Chapter 18.SE, Problem 61GP

Interpretation Introduction

Interpretation:

Given that Grignard reagents react with oxetane to yield primary alcohols, but the reaction is much slower than the corresponding reaction with ethylene oxide. The reason for the difference in reactivity between oxenate and ethylene oxide is to be suggested.

Concept introduction:

The ring size of cyclic compound has a great influence on its reactivity. Normally cyclic compounds with rings made up of 3 or 4 of carbon atoms are less stable and react fast as the strain in the molecule is relieved when the ring opens by reaction.

To suggest:

The reason for the difference in reactivity between oxenate and ethylene oxide when they are treated with Grignard reagents. Oxenate reacts much slower than ethylene oxide.