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Write the mechanism of the following rea...

Write the mechanism of the following reaction:
nBuBr + KCN `overset(EtOH-H_(2)O) rarr` nBuCN

Text Solution

Verified by Experts

KCN has nucleophile CN-ion which is ambident nucleophile because of the following two contributing structures:
`""^(-)bb( : )C-=Nbb( : ) harr bb( : )C=ddotNbb( : )^(-)`
Therefore, it can attack the carbon atom of C-Br bond in n-BuBr either through C or N. Since C—C bond is stronger than C-N bond, therefore, the attack decurs through to form n-butyl cyanide as:
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