Haloalkanes and Haloarenes
Practice Questions
MCQ (Single Correct Answer)
1

Identify the final product formed when Toluene undergoes a series of reactions with reagents given in the order:

(i) $$\mathrm{Cl}_2$$ / Sunlight

(ii) $$\mathrm{H}_2 \mathrm{O} / 373 \mathrm{~K}$$

(iii) Acetophenone / $$\mathrm{OH^-}$$ at $$293 \mathrm{~K}$$

COMEDK 2024 Evening Shift
2

Arrange the following compounds in the increasing order of their reactivity when each of them is reacted with chloroethane / anhydrous AlCl$$_3$$.

COMEDK 2024 Evening Shift Chemistry - Haloalkanes and Haloarenes Question 1 English

COMEDK 2024 Evening Shift
3

Match the names of reactions given in Column I with the appropriate reactions given in Column II.

No. Name of reaction No. Equations representing reactions
(A) Sandmeyer (P) $$
2 \mathrm{C}_6 \mathrm{H}_5 \mathrm{Cl}+\mathrm{Na} \text { (dry ether) } \rightarrow \text { Diphenyl. }
$$
(B) Fittig (Q) $$
\mathrm{CH}_3-\mathrm{CHBr}-\mathrm{CH}_3+\mathrm{AgF} \rightarrow \mathrm{CH}_3-\mathrm{CHF}-\mathrm{CH}_3+\mathrm{AgBr}
$$
(C) Swarts (R) $$
\mathrm{CH}_3-\mathrm{CH}_2-\mathrm{Br}+\mathrm{Nal} \text { ( Acetone) } \rightarrow \mathrm{CH}_3-\mathrm{CH}_2-\mathrm{I}+\mathrm{NaBr}
$$
(D) Finkelstein (S) $$
\mathrm{C}_6 \mathrm{H}_5 \mathrm{~N}_2+\mathrm{Cl}-+\mathrm{Cu}_2 \mathrm{Br}_2 / \mathrm{HBr} \rightarrow \mathrm{C}_6 \mathrm{H}_5 \mathrm{Br}+\mathrm{N}_2
$$

COMEDK 2024 Evening Shift
4

Arrange the compounds $$\mathrm{A}, \mathrm{B}, \mathrm{C}$$ and $$\mathrm{D}$$ in the increasing order of their reactivity towards $$\mathrm{S_N}1$$ reaction.

$$ \begin{aligned} & \mathrm{A}=\mathrm{C}_6 \mathrm{H}_5 \mathrm{CH}_2 \mathrm{Cl} \\ & \mathrm{B}=\mathrm{C}_6 \mathrm{H}_5 \mathrm{Cl} \\ & \mathrm{C}=\mathrm{CH}_2=\mathrm{CH}-\mathrm{Cl} \\ & \mathrm{D}=\mathrm{CH}_3-\mathrm{CH}_2-\mathrm{Cl} \end{aligned}$$

COMEDK 2024 Evening Shift
5

Identify the products C, D and F formed in the following sets of reactions.

COMEDK 2024 Evening Shift Chemistry - Haloalkanes and Haloarenes Question 2 English

COMEDK 2024 Evening Shift
6

Arrange the following compounds in the decreasing order of reactivity towards electrophilic substitution reaction.

(I) Chlorobenzene

(II) Nitrobenzene

(III) Benzene

(IV) Isopropylbenzene

COMEDK 2024 Afternoon Shift
7

Arrange the following in the order of increasing reactivity towards $$\mathrm{SN}_{\mathrm{2}}$$ reactions.

$$\begin{array}{ll} \left(\mathrm{CH}_3\right)_3 \mathrm{CCH}_2 \mathrm{Br}(\mathrm{P}) ; & \\\mathrm{CH}_3\left(\mathrm{CH}_2\right)_3 \mathrm{Br}(\mathrm{Q}) ; &\\ \mathrm{CH}_3 \mathrm{CH}_2-\mathrm{CH}\left(\mathrm{CH}_3\right)-\mathrm{CH}_2 \mathrm{Br}(\mathrm{R}) ; & \\\left(\mathrm{CH}_3\right)_2 \mathrm{CHCH}_2 \mathrm{CH}_2 \mathrm{Br}(\mathrm{S}) \end{array}$$

COMEDK 2024 Afternoon Shift
8

Choose the incorrect statement from the following.

