Q.The formation of cyanohydrin from acetone is an example of :
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Start your 14-day free trial to unlock the full solution →The carbonyl carbon of acetone is electrophilic, so the nucleophilic (from HCN) adds to it, and after protonation of the resulting alkoxide the double bond becomes a single bond bearing both and — an addition, driven by a nucleophile, not a substitution.
Acetone, , has a polarised carbonyl carbon () due to the electronegative oxygen. The cyanide ion acts as a nucleophile, attacking this carbon and adding across the double bond; protonation of the resulting alkoxide by HCN/ gives the cyanohydrin, . Because a nucleophile adds to (rather than substitutes at) an unsaturated carbon, with no leaving group d …
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