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Q. Which of the following compounds will not undergo azo coupling reaction with benzene diazonium chloride?

Amines

Solution:

Diazonium cation is a weak electrophile and hence reacts with electron rich compounds containing electron donating groups such as $— OH$, $— NH_2$ and $— OCH_3$ groups and not with compounds containing electron withdrawing groups such as $— NO_2$, etc.