Q.Explain Knoevenagal reaction.
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Start your 14-day free trial to unlock the full solution →A weak base (piperidine) deprotonates the acidic methylene of a compound like diethyl malonate, and the resulting carbanion adds to an aldehyde/ketone; base-catalysed dehydration of the aldol-type product then gives an -unsaturated compound — the Knoevenagel reaction.
The Knoevenagel reaction is a condensation between a carbonyl compound (aldehyde or ketone, ) and an 'active methylene' compound — one where the group is flanked by two electron-withdrawing groups (such as two ester groups in diethyl malonate, , or a nitrile and ester in cyanoacetic ester), catalysed by a weak base such as piperidine or pyridine. The mechanism proceeds via: (i) the weak base removes one of the acidic methylene protons (acidified by the two flanking electron-withdrawing groups), generating a stabilised carbanion;
(ii) this carbanion performs a nucleophilic addition to the carbonyl carbon of the aldehyde/ketone, giving an aldol-type (beta-hydroxy) intermediate; …
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