Octet / Reactions
Aldol Addition
Aldol Addition (Carbonyl). Starts from Acetaldehyde with NaOH (dilute), LDA. Conditions: Low temperature for addition (warm for condensation). Mechanism in 3 steps.
Carbonyl
Reaction details
Name
Aldol Addition
Type
Carbonyl
Starting Material
CC=O
Product
CC(O)CC=O
Reagents
NaOH (dilute)
LDA
Conditions
Low temperature for addition (warm for condensation)
Mechanism
- Smiles
CC=O
- Description
Acetaldehyde
- Smiles
CC=O
- Description
Base removes α-H, forming enolate
- Smiles
CC(O)CC=O
- Description
Enolate attacks another aldehyde → β-hydroxy aldehyde
Tips
Aldol = aldehyde + alcohol (functional groups in product)
With heat: dehydration gives α,β-unsaturated carbonyl
Crossed aldol needs careful control
Related Reactions
aldol-condensation
claisen-condensation
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