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

Nitrobenzene

The correct answer is Option (1) → Nitrobenzene

• Azo coupling reaction occurs readily with activated aromatic rings such as phenols and aromatic amines (e.g., aniline, o-toluidine).
• These groups are electron-donating, which activate the ring toward electrophilic substitution by the diazonium ion.
• Nitrobenzene contains a –NO₂ group, which is strongly electron-withdrawing and deactivates the benzene ring. Hence, it does not undergo azo coupling.

 Therefore, the compound that will not give an azo coupling reaction is Nitrobenzene.