Chapter 12, Problem 12.50P

Interpretation Introduction

Interpretation:

When cyclohexane is treated with $\text{m-chloroperbenzoic acid}$ and ${\text{H}}_{\text{2}}\text{O}$, $\text{trans-cyclohexane}$ $\text{-1, 2-diol}$ is produced. Mechanism for the given reaction is to be proposed.

Concept introduction:

Treatment of an alkene with a peroxyacid (or peracid) produces an epoxide. The reagent MCPBA, a peroxyacid,, forms an epoxide in a one-step reaction with an alkene.

An epoxide ring is opened by the attack of the nucleophile to form tans diol as a product.