Question

Identify the major product formed from the following:

• A.

  

• B.

  

• C.

  

• D.

  

Hint:

Diazotization followed by hydrolysis or deuteration replaces –NH₂ with –OH or –D.
Deuteration happens when D₂O is used post diazotization.

Answer 1

The Correct Option is A

This reaction is a Sandmeyer reaction followed by deuteration. Here's the step-by-step: 1. Aniline is converted into a diazonium salt using \( \text{NaNO}_2 + \text{HCl} \) at 273 K. 2. CuCl is used to replace diazonium with Cl (if present). 3. In this reaction, D₂O is used, meaning diazonium is decomposed and D (deuterium) replaces the diazonium group. 4. The D atom substitutes at the same position as the amine was, and the methyl remains in the para position.