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Aldol reaction

An aldol reaction takes the following form:

2 enolate anionsaldol

The reaction requires a base catalyst. The aldol produced is a β-hydroxyaldehyde or a β-hydroxyketone.

An aldol reaction is a condensation reaction.

An aldol reaction forms a carbon-carbon bond.

Mechanism

The mechanism has 3 steps:

  1. base + aldehyde or ketone ↔ water + resonance-stabilized enolate anion
  2. aldehyde or ketone + enolate anion ↔ tetrahedral carbonyl addition intermediate
  3. tetrahedral carbonyl addition intermediate + proton donor ↔ aldol + base

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