Which of the following compound will not undergo Azo coupling reaction with benzene diazonium chloride?
Answer & explanation
Correct answer: option 2
The correct answer is option 2. Nitrobenzene.
Azo coupling reaction is a reaction between a diazonium salt and an electron-rich aromatic compound. Nitrobenzene is an electron-deficient aromatic compound due to the presence of the nitro group \((-NO_2)\). Therefore, nitrobenzene will not undergo azo coupling reaction with benzene diazonium chloride.
The other three compounds, aniline, phenol, and anisole, are all electron-rich aromatic compounds and will undergo azo coupling reaction with benzene diazonium chloride.
Here are the reactions: 