Which of the following compounds will not undergo azo coupling reaction with benzene diazonium chloride?
A
Aniline
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B
Phenol
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C
Anisole
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D
Nitrobenzene
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Solution
The correct option is D Nitrobenzene Diazonium cation is a weak electrophile and hence it reacts with electron-rich compounds containing electron-donating groups such as −OH, −NH2 and OCH3 groups and not with compounds containing electron-withdrawing groups such as −NO2, etc.