1.

Under what reaction conditions (acidic, basic), the coupling reaction aryldiazonium chloride aniline is carried out?

Answer»

Solution :Under strongly basic conditions, benzenediazonium CHLORIDE is CONVERTED into diazohydroxide/diazoate both of which are not electrophilic and hence do not couple with aniline.
`C_(6)H_(5)-overset(+)(N)-=NC l^(-)+OH^(-)hArr underset("Diazohydroxide (does not couple)")(C_(6)H_(5)N=N-OH) overset(NaOH)hArr underset("Sodium diazoate (does not couple)")(C_(6)H_(5)-N=N-O^(-)NA^(+))`
On the other hand, in highly acidic conditions, aniline gets converted into anilinium ion. as a result, aniline is no longer nucleophilic acid hence will not couple with diazonium chloride. therefore, the reaction is carried out under MILD conditions, i.e., pH 4-5.
`underset("Aniline")(C_(6)H_(5)NH_(2))+H^(+) to underset("Anilinium ion (does not couple)")(C_(6)H_(5)-overset(+)(N)H_(3))`


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