Draw the products of Claisen condensation of (a) ethyl propanoate; (b) ethyl-3-methylbutanoate; (c) ethyl pentanoate. For each, the base used is sodium ethoxide and the solvent is ethanol.

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Answer:

Structures of products has been shown below

Explanation:

  • In claisen condensation, two ester molecules combines with each other through nucleophilic acyl substitution resulting formation of a [tex]\beta[/tex]-ketoester.
  • At first, one ester molecule gets deprotonated in presence of a strong base e.g. NaOEt yielding a carbanion.
  • The carbanion then gives nucleophilic acyl substitution reaction with another ester molecule to replace alkoxy group present in ester group
  • General reaction mechanism of claisen condensation along with products of given esters are shown below.
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