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Multiple Choice
Draw the structure of the Claisen condensation product for each of the following compounds.
A
B
C
D
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1
Identify the reactants: The Claisen condensation involves two ester molecules. In this case, both reactants are ethyl acetate (CH3COOEt).
Understand the role of the base: Sodium ethoxide (NaOEt) is used as the base to deprotonate the alpha hydrogen of one of the ester molecules, forming an enolate ion.
Formation of the enolate: The base abstracts an alpha hydrogen from one of the ester molecules, resulting in the formation of an enolate ion. This enolate ion is a nucleophile.
Nucleophilic attack: The enolate ion attacks the carbonyl carbon of the second ester molecule, forming a tetrahedral intermediate.
Rearrangement and elimination: The tetrahedral intermediate rearranges, leading to the elimination of the ethoxide ion (EtO-) and forming a β-keto ester as the Claisen condensation product.