Baeyer-Villiger Oxidation

R2CO + RCO3H → R2CO2 (ester or lactone)

개요

A peracid oxidizes a ketone by inserting an oxygen atom between the carbonyl carbon and an adjacent carbon, converting the ketone to an ester or lactone. The more substituted group migrates preferentially (migratory aptitude). This reaction is named after Adolf von Baeyer and Victor Villiger who discovered it in 1899.

일상 속 예시

The Baeyer-Villiger oxidation is used in the synthesis of caprolactone, the monomer for biodegradable polycaprolactone used in medical sutures.

산업적 중요성

사이클로헥사논의 바이어-빌리거 산화를 통한 카프로락톤 생산은 생분해성 플라스틱과 의료 기기 산업을 뒷받침합니다.

성질

유형
Organic
가역 반응
아니오
에너지
발열
ΔH
-180.0 kJ/mol

관련 반응

Epoxidation of Alkenes (mCPBA) Swern Oxidation Oxidation of Secondary Alcohol to Ketone E2 Elimination (Dehydrohalogenation) Claisen Condensation (Ethyl Acetate) Aldol Condensation of Acetaldehyde Kolbe Electrolysis Beckmann Rearrangement (Cyclohexanone Oxime) Catalytic Hydrogenation of Ethylene Dehydration of Ethanol

Frequently Asked Questions

What is the equation for Baeyer-Villiger Oxidation?
The balanced equation is: R₂CO + RCO₃H → R₂CO₂ (ester or lactone).
What type of reaction is Baeyer-Villiger Oxidation?
Baeyer-Villiger Oxidation is a organic reaction.
Is Baeyer-Villiger Oxidation exothermic or endothermic?
Baeyer-Villiger Oxidation is exothermic (releases energy). The enthalpy change (ΔH) is -180.0 kJ/mol.