary amines give oily nitrosoamine with
basic than the presence of — , —Cl or
nitrous acid
— H gp.
H H H H
48 (b)
H H H
Electron withdrawing groups (e.g., benzyl)
Secondary amine nitrous acid oily nitrosoamine
because the basicity of amines. Electron donating
55 (c)
groups (e.g., alkyl) increase the acidity of amines.
Nitrosoamine on heating with conc.H gives
The correct order of basicity of amines is
secondary amine. This reaction is called
H H H H H H H
Liebermann nitroso reaction.
49 (d)
H H l is acidic in nature H H H
50 (a) nitrosoamine secondary
amine
H CH NOH H H
56 (a)
51 (b)
Cyanides are hydrolysed either by alkali or acid to
Dimethyl oxalate is used for distinguishing
give carboxylic acid.
primary, secondary and tertiary amines

P a g e | 39
 H H H
57 (b)
H H
amine

Bromine is not substituted in the above reaction

(B) as it is in resonance with benzene ring giving
partial double bo0nd character to r bond,
hence difficult to break.
H H H
amine
H H H
59 (b) 63 (b)
H H H a H Only these aromatic primary amines undergo
H a H diazotisation in which — H is attached to
phenylisocyanide nucleus.
62 (a) 64 (a)
t is the first ste of Gabriel’s hthalimide Molecular formula of benzonitrile is H .
synthesis. The hydrogen bonded to nitrogen is
sufficiently acidic due to two -carbonyls.

65 (b)
In carbylamines reaction, when a primary amine
reacts with chloroform in presence of alc. KOH, it
gives iso-cyanide which has abonxious odour.
This reaction is given by primary amine
H H l H l H
The conjugate base forms above act as Primary (alc) alkyl
nucleophile in the subsequent step of reaction. As Amine -cyanide
shown above, the nucleophile exist in three 67 (c)
resonating form, one may think of oxygen being H H H H H H H H
the donor atom in the nucleophilic attack. 68 (a)
However, nitrogen act as donor as it is better
donor than oxygen. H H
Alkyl cyanide alkyl amide carboxylic
acid
69 (a)
Secondary nitroalkanes can be converted into
ketones by using aqueous HCI.

P a g e | 40
70 (d) ue to
Benzyl amine is most basic because positive ve in alk amines and resonance in H H
inductive effect (+I) increases due to presence of 86 (d)
methylene group. H l H H H
72 (c) H
H H H CH NH H H H Benzene sulphyonyl N-alkyl benzene
73 (c) soluble in KOH
Carbylamine reaction is given by only primary chloride sulphonamide
amines (both aliphatic and aromatic). In this 87 (b)
reation a primary amine reacts with chloroform in H H H l H
basic medium, to form a very bad smelling 89 (c)
compound, called carbylamines Tertiary amines do not have replaceable H-atom.
H H H l H H l H 90 (b)
75 (a) Urea gives biuret test. Biuret formed gives violet
H H H H H H H colour with u in alkaline medium.
Urethane 91 (a)
77 (b) The order of basicity among the following amines
Only primary amines give positive carbylamine is
test H H H H H H H
78 (a) 92 (d)
Primary amines have tendency of forming H- Concentration does not affect the basis strength of
bonds amines
81 (c) 93 (c)
7. Secondary amine on reaction with aq. H at
low temperature produces yellow oily
nitrosoamines. H H H H H is secondary
H H amine.
95 (a)
Ethyl isocyanide on hydrolysis in acidic medium
(b) gives methanoic acid and ethyl amline salt
H H H H H H
H H methanoic acid
H H H H H
Ethylamine salt
(c) 96 (d)

H
R—N C O H H
97 (b)
Biuret formed gives violet colour with u in
alkaline medium.
(d)
98 (d)
Benzyl amine is more basic than
H H aniline because N-atom of aniline is
delocalized over the benzene ring. However in
Acetonitrile does not contain hybridised benzyl amine the lone pair of electrons on the N-
carbon. atom is not conjugated with the benzene ring and
therefore it is not delocalized. Hence, the lone pair
of electrons on the N-atom in benzyl amine is
85 (b) more readily available for protonation than that
on the N-atom of aniline. Thus, the benzyl amine

