1. Cl₂, H₂O 2. NaOH Another mechanism for the formation of epoxides is through the formation of a chlorohydrin. Alkenes react with chlorine in the presence of H₂O to give a chlorohydrin via a cyclic chloronium ion intermediate. When the chlorohydrin is treated with strong base, HCI is eliminated and the epoxide is formed. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions 20 →XT H₂O OH₂ 116

1. Cl₂, H₂O 2. NaOH Another mechanism for the formation of epoxides is through the formation of a chlorohydrin. Alkenes react with chlorine in the presence of H₂O to give a chlorohydrin via a cyclic chloronium ion intermediate. When the chlorohydrin is treated with strong base, HCI is eliminated and the epoxide is formed. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions 20 →XT H₂O OH₂ 116

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter19: Enolate Anions And Enamines

Section: Chapter Questions

Problem 19.63P

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