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Which of the following compounds will not undergo azo coupling reaction with benzene diazonium chloride?
A. Aniline
B. Phenol
C. Anisole
D. Nitrobenzene

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Correct Answer - D
Nitrobenzene will not undergo azo coupling reaction with benzene duazonlum chloride. while other three undergo duazo coupling reaction very easily. Dtazonium cation is weak P and hence reacts with electron `E^(+)` and hence reacts with electron rich compounds mtauning electron donating group i.e. `-OH_(1), -NH_(2) and -OCH_(3)` group and not with compounds containing electron Withdrawing group, i.e. `NO_(2)` etc
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