P a g e | 41
 is a stronger base than aniline.
99 (b)
Basicity of amines increases with increasing +I
effect of alkyl group.3 amine has greater +I effect
than 2 and 1 amines but less basic than these,
due to steric hindrance of bulky groups.
Moreover, benzyl amine is a weaker base than 109 (c)
aliphatic amines. Hence, the following compounds Reduction of nitrobenzene by n and H gives
has the order of basicity. N-phenyl hydroxylamine.
H H , H H , H , H H H
I II III IV
II > I > III > V
100 (d)
It is methyl amine which, being basic dissolves in
111 (c)
dilute HCI. It with a evolves nitrogen gas
Carbylamine reaction is used to prepare
leaving behind methyl alcohol which has smell of
cyanides.
wood-spirit.
112 (a)
H H H H H H H l H H
H H H H H H (Sulphonamide
methyl alcohol soluble in alkali)
101 (b) 114 (d)
amines are more basic than amines due to ll rimar ali hatic amines give alcohol ith H e c
+ve of — H gp. In amide the resonance give which forms
rise to less availability to electron pair for H —O—N O and H H .
coordination and thus less basic. The negative 117 (c)
Roulle first isolated urea (in 1773) from urine and
named it as urea.
119 (d)
H H
102 (c) H H H H H H H H l
Availability of lone pair on N-atom (Lewis
concept), Acetaldehyde ethyl amine ethyl
H H H H ( Bronsted chloride
concept proton acceptor).
103 (c) 120 (a)

H H a H H a H
Alkyl group is attached to carbon.
104 (d) 122 (c)
H H H –amine forms alcohol; –amine forms only
105 (a) nitrosoamine.
123 (d)
H lcohol
itrene is not the intermediate of Gabriel’s
is amine, ,
phthalimide reaction
H is H H
124 (b)
H arb lamine H H H H H H
126 (c)
H H H H H H N H
128 (b)
Ethyl bromide reacts with KCN to give ethyl
cyanide.
P a g e | 42
 H r alc H r
Ethyl bromide ethyl cyanide
130 (b)
H H l H l H
H H H (C)
144 (b)
Nitrobenzene Aniline
— — H
Nitrobenzene in reduction with Sn and HCI
145 (b)
roduce aniline Hence, ‘X ’ is identified as – H
Aniline is prepared by the reduction of
group.
nitrobenzene in acidic medium.
131 (d)
H H H H H H
H H
137 (c)
H H H H H
138 (a) 146 (b)
Primary amines on heating with chloroform and
ethanolic KOH, give alkyl isocyanide. This reaction
is called carbylamine reaction.
H H H
respectively. In such case -(minor) and -
H
isomers (major) predominates.
1 amine alcohol alkyl isocyanide
147 (d)
139 (d)
Electron donors are bases. In the given choices
H H a H H a H
structure which does not involve resonance will
have electron easily available for donation, hence
H H H H H H
most basic.
ethyl carbonate urea
Only in choice (b) electrons are not in
H H H H H H H
conjugation with double bond of adjacent atom.
Ethyl urethane urea
Compound in choice (b) is most basic.
l H H H H l
148 (d)
phosgene urea
140 (c)
Tertiary amine can be directly oxidised to
corresponding nitro compound by n .
141 (a)
— H H l H l H

142 (c)
H H l
t l H t l H u l Sulphanilic acid exists as a dipolar ion which has
143 (c) acidic and basic groups in the same molecule.
H Such ions are called Zwitter ions or inner salts
| 150 (b)
H H H H H H H H
H H H H H
Benzaldehyde Aniline chloroform phenyl isocyanide
Thus in this reaction phenyl isocyanide is
produced. This is called carbylamine reaction.

