Which of the following carbonyl compounds does NOT undergo aldol condensation in the presence of dilute alkali?

Answer and explanation

Correct answer: B. Benzaldehyde

  1. Step 1: For a carbonyl compound to undergo aldol condensation, it must possess at least one alpha-hydrogen atom.
  2. Step 2: Benzaldehyde () has its formyl group attached directly to an aromatic carbon bearing no hydrogen atom, lacking alpha-hydrogens.
  3. Step 3: Therefore, benzaldehyde cannot undergo self-aldol condensation (it undergoes the Cannizzaro reaction instead).
Answer
Benzaldehyde.
Why not the others: Acetaldehyde has 3 alpha-hydrogens; propanal has 2 alpha-hydrogens; and acetone has 6 alpha-hydrogens.

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