Epoxidation of Alkenes (mCPBA)

R₂C=CR₂ + mCPBA → epoxide + mCBA

Visão geral

Meta-chloroperoxybenzoic acid (mCPBA) converts alkenes to epoxides (oxiranes) in a concerted syn-addition. The peracid oxygen inserts into the C=C bond, forming a strained three-membered ring. Epoxides are highly reactive due to ring strain and serve as versatile synthetic intermediates.

Exemplo do cotidiano

Epoxy resin adhesives (like Araldite) are made from epoxides that cross-link with hardeners to form incredibly strong bonds.

Importância industrial

O óxido de etileno e o óxido de propileno, os epóxidos mais simples, são produzidos em mais de 20 e 10 milhões de toneladas por ano, respetivamente, e são fundamentais para a fabricação de poliésteres, poliuretanos e surfactantes.

Propriedades

Tipo: Organic
Reversível: Não
Energia: Exotérmico
ΔH: -200,0 kJ/mol

Reações relacionadas

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

Frequently Asked Questions

What is the equation for Epoxidation of Alkenes (mCPBA)?

The balanced equation is: R₂C=CR₂ + mCPBA → epoxide + mCBA.

What type of reaction is Epoxidation of Alkenes (mCPBA)?

Epoxidation of Alkenes (mCPBA) is a organic reaction.

Is Epoxidation of Alkenes (mCPBA) exothermic or endothermic?

Epoxidation of Alkenes (mCPBA) is exothermic (releases energy). The enthalpy change (ΔH) is -200.0 kJ/mol.