Chapter 11, Problem 11.17P

Interpretation Introduction

(a)

Interpretation:

The product formed when di-isopropyl ether reacts with $\text{HI}$ is to be stated.

Concept introduction:

Ether cleavage reactions are those reactions in which an ether reacts with $\text{HI}$ and $\text{HBr}$ to yield less hindered alkyl halide and alcohol. Protonation of oxygen of ether makes alcohol a good leaving group. Primary ether reacts by ${\text{S}}_{\text{N}}2$ mechanism. When tertiary ether reacts with alkyl halide the reaction occurs by ${\text{S}}_{\text{N}}1$ mechanism.

Interpretation Introduction

(b)

Interpretation:

The products formed when $\text{2-ethoxy-2, 3-dimethylbutane}$ reacts with $\text{HI}$ is to be stated.

Concept introduction:

Ether cleavage reactions are those reactions in which an ether reacts with $\text{HI}$ and $\text{HBr}$ to yield less hindered alkyl halide and alcohol. Protonation of oxygen of ether makes alcohol a good leaving group. Primary ether reacts by ${\text{S}}_{\text{N}}2$ mechanism. When tertiary ether reacts with alkyl halide the reaction occurs by ${\text{S}}_{\text{N}}1$ mechanism.