EBK GET READY FOR ORGANIC CHEMISTRY
EBK GET READY FOR ORGANIC CHEMISTRY
2nd Edition
ISBN: 8220100576379
Author: KARTY
Publisher: PEARSON
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Chapter 12, Problem 12.17P
Interpretation Introduction

Interpretation:

The complete, detailed mechanism and the major product, paying close attention to stereochemistry is to be drawn for the given reaction.

Concept introduction:

It is an electrophilic addition reaction of the peroxy group to an alkene. MCPBA contains the ‘peroxy’ (-COOOH) group, which acts as an electrophile. Alkene act as a nucleophile and forms an epoxide (oxirane ring) in a concerted first step of the reaction. Rearrangement and rotation about the carbon-carbon double bond in an alkene are not permitted. So, the transfer of oxygen is the same side of the double bond. Therefore, stereochemistry about the carbon-carbon double bond is the same in the product.

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EBK GET READY FOR ORGANIC CHEMISTRY

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