Chapter 18, Problem 63P

Interpretation Introduction

(a)

Interpretation: A stepwise mechanism for the formation of MOM ether from cyclohexanol is to be stated.

Concept introduction: An alkoxide salt is required to prepare ether. The alkoxide salts are prepared from alcohols through the Bronsted-Lowry acid-base reaction. In this reaction, $\text{NaH}$ or ${\text{NaNH}}_{\text{2}}$ are especially utilized, due to the by-product of the reaction $\left({\text{H}}_{\text{2}}\text{or}{\text{NH}}_{\text{3}}\right)$.

Interpretation Introduction

(b)

Interpretation: The functional group that MOM ether comprises is to be identified.

Concept introduction: Acetals are the groups in which carbon atom is bonded with two $\text{OR}$ groups through single bonds. They are used as protecting groups for aldehydes and ketones as they are stable enough in neutral to strong basic condition.

Interpretation Introduction

(c)

Interpretation: The other products that are formed besides cyclohexanol from the aqueous hydrolysis of the MOM ether are to be predicted, and a stepwise mechanism for the formation of each product is to be drawn.

Concept introduction: Acetals are the groups in which carbon atom is bonded with two $\text{OR}$ groups through single bonds. They are used as protecting groups for aldehydes and ketones as they are stable enough in neutral to strong basic condition.