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Lakshya NEET (2025)

Amines
CBSE Board PYQs

1. Identify the tertiary amine from the following: 5. (A) Complete the reaction with the main product
CH3 formed:
(1) |
CH3 − N − CH3
CH3 − C H − CH3
(2) |
NH 2
(B) Convert Bromoethane to Propanamine.
(3) CH3 – NH – CH2 – CH3 [CBSE 2023, 2 Marks]
(4) (C2H5)2CHNH2
[CBSE 2024, 1 Mark] 6. Give reasons:
(A) Ammonolysis of alkyl halides is not a good
2. An amide ‘A’ with molecular formula C7H7ON method to prepare pure primary amines.
undergoes Hoffmann Bromamide degradation (B) Aniline does not give Friedel-Craft reaction.
reaction to give amine ‘B’. ‘B’ on treatment with (C) Although –NH2 group is o/p directing in
nitrous acid at 273-278 K form ‘C’ and on treatment electrophilic substitution reactions, yet aniline on
with chloroform and ethanolic potassium hydroxide
nitration gives good yield of m-nitroaniline.
forms ‘D’. ‘C’ on treatment with ethanol gives ‘E’.
[Term II, 2021-22, 3 Marks]
Identify ‘A’, ‘B’, ‘C’, ‘D’ and ‘E’. Write the
sequence of chemical equations.
7. An aromatic compound ‘A’ (C7H6O2) on reaction with
[CBSE 2024, 5 Marks]
aqueous ammonia and heating forms compound ‘B’.
‘B’ on heating with Br2 and alcoholic potash forms a
3. (A) (i) What is Hinsberg’s reagent? compound ‘C’ of molecular formula C6H7N. Write the
(ii) Arrange the following compounds in the reactions involved and identify ‘A’, ‘B’ and ‘C’.
increasing order of their basic strength in [Term II, 2021-22, 2 Marks]
gaseous phase:
C2H5NH2, (C2H5)3N, (C2H5)2NH 8. Ammonolysis of alkyl halides is not a good method
to prepare pure primary amines.
(B) Give reasons for the following:
[CBSE 2020, 1 Mark]
(i) Methyl amine is more basic than aniline.
(ii) Aniline readily reacts with bromine water to
9. Write the structures of A and B in the following
give 2, 4, 6-tribromoaniline.
reaction:
(iii) Primary amines have higher boiling points NH NaOBr
than tertiary amines. CH3COOH 
3
→ A 
→B
∆
[CBSE 2024, 5 Marks] [CBSE 2020, 1 Mark]

4. Amides can be converted into amines by the reaction 10. Out of CH3NH2 and CH3OH, which has higher
named boiling point?
(1) Hoffmann degradation [CBSE 2020, 1 Mark]
(2) Ammonolysis
(3) Carbylamines
(4) Diazotization
[CBSE 2023, 1 Mark]
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11. Arrange the following compounds in decreasing 19. Write IUPAC name of the following compound:
order of their boiling points: (CH3CH2)2NCH3
Butanol, Butanamine and Butane [CBSE 2017, 1 Mark]
[CBSE 2020, 1 Mark]
20. Write the IUPAC name of the following compound:
12. Write the structures of A and B in the following CH3NHCH(CH3)2
sequence of reactions: [CBSE 2017, 1 Mark]
Fe/HCl NaNO 2 + HCl
C6 H5 NO 2  → A  →B
0 −5 ° C 21. Write IUPAC name of the following compound:
[CBSE 2020, 2 Marks] (CH3)2N–CH2CH3
[CBSE 2017, 1 Mark]
13. Propanamine and N, N-dimethylmethanamine 22. Write the IUPAC name of the given compound:
contain the same number of carbon atoms, even
though propanamine has higher boiling point than
N, N-dimethylmethanamine. Why?
[CBSE 2019, 1 Mark]

14. Arrange the following in increasing order of basic

strength in gas phase. [CBSE 2016, 1 Mark]
(C2H5)3N, C2H5NH2, (C2H5)2NH
[CBSE 2019, 1 Mark] 23. Give reasons for the following:
(A) Aniline does not undergo Friedel-Crafts reaction.
15. Carry out the following conversion: (B) (CH3)2NH is more basic than (CH3)3N in an
Bromomethane to ethanol aqueous solution.
[CBSE 2019, 1 Mark] [CBSE 2016, 2 Marks]
24. Arrange the following in the increasing order of their
16. Give reason: boiling point:
(CH3)2NH is more basic than (CH3)3N in an aqueous C2H5NH2, C2H5OH, (CH3)3N
solution. [CBSE 2018, 1 Mark] [CBSE 2015, 1 Mark]
17. Describe the following by giving the relevant 25. How do you convert the following:
chemical equation: (A) C6H5CONH2 to C6H5NH2
Carbylamines reaction (B) Aniline to phenol
[CBSE 2018, 1 Mark] [CBSE 2015, 2 Marks]

18. (A) Give a simple chemical test to distinguish 26. Arrange the following in increasing order of basic
between aniline and N, N-dimethylaniline. strength:
(B) Arrange the following in the increasing order of Aniline, p-nitroaniline and p-toluidine
their pKb values: [CBSE 2015, 2 Marks]
C6H5NH2, C2H5NH2, C6H5NHCH3
[CBSE 2018, 2 Marks]
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Hint and Solutions

1. (1) (B) Reaction of bromoethane with KCN followed by
CH3 reduction gives propanamine.
|
CH3 − N − CH3

2.

