Chapter 13 - Amines

Amines - Preparation & 3 The correct statement regarding the basicity of

arylamines is:
Properties - Level I Arylamines are generally more basic than alkylamines
because the lone-pair electrons of nitrogen are not
1 Select the correct option based on statements below: 1.
delocalized by interaction with the aromatic ring π-
Assertion (A): pK
b
of aniline is higher than ethylamine. electron system.
The lone pair of −N H group in aniline Arylamines are generally more basic than alkylamines
2
2.
Reason (R): is involved in conjugation with a benzene because of the aryl group +I effect.
ring. Arylamines are generally more basic than alkylamines
3. because the nitrogen atom in arylamines is sp-
Both (A) and (R) are true and (R) is the correct hybridized.
1.
explanation of (A). Arylamines are generally less basic than
Both (A) and (R) are true but (R) is not the correct alkylamines because the nitrogen lone-pair electrons
2. 4.
explanation of (A). are delocalized by interaction with the aromatic ring π-
3. (A) is true but (R) is false. electron system.
4. Both (A) and (R) are false.
4 Which of the following compounds, when reduced
2 Select the correct option based on statements below: with lithium aluminium hydride, produces a secondary
amine?
Only a small amount of HCI is required in 1. Nitroethane
the reduction of nitro compounds with 2. Methylisocyanide
Assertion (A):
iron scrap and HCI in the presence of 3. Acetamide
steam. 4. Methyl cyanide
FeCl2 formed gets hydrolyzed to release
Reason (R):
HCI during the reaction. 5 A compound "A", when reacted with PCl5 and then
with ammonia, gives "B". "B" on treatment with bromine
Both (A) and (R) are true and (R) is the correct and caustic potash produces "C". "C" on treatment with
1. NaNO2 and HCl at C and then boiling produces ortho-
explanation of (A).
Both (A) and (R) are true but (R) is not the correct cresol. Compound "A" is:
2.
explanation of (A). 1. o-Toluic acid
3. (A) is true but (R) is false. 2. o-Chlorotoluene
4. Both (A) and (R) are false. 3. o-Bromotoluene
4. m-Toluic acid

6 In a set of reactions, propanoic acid yielded a

compound (D).
SOCl2 N H3 KOH

CH3 CH2 COOH (A) −−−−→ (B) −−

−→ (C) −−−→ (D)
Br2

The formula for (D) is:

1. CH CH CH NH
3 2 2 2

2. CH CH CONH
3 2 2

3. CH CH NHCH
3 2 3

4. CH CH NH
3 2 2
 Chapter 13 - Amines

7 For the following compounds, what is the correct 11 The product B in the below mentioned reaction is:
increasing order of basic strength? P2 O 5 4H

Acetamide ⟶ A ⟶ B

1. CH3NH2
2. C2H5NH2
3. CH3CN
4. CH3COONH4

12 Which of the following compounds has a higher basic

(I) (II) (III) character than aniline?
1. III < I < II 1. Diphenylamine
2. III < II < I 2. Triphenylamine
3. II < I < III 3. p-nitroaniline
4. II < III < I 4. Benzylamine

8 The product formed in the below mentioned reaction 13 Whose melting point is the highest?
is: 1. Primary amines
2. Secondary amines
3. Tertiary amines
4. Quaternary amines

14 The reaction of propanamide with ethanolic sodium

1. 2.
hydroxide and bromine will give:
1. Ethylamine
2. Methylamine
3. 4. 3. Propylamine
4. Aniline

15 Which of the following is incorrect regarding the

9 CH3CH2CO-NH2 can be converted into
primary amine?
CH3CH2NH2 in the presence of: 1. Alkyl amines are stronger bases than aryl amines
1. LiAlH4 Alkyl amines react with nitrous acid to produce
2.
2. H2/Pt alcohols
3. Sn/HCl 3. Aryl amines react with nitrous acid to produce phenols
4. NaOBr/OH– 4. Alkyl amines are stronger bases than ammonia

