Amines

Q1 FREE PREVIEW

PYQ

The action of nitrous acid on an aliphatic primary amine gives

asecondary amine

bnitro alkane

calcohol

dalkyl nitrite.

✓ Correct answer: c) alcohol

ExplanationAliphatic primary amines react with nitrous acid (HNO₂) to form alcohols with the evolution of nitrogen gas.Correct Answer: C) alcohol

Q2 FREE PREVIEW

PYQ

Given below are two statements: Statement-I: Aniline is less basic than acetamide. Statement-II: In aniline, the lone pair of electrons on nitrogen atom is delocalised over benzene ring due to resonance and hence less available to a proton. Choose the most appropriate option: [JEE Main 2020, 6 Sep (Shift 1)]

aStatement-I is true but Statement-II is false.

bStatement-I is false but Statement-II is true

cBoth Statement-I and Statement-II are true.

dBoth Statement-I and Statement-II are false.

✓ Correct answer: b) Statement-I is false but Statement-II is true

ExplanationIn triethyl amine, nitrogen is hybridized, so, bond angle is approximately around .Since, lone pair- bond pair repulsion is greater than bp-bp repulsion, hence, the exact angle is found to be .

Q3 FREE PREVIEW

PYQ

When a concentrated solution of sulphanilic acid and 1-naphthylamine is treated with nitrous acid (273 K) and acidified with acetic acid, the mass (g) of 0.1 mole of product formed is :
(Given molar mass in \({\mathrm{gmol}}^{-1}\mathrm{H}:1,\mathrm{C}:12,\mathrm{N}:14\), \(O:16,S:32)\)

[JEE Main 2025, 2 Apr (Shift 2)]

a

\(343\)

b

\(330\)

c

\(33\)

d

\(66\)

✓ Correct answer: c)

\(33\)

Explanation

Sulphanilic acid forms diazonium salt with nitrous acid at 273 K, which couples with 1-naphthylamine to form an azo dye.
Molar mass of product = 327 g \({\mathrm{mol}}^{-1}\)
Mass of 0.1 mol = 33 g (approximately)

Q4

PYQ

An amine \((X)\) is prepared by ammonolysis of benzyl chloride. On adding p-toluenesulphonyl chloride to it the solution remains clear. Molar mass of the amine \((X)\) formed is ................\(g mol ^{-1}\).
(Given molar mass in \(gmol ^{-1} C : 12, H : 1, O : 16, N : 14\) )

[JEE Main 2024, 6 Apr (Shift 2)]

a

108

b

287

c

330

d

111

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Q5

PYQ

Given below are two statements

Statement I: Aniline reacts with conc. \(\mathrm{H}_2 \mathrm{SO}_4\), followed by heating at 453 - 473 K gives p-aminobenzene sulphonic acid, which gives blood red colour in the 'Lassaigne's test'.
Statement II: In Friedel - Craft's alkylation and acylation reactions, aniline forms salt with the \(\mathrm{AlCl}_3\) catalyst. Due to this, nitrogen of aniline acquires a positive charge and acts as deactivating group.
In the light of the above statements, choose the correct answer from the options given below:

[JEE Main 2024, 31 Jan (Shift 2)]

a

Both statement I and statement II are false

b

Statement I is true but statement II is false

c

Statement I is false but statement II is true

d

Both statement I and statement II are true

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Q6

PYQ

Given below are two statements I is Assertion and II is Reason :
Statement (I) : All the following compounds react with p-toluenesulfonyl chloride.
\[\begin{array}{lll} C _6 H _5 NH _2 & \left( C _6 H _5\right)_2 NH \quad\left( C _6 H _5\right)_3 N\end{array}\]

Statement (II) : Their products in the above reaction are soluble is aqueous \(NaOH\).
In the light of the above statements, choose the correct answer from the options given below :

