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Question
Write the mechanism of the following reaction.
nBuBr+KCNEiOH−H2O−−−−−−−→nBuCN
Write the resonating structures of KCN.
Due to the presence of polar solvent, find the possiblity, which product will be formed preferentially ?
Write the mechanism of the following reaction.
nBuBr+KCNEiOH−H2O−−−−−−−→nBuCN
Write the resonating structures of KCN.
Due to the presence of polar solvent, find the possiblity, which product will be formed preferentially ?
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Solution
Resonating forms of KCN are the following
Cyanide ion is an ambident nucleophile. It can attack through C-atom or through N-atom. Thus, two possible products are cyanides and isocyanides respectively. Here in the presence of the polar solvent, KCN readily ionises to furnish ions. As the C-C bond is more stable than the C-N bond, so cyanide is predominantly formed.
Resonating forms of KCN are the following
Cyanide ion is an ambident nucleophile. It can attack through C-atom or through N-atom. Thus, two possible products are cyanides and isocyanides respectively. Here in the presence of the polar solvent, KCN readily ionises to furnish ions. As the C-C bond is more stable than the C-N bond, so cyanide is predominantly formed.
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