Aldol Condensation of Acetaldehyde
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2CH3CHO → CH3CH(OH)CH2CHO
Descripción general
Two molecules of acetaldehyde combine in a base-catalyzed aldol reaction to form 3-hydroxybutanal (aldol). The alpha-hydrogen of one molecule is abstracted by base to form an enolate, which attacks the carbonyl of the second molecule. Dehydration can follow to give an alpha,beta-unsaturated aldehyde (crotonaldehyde).
Ejemplo cotidiano
The aldol reaction is one of the most powerful carbon-carbon bond forming reactions in synthetic chemistry, used to build complex molecules.
Importancia industrial
Las reacciones aldólicas se utilizan industrialmente para producir 2-etilhexanol (alcohol plastificante), pentaeritritol (explosivos) e intermedios farmacéuticos.
Propiedades
- Tipo
- Organic
- Reversible
- Sí
- Energía
- Exotérmico
- ΔH
- -22,0 kJ/mol
- Catalizador
- NaOH (base catalyst)