Swern Oxidation
RCH2OH + (COCl)2 + DMSO → RCHO + DMS + CO2 + CO + 2HCl
概要
The Swern oxidation converts primary and secondary alcohols to aldehydes and ketones using DMSO activated by oxalyl chloride, followed by base (triethylamine). It operates at -78 C (dry ice/acetone) to prevent side reactions. This mild, chromium-free method is preferred for sensitive substrates.
日常の例
The Swern oxidation replaced toxic chromium reagents in many pharmaceutical syntheses, making drug manufacturing safer.
産業上の重要性
スワーン酸化は穏和な条件、高い選択性、有毒重金属を回避できることから、医薬品プロセス化学で広く使用される。
特性
- タイプ
- Organic
- 可逆的
- いいえ
- エネルギー
- 発熱性
- ΔH
- -120.0 kJ/mol
関連する反応
Oxidation of Secondary Alcohol to Ketone
Claisen Condensation (Ethyl Acetate)
Kolbe Electrolysis
Baeyer-Villiger Oxidation
Beckmann Rearrangement (Cyclohexanone Oxime)
Catalytic Hydrogenation of Ethylene
Condensation Polymerization (Nylon 6,6)
Cope Rearrangement
Oxidation of Primary Alcohol to Aldehyde
Epoxidation of Alkenes (mCPBA)
Frequently Asked Questions
What is the equation for Swern Oxidation?
The balanced equation is: RCH₂OH + (COCl)₂ + DMSO → RCHO + DMS + CO₂ + CO + 2HCl.
What type of reaction is Swern Oxidation?
Swern Oxidation is a organic reaction.
Is Swern Oxidation exothermic or endothermic?
Swern Oxidation is exothermic (releases energy). The enthalpy change (ΔH) is -120.0 kJ/mol.