Question

Which of the following compounds will not undergo azo coupling reaction with benzene diazonium chloride?

• A. Aniline
• B. Phenol
• C. Anisole
• D. Nitrobenzene

Answer 1

Answer: (D)

Diazonium cation is a weak electrophile and hence it reacts with electron-rich compounds containing electron-donating groups such as $-OH$, $-N{H}_2$ and $OC{H}_3$ groups and not with compounds containing electron-withdrawing groups such as $-N{O}_2,$ etc.

Hence, option D is correct.