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?
💡 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.