Which of the following sequence of reactions is suitable to synthesize chlorobenzene ? 1. [aniline structure], HCl, Heating 2. Benzene, Cl₂ , anhydrous FeCl₃ 3. Phenol, NaNO₂ , HCl, CuCl 4. [benzene ring structure], HCl

Answer: 2. Benzene, Cl₂ , anhydrous FeCl₃ Key idea: chlorobenzene is made by electrophilic substitution of benzene with Cl₂ and a Lewis acid. mathrmC₆H₆+Cl₂xrightarrowanhyd.\ FeCl₃C₆H₅Cl+HCl . (1) Aniline with HCl only gives a salt, no Cl substitution. (3) Phenol does not form a diazonium salt. (4) Benzene with HCl does not react.

Topic: Diazonium salts in synthesis· Organic Compounds Containing Nitrogen

Which of the following sequence of reactions is suitable to synthesize chlorobenzene ?

options 1 and 4 contain ring structures (aniline-type and benzene ring)

1. [aniline structure], HCl, Heating

2. Benzene, \(Cl_2\), anhydrous \(FeCl_3\)

3. Phenol, \(NaNO_2\), HCl, CuCl

4. [benzene ring structure], HCl

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Answer: 2. Benzene, \(Cl_2\), anhydrous \(FeCl_3\)

Key idea: chlorobenzene is made by electrophilic substitution of benzene with \(\mathrm{Cl_2}\) and a Lewis acid.

\(\mathrm{C_6H_6+Cl_2\xrightarrow{anhyd.\ FeCl_3}C_6H_5Cl+HCl}\).

(1) Aniline with HCl only gives a salt, no Cl substitution.
(3) Phenol does not form a diazonium salt.
(4) Benzene with HCl does not react.

Doubtly AI · 30 Oct 2026 AI-generated · not yet verified Report

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Which of the following sequence of reactions is suitable to synthesize chlorobenzene ?

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