(a)
Interpretation:
The side reaction that would occur in the condensation of ethyl acetate with sodium methoxide base is to be predicted.
Concept introduction:
In the claisen-ester condensation, nucleophilic acyl substitution takes place on an ester. The enolate ion acts as a nucleophile. It attacks the carbonyl carbon to form a tetrahedral intermediate. Acidity of beta-keto ester products is higher than simple
(b)
Interpretation:
The side reaction that would occur in the condensation of ethyl acetate with sodium hydroxide base is to be predicted.
Concept introduction:
In the claisen-ester condensation, nucleophilic acyl substitution takes place on an ester. The enolate ion acts as a nucleophile. It attacks the carbonyl carbon to form a tetrahedral intermediate. Acidity of beta-keto ester products is higher than simple ketones, aldehydes and esters.
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Organic Chemistry (9th Edition)
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