10 What is the correct order of the methyl substituted 16 Aniline cannot be prepared by:
amines' basic strength in an aqueous solution? 1. Hydrolysis of phenyl isocyanide with an acidic solution
1. CH3NH2 > (CH3)2NH > (CH3)3N Degradation of benzamide with bromine in alkaline
2.
2. (CH3)2NH > CH3NH2 > (CH3)3N solution
3. (CH3)3N > CH3NH2 > (CH3)2NH 3. Reduction of nitrobenzene with H2/Pd in ethanol
4. (CH3)3N > CH3NH2 > (CH3)2NH Treatment of Potassium salt of phthalimide
4. with chlorobenzene followed by hydrolysis in an
aqueous NaOH solution
 Chapter 13 - Amines

17 Select the correct option based on statements below: 20 The final product Y in the below mentioned sequence
C6H5NH2 is a 1 ° amine and can be is:
Assertion (A): prepared by Gabriel phthalimide
synthesis.
Reason (R): C6H5NH2 is strongly basic in nature.

Both (A) and (R) are true and (R) is the correct
1.
explanation of (A).
1. 2.
Both (A) and (R) are true but (R) is not the correct
2.
explanation of (A).
3. (A) is true but (R) is false.
4. Both (A) and (R) are false.

Amines - Preparation & 3. 4.

Properties - Level II
18 Select the correct option based on statements below:
Amines have a higher boiling point than 21 Which of the following is most reactive to
Assertion (A): electrophilic substitution?
the corresponding alcohols.
Alcohols possess intramolecular H- 1. Nitrobenzene
Reason (R): 2. Aniline
bonding.
3. Aniline hydrochloric
4. n-Acetylaniline
Both (A) and (R) are true and (R) is the correct
1.
explanation of (A).
22 What is the product formed in the below reaction?
Both (A) and (R) are true but (R) is not the correct
2.
explanation of (A).
3. (A) is true but (R) is false. +N aN O2 + H Cl ⟶ P roduct
4. Both (A) and (R) are false.

19 What is the name of the following reaction?

1. 2.

1. Friedel-Crafts reaction
2. Perkins reaction 3. 4.
3. Acetylation reaction
4. Schotten-Baumann reaction
 Chapter 13 - Amines

23 Which reagent is most effective in converting 2- Identification of Primary,

phenylpropanamide into 2-phenylpropanamine?
1. Excess H2 Secondary & Tertiary Amines -
2. Br2 in aqueous NaOH Level I
3. Iodine in the presence of phosphorus
4. LiAlH4 in ether 26 Match the compounds given in Column I with the
items given in Column II.
24 Select the correct option based on statements below: Column I Column II
A. Benzene sulphonyl chloride 1. Zwitter ion
B. Sulphanilic acid 2. Hinsberg reagent
Assertion (A): is more basic than C. Alkyl diazonium salts 3. Dyes
D. Aryl diazonium salts 4. Conversion to alcohols
Codes
Delocalisation of a lone pair of electrons A B C D
Reason (R):
decreases the basic strength.
1. 2 1 4 3
2. 3 1 4 2
Both (A) and (R) are true but (R) is not the correct
1. 3. 1 4 3 2
explanation of (A).
2. (A) is true but (R) is false. 4. 4 3 2 1
Both (A) and (R) are true and (R) is the correct A reaction that can convert acetamide to
3.
explanation of (A). 27
4. Both (A) and (R) are false. methanamine is:
1. Carbylamine reaction
2. Hoffmann bromamide reaction
25 Select the correct option based on statements below: 3. Stephens reaction
Secondary amines have higher boiling 4. Gabriels phthalimide synthesis
Assertion (A): points than their respective tertiary
isomers. 28 Which amine gives the carbylamine test?
Reason (R): H-bonding is absent in tertiary amines.

Both (A) and (R) are true and (R) is the correct
1.
explanation of (A). 1. 2.
Both (A) and (R) are true but (R) is not the correct
2.
explanation of (A).
3. (A) is true but (R) is false.
4. (A) is false but (R) is true.

3. 4.
 Chapter 13 - Amines

29 Which of the following amines doesn't give the 32 Select the correct option based on statements below:
carbylamine reaction? N-ethylbenzene sulphonamide is soluble
1. Ethylamine Assertion (A):
in alkali.
2. Dimethylamine The hydrogen attached to nitrogen in
3. Methylamine Reason (R):
sulphonamide is strongly acidic.
4. Phenylamine

reacts with benzenesulfonyl chloride to Both (A) and (R) are true and (R) is the correct
30 A(C3 H9 N ) 1.
explanation of (A).
give an insoluble salt in alkali.
Both (A) and (R) are true but (R) is not the correct
The compound (A) will be: 2.
explanation of (A).
1. CH3CH2CH2NH2
3. (A) is true but (R) is false.
2. CH3NHCH2CH3 4. (A) is false but (R) is true.

