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Question

Aldehydes that do not undergo aldol condensation are
1. propanal
2. trichloroethanal
3. 2-phenylethanal
4. ethanal
5. benzaldehyde

A
1, 2 and 5 only
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B
2 and 5 only
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C
3 and 4 only
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D
2, 3 and 5 only
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Solution

The correct option is B 2 and 5 only
An aldol condensation is a condensation reaction in which an enol or an enolate ion reacts with a carbonyl compound to form a β-hydroxyaldehyde or β-hydroxyketone, followed by dehydration to an α,β-unsaturated aldehyde.
Aldol condensation occurs in aldehydes having α-hydrogen.
2 and 5 do not have α-hydrogen thus they will undergo aldol condensation. Hence correct option is (b).

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