Question

Predict the oxidation product of treating the given alkene with a peroxyacid reagent. Omit byproducts.

Predict the oxidation product of treating the give

Predict the oxidation product of treating the given alkene with a peroxyacid reagent. Omit byproducts.
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Answer #1
Concepts and reason

The concept used to solve this question is the formation of an epoxide by the reaction between an alkene and peroxyacid. Here, peroxyacid acts as electrophile and alkene double bond acts as nucleophile.

Fundamentals

Epoxides or oxiranes are 3-mermbered rings containing two carbon atoms and one oxygen atom.

In the epoxidation reaction of alkene, weak oxygen oxygen bond breaks and new carbon oxygen bond is formed.

The epoxidation reaction is a concerted reaction, occurs in a single step forming a transition state. It follows the syn-selectivity and maintains the stereochemistry of the product.

The transition state formed by the reaction of C=C{\rm{C = C}} and peroxyacid is as follows:

(Alkene)
SH
28
Cyclic Transition State
(Peroxy acid)

The transition state now gives the epoxide as final product. This is shown below:

+
/
ОН
(Epoxide)
(Acetic acid)
I-
Cyclic Transition State

Ans:

Thus, the oxidation product is

(Epoxide)

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