P a g e | 43
152 (b) Trimethyl amine is a tertiary amine. It dissolve in
H H cold nitrous acid to form salts which decompose
on warming to nitrosoamine and alcohol. It will
H H H H H not liberate nitrogen.
H H H H H H H H
trimethyl ammonium nitrite
H H H
167 (d)
154 (a)
Reduction of group to H group is taking
Hinsberg reagent H l reacts with primary
place by e H .
amines and gives alkali soluble benzene
sulphonamide; with secondary amine it gives
alkali insoluble benzene sulphonamide , with
tertiary amines it does not react.
H l H
H H H 172 (b)
156 (a) Benzaldehyde condenses with N, N-diamethyl
Due to -hybridisation and lone pair of electron aniline in presence of anhydrous n l to give
(like H ) malachite green
157 (b)

H H H
H H H

Nitrobenzene aniline benzanilide

160 (a)
Carbylamine reaction is given by aliphatic and
aromatic primary amine hence, it can be used for 174 (a)
the distinguish of primary amine with secondary a a
and tertiary amine. In this reaction, a primary Alkyl halide aliphatic cyanide
amine reacts with chloroform and alcoholic KOH 175 (c)
to give poisonous substance isocyanide.
H N—
H H H alc 176 (d)
H Tertiary amines react as,
Primary amine alkyl isocyanide H H H H
161 (b) 178 (d)
Ethyl amine reacts with nitrous acid to give ethyl H reacts to give an alcohol means the
alcohol and nitrogen. compound is primary amine.
H H H H H H H means H H (primary amine)
162 (b) Optically active alcohol means H segment
Aniline reacts with r to give 2, 4, 6- contain a chiral carbon.
tribromoaniline not bromoaniline as H
5 4 3 2
H H H H

1 H
Pentan-2-amine
179 (b)
163 (a) H H is a nitrite derivative, hence

P a g e | 44
 it is not a nitro derivative.
180 (d)

or H is called Hinsberg
reagent.
194 (d)
It is used for the distinction of 1 , , 3 amine.
181 (d) a H H H H H
Presence of electron withdrawing group Benzylamine
like , H , etc decreases the electron
(b) H H H H H H
density over N- atom of amines, and thus
Benzylamine
decreases their basic character as lone pair is less
available for donation c H H H H
184 (d) Benzylamine
It is not used in purification of water. (d) H H H H H H
185 (c) amine
In tertiary amines, no H-atom is attached directly 195 (c)
to the more electronegative -atom. Hence, it has
no tendency to form H-bond H H H H H H
186 (c) Urea Biuret
eth laminomethane is trivial name of - 196 (d)
meth l methanamine H H The amines are basic in nature due to presence of
187 (c) lone pair of electron on nitrogen. The amines
Both gives alkane ( H) with Grignard are basic among , and amines because of
reagents g due to the presence of acidic steric effect and hydration effect
hydrogen (N—H) 197 (a)
190 (b) H H H H H
Hofmann’s method is used to se arate rimar , 198 (a)
secondary and tertiary amines. The compound Follow text.
used is diethyl oxalate for this purpose. 200 (b)
191 (c) Only 1 aromatic amine (primary aromatic
The reaction is believed to follow the mechanism. amine) from diazonium salts at low temperature
— H r H r H (0 ). A reaction in which – H group is
H r H r H converted into diazo group is called
diazotization. Diazotized salts are stable in cold
aqueous solution.

192 (a)
Primary nitro alkanes when treated with nitrous
acid from nitrolic acid which when dissolve in
alkali gives, salt of nitrolic acid which is red in
colour. In excess of acid, the salt dissociated, thus
colour disappears while in excess of alkali the red
colour reappears

Amines, so undergo diazotization but

H H H (aliphatic amine) will not undergo
diazotisation.

P a g e | 45
202 (c) chloride boiled, it gives phenol.

