Question

R-Br reacts with AgCN to give R-NC while it reacts with NaCN to give R-CN. explain

Answer 1

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All negatively charged nucleophiles must of course have a positive counterion. If this ion is Ag+ (or some other ion that specifically helps in removing the leaving group), rather than the more usual Na+, then the transition state is more SN1 like. Therefore the use of Ag+ promotes attack at the more electronegative atom. For example, alkyl halides treated with NaCN generally give mostly RCN, but the use of AgCN increases the yield of isocyanides (RNC).

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