Epoxidation of Alkenes (mCPBA)
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R2C=CR2 + mCPBA → epoxide + mCBA
Обзор
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.
Пример из жизни
Epoxy resin adhesives (like Araldite) are made from epoxides that cross-link with hardeners to form incredibly strong bonds.
Промышленное значение
Ethylene oxide and propylene oxide, the simplest epoxides, are produced at over 30 million tonnes annually for surfactants, antifreeze, and polyurethanes.
Свойства
- Тип
- Organic
- Обратимая
- Нет
- Энергия
- Экзотермическая
- ΔH
- -200,0 kJ/mol