Nitration of aniline also gives -nitro aniline in

strong acidic medium because in strong acidic
215 (d)
condition protonation of – H group gives
Electron withdrawing groups result in decreased
anilinum ion (+ H which is deactivating in
basicity while electron releasing groups increases
nature and of -directive nature
the basicity. Thus, the order of basic character is
203 (c)
H a r
217 (c)
H a r a
Nitrobenzene on reduction with lithium
H
aluminium hydride (Li H ) gives azobenzene.
204 (b)
Action of alcoholic caustic potash on chloroform
and aniline forms a bad smelling compound
phenyl isocyanide.
H H H H alc 218 (b)
H H Secondary and tertiary amines fail to undergo the
aniline chloroform phenyl carbylamine test because they react with alcoholic
isocyanide KOH.
This reaction is called carbylamine reaction and it 219 (a)
is actually the test of primary amines. Nitrobenzene on nitration gives m-dinitro
206 (a) benzene as – group is meta-directing.

is a meta directing group. As it is also a In this reaction the attacking reagent is

deactivating group, so no chance of introduction 220 (d)
of second – r atom. Bases react with acid to form salt.
207 (c) Amines are basic in nature.
R—NC+2HgO NCO+Hg It forms salt on reaction with H
210 (a) H H H
Isocyanides (carbylamines) are foul odour 221 (a)
compounds. H H l H l H
222 (d)
H H H H H H
H
aniline acetyl chloride acetanilide
As foul odour 223 (a)
213 (a) On direct nitration of aniline, lone pair of
This is carb lamine reaction. electrons present at nitrogen atom will accept
214 (d) proton from the nitrating mixture to give anilium
When aqueous solution of benzene diazonium ion which is meta directing.

P a g e | 46
 H H H H H H
H H H H
-propyl amine (alco.) propyl
isocyanide
232 (a)
Intermolecular H-bonding is more in primary
224 (d)
amines than in secondary amines as there are two
Anilinium hydrogen chloride ( H H H )
H-atom available for H-bonding. Tertiary amines
gives white precipitate. With g solution as it
do not have intermolecular H-bonding due to
gives ion, p-chloro aniline has CI atom
absence of H-atom available for H-bonding.
attached directly to the nucleus, hence cannot be
Therefore, the order of boiling points of the given
ionised.
amines is as fallows
226 (c)
n H H > H H > H H
The basic character of amines depends upon the
b.p. 350.8 K b.p. 329.3 K b.p. 310.5 K
capacity nitrogen atom to donate an electron pair.
233 (a)
More the ability of nitrogen atom to donate
Aniline or any 1 amine reacts with aldehyde to
electron pair, more will be the basic character. In
form chiff’s base or anils
presence of electron releasing groups (+I
showing group, ) the basic character of
amines increases due to more availability of
electrons on nitrogen atom.
Tertiary amines are least basic due to steric 234 (a)
hindrance caused by three bulky alkyl groups. Coupling of diazonium salts takes place in the
The order of basic character is following order as
H H > H H > H > H
227 (c)
Aliphatic and aromatic primary amines on
warming with H and alcoholic KOH form
isocyanide or carbylamine which has very
unpleasant smell. This reaction is known as 235 (c)
carbylamine reaction. Quaternary ammonium compounds, g.,
Since p-toluidine contains an aromatic primary , tetra alkyl amm. halide or H ,
amine group, it undergoes similar reaction and tetra alkyl amm. Hydroxide.
give 4-methyl phenyl isocyanide. 237 (b)
H H
H H H l H H
Ethyl amine ethyl alcohol ethyl chloride
ethyl amine

229 (b)
238 (c)
is formed in Hofmann’s degradation reaction
240 (d)
— — = is alkylnitrite having — — = f. niline undergoes dia otisation
gp. ; f. gps are different. 241 (c)
231 (c) The conversion of —CN to — H H by catalytic
Primary amines react with alc alkali and reduction is called Mendius reaction.
chloroform to give an offensive odour compound 244 (b)
i.e., isocyanide. This reaction is called carbylamine r H H
reaction. 245 (d)
Aniline reacts with bromine and give white ppt. of

P a g e | 47
 2, 4, 6 tribromoaniline. 2 1 3
261 (b)
The name of isocyanides is carbylamine, and
when it is attached with an alkyl group, the
compound is called alkyl carbylamine, i.e., .
264 (b)

