Chapter 17.12, Problem 15P

Interpretation Introduction

Interpretation:

The structure and the stereochemistry of the principalproduct formed at $\text{pH 9}\text{.5}$ areto be determined. The structure of the isomer that predominately forms at $\text{pH 4}\text{.2}$ is to be identified.

Concept Introduction:

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In comparison to simple ethers, epoxides show higher reactivity towards nucleophilic reagents.

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On reacting with anionic nucleophiles, epoxides form ring-opened products. This reaction is quite rapid and is exothermic in nature.

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The high reactivity of epoxides towards anionic nucleophiles is due to the presence of angle strain in epoxide and this is relieved by opening of the ring.