JEE Main Chemistry question

ChemistryAldehydes, Ketones and Carboxylic AcidsJEE Main

Which of the following compounds will undergo self aldol condensation in presence of cold dilute alkali?

Answer: (C)

Solution

Self-aldol condensation requires an enolizable α-hydrogen on a saturated sp³ carbon adjacent to the carbonyl. Propionaldehyde, CH₃CH₂CHO, has such α-hydrogens on its CH₂ group and readily undergoes base-catalyzed self-aldol condensation (giving 2-methylpent-2-enal after dehydration) — the standard textbook example.

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Question ID VK-149790