Knoevenagel Condensation: Carbonyl + Active Methylene → Alkene (Mechanism + Uses)

Learn the Knoevenagel condensation: deprotonation of an active methylene, addition to carbonyl, dehydration to alkene, and how to predict products.

  • Reaction: Carbonyl + active methylene → substituted alkene
  • What it does: Forms C=C next to electron-withdrawing groups
  • Typical reagents: Base (amines, piperidine) + malononitrile/malonic ester
  • Key intermediate: Stabilized carbanion / β-hydroxy intermediate
  • Driving force: Conjugated alkene formation; dehydration
  • Exam type: Condensation
  • Exam type: Predict product

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