Question 1

Which of the following best describes the role of FeBr$$_3 in $$the bromination of benzene?

Accepted Answer

It generates the electrophilic Br$$^+$$ species by reacting with Br$$_2.$$

Question 2

What is the major product when benzene reacts with acetyl chloride (CH$$_3$$COCl) in the presence of AlCl$$_3$$ followed by hydrolysis?

Accepted Answer

Acetophenone

Question 3

Which of the following substituents is an ortho/para director on a benzene ring?

Accepted Answer

$$\mathrm{CH_3$}$$

Question 4

A methyl group on a benzene ring is oxidized by hot chromic acid ($$\mathrm{H_2CrO_4}$$, $$\Delta). $$What is the product?

Accepted Answer

Benzoic acid

Question 5

Which of the following statements about the nitration of bromobenzene is correct?

Accepted Answer

The major products are the ortho and para isomers, with para predominating.

Question 6

What is the expected product when nitrobenzene is treated with Br$$_2$$ and FeBr$$_3$$ under heat?

Accepted Answer

m-Bromonitrobenzene

Question 7

Which of the following groups is a meta director in electrophilic aromatic substitution?

Accepted Answer

$$\mathrm{NO_2$}$$

Question 8

What is the product of the following reaction: benzene + HNO$$_3 + H$_2SO$_4$$?

Accepted Answer

Nitrobenzene

Question 9

Which of the following best explains why halogens are ortho/para directors despite being deactivating?

Accepted Answer

They donate electrons by resonance but withdraw by induction.

Question 10

A benzene ring with a methyl group is treated with Br$$_2$$ and light. What is the major product?

Accepted Answer

Benzyl bromide

Question 11

Which of the following sequences will convert nitrobenzene to aniline?

Accepted Answer

H$$_2$$, Pd/C

Question 12

Which of the following is the correct order of reactivity toward electrophilic aromatic substitution (most to least reactive)?

Accepted Answer

Toluene \u003e Benzene \u003e Nitrobenzene

Question 13

Which of the following is a necessary reagent for the sulfonation of benzene?

Accepted Answer

H$$_2SO$_4$$

Question 14

What is the major product when toluene is treated with HNO$$_3$$ and H$$_2SO$_4$$?

Accepted Answer

o-Nitrotoluene and p-nitrotoluene

Question 15

Which of the following best describes the directing effect of a nitro group on a benzene ring?

Accepted Answer

It is a meta director and deactivating.

Question 16

Which of the following reactions is an example of a Friedel-Crafts alkylation?

Accepted Answer

Benzene + RCl + AlCl$$_3$$ $$\rightarrow$$ Alkylbenzene

Question 17

Which of the following is NOT a possible product when methylbenzene is treated with Br$$_2$$ and FeBr$$_3$$?

Accepted Answer

m-Bromotoluene

Question 18

Which of the following best explains why a methyl group is considered an activating group on a benzene ring?

Accepted Answer

It donates electrons by hyperconjugation and inductive effects.

Question 19

Which of the following is the correct product for the reaction: benzene + SO$$_3 + H$_2SO$_4$$?

Accepted Answer

Benzene sulfonic acid

Reactions of Benzene and Substituted Benzenes: Electrophilic Aromatic Substitution and Substituent Effects

Study Guide - Practice Questions