3. Diazonium Salts: Preparation,

4. None of the above
Properties & Uses - Level I
33 In the chemical reactions,
Identification of Primary,
Secondary & Tertiary Amines -
Level II
31 Which amine reacts with Hinsberg's reagent to the compounds 'A' and 'B', respectively, are:
produce an alkali insoluble product? 1. Nitrobenzene and chlorobenzene
2. Nitrobenzene and fluorobenzene
3. Phenol and benzene
4. Benzene diazonium chloride and fluorobenzene
1. 2.
34 The product (A) in the below mentioned reaction is:

3. 4.

1. 2.

3. 4.
 Chapter 13 - Amines

35 The structure of C in the below mentioned reaction 36 The following reaction is the best method to introduce
is F to benzene:

The structure of intermediate compound A is:

1. 2.

1.

2. 3. 4.

3.
37 Among the following, which diazonium salt is the
most stable?
1. CH N X3
+

2
−

2. C H N X
6 5
+

2
−

4. 3. CH CH N
3 2
+

2
X
−

4. C H CH N
6 5 2
+

2
X
−

38 "A" in the below reaction is:

1. Cu2Cl2
2. H3PO2 and H2O
3. H+ / H2O
4. HgSO4 / H2SO4
 Chapter 13 - Amines

39 Aniline in a set of reactions yielded a product D. 42 In the below mentioned reaction, what is the main
byproduct (A) formed?

N aN O2 CuCN H2 H N O2

−−−−→ A −−−
− → B −→ C −−−
− → D
H Cl Ni

The formula of the product D in the above mentioned 1. 2.

reaction is
1. C H N H OH
6 5

2. C H N H CH CH
6 5 2 3

3. C H CH N H
6 5 2 2

4. C H CH OH
6 5 2
3. 4. None of these
Diazonium Salts: Preparation,
Properties & Uses - Level II
40 Select the correct option based on statements below: Mechanism - Level I
Aniline does not undergo the Friedel-
Assertion (A):
Crafts reaction. 43 Benzene diazonium chloride on reaction with aniline
Diazonium salts of aromatic amines are in the presence of dilute hydrochloric acid gives:
Reason (R): more stable than those of aliphatic
amines. 1. 2.

Both (A) and (R) are true and (R) is the correct
1.
explanation of (A).
Both (A) and (R) are true but (R) is not the correct 3. 4.
2.
explanation of (A).
3. (A) is true but (R) is false.
4. Both (A) and (R) are false.

41 A compound among the following that does not 44 The reagent that is used to convert acetamide into
undergo an azo coupling reaction with benzene diazonium methyl amine is:
chloride is: 1. NaOH-Br2
1. Aniline 2. Soda lime
2. Phenol 3. Hot conc. H2SO4
3. Anisole 4. PCl5
4. Nitrobenzene
 Chapter 13 - Amines

45 Match the reactions given in Column I with the 48 The final product C in the below mentioned reaction
statements given in Column II. is:
Column I Column II
1. Amine with a lesser number of Ac2 O Br2 H2 O

A. Ammonolysis −−−→ A −−−−−−−→ B −−→ C

carbon atoms CH3 COOH H
+

B. Gabriel phthalimide 2. Detection test for primary

synthesis amines.
C. Hofmann 3. Reaction of phthalimide with
bromamide reaction KOH and R—X 1. 2.
D. Carbylamine 4. Reaction of alkyl halides with
reaction NH3
Codes
A B C D 3. 4.
1. 2 3 4 1
2. 3 1 4 2
3. 1 4 3 2
4. 4 3 1 2 49 In addition to tertiary amine, what other product is
produced in the below mentioned reaction?
46 Select the correct option based on statements below:
Nitration of aniline at a low temperature
Assertion (A):
gives 47% m-nitroaniline.
In acidic medium, NH group is
2

Reason (R):
+

converted into −NH group which is m- 1. Toluene

3

directing. 2. Styrene
3. Ethy benzene
4. Benzene
Both (A) and (R) are true and (R) is the correct
1.
explanation of (A).
Both (A) and (R) are true but (R) is not the correct
2.
explanation of (A).
3. (A) is true but (R) is false.
4. Both (A) and (R) are false.