[JEE Main 2024, 08 Apr (Shift 2)]

a

Statement I is true but Statement II is false

b

Both Statement I and Statement II are true

c

Statement I is false but Statement II is true

d

Both Statement I and Statement II are false

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Q7

PYQ

Given below are two statements I is Assertion and II is Reason :
Statement (I) : All the following compounds react with p-toluenesulfonyl chloride.
\[\begin{array}{lll} C _6 H _5 NH _2 & \left( C _6 H _5\right)_2 NH \quad\left( C _6 H _5\right)_3 N\end{array}\]

Statement (II) : Their products in the above reaction are soluble is aqueous \(NaOH\).
In the light of the above statements, choose the correct answer from the options given below :

[JEE Main 2024, 08 Apr (Shift 2)]

a

Statement I is true but Statement II is false

b

Both Statement I and Statement II are true

c

Statement I is false but Statement II is true

d

Both Statement I and Statement II are false

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Q8

PYQ

Which of the following will give azo dye test?

Memory Based Question 29/Jan/25 Evening shift

a

Aniline

b

Anisole

c

Benzene

d

Benzaldehyde

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Q9

PYQ

The correct order of basic nature on aqueous solution for the bases \({\mathrm{NH}}_{3},{\mathrm{H}}_{2}\mathrm{N}-{\mathrm{NH}}_{2},{\mathrm{CH}}_{3}{\mathrm{CH}}_{2}{\mathrm{NH}}_{2},{\left({\mathrm{CH}}_{3}{\mathrm{CH}}_{2}\right)}_{2}\mathrm{NH}\) and \({\left({\mathrm{CH}}_{3}{\mathrm{CH}}_{2}\right)}_{3}\mathrm{N}\) is

[JEE Main 2025, 2 Apr (Shift 1)]

a

\({\mathrm{NH}}_{3}<{\mathrm{H}}_{2}\mathrm{N}-{\mathrm{NH}}_{2}<{\left({\mathrm{CH}}_{3}{\mathrm{CH}}_{2}\right)}_{3}\mathrm{N}<{\mathrm{CH}}_{3}{\mathrm{CH}}_{2}{\mathrm{NH}}_{2}\)\(<{\left({\mathrm{CH}}_{3}{\mathrm{CH}}_{2}\right)}_{2}\mathrm{NH}\)

b

\({\mathrm{NH}}_{3}<{\mathrm{H}}_{2}\mathrm{N}-{\mathrm{NH}}_{2}<{\mathrm{CH}}_{3}{\mathrm{CH}}_{2}{\mathrm{NH}}_{2}<{\left({\mathrm{CH}}_{3}{\mathrm{CH}}_{2}\right)}_{2}\mathrm{NH}\)\(<{\left({\mathrm{CH}}_{3}{\mathrm{CH}}_{2}\right)}_{3}\mathrm{N}\)

c

\({\mathrm{H}}_{2}\mathrm{N}-{\mathrm{NH}}_{2}<{\mathrm{NH}}_{3}<{\left({\mathrm{CH}}_{3}{\mathrm{CH}}_{2}\right)}_{3}\mathrm{N}<{\mathrm{CH}}_{3}{\mathrm{CH}}_{2}{\mathrm{NH}}_{2}\)\(<{\left({\mathrm{CH}}_{3}{\mathrm{CH}}_{2}\right)}_{2}\mathrm{NH}\)

d

\({\mathrm{NH}}_{2}-{\mathrm{NH}}_{2}<{\mathrm{NH}}_{3}<{\mathrm{CH}}_{3}{\mathrm{CH}}_{2}{\mathrm{NH}}_{2}<{\left({\mathrm{CH}}_{3}{\mathrm{CH}}_{2}\right)}_{3}\mathrm{N}\)\(<{\left({\mathrm{CH}}_{3}{\mathrm{CH}}_{2}\right)}_{2}\mathrm{NH}\)

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Q10

PYQ

The correct order of basic nature on aqueous solution for the bases \({\mathrm{NH}}_{3},{\mathrm{H}}_{2}\mathrm{N}-{\mathrm{NH}}_{2},{\mathrm{CH}}_{3}{\mathrm{CH}}_{2}{\mathrm{NH}}_{2},{\left({\mathrm{CH}}_{3}{\mathrm{CH}}_{2}\right)}_{2}\mathrm{NH}\) and \({\left({\mathrm{CH}}_{3}{\mathrm{CH}}_{2}\right)}_{3}\mathrm{N}\) is

