Which one of the following gives the most stable diazonium salt?
A
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B
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C
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D
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Solution
The correct option is C Due to resonance there is a dispersal of positive charge on the benzene ring. This resonance accounts for the stability of the diazonium ion. Hence, diazonium salts of aromatic amines are more stable than those of aliphatic amines.
Since, partial double bond character is present between C and N in benzenediazonium cation, hence removal of −N2 is difficult.
Aliphatic amines, secondary amines and tertiary amines forms less stable diazonium salt.