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Epoxidation of Alkenes with Peracids

Epoxidation of Alkenes with Peracids: Proof of Mechanism

The reaction proceeds in a concerted fashion. Since addition proceeds with retention of configuration of the alkene, a mechanism involving a cationic intermediate is excluded.

Fig.1

Further evidence is found in the fact that reaction kinetics are second order and the polarity of the solvent does not influence reaction rates.

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