Question
Benzimidazole reacts with acrylonitrile
Answer :
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Benzimidazole reacts with acrylonitrile through nucleophilic addition at the activated double bond, governed by the electron-withdrawing nature of the nitrile group. In Organic Chemistry-II, this reaction is significant for understanding heterocycle functionalization and Michael-type additions. The N-1 atom of benzimidazole possesses sufficient nucleophilicity to attack the β-carbon of acrylonitrile, forming a C–C bond through conjugate addition. The initial step generates a carbanionic intermediate stabilized by the nitrile group, which subsequently undergoes protonation to
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