Chapter 10, Problem 85P

(a)

Interpretation Introduction

Interpretation:

The mechanism of the given reaction should be proposed.

Concept introduction:

In the presence of acid catalyst, this reaction takes place through partial ${\text{S}}_{\text{N}}1$ and partial ${\text{S}}_{\text{N}}\text{2}$ pathway. Epoxides are reactive, Epoxides get protonated followed by alcohol attacks to the stable carbocation and form the product.

Epoxides are reactive, methoxide ion attacks epoxides in a less sterically hindered position which forms the alkoxide ion, and then it gets proton from alcohol which form the product.

(b)

Interpretation Introduction

Interpretation:

The structure of all products that formed in the given reaction should be drawn.

Concept introduction:

In the presence of acid catalyst, this reaction takes place through partial ${\text{S}}_{\text{N}}1$ and partial ${\text{S}}_{\text{N}}\text{2}$ pathway. Epoxides are reactive, Epoxides get protonated followed by alcohol attacks to the stable carbocation and form the product.

Epoxides are reactive, methoxide ion attacks epoxides in a less sterically hindered position which forms the alkoxide ion, and then it gets proton from alcohol which form the product.

(c)

Interpretation Introduction

Interpretation:

The reason should be explained for the formation of six member ring compound in the given reaction.

Concept introduction:

In the presence of acid catalyst, this reaction takes place through partial ${\text{S}}_{\text{N}}1$ and partial ${\text{S}}_{\text{N}}\text{2}$ pathway. Epoxides are reactive, Epoxides get protonated followed by alcohol attacks to the stable carbocation and form the product.

Epoxides are reactive, methoxide ion attacks epoxides in a less sterically hindered position which forms the alkoxide ion, and then it gets proton from alcohol which form the product.