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Organic Chemistry

9th Edition
John E. McMurry
Publisher: Cengage Learning
ISBN: 9781305080485

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BuyFindarrow_forward

Organic Chemistry

9th Edition
John E. McMurry
Publisher: Cengage Learning
ISBN: 9781305080485
Chapter 17.SE, Problem 27MP
Textbook Problem
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Epoxides react with Grignard regents to yield alcohols. Propose a mechanism.

Chapter 17.SE, Problem 27MP, Epoxides react with Grignard regents to yield alcohols. Propose a mechanism.

Interpretation Introduction

Interpretation:

A mechanism for the reaction of epoxides with Grignard reagents to yield alcohols is to be proposed.

Concept introduction:

Carbon in Grignard reagents are negatively polarized and hence are nucleophilic. Thus it can attack the epoxide ring from the backside leading to the formation of a trans product.

To propose:

A mechanism for the reaction of epoxides with Grignard reagents to yield alcohols.

Explanation of Solution

The carbon-magnesium bond in Grignard reagents is polarized with carbon at the negative end. Hence carbon in a Grignard reagent is nucleophilic...

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Chapter 17 Solutions

Organic Chemistry
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