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Q.

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

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a

low pH

b

any pH

c

Intermediate pH

d

high pH

answer is B.

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Detailed Solution

Effect of pH on the coupling reaction :
Coupling is best carried out in solutions that are neither too strongly acidic nor alkaline. Ttre reasons for this can be seen if we examine a typical case, the coupling of benzenediazonium drloride with dimethylaniline. At high pH, the diazonium ion is presenr in very low concentration, since most of it has been convefted 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+Me2H, and thus the activating effect of the -NMe2 group is desffoyed, since ttre nitrogen atom no longer possesses an unshared pair of electrons:

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