Chapter 10, Problem 10.22P

Interpretation Introduction

(a)

Interpretation:

The detailed mechanism for the given reaction is to be drawn.

Concept introduction:

Epoxides are the three-membered ring ethers. Because of smaller ring, epoxides are less stable and undergo ring opening with greater variety of nucleophiles. The epoxide ring opening by the nucleophilic substitution proceeds via ${\text{S}}_{\text{N}}\text{2}$ mechanism. The nucleophile attacks the less substituted epoxide carbon. The product formed in epoxide ring opening is an alcohol.

Interpretation Introduction

(b)

Interpretation:

The detailed mechanism for the given reaction is to be drawn.

Concept introduction:

Epoxides are the three-membered ring ethers. Because of smaller ring, epoxides are less stable and undergo ring opening with greater variety of nucleophiles. The epoxide ring opening by the nucleophilic substitution proceeds via ${\text{S}}_{\text{N}}\text{2}$ mechanism. The nucleophile attacks the less substituted epoxide carbon. The product formed in epoxide ring opening is an alcohol. The terminal alkynes can be converted to a good nucleophile by deprotonation.

Interpretation Introduction

(c)

Interpretation:

The detailed mechanism for the given reaction is to be drawn.

Concept introduction:

Epoxides are the three-membered ring ethers. Because of smaller ring, epoxides are less stable and undergo ring opening with greater variety of nucleophiles. The epoxide ring opening by the nucleophilic substitution proceeds via ${\text{S}}_{\text{N}}\text{2}$ mechanism. The nucleophile attacks the less substituted epoxide carbon. The product formed in epoxide ring opening is an alcohol. The terminal alkynes can be converted to a good nucleophile by deprotonation.