1. When cyclopentene is allowed to react with bromine in an aqueous solution of sodium chloride, the products of the reaction are trans-1,2-dibromocyclopentane, trans-1-bromo-2-chlorocyclopentane, and trans-2-bromo-1-cyclopentanol. Write mechanisms to account for the formation of all these products.

1. When cyclopentene is allowed to react with bromine in an aqueous solution of sodium chloride, the products of the reaction are trans-1,2-dibromocyclopentane, trans-1-bromo-2-chlorocyclopentane, and trans-2-bromo-1-cyclopentanol. Write mechanisms to account for the formation of all these products.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter22: Carbonyl Alpha-substitution Reactions

Section22.SE: Something Extra

Problem 26MP: Nonconjugated , -unsaturated ketones, such as 3-cyclohexenone, are in an acid-catalyzed equilibrium...

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