Organic Chemistry (8th Edition)

Published by Pearson
ISBN 10: 0321768418
ISBN 13: 978-0-32176-841-4

Chapter 8 - Reactions of Alkenes - Problems - Page 361: Problem 8-29 d

Answer

The product is 1,2-epoxycyclodecane.

Work Step by Step

Starting with the alkene and the peroxyacid, a one-step reaction gives the epoxide and the acid directly, without any intermediates. The epoxide ring is formed where the double bond is so on carbon 1 and 2. Since the reactant is trans, the product is also trans. Moreover, since there is a chiral product, there is a racemic mixture.
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