[JEE Main 2025, 2 Apr (Shift 1)]

a

\({\mathrm{NH}}_{3}<{\mathrm{H}}_{2}\mathrm{N}-{\mathrm{NH}}_{2}<{\left({\mathrm{CH}}_{3}{\mathrm{CH}}_{2}\right)}_{3}\mathrm{N}<{\mathrm{CH}}_{3}{\mathrm{CH}}_{2}{\mathrm{NH}}_{2}\)\(<{\left({\mathrm{CH}}_{3}{\mathrm{CH}}_{2}\right)}_{2}\mathrm{NH}\)

b

\({\mathrm{NH}}_{3}<{\mathrm{H}}_{2}\mathrm{N}-{\mathrm{NH}}_{2}<{\mathrm{CH}}_{3}{\mathrm{CH}}_{2}{\mathrm{NH}}_{2}<{\left({\mathrm{CH}}_{3}{\mathrm{CH}}_{2}\right)}_{2}\mathrm{NH}\)\(<{\left({\mathrm{CH}}_{3}{\mathrm{CH}}_{2}\right)}_{3}\mathrm{N}\)

c

\({\mathrm{H}}_{2}\mathrm{N}-{\mathrm{NH}}_{2}<{\mathrm{NH}}_{3}<{\left({\mathrm{CH}}_{3}{\mathrm{CH}}_{2}\right)}_{3}\mathrm{N}<{\mathrm{CH}}_{3}{\mathrm{CH}}_{2}{\mathrm{NH}}_{2}\)\(<{\left({\mathrm{CH}}_{3}{\mathrm{CH}}_{2}\right)}_{2}\mathrm{NH}\)

d

\({\mathrm{NH}}_{2}-{\mathrm{NH}}_{2}<{\mathrm{NH}}_{3}<{\mathrm{CH}}_{3}{\mathrm{CH}}_{2}{\mathrm{NH}}_{2}<{\left({\mathrm{CH}}_{3}{\mathrm{CH}}_{2}\right)}_{3}\mathrm{N}\)\(<{\left({\mathrm{CH}}_{3}{\mathrm{CH}}_{2}\right)}_{2}\mathrm{NH}\)

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Q11

PYQ

Carbylamine test is performed in alc. \(\mathrm{KOH}\) by heating a mixture of

a

chloroform and silver powder

b

trihalogenated methane and a primary amine

c

an alkyl halide and a primary amine

d

an alkyl cyanide and a primary amine

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Q12

PYQ

When a concentrated solution of sulphanilic acid and 1-naphthylamine is treated with nitrous acid (273 K) and acidified with acetic acid, the mass (g) of 0.1 mole of product formed is :
(Given molar mass in \({\mathrm{gmol}}^{-1}\mathrm{H}:1,\mathrm{C}:12,\mathrm{N}:14\), \(O:16,S:32)\)

[JEE Main 2025, 2 Apr (Shift 2)]

a

\(343\)

b

\(330\)

c

\(33\)

d

\(66\)

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Q13

PYQ

Identify correct statements

(A) Primary amines do not give diazonium salts when treated with \(NaN{O}_{2}\) in acidic condition.
(B) Aliphatic and aromatic primary amines on heating with \(CHC{l}_{3}\) and ethanolic KOH form carbylamines.
(C) Secondary and tertiary amines also give carbylamine test.
(D) Benzenesulfonyl chloride is known as Hinsberg's reagent.
(E) Tertiary amines reacts with benzenesulfonyl chloride very easily.

Choose the correct answer from the options given below

[JEE Main 2025, 28 Jan (Shift 2)]

a

(B) and (C) only

b

(D) and (E) only

c

(B) and (D) only

d

(A) and (B) only

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Q14

PYQ

A compound (x) with molar mass \(108\mathrm{g}{\mathrm{mol}}^{-1}\) undergoes acetylation to give product with molar mass \(192\mathrm{g}{\mathrm{mol}}^{-1}\) . The number of amino groups in the compund (x) is______

a

0

b

1

c

2

d

3

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Q15

PYQ

Which of the following will give azo dye test?

