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Aldol condensation does not occur betwee...

Aldol condensation does not occur between

A

two different aldehydes

B

two different ketones

C

an aldehydes and a ketone

D

an aldehyde and an ester

Text Solution

Verified by Experts

The correct Answer is:
D

The `alpha`-hydrogens of an aldehyde `(pK_(a)~20)` are more acidic than those of an ester `(pK_(a)~25)`. Therefore, aldehydes form carbanions more readily than esters. Further, due to +R-effect of OR group the ester carbonyl carbon is less electrophilic than that of an aldehyde. as a result, C=O of an aldehyde undergoes nucleophilic attach by the carbanion more readily than C=O of an ester. in other words, aldol condensation does not occur between an aldehyde and an ester.
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