Aromatic HydrocarbonshardMCQ SINGLE⭐ Must-Do

Aniline is highly reactive and normally yields tribromoaniline upon direct bromination. To synthesizAromatic 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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