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Regarding the electrophilic aromatic substitution of aniline, which of the following procedural and Amines Chemistry Question

Question

Regarding the electrophilic aromatic substitution of aniline, which of the following procedural and mechanistic statements are chemically accurate?

Answer: B,C

💡 Solution & Explanation

Statement A is false; direct aqueous bromination is uncontrollable and vigorously yields 2,4,6-tribromoaniline (a white precipitate). Statement B is true; sulphonation yields p-aminobenzenesulphonic acid, which transfers its acidic proton to the basic amine to form a stable zwitterion. Statement C is true; acetylation severely reduces the availability of the nitrogen lone pair via resonance, mitigating activation and allowing selective mono-substitution. Statement D is entirely false; the protonated anilinium ion lacks a lone pair and acts as a strongly deactivating, meta-directing group.

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