47 Which of the following bases is the strongest in an

aqueous medium?
1. CH3NH2
2. NCCH2NH2
3. (CH3)2NH
4. C6H5NHCH3
 Chapter 13 - Amines

Mechanism - Level II 53 A nitro-compound among the following that does not

react with nitrous acid is:
50 The products A and B in the below mentioned
reaction are: 1. 2.

3. 4.

1. 2.

54 In nitration of benzene using a mixture of conc.

H2SO4 and conc. HNO3, the species that initiates the
3. 4. reaction is :
1. NO2
2. NO+
+
51 Which reagent transforms nitromethane into 3. NO2
methylamine? 4. NO2-
1. Zn/HCl
2. Zn/NaOH 55 A nitrogen-containing aromatic compound A reacts
3. Zn/C2H5OH with Sn/HCl, followed by HNO2 to give an unstable
4. Ni/H2 compound B. On treatment with phenol, B forms a
beautiful coloured compound C with the molecular
Urea & Nitro Compound - Level formula C12H10N2O. The structure of compound A is:

I
1. 2.
52 In the conversion of nitromethane to methylamine,
the reagent that is used is:
1. SOCl2
2. NaNH2 3. 4.
3. PCl5
4. Sn/HCl

56 On hydrolysis, what do primary nitroalkanes give?

1. RCOOH + NH2OH
2. RCOOH
3. NH2OH
4. RCOR
 Chapter 13 - Amines

57 The structure of the main product of the following 60 The product formed in the below mentioned reaction
reaction will be: is:
Br2 , heat or light
−−−−−−−−−→ Product

1. 2.

1. 2.

3. 4.

3. 4.

58 The reagent among the following that does not reduce

an aryl nitro compound to an amine is:
1. H2(excess) / Pt
2. LiAlH4 in ether
3. Fe and HCI 61 What reagent is used to change nitromethane into
4. Sn and HCI methylhydroxylamine?
1. Zn/N aOH
59 Nitrobenzene on reaction with conc. HNO3 /H2SO4 at 2. Sn/H Cl
80 – 100 ºC forms: 3. Zn/N H Cl
4

1. 1,3– Dinitrobenzene 4. Zn/H Cl

2. 1,4–Dinitrobenzene
3. 1,2,4–Trinitrobenzene Urea & Nitro Compound - Level
4. 1,2–Dinitrobenzene
II
62 The product (C) in the below mentioned reaction is:

(N H4 ) S N aN O2 /H Cl C2 H5 OH
2

−−−−−→ A −−−−−−−−→ B−−−−−→ C

∘
0−5 C Δ

1. Nitrobenzene
2. 1,3-Diethoxybenzene
3. Ethoxybenzene
4. Benzene
 Chapter 13 - Amines

63 Consider the following reaction sequence: 67 The final compound 'B' in the below reaction is:

Sn/H Cl N aN O2 /H Cl H BF4 N aN O2

−−−−−→ A −−−−−−−−→ B−−−→ C −−−−→ D

∘
0−5 C Cu Δ

1. 2.
The major product D in the above mentioned reaction is:

1. 2.
3. 4.

68 What does alkyl isocyanide hydrolysis produce?

3. 4.
1. Primary Amine
2. Tertiary Amine
3. Alcohol
4. Aldehyde
64 What results from the electrolytic reduction of
nitrobenzene in a highly acidic medium?
1. p-Aminophenol
Cyanides & Isocyanides - Level
2. Azoxybenzene II
3. Azobenzene
4. Aniline 69 Cyanoform is a _____ acid than chloroform.
1. Weaker
65 2. Neutral
When is reduced with Sn / HCl, 3. Stronger
the pair of products formed is : 4. Both acidic and basic
1. Ethanol, hydroxylamine hydrochloride
2. Ethanol, ammonium hydroxide
3. Ethanol, NH2OH
4. C H N H , H O
3 5 2 2

Cyanides & Isocyanides - Level I

66 Z in the below reaction sequence will be:
N aCN N i/H2 Ac2 O

CH3 CH2 Cl −−−−→ X −−−

− → Y −−−→ Z

1. CH3CH2CH2NHCOCH3
2. CH3CH2CH2NH2
3. CH3CH2CH2CONHCH3
4. CH3CH2CH2CONHCOCH3