Return to Contents Chapter 6: Reactions of Alkenes: Addition Reactions Ch 6 contents

Epoxidation of Alkenes

epoxidation of alkenes
Reaction type: Electrophilic Addition

Summary

stereoselectivity 

QUESTIONS

MECHANISM FOR REACTION OF ALKENES WITH PERACID
A single step reaction involving several changes.
Start at the C=C as the nucleophile, make a bond to the slightly electrophilic O, break the weak O-O, make a new C=O ,break the original C=O to make a new O-H bond, break the original O-H to form the new C-O bond ! (phew !)
bond to give the epoxide.
formation of an epoxide by reaction of a peracid with an alkene

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organic chemistry © Dr. Ian Hunt, Department of Chemistry University of Calgary