Haloalkanes and Haloarenes

Q1

The products A and B in the following reactions, respectively

$(A) \overset{{AgNO}_{2}}{\leftarrow} {CH}_{3} {CH}_{2} {CH}_{2} Br \overset{AgCN}{\to} (B)$

(Memory-based Question 28/ Jan/25 morning shift )

a

${CH}_{3} - {CH}_{2} - {CH}_{2} - ONO, {CH}_{3} - {CH}_{2} - {CH}_{2} - CN$

b

${CH}_{3} - {CH}_{2} - {CH}_{2} - {NO}_{2}, {CH}_{3} - {CH}_{2} - {CH}_{2} - NC$

c

${CH}_{3} - {CH}_{2} - {CH}_{2} - {NO}_{2}, {CH}_{3} - {CH}_{2} - {CH}_{2} - CN$

d

${CH}_{3} - {CH}_{2} - {CH}_{2} - ONO, {CH}_{3} - {CH}_{2} - {CH}_{2} - NC$

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Q2

The products A and B in the following reactions, respectively are

$A \overset{A g - N O_{2}}{\leftarrow} C H_{3} - C H_{2} - C H_{2} - B r \overset{A g C N}{\to} B$

[JEE Main 2025, 28 Jan (Shift 1)]

a

$C H_{3} - C H_{2} - C H_{2} - N O_{2},$ $C H_{3} - C H_{2} - C H_{2} - C N$

b

$C H_{3} - C H_{2} - C H_{2} - O N O,$ $C H_{3} - C H_{2} - C H_{2} - N C$

c

$C H_{3} - C H_{2} - C H_{2} - O N O,$ $C H_{3} - C H_{2} - C H_{2} - C N$

d

$C H_{3} - C H_{2} - C H_{2} - N O_{2},$ $C H_{3} - C H_{2} - C H_{2} - N C$

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Q3

Given below are two statements :
Statement (I) : $S _{ N } 2$ reactions are 'stereospecific', indicating that they result in the formation of only one stereo-isomer as the product.

Statement (II) : $S _{ N } 1$ reactions generally result in formation of product as racemic mixtures.
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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Q4

Given below are two statements :
Statement (I) : $S _{ N } 2$ reactions are 'stereospecific', indicating that they result in the formation of only one stereo-isomer as the product.

Statement (II) : $S _{ N } 1$ reactions generally result in formation of product as racemic mixtures.
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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Q5

Match List-I with List-II.

List-I (Compound)	List-II (Uses)
(A)	Iodoform	(I)	Fire extinguisher
(B)	Carbon tetrachloride	(II)	Insecticide
(C)	CFC	(III)	Antiseptic
(D)	DDT	(IV)	Refrigerants

Choose the correct answer from the options given below

[JEE Main 2024, 6 Apr (Shift 1)]

a

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

b

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

c

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

d

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

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Q6

Match List - I with List - II.

List - I Compound	List - II Use
(A)	Carbon tetrachloride	(I)	Paint remover
(B)	Methylene chloride	(II)	Refrigerators and air conditioners
(C)	DDT	(III)	Fire extinguisher
(D)	Freons	(IV)	Non Biodegradable insecticide

Choose the correct answer from the options given below :

[JEE Main 2024, 1 Feb (Shift 2)]

a

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

b

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

c

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

d

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

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Q7

The products A and B in the following reactions, respectively are

$A \overset{A g - N O_{2}}{\leftarrow} C H_{3} - C H_{2} - C H_{2} - B r \overset{A g C N}{\to} B$

[JEE Main 2025, 28 Jan (Shift 1)]

a

$C H_{3} - C H_{2} - C H_{2} - N O_{2},$ $C H_{3} - C H_{2} - C H_{2} - C N$

b

$C H_{3} - C H_{2} - C H_{2} - O N O,$ $C H_{3} - C H_{2} - C H_{2} - N C$

c

$C H_{3} - C H_{2} - C H_{2} - O N O,$ $C H_{3} - C H_{2} - C H_{2} - C N$

d

$C H_{3} - C H_{2} - C H_{2} - N O_{2},$ $C H_{3} - C H_{2} - C H_{2} - N C$

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Q8

Given below are two statements:
Statement - I: High concentration of strong nucleophilic reagent with secondary alkyl halides which do not have bulky substituents will follow $S _{ N }{ }^2$ mechanism.
Statement - II: A secondary alkyl halide when treated with a large excess of ethanol follows $S _{ N }{ }^1$ mechanism.
In the light of the above statements, choose the most appropriate from the options given below:

[JEE Main 2024, 30 Jan (Shift 2)]

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 false.

d

Both Statement I and Statement II are true.

