Chapter 11.9, Problem 11.21P

(a)

Interpretation Introduction

To determine: The structures of the products that one would expect from the reaction of $\text{butan-1-ol}$ with the given reagents.

Interpretation: The structures of the products that one would expect from the reaction of $\text{butan-1-ol}$ with the given reagents are to be stated.

Concept introduction: Reagents $\text{HCl}/{\text{ZnCl}}_{\text{2}},\text{