Oxidation of Primary Alcohol to Aldehyde
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RCH2OH + [O] → RCHO + H2O
概要
Primary alcohols are oxidized to aldehydes using mild oxidizing agents like PCC or Dess-Martin periodinane. Stronger oxidants (KMnO₄, CrO₃) would over-oxidize to the carboxylic acid. The carbon oxidation state changes from -1 to +1. Distilling the aldehyde product during reaction prevents over-oxidation.
参加者
| 役割 | 物質 | 係数 | 状態 |
|---|---|---|---|
| 生成物 | Water H₂O | 1 | (l) |
日常の例
The formation of acetaldehyde from ethanol in the liver is this type of oxidation, responsible for hangover symptoms.
産業上の重要性
アルコールからアルデヒドへの選択的酸化は、香料・フレーバー製造および医薬品中間体の合成に不可欠である。
特性
- タイプ
- Organic
- 可逆的
- いいえ
- エネルギー
- 発熱性
- ΔH
- -175.0 kJ/mol
- 触媒
- PCC (pyridinium chlorochromate)