Aniline is highly reactive and normally yields tribromoaniline upon direct bromination. To synthesiz — Aromatic Hydrocarbons Chemistry Question
Question
Aniline is highly reactive and normally yields tribromoaniline upon direct bromination. To synthesize strictly p-bromoaniline, which sequence of reactions must be employed?
Answer: C
💡 Solution & Explanation
Acetylating aniline converts it to acetanilide. The cross-conjugation of the lone pair with the carbonyl reduces its activating power to a moderate level, preventing poly-substitution and allowing clean mono-substitution (mostly para). Hydrolysis then restores the amine.
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