6. (A) The ammonolysis of alkyl halides with ammonia is

a nucleophilic substitution reaction in which ammonia
acts as a nucleophile by donating the electron pair on
nitrogen atom to form primary amine as the initial
product. Now, the primary amine can act as a
nucleophile and combine with alkyl halide (if available)
to give secondary amine and the reaction continues in
the same way to form tertiary amine and finally
quaternary ammonium salt. Thus, a mixture of products
is formed and it is not possible to separate individual
3. A. (i) Benzene sulphonyl chloride (C6H5SO2Cl) is amines from the mixture.
NH R −X R −X
Hinsberg’s reagent. R − X 
−
3
→ R − NH 2 
−
→ R 2 NH 
−
→
HX HX HX
(ii) (C2H5)3N > (C2H5)2NH > C2H5NH2
R −X
B. (i) In case of aniline, due to conjugation of lone pair, R 3 N → R 4 N + X −
electron density is less than that of methyl amine.
(B) In Friedel-Crafts reaction, AlCl3 is added as a
Thus, methyl amine is more basic than aniline.
catalyst which is a Lewis acid. It forms a salt with
(ii) Due to high reactivity of aniline, it readily reacts
aniline due to which the nitrogen of aniline acquires
with bromine water to give 2, 4, 6-tribromoaniline.
positive charge. This positively charged nitrogen acts
(iii) Primary amines have higher boiling points than as a strong deactivating group, hence aniline does not
tertiary amines because primary amines can form undergo Friedel-Crafts reaction.
intermolecular H-bonding but tertiary amines
cannot form.

4. (1) Hoffmann bromamide degradation reaction.

5. (A) Benzene diazonium chloride reacts with ethyl (C) Nitration is carried out with conc. HNO3 in the
alcohol to give acetaldehyde and benzene. presence of conc. H2SO4. In the presence of these
acids, the –NH2 group of aniline gets protonated and
is converted into –NH3+ group. This positively
+ N2 charged group acts as a strong electron withdrawing
and meta-directing group. Hence, the incoming
electrophile goes to m-position.
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7. 14. C2 H5 NH 2 < (C2 H5 ) 2 NH < (C2 H5 )3 N

HCN H / Ni
15. CH3 − Br → CH3 − CN 
2 →
Bromomethane
(i) HNO
CH3CH 2 NH 2 →
(ii) H O
2 CH3CH 2 OH
2
Ethanol
8. The ammonolysis of alkyl halides with ammonia is a
nucleophilic substitution reaction in which ammonia
16. In aqueous solution, 2° amine is more basic than 3°
acts as a nucleophile by donating the electron pair on
amine due to the combination of inductive effect,
nitrogen atom to form primary amine as the initial
Solvation effect and steric hindrance.
product. Now, the primary amine can act as a
nucleophile and combine with alkyl halide (if available)
17. Carbylamines reaction is the reaction in which 1°
to give secondary amine and the reaction continues in
amines produce a bad smelling compound when treated
the same way to form tertiary amine and finally
with chloroform in the presence of alkali.
quaternary ammonium salt. Thus, a mixture of products
is formed and it is not possible to separate individual RNH2 + CHCl3 + 3KOH (alc.) →R–NC + 3KCl +
amines from the mixture. 3H2O
NH R −X R −X
R − X  3
→ R − NH 2  → R 2 NH  → 18. (A) Only 1° amines give positive carbylamines test.
− HX − HX − HX
R −X (B) Stronger the base, lower will be the pKb value:
R 3 N → R 4 N + X − C2H5NH2 < C6H5NHCH3 < C6H5NH2

NH NaOBr 19. N-Ethyl-N-methyl ethan-1-amine

9. CH3COOH 
3
→ CH3CONH 2 
→ CH3 NH 2
∆
(A) (B)
20. N-Methyl Propan-2-amine
10. CH3OH has higher boiling point than CH3NH2. The
21. N, N-Dimethyl ethan-1-amine
hydrogen bonding in alcohols is stronger than that of
amines because oxygen is more electronegative than
22. 2, 4, 6-Tribromo aniline
nitrogen.

23. (A) In Friedel-Crafts reaction, AlCl3 is added as a

11. Decreasing order of boiling points of given
catalyst which is a Lewis acid. It forms a salt with
compounds:
aniline due to which the nitrogen of aniline acquires
Butanol > Butanamine > Butane positive charge. This positively charges nitrogen acts as
a strong deactivating group; hence aniline does not
Fe + HCl
12. C6 H5 NO 2 → C6 H5 NH 2 undergo Friedel-Crafts reaction.
(A)

NaNO + HCl

2
− °
→ C6 H5 N 2+ Cl−
0 5 C
(B) In aqueous solution, 2°amine is more basic than
13. Primary amines (RNH2) have two hydrogen atoms on 3° amine due to the combination of inductive effect,
nitrogen which can undergo intermolecular hydrogen solvation effect and steric hindrance.
bonding whereas no such hydrogen bonding is present
in tertiary amines (R3N). So, primary amines have 24. Increasing order of boiling points:
higher boiling point than tertiary amines. (CH3)3N < C2H5NH2 < C2H5OH
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Tertiary amine does not have hydrogen to form

hydrogen bonding and hydrogen bonding in alcohol is
26.
stronger than that of primary amines because oxygen is
more electronegative than nitrogen.

25. (A) & (B)

Electron withdrawing group (–NO2) on benzene ring
decreases the basicity and electron donating group (–
CH3) on benzene ring increases the basicity of
compound.

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