Memory Based Question 29/Jan/25 Evening shift

a

Aniline

b

Anisole

c

Benzene

d

Benzaldehyde

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Q16

PYQ

4-nitrotoluene is treated with \({\mathrm{Br}}_{2}\) to get compound P which is reduced with Sn and HCl to get Compound Q, then Q is diazotized and the product is treated with phosphinic acid to get R is oxidized with alkaline \({\mathrm{KMnO}}_{4}\) to get the final product

(JEE mains memory based shift-1 23/01/2025)

a

2-Bromo-4-hydroxy Benzoic acid

b

Benzoic acid

c

4-Bromo Benzoic acid

d

2-Bromo Benzoic acid

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Q17

PYQ

Primary, secondary and tertiary amines can be separated using:

a

Para-Toluene sulphonyl chloride

b

Chloroform and \(\mathrm{KOH}\)

c

Benzene sulphonic acid

d

Acetyl amide

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Q18

PYQ

Given below are two statements, one is labelled as Assertion (A) and other is labelled as Reason (R).
Assertion (A): Gabriel phthalimide synthesis cannot be used to prepare aromatic primary amines.
Reason (R): Aryl halides do not undergo nucleophilic substitution reaction.
In the light of the above statements, choose the correct answer from the options given below:

[JEE Main 2021, 25 Jul (Shift 1)]

a

Both (A) and (R) true but (R) is not the correct explanation of (A).

b

(A) is false but ( R) is true.

c

Both (A) and (R) true and (R) is correct explanation of (A).

d

(A) is true but ( R) is false.

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Q19

PYQ

Match the columns and select the correct option

Column-I (Compound)	Column-II (Reducing agent for preparing primary amine)
(A) \({\mathrm{RCONH}}_{2}\)	(I) \(\mathrm{Na}/{\mathrm{C}}_{2}{\mathrm{H}}_{5}\mathrm{OH}\)
(B) \({\mathrm{PhNO}}_{2}\)	(II) \({\mathrm{LiAlH}}_{4}\)
(C) \(\mathrm{PhCN}\)	(III) \(\mathrm{R}-\mathrm{X}/\mathrm{aq}.\mathrm{NaOH}\)
(D) Phthalimide	(IV) \(\mathrm{Fe}/\mathrm{HCl}\)

a

A-II, B-IV, C-I, D-III

b

A-II, B-IV, C-III, D-I

c

A-III, B-IV, C-I, D-II

d

A-IV, B-II, C-I, D-III

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Q20

PYQ

Ceric ammonium nitrate and \({\mathrm{CHCl}}_{3}/\mathrm{alc}.\mathrm{KOH}\) are used for the identification of which of the following functional groups:

[JEE Main 2021, 26 Feb (Shift 2)]

a

amine, alcohol respectively

b

alcohol, phenol respectively

c

alcohol, amine respectively

d

amine, phenol respectively

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Q21

PYQ

Given below are two statements:
Statement-I: Pure Aniline and other arylamines are usually colourless.
Statement-II: Arylamines get coloured on storage due to atmospheric reduction.
In the light of the above statements, choose the most appropriate answer from the options given below:

[JEE Main 2023, 24 Jan (Shift 2)]

a

Both Statement-I and Statement-II are incorrect

b

Both Statement-I and Statement-II are correct

c

Statement-I is correct but Statement-II is incorrect

d

Statement-I is incorrect but Statement-II is correct

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Q22

PYQ

In gaseous triethyl amine the "- \(\mathrm{C}-\mathrm{N}-\mathrm{C}-\) " bond angle is ___ degree.
[JEE Main 2023, 25 Jan (Shift 2)]

a

104

b

108

c

109

d

120

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Q23

PYQ

Given below are two statements:
Statement-I: Pure Aniline and other arylamines are usually colourless.
Statement-II: Arylamines get coloured on storage due to atmospheric reduction.
In the light of the above statements, choose the most appropriate answer from the options given below:

[JEE Main 2024, 1 Feb (Shift 1)]

a

Both Statement-I and Statement-II are incorrect

b

Both Statement-I and Statement-II are correct

c

Statement-I is correct but Statement-II is incorrect

d

Statement-I is incorrect but Statement-II is correct

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Q24

PYQ

Which of the following reaction is an example of ammonolysis?