246 (b)
Nitromethane forms methyl hydroxylamine on
reduction in netural medium with n H .
This is thorpe nitrile condensation involving only
H H H H H H
-H-atom of nitrile due to strong attraction nature
of CN gp.
Nitromethane N-methyl hydroxyl
265 (a)
amine Grabriel’s s nthesis : Phthalimide is reacted with
KOH to form potassium phthalimide. The
251 (c) potassium salt is treated with an alkyl halide. The
In Hofmann elimination reaction, less substitudes product N-alkyl phthalimide is put to hydrolyse
alkene is the main product with hydrochloric acid, then primary amine is
formed.
266 (d)

253 (b)
— H — H
254 (d)
H l has no reaction ith carbo lic acids.
257 (c)
Basic nature of an amine depends upon
availability of lone pair on nitrogen atom. If lone
pair is easily available the compound would be
more basic.
Z is aniline
Dut to +I effect of methyl group, methyl amine is
267 (b)
more basic than ammonia and dimethyl amine is
more basic than methyl amine. While aniline is a
weaker base than ammonia due to delocalization
of lone pair of nitrogen atom at different position.
258 (c)
Presence of methyl group increase the electron
density on nitrogen. So, increases the basicity.
There are four - hydrogens, in this quaternary
Aniline is weaker base than the primary aliphatic
ammonium salt.
amines and this may be explained by resonance.
On heating quaternary ammonium salt gives
The lone pair of N is involved in resonance, thus
Hofmann elimination (abstraction of most acidic
not available for donation That’s h basic
hydrogen which is ).
strength of aryl amines (aniline) is lowest.
Hence, major product is H H . (Least
260 (c)
substituted alkene).
In aqueous solution, basicity order
268 (b)
dimethyl amine > methyl amine > trimethyl
amine > aniline H H a H H

P a g e | 48
269 (b) also show the absence of -H atom, Hence, will
Nitrobenzene is reduced by Zn and alcoholic KOH show tautomerism
into hydrazobenzene. 278 (a)
H H H H H 8. In Hofmann method, a mixture of primary,
H H secondary and tertiary amines is treated
hydrazobenzene with diethyloxalate, when primary amine
270 (b) forms solid oxamide, secondary amine
H H H H forms a liquid oxamic ester whereas
tertiary amine remains unaffected.
H H
H or H methyl isocyanide or H H H H H H
methyl carbylamine.
This reaction is an example of carbylamine Diethyl oxalate 1 amine solid
reaction and it is used for the distinction of p-
amines from s- and t-amines or identification of p-
amino group.
274 (a)
H a H H H al H H
H H H H H H H H
methanol
275 (a) 2 amine liquid
H H H H H H H
a l
Ethylamine H No reaction
H H H a l 3 amino
Urea
279 (a)
H H H H H
An alkyl cyanide is dissolved in ether or better in
a l
ethyl formate or ethyl acetate, and reduced with
Acetamide
and and then steam distilled. The
H H H l H a l whole process is called Stephen reaction. In this
Aniline process alkyl cyanide is reduced to aldehyde.
276 (b)
H H H H
H H H H H H
ethyl amine ethyl alcohol
(1 aliphatic amine)

