Chapter 9, Problem 44P

(a)

Interpretation Introduction

Interpretation:

Substitution products obtained when $\text{2-bromo-2-methypropane}$ is dissolved in a mixture of $\text{80\%}$ ethanol and $20\%$ water is to be identified.

Concept Introduction:

Ether can be synthesized by the reaction of an alkyl halide with an alkoxide ion.  This reaction is called the Williamson ether synthesis.

$\text{R-Br}\text{+}{\text{R-O}}^{\text{-}}\to \text{R-O-R}\text{+}{\text{Br}}^{\text{-}}$

Where $\text{R-Br}$ is alkyl halide and ${\text{R-O}}^{\text{-}}$ is alkoxide ion.

(b)

Interpretation Introduction

Interpretation:

The same products are obtained in part (a) when $\text{2-chloro-2-methypropane}$ is dissolved a mixture of $80\%$ ethanol and $20\%$ water is to be identified.

Concept Introduction:

Ether can be synthesized by the reaction of an alkyl halide with an alkoxide ion. This reaction is called the Williamson ether synthesis.

$\text{R-Br}\text{+}{\text{R-O}}^{\text{-}}\to \text{R-O-R}\text{+}{\text{Br}}^{\text{-}}$

Where $\text{R-Br}$ is alkyl halide and ${\text{R-O}}^{\text{-}}$ is alkoxide ion.