COMEDK 2024 Afternoon Shift
9

Consider the following reaction

$$(\mathrm{CH}_3)_2 \mathrm{CHCH}_2 \mathrm{Br}+(\mathrm{CH}_3)_3 \mathrm{CCH}_2 \mathrm{Br} \xrightarrow[\Delta]{\mathrm{Na} \text { /dry ether }} \mathrm{X}+\mathrm{Y}+\mathrm{Z}$$

Identify the product which is not formed?

COMEDK 2024 Afternoon Shift
10

The major product obtained in the following reaction is :

COMEDK 2024 Afternoon Shift Chemistry - Haloalkanes and Haloarenes Question 6 English

COMEDK 2024 Afternoon Shift
11

Which one of the following compounds when reacted with $$\mathrm{NaOH}$$ (aq) undergoes Substitution Nucleophilic Bimolecular reaction with retention of configuration?

COMEDK 2024 Morning Shift
12

$$t$$-butyl chloride preferably undergo hydrolysis by

COMEDK 2023 Morning Shift
13

In Friedal-Crafts alkylation reaction of phenol with chloromethane, the product formed will be

COMEDK 2023 Morning Shift
14

COMEDK 2023 Morning Shift Chemistry - Haloalkanes and Haloarenes Question 17 English

Identify A, B and C.

COMEDK 2023 Morning Shift
15

Identify the compounds A, B, C and D.

$$ \text { 1,2,2,2-tetrachloroethane } \xrightarrow[\Delta]{\mathrm{Zn}}[\mathrm{A}] $$

[A] $$ \xrightarrow[675 \mathrm{~K}]{\text { Fe tube }} $$ [B] $$ \xrightarrow[\text { Conc. } \mathrm{H}_2 \mathrm{SO}_4]{\text { Conc. } \mathrm{HNO}_3} $$ [C] $$ \xrightarrow[\text { Anhydrous } \mathrm{AlCl}_3]{\mathrm{Cl} /}$$ [D]

COMEDK 2023 Evening Shift
16

The reactions taking place with $$\mathrm{2- Phenyl-2-bromopropane}$$ as the starting material is shown below. Identify [A] and [B] formed in the reaction.

$$ \mathrm{C}_6 \mathrm{H}_5-\mathrm{C}\left(\mathrm{CH}_3\right)_2^{-} \mathrm{Br} \xrightarrow[\Delta]{\text { KOH Alcoholic }}[\mathrm{A}] $$

$$ [\mathrm{A}]+\mathrm{HBr} \xrightarrow{\left(\mathrm{C}_6 \mathrm{H}_5 \mathrm{CO})_2 \mathrm{O}\right.}[\mathrm{B}]$$

COMEDK 2023 Evening Shift
17

Which one of the following will undergo Nucleophilic substitution, by $$\mathrm{S}_{\mathrm{N}}{ }^1$$ mechanism, fastest?

COMEDK 2023 Evening Shift
18

Alkyl halides undergoing SN2 reaction do inverse

COMEDK 2022
19

The reaction $$\mathrm{ArN_2^ + C{l^ - }\buildrel {Cu/HCl} \over \longrightarrow ArCl + {N_2} + CuCl}$$ is called as

COMEDK 2021
20

Benzene reacts with chlorine in sunlight to give a final product

COMEDK 2020
21

An alkyl halide reacts with alcoholic ammonia in a sealed tube, the product formed will be

COMEDK 2020