Baeyer-Villiger Oxidation

R₂CO + RCO₃H → R₂CO₂ (ester or lactone)

Aperçu

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.

Exemple du quotidien

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

Importance industrielle

Caprolactone production by Baeyer-Villiger oxidation of cyclohexanone supports the biodegradable plastic and medical device industries.

Propriétés

Type: Organic
Réversible: Non
Énergie: Exothermique
ΔH: -180,0 kJ/mol

Réactions associées

Swern Oxidation Oxidation of Secondary Alcohol to Ketone Claisen Condensation (Ethyl Acetate) Kolbe Electrolysis 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 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.