Epoxidation of Alkenes (mCPBA)

R2C=CR2 + mCPBA → epoxide + mCBA

概要

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.

日常の例

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

産業上の重要性

最も単純なエポキシドであるエチレンオキシドとプロピレンオキシドは年間3,000万トン以上製造されている。エポキシ化は医薬品、農薬、エポキシ樹脂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
-200.0 kJ/mol

関連する反応

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.