ORGANIC CHEMISTRY  LL PRINT UPGRADE
ORGANIC CHEMISTRY LL PRINT UPGRADE
4th Edition
ISBN: 9781119810643
Author: Klein
Publisher: WILEY
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Chapter 13, Problem 41PP
Interpretation Introduction

Interpretation: The mechanism for the reaction to be identified.

Concept introduction:

Ring-opening of Epoxide: Generally, Epoxide has significant ring strain and undergoes reactions in which the ring is opened relieves the ring strain. Ring–opening involves under a strong Nucleophile or an acid-catalyzed conditions.

Two step mechanistic ways:

  1. I. Nucleophile attack 
  2. II. Proton transfer.

Regiochemistry: The Nucleophile attack at the less substituted position of an epoxide, in the presence of unsymmetrical epoxide.

Stereochemistry:  The Nucleophile attack at the chiral center occurs via SN2 process; resulting an inversion of configuration.

To identify: The mechanism for the reaction to be identified.

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