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Haloalkanes react with KCN to give alkyl cyanide as main product while with AgCN they form isocyanide as main product. Give reason.

Haloalkanes react with KCN to give alkyl cyanide as main product while with AgCN they form isocyanide as main product. Give reason.

Grade:11

1 Answers

Gaurav
askIITians Faculty 164 Points
6 years ago
CN- is an ambient nucleophile i.e. it can form bond from both C and N atoms.
KCN is an ionic compound so both C and N sides are available for the formation of bond, but C-C bond is stronger than C-N bond so cynide is formed.
AgCN is a covalent compound so only N side is available for CN to form bond and thus isocynide is formed

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