[JEE Main 2021, 17 Mar (Shift 1)]

a

\({\mathrm{C}}_{6}{\mathrm{H}}_{5}\mathrm{COCl}+{\mathrm{C}}_{6}{\mathrm{H}}_{5}{\mathrm{NH}}_{2}\to {\mathrm{C}}_{6}{\mathrm{H}}_{5}{\mathrm{CONHC}}_{6}{\mathrm{H}}_{5}\)

b

\({\mathrm{C}}_{6}{\mathrm{H}}_{5}{\mathrm{CH}}_{2}\mathrm{CN}\overset{[\mathrm{H}]}{\to }{\mathrm{C}}_{6}{\mathrm{H}}_{5}{\mathrm{CH}}_{2}{\mathrm{CH}}_{2}{\mathrm{NH}}_{2}\)

c

\({\mathrm{C}}_{6}{\mathrm{H}}_{5}{\mathrm{NH}}_{2}\overset{\mathrm{HCl}}{\to }{\mathrm{C}}_{6}{\mathrm{H}}_{5}\overset{+}{\mathrm{N}}{\mathrm{H}}_{3}{\mathrm{Cl}}^{-}\)

d

\({\mathrm{C}}_{6}{\mathrm{H}}_{5}{\mathrm{CH}}_{2}\mathrm{Cl}+{\mathrm{NH}}_{3}\to {\mathrm{C}}_{6}{\mathrm{H}}_{5}{\mathrm{CH}}_{2}{\mathrm{NH}}_{2}\)

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Q25

PYQ

Which of the following factors affect the basic strength of amine?
(i) Inductive effect
(ii) Steric hinderance
(iii) Solvation effect
(iv) Solubility in organic solvents.

a

(i) and (iv)

b

(i), (ii) and (iii)

c

(ii) and (iii)

d

(ii) and (iv)

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Q26

PYQ

Which of the following is least basic?

[JEE Main 2020, 7 Jan (Shift 1)]

a

\(\left({\mathrm{CH}}_{3}\mathrm{CO}\right)\overset{¨}{\mathrm{N}}{\mathrm{HC}}_{2}{\mathrm{H}}_{5}\)

b

\({\left({\mathrm{C}}_{2}{\mathrm{H}}_{5}\right)}_{3}\overset{¨}{\mathrm{N}}\)

c

\({\left({\mathrm{CH}}_{3}\mathrm{CO}\right)}_{2}\overset{¨}{\mathrm{N}}\mathrm{H}\)

d

\({\left({\mathrm{C}}_{2}{\mathrm{H}}_{5}\right)}_{2}\overset{¨}{\mathrm{N}}\mathrm{H}\)

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Q27

PYQ

The correct order in aqueous medium of basic strength in case of methyl substituted amines is:

[JEE Main 2023, 25 Jan (Shift 2)]

a

\({\mathrm{Me}}_{2}\mathrm{NH}>{\mathrm{MeNH}}_{2}>{\mathrm{Me}}_{3}\mathrm{N}>{\mathrm{NH}}_{3}\)

b

\({\mathrm{Me}}_{2}\mathrm{NH}>{\mathrm{Me}}_{3}\mathrm{N}>{\mathrm{MeNH}}_{2}>{\mathrm{NH}}_{3}\)

c

\({\mathrm{NH}}_{3}>{\mathrm{Me}}_{3}\mathrm{N}>{\mathrm{MeNH}}_{2}>{\mathrm{Me}}_{2}\mathrm{NH}\)

d

\({\mathrm{Me}}_{3}\mathrm{N}>{\mathrm{Me}}_{2}\mathrm{NH}>{\mathrm{MeNH}}_{2}>{\mathrm{NH}}_{3}\)

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Q28

PYQ

Which of the following is not a correct statement for primary aliphatic amines?

