Chapter 9, Problem 9.75P

Interpretation Introduction

Interpretation: A stepwise mechanism for the conversion of $\text{1, 2-epoxycyclohexane}$ to $\text{cyclohex-2-en-1-ol}$ with the given base is to be drawn and an explanation corresponding the given statement that a bulky base must be used in this reaction.

Concept introduction: A nonnucleophilic bulky base always gives elimination product and best for the isomerization of terminal epoxides. Lithium diethylamide (LDA) is a nonnucleophilic bulky base. It is used for the conversion of epoxide into allyl alcohol (elimination product).