There is no analogous method for the preparation

of ketones.
1 aromatic amine
Dye test is used to distinguish between
1 aliphatic and
282 (a)
1 aromatic amine
Azoxybenzene is the main product when reducing
277 (c)
agent used is a s a H
Presence of -H atom is the main condition for
283 (b)
exhibiting tautomerism.
egative charge develo ed on in the resonance
The reactant taken in reaction ( ) does not
h brid makes it more basic as it loses electron
contain any -H atom, thus the product will
air readil lso amine is more basic than
P a g e | 49
 amine due to +ve IE of alkyl group. In amide the
lone pair remains less available due to
delocalisation in resonance.
284 (d)
Aniline on oxidation with a r and H
gives p-benzoquinone. 296 (b)
A characteristic reaction of secondary amines.
H H H N—N O nitrosoamine
299 (c)
EDTA is ethylenediamine-tetra acetic acid.
300 (c)
— H r H — H
301 (b)
285 (a) H is alcohol and H is acid Thus, H is rima
As the molecular mass increase, boiling point 302 (b)
increases. In case of isometric amines, however, H H H
as the number of H-atoms attached directly to N- Alkyl nitriles primary amine
atom decreases, boiling point decreases because 303 (c)
tendency to form H-bonds decreases. Hence, the General formula for any amine is H ; also
order of boiling points of given amines is note that for primary amine, it is H H ;
H H H H H H for secondary amine, it is H H and for
H H H H tertiary amine, it is H
288 (b) 304 (b)
Acetonitriles on hydrolysis produce carboxylic Biuret test is given by compounds having
acids with the evolution of ammonia.
— H gp.
305 (b)
H H is a nitrite derivative, hence,
H H H H it is not a nitro derivative
H H 309 (c)
Acetonitrile acetamide acetic acid As we know, benzenediazonium salt forms
289 (a) brilliant coloured dye with -naphthol, the
N C—CH CH—C N; It has five -bonds. compound under consideration must be p-
292 (b) toludine (c) as it is a primary aromatic amine.
Primary aromatic amine, on treatment with
a in dil. HCI forms the corresponding
diazonium chloride salt.

Formation of A is by diazotization and formation

of B from A is by reaction.
293 (c)
H H H H H
H H H
9. (B )

This reaction is known as carbylamine reaction 310 (a)

H is strongest electron releasing group (+M
294 (b)
effect) which opposes most the dispersion of lone
By using H , H as reagent, selective reduction
pair of electron of nitrogen into the ring.
takes place
Thus, H being at para position imparts

P a g e | 50
 hifhest basicity. being at meta position H H H H H H H H
stabilises the electron pair of nitrogen only by –I H
effect. While being present at para position 324 (d)
due to –M effect and –I effect stabilizes the lone
pair of electron of nitrogen, most and impart least
basicity.

it is a example of carbylamines reaction

325 (b)
H H H l H H H
326 (b)
Due to +ve in alkylamines and resonance in
H H
317 (a) 327 (a)
NH + H N—N O + H Due to +ve IE in alkylamines and resonance in
Nitrosoamines are carcinogens. H H
318 (a) 328 (c)
— H H H H r H H H H H
319 (a)
H H H H H H H
H H H
10. Acetic acid
H a H acetamide

1 amine hinsberg’s -methyl benzene (B )

soluble sodium salt (C)

Reagent sulphonamide H H
320 (b) Methyl amine
It gives diazonium salt. (D)
329 (a)
Aliphatic primary amines on treatment with
a o H gives alcohols with evolution of
nitrogen gas.

It is known as diazotization reaction. H H H H H H H

321 (a) H
Ethyl amine, on acetylation, gives N-ethyl
acetamide. 330 (b)

H H H H H H H H
11. (B) (C)
N-ethyl acetamide
331 (d)
322 (b) The abnormal trend of 3 amines is explained in
1 aliphatic amines on reduction with H form terms of steric effect. Note basic order of amines
alcohol and evolve on the basis of reported in Finar
H H H H H H
H H H H 3.23 3.32 4.2
323 (b) 4.73
p
P a g e | 51
 H H H H H H
3.07 3.13 3.37
4.73 347 (d)
p Isopropyl amine is a primary amine because one
332 (d) hydrogen atom of ammonia is replaced by
The mixture of n l H l, reduces, group isopropyl group.
partially H
333 (c)
The aqueous solution of urea is neutral in nature H H H
but urea behaves as a weak monoacid-base and 1 amine
forms salts with strong acids, g., 349 (d)
H H H H H H
Urea nitrate (2 amine) is strongest base. Basic
334 (b) nature of amines due to presence of lone pair of
The conversion of —CN to — H H by catalytic electron on nitrogen atom which is available for
reduction is called Mendius reaction. the bond formation with Lewis acid. Due to the +I
335 (c) effect 2 amine is better base than 1 amine and
H a H a H H . In case of aromatic amines the lone pair on
336 (b) nitrogen atom involved in resonance, therefore,
Due to +ve of alkyl gp., N-atom of amines not available for bond formation, so aromatic
acquires partial –ve charge and thus, electron pair amines are less basic.
is easily donated. 350 (c)
340 (b) Aniline on diazotization in cold (at 0 to ) gives
benzene diazonium chloride.
H H H
341 (a)
H H H H H H
formic acid
H H H H H
salt This benzene diazonium chloride on coupling
342 (b) reaction with dimethyl aniline gives a coloured
Aniline on oxidation with per acetic acid, product i.e. ,p(N, N dimethyl)amino azobenzene
H H gives nitrobenzene (azodye)