[JEE Main 2019, 8 Apr (Shift 1)]

a

The intermolecular association in primary amines is less than the intermolecular association in secondary amines.

b

Primary amines on treating with nitrous acid solution form corresponding alcohols except methyl amine.

c

Primary amines are less basic than the secondary amines.

d

Primary amines can be prepared by the Gabriel phthalimide synthesis.

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Q29

PYQ

Primary, secondary and tertiary amines can be separated using:

[JEE Main 2021, 18 Mar (Shift 1)]

a

Para-Toluene sulphonyl chloride

b

Chloroform and \(\mathrm{KOH}\)

c

Benzene sulphonic acid

d

Acetyl amide

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Q30

PYQ

Which of the following is not a correct statement for primary aliphatic amines?

a

The intermolecular association in primary amines is less than the intermolecular association in secondary amines.

b

Primary amines on treating with nitrous acid solution form corresponding alcohols except methyl amine.

c

Primary amines are less basic than the secondary amines.

d

Primary amines can be prepared by the Gabriel phthalimide synthesis.

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Q31

PYQ

Given below are two statements:

Statement I : Aniline does not undergo Friedel Crafts alkylation reaction.

Statement II : Aniline cannot be prepared through Gabriel synthesis.

In the light of the above statements, choose the correct answer from the options given below:

a

Statement I is true but Statement II is false.

b

Statement I is false but Statement II is true.

c

Both Statement I and Statement II are true.

d

Both Statement I and Statement II are false.

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Q32

PYQ

Which of the following is least basic?

a

\(\left({\mathrm{CH}}_{3}\mathrm{CO}\right)\overset{¨}{\mathrm{N}}{\mathrm{HC}}_{2}{\mathrm{H}}_{5}\)

b

\({\left({\mathrm{C}}_{2}{\mathrm{H}}_{5}\right)}_{3}\overset{¨}{\mathrm{N}}\)

c

\({\left({\mathrm{CH}}_{3}\mathrm{CO}\right)}_{2}\overset{¨}{\mathrm{N}}\mathrm{H}\)

d

\({\left({\mathrm{C}}_{2}{\mathrm{H}}_{5}\right)}_{2}\overset{¨}{\mathrm{N}}\mathrm{H}\)

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Q33

PYQ

Which of the following reaction is an example of ammonolysis?

[JEE Main 2021, 18 Mar (Shift 1)]

a

\({\mathrm{C}}_{6}{\mathrm{H}}_{5}\mathrm{COCl}+{\mathrm{C}}_{6}{\mathrm{H}}_{5}{\mathrm{NH}}_{2}\to {\mathrm{C}}_{6}{\mathrm{H}}_{5}{\mathrm{CONHC}}_{6}{\mathrm{H}}_{5}\)

b

\({\mathrm{C}}_{6}{\mathrm{H}}_{5}{\mathrm{CH}}_{2}\mathrm{CN}\overset{[\mathrm{H}]}{\to }{\mathrm{C}}_{6}{\mathrm{H}}_{5}{\mathrm{CH}}_{2}{\mathrm{CH}}_{2}{\mathrm{NH}}_{2}\)

c

\({\mathrm{C}}_{6}{\mathrm{H}}_{5}{\mathrm{NH}}_{2}\overset{\mathrm{HCl}}{\to }{\mathrm{C}}_{6}{\mathrm{H}}_{5}\overset{+}{\mathrm{N}}{\mathrm{H}}_{3}{\mathrm{Cl}}^{-}\)

d

\({\mathrm{C}}_{6}{\mathrm{H}}_{5}{\mathrm{CH}}_{2}\mathrm{Cl}+{\mathrm{NH}}_{3}\to {\mathrm{C}}_{6}{\mathrm{H}}_{5}{\mathrm{CH}}_{2}{\mathrm{NH}}_{2}\)

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