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
Nitrobenzene
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D
None of the above
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Solution
The correct option is C Nitrobenzene Diazonium salt 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 to form coupling product. It is called coupling reaction.
Coupling reaction takes place between benzene diazonium salt and phenol to p-Hydroxyazobenzene (an orange dye)
Coupling reaction takes place between benzene diazonium salt and aniline to p-aminobenzene (a yellow dye).Hence, option (c) is correct.