Epoxidation of Alkenes (mCPBA)
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R2C=CR2 + mCPBA → epoxide + mCBA
개요
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.
일상 속 예시
Epoxy resin adhesives (like Araldite) are made from epoxides that cross-link with hardeners to form incredibly strong bonds.
산업적 중요성
에폭사이드는 반응성이 높은 중간체로, 에폭시 수지, 의약품, 향료 합성에 광범위하게 사용됩니다. 입체특이적 에폭시화를 통한 광학 활성 화합물 합성에 중요합니다.
성질
- 유형
- Organic
- 가역 반응
- 아니오
- 에너지
- 발열
- ΔH
- -200.0 kJ/mol