Chapter 14, Problem 46PP

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 ${\text{S}}_{\text{N}}\text{2}$ process; resulting an inversion of configuration.

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