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Above (C - N) coupling reaction take pla...


Above `(C - N)` coupling reaction take place at:

A

low pH

B

Intermediate pH

C

high pH

D

any pH

Text Solution

Verified by Experts

The correct Answer is:
B

Effect of pH on the coupling reaction:
Coupling is best carried out in solutions that are neither too strongly acidic nor alkaline. The reason for this can b seen if we examine a typical case, the coupling of benzenediazonium chloride with dimethylaniline. At high pH, the diazonium ion is present in very low concentration, since most of it has been converted to `ArN = N - OH` and `ArN = N - O^(-)`. Neither `ArN = NOH` (the diazohydroxide) nor `ArN = N - O^(-)` (the diazotate ion) is electrophilic, and thus does not couple with the amine. At low pH, the dimethylaniline will be largely protonated to `ArN^(+) Me_(2)H`, and thus the activating effect of the `- NMe_(2)` group is destroyed, since the nitrogen atom no longer possesses an unshared pair of electrons :
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MS CHOUHAN-AROMATIC COMPOUNDS-Additional Objective Questions (Matrix Match Type)
  1. Above (C - N) coupling reaction take place at:

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