Question:

The condensation reaction between one equivalent of acetone and two equivalents of benzaldehyde in presence of dilute alkali leads to the formation of

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Aldol with aldehyde (no $\alpha$-H): → multiple condensation possible → forms conjugated product
Updated On: May 1, 2026
  • benzalacetophenone
  • benzylideneacetone
  • dibenzylideneacetone
  • benzoic acid and acetic acid
  • only benzoic acid
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The Correct Option is C

Solution and Explanation


Concept: Aldol Condensation
• Acetone has $\alpha$-hydrogen → forms enolate
• Benzaldehyde has no $\alpha$-H → acts only as electrophile Reaction mechanism:

Step 1: Acetone forms enolate

Step 2: Attacks benzaldehyde → forms $\beta$-hydroxy ketone

Step 3: Dehydration → $\alpha,\beta$-unsaturated ketone

Step 4: Second condensation with another benzaldehyde Final product: \[ \text{Dibenzylideneacetone} \]
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