Question

Identify the product 'C' in the following reaction. $\ce{Aniline ->[(CH_3 CO)_2 O][Pyridine] A ->[Br_2][CH_3COOH] B ->[H^{+} or \, OH^{-}] C }$

• A. Acetanilide
• B. p-Bromoacetanilide
• C. p - Bromoaniline
• D. o - Bromoaniline

Answer 1

Answer: (C)

p - Bromoaniline

Answer 2

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In the given reaction sequence, aniline gets deactivated by treating it with acetic anhydride in presence of pyridine and then subjected to bromination. Obtained $o/ p$ -
nitroacetanilide upon hydrolysis gives $o / p$ -bromoaniline. The major product formed is $p$ -bromoaniline and thus the most suitable option is 'C'.