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Q9

Given below are two statements:
Statement - I: High concentration of strong nucleophilic reagent with secondary alkyl halides which do not have bulky substituents will follow $S _{ N }{ }^2$ mechanism.
Statement - II: A secondary alkyl halide when treated with a large excess of ethanol follows $S _{ N }{ }^1$ mechanism.
In the light of the above statements, choose the most appropriate from the options given below:

[JEE Main 2024, 30 Jan (Shift 2)]

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 false.

d

Both Statement I and Statement II are true.

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Q10

Given below are two statements:
Statement I: The conversion proceeds well in the less polar medium.

$C H_{3} - C H_{2} - C H_{2} - C H_{2} - C l \overset{^{H O^{-}}}{\to} C H_{3} - C H_{2} - C H_{2} - C H_{2} - O H + C l^{(-)}$

Statement II: The conversion proceeds well in the more polar medium.

$C H_{3} - C H_{2} - C H_{2} - C H_{2} - C l \overset{R_{3} \overset{. .}{N}}{\to}$

$C H_{3} - C H_{2} - C H_{2} - C H_{2} - N_{\underset{R}{| (+)}}^{\overset{R}{|}} - R C l^{(-)}$

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

[JEE Main 2025, 24 Jan (Shift 1)]

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 false

d

Both Statement I and Statement II are true

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Q11

Given below are two statements : one is labelled as Assertion (A) and the other is labelled as Reason (R)

Assertion (A): Haloalkanes react with $KCN$ to form alkyl cyanides as the main product while with $AgCN$ form isocyanide as the main product.
Reason (R): $~KCN$ and $AgCN$ both are highly ionic compounds.

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

(A) is correct but (R) is not correct

b

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

c

(A) is not correct but (R) is correct

d

Both $( A )$ and $( R )$ are correct and $( R )$ is the correct explanation of (A)

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Q12

3-Methylhex-2-ene on reaction with $HBr$ in presence of peroxide forms an addition product (A). The number of possible stereoisomers for 'A' is ________.

[JEE Main 2024, 27 Jan (Shift 1)]

a

6

b

5

c

4

d

3

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Q13

Identify the correct set of reagents or reaction conditions 'X' and 'Y' in the following set of transformation
${CH}_{3} - {CH}_{2} - {CH}_{2} - Br \overset{X^{'}}{\to} Product \overset{Y^{'}}{\to} {CH}_{3} - CH (Br) - {CH}_{3}$

[JEE Main 2024, 4 Apr (Shift 1)]

a

$X = conc.alc. NaOH, 80 ° C, Y = {Br}_{2} / {CHCl}_{3}$

b

$X = dil.aq. NaOH, 20 ° C, Y = HBr / acetic acid$

c

$X = conc. alc. NaOH, 80 ° C, Y = HBr / acetic acid$

d

$X = dil.aq. NaOH, 20 ° C, Y = {Br}_{2} / {CHCl}_{3}$

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Q14

Alkyl halide is converted into alkyl isocyanide by reaction with

[JEE Main 2024, 29 Jan (Shift 2)]

a

$NaCN$

b

$NH _4 CN$

c

$KCN$

d

$AgCN$

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Q15

Alkyl halide is converted into alkyl isocyanide by reaction with

[JEE Main 2024, 29 Jan (Shift 2)]

a

$NaCN$

b

$NH _4 CN$

c

$KCN$

d

$AgCN$

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Q16

Given below are two statements: one is labelled as Assertion (A) and the other is labelled as Reason (R)

Assertion (A) : CH₂=CH–*CH₂–Cl is an example of allyl halide.
Reason (R) : Allyl halides are the compounds in which the halogen atom is attached to $\mathrm{sp}^2$ hybridised carbon atom.

In the light of the above statements, choose the most appropriate answer from the options given below

[JEE Main 2024, 30 Jan (Shift 1)]

a

(A) is true but (R) is false

b

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

c

(A) is false but (R) is true

d

Both (A) and (R) are true and (R) is the correct explanation of (A)

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Q17

Given below are two statements: one is labelled as Assertion (A) and the other is labelled as Reason (R)

Assertion (A) : CH₂=CH–*CH₂–Cl is an example of allyl halide.
Reason (R) : Allyl halides are the compounds in which the halogen atom is attached to $\mathrm{sp}^2$ hybridised carbon atom.

In the light of the above statements, choose the most appropriate answer from the options given below

[JEE Main 2024, 30 Jan (Shift 1)]

a

(A) is true but (R) is false

b

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

c

(A) is false but (R) is true

d

Both (A) and (R) are true and (R) is the correct explanation of (A)

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Q18

Given below are two statements:
Statement I: The conversion proceeds well in the less polar medium.

