Aldol condensation cannot occur between (a) two aldehydes (b) an aldehyde and a ketone (c) two ketones (d) an aldehyde and an ester

Short Answer

Expert verified
Answer: An aldehyde and an ester.

Step by step solution

01

Option (a): Two aldehydes

Two aldehydes could potentially undergo Aldol condensation because both have a carbonyl group and at least one α-hydrogen. Thus, this option is not the correct answer.
02

Option (b): An aldehyde and a ketone

Both aldehydes and ketones have carbonyl groups, and they usually have α-hydrogens. Therefore, an aldehyde and a ketone can also undergo Aldol condensation. Thus, this option is not the correct answer.
03

Option (c): Two ketones

Similar to aldehydes, ketones also possess carbonyl groups and α-hydrogens, so they can undergo Aldol condensation as well. Thus, this option is not the correct answer.
04

Option (d): An aldehyde and an ester

An aldehyde contains a carbonyl group and α-hydrogens which would make it capable of undergoing Aldol condensation. However, esters generally do not have α-hydrogens because the carbonyl group is attached to an -OR group. Consequently, esters cannot generate the required enol or enolate ion during an Aldol reaction. Therefore, the correct answer is option (d).

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