Question

Identify ‘A’ and ‘B’ in following reaction respectively: \[ \text{Acetanilide} \xrightarrow{\text{Br}_2, \text{acetic acid}} A \xrightarrow{H^+ \text{ or OH}^-} B \]

• A. 4-bromoaniline and 4-Bromoacetanilide
• B. p-Bromoacetanilide and p-Bromoaniline
• C. Aniline and p-Bromoacetanilide
• D. Aniline and p-Bromoaniline

Hint:

In reactions involving halogenation of amides, the halogen typically reacts with the aromatic ring in the para position to the amide group.

Answer 1

The Correct Option is B

Step 1: Understanding the reaction mechanism.
In the first step, acetanilide reacts with bromine in acetic acid to form p-bromoacetanilide. In the second step, this intermediate undergoes hydrolysis under acidic or basic conditions to yield p-bromoaniline.
Step 2: Analyzing the options.
(A) 4-bromoaniline and 4-Bromoacetanilide: Incorrect. The products do not match the expected ones.
(B) p-Bromoacetanilide and p-Bromoaniline: Correct. These are the correct products formed in the reaction.
(C) Aniline and p-Bromoacetanilide: Incorrect. Aniline is not produced in the first step.
(D) Aniline and p-Bromoaniline: Incorrect. Aniline is not formed directly in the reaction.
Step 3: Conclusion.
The correct answer is (B) p-Bromoacetanilide and p-Bromoaniline.