Aldol Condensation of Acetaldehyde
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2CH3CHO → CH3CH(OH)CH2CHO
概要
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).
日常の例
The aldol reaction is one of the most powerful carbon-carbon bond forming reactions in synthetic chemistry, used to build complex molecules.
産業上の重要性
アルドール反応は、2-エチルヘキサノール(可塑剤アルコール)、ペンタエリスリトール(爆薬)、および医薬品中間体の工業生産に使用されています。
特性
- タイプ
- Organic
- 可逆的
- はい
- エネルギー
- 発熱性
- ΔH
- -22.0 kJ/mol
- 触媒
- NaOH (base catalyst)