Epoxidation of Alkenes (mCPBA)
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R2C=CR2 + mCPBA → epoxide + mCBA
Ikhtisar
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.
Contoh Sehari-hari
Epoxy resin adhesives (like Araldite) are made from epoxides that cross-link with hardeners to form incredibly strong bonds.
Pentingnya dalam Industri
Ethylene oxide and propylene oxide, the simplest epoxides, are produced at over 30 million tonnes annually for surfactants, antifreeze, and polyurethanes.
Sifat
- Jenis
- Organic
- Dapat Dibalik
- Tidak
- Energi
- Eksoterm
- ΔH
- -200,0 kJ/mol