$C H_{3} - C H_{2} - C H_{2} - C H_{2} - C l \overset{^{H O^{-}}}{\to} C H_{3} - C H_{2} - C H_{2} - C H_{2} - O H + C l^{(-)}$

Statement II: The conversion proceeds well in the more polar medium.

$C H_{3} - C H_{2} - C H_{2} - C H_{2} - C l \overset{R_{3} \overset{. .}{N}}{\to}$

$C H_{3} - C H_{2} - C H_{2} - C H_{2} - N_{\underset{R}{| (+)}}^{\overset{R}{|}} - R C l^{(-)}$

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

[JEE Main 2025, 24 Jan (Shift 1)]

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 false

d

Both Statement I and Statement II are true

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Q19

Given below are two statements:
Statement I: The conversion proceeds well in the less polar medium.

$C H_{3} - C H_{2} - C H_{2} - C H_{2} - C l \overset{^{H O^{-}}}{\to} C H_{3} - C H_{2} - C H_{2} - C H_{2} - O H + C l^{(-)}$

Statement II: The conversion proceeds well in the more polar medium.

$C H_{3} - C H_{2} - C H_{2} - C H_{2} - C l \overset{R_{3} \overset{. .}{N}}{\to}$

$C H_{3} - C H_{2} - C H_{2} - C H_{2} - N_{\underset{R}{| (+)}}^{\overset{R}{|}} - R C l^{(-)}$

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

[JEE Main 2025, 24 Jan (Shift 1)]

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 false

d

Both Statement I and Statement II are true

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Q20

The products A and B in the following reactions, respectively

$(A) \overset{{AgNO}_{2}}{\leftarrow} {CH}_{3} {CH}_{2} {CH}_{2} Br \overset{AgCN}{\to} (B)$

(Memory-based Question 28/ Jan/25 morning shift )

a

${CH}_{3} - {CH}_{2} - {CH}_{2} - ONO, {CH}_{3} - {CH}_{2} - {CH}_{2} - CN$

b

${CH}_{3} - {CH}_{2} - {CH}_{2} - {NO}_{2}, {CH}_{3} - {CH}_{2} - {CH}_{2} - NC$

c

${CH}_{3} - {CH}_{2} - {CH}_{2} - {NO}_{2}, {CH}_{3} - {CH}_{2} - {CH}_{2} - CN$

d

${CH}_{3} - {CH}_{2} - {CH}_{2} - ONO, {CH}_{3} - {CH}_{2} - {CH}_{2} - NC$

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Q21

The correct statement regarding nucleophilic substitution reaction in a chiral alkyl halide is :

a

Racemisation occurs in $S _{ N } 1$ reaction and inversion occurs in $S _{ N } 2$ reaction.

b

Racemisation occurs in $S _{ N } 1$ reaction and retention occurs in $S _{ N } 2$ reaction.

c

Retention occurs in $S _{ N } 1$ reaction and inversion occurs in $S _{ N } 2$ reaction.

d

Racemisation occurs in both $S _{ N } 1$ and $S _{ N } 2$ reactions.

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Q22

$C_{2} H_{5} Br \overset{Alc KOH}{\to} A \to_{{CCl}_{4}}^{{Br}_{2}} B \to_{Excess}^{KCN} C \to_{Excess}^{H_{3} O^{+}} D$

Acid D formed in the above reaction is :

[JEE Main 2024, 1 Feb (Shift 2)]

a

Gluconic acid

b

Succinic acid

c

Oxalic acid

d

Malonic acid

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Q23

Alkyl halide is converted into alkyl isocyanide by reaction with

[JEE Main 2024, 29 Jan (Shift 2)]

a

$KCN$

b

$AgCN$

c

$NH _4 CN$

d

$NaCN$

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Q24

The products A and B in the following reactions, respectively are

$A \overset{A g - N O_{2}}{\leftarrow} C H_{3} - C H_{2} - C H_{2} - B r \overset{A g C N}{\to} B$

[JEE Main 2025, 28 Jan (Shift 1)]

a

$C H_{3} - C H_{2} - C H_{2} - N O_{2},$ $C H_{3} - C H_{2} - C H_{2} - C N$

b

$C H_{3} - C H_{2} - C H_{2} - O N O,$ $C H_{3} - C H_{2} - C H_{2} - N C$

c

$C H_{3} - C H_{2} - C H_{2} - O N O,$ $C H_{3} - C H_{2} - C H_{2} - C N$

d

$C H_{3} - C H_{2} - C H_{2} - N O_{2},$ $C H_{3} - C H_{2} - C H_{2} - N C$

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