Question

Which one of the products of the following reactions does not react with Hinsberg reagent to form sulphonamide?

• A.
• B.
• C.
• D.

Answer 1

The correct option is C

Hinsberg'st test is used to distinguish between primary, secondary and tertiary amines.
Tertiary amines does not react with Benzyl sulphonyl chloride to form sulphonamides.
Reaction (b) is stephen reaction. $CN$ is reduced to iminium salt followed by hydrolysis to give aldehyde group.

Sodium in alcohol is a strong reducing agent and reduces nitriles to amines.
$LiAl{H}_4$ will reduce nitrile to amide and followed by hydrolysis to give primary amine.
$CN$ is reduced to amines in presence of $H_2/Ni$.
Thus, rest of the reactions (a), (c) and (d) give amine group containing product. So, they can react with Hinsberg reagent

Hence, option (b) is correct.