Question
What is the product P obtained in following reaction? CH _3 CH _2 Br + AgCN _ (alc) P
What is the product P obtained in following reaction? CH _3 CH _2 Br + AgCN _ (alc) P
A. CH _3 CH _2 NC
AgCN is predominantly a covalent compound. The bond between Ag and C is covalent, which leaves the lone pair of electrons on the nitrogen atom available for nucleophilic attack. When an alkyl halide such as CH _3 CH _2 Br reacts with alcoholic AgCN , the nucleophilic attack occurs through the nitrogen atom rather than the carbon atom. This results in the formation of an alkyl isocyanide as the major product. CH _3 CH _2 Br + AgCN _ (alc) CH _3 CH _2 NC + AgBr The product P is ethyl isocyanide, CH _3 CH _2 NC .
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