343 (d)
H may have the structures as: 352 (c)
H , H H H H , H H H
H H H H H H H H
344 (b) 354 (a)
Amines possess fishy smell.
345 (c) H H H H H H H

H H H H H H H
346 (c) 355 (b)
H H is stronger base than H . The presence This is carbylamine reaction which is used to
of alkyl group on N-atom intensifies –ve charge on distinguish 1 amines from other amines. The
N-atom and thus, electron pair is donated more reaction is given by 1 amines only.
readily. H H H H
H H

P a g e | 52
 H H H H does not give carbylamine reaction with
H chloroform because it is not an amine.
1 amine chloroform isocyanide H undergoes acidic hydrolysis to give
(bad smelling) carboxylic acid.
356 (d) H H H H H
With benzamide loses a water molecule and H
gives benzonitrile. acetic acid
H undergoes alkaline hydrolysis to give salt
of carboxylic acis.
H H H H a H

Sodium acetate
Here, is a dehydrating agent.
357 (a) H tautomerises to give methyl isocyanide.
The order of boiling points of the isomeric amines
is as fallows :
Primary amines > secondary amines > tertiary
amines
(1 > 2 > 3 )
358 (c) 367 (a)
Hofmann’s bromamide reaction is used to convert In vapour phase the basic character of
amide to amine. methylamines is H
H r H This is due to less acidic character in conjugate
H r H acid of amines because of +ve of methyl group
amide amine which disperses +ve charge on N-atom more
361 (d) effectively in 3 ion.

p-toluidine (a carbylamine reaction)

363 (d)
Nitrobenzene is insoluble in water but soluble in In case of solution phase steric hindrance or
benzene alcohol etc. solvation effect play role to give the basic order
364 (c)    H .
— H H H H ; But note 368 (a)
that H H gives H or H H on When propyl bromide is reacted with KCN,
treating with H butanenitrile is formed.
365 (d) H H H r H H H r
Benzyl amine is the strongest base among the propyl bromide butane nitrile
369 (c)
given compounds because lone of are not taking
H H H H H H
part in conjugation whereas in other compounds
lone pairs are taking part in conjugation H
iso-propyl amine (ter-amine)
(pri amine)
366 (d) 370 (a)
Carbylamine reaction is given by aliphatic and Hofmann bromamide degradation takes place
aromatic primary amine. with complete retention of stereochemical
configuration in the migrating alkyl group
P a g e | 53
371 (a) not ammonia.
Electrons donors are bases. Greater the
H H H H H H
stabilisation of cation formed by loss of electron
375 (b)
more will be basicity of amine.
Less substituted alkene is the main product
2 amine is more basic than 3 amine because 2
376 (a)
amine is stabilized by hydrogen bonding with
solvent molecule. H H H H
372 (d) 377 (c)
H (an electron releasing (+I )group) n H g n H
increases electron density at N-atom hence, basic H H H H H
nature is increased. HH H H H

(X ) (Y )

(X ) is acetaldimine hydrochloride and (Y ) is

acetaldehyde.
378 (c)
Amines react with alkyl halide (excess) to give
quaternary ammonium salt.
H H H H H

H decreases electron density at N-atom thus

basic nature is decreased. (Lone-pair on N in
aniline compounds is delocalised along with -
electrons in benzene).
Thus, (d) is the strongest base.
374 (d)
Isocyanide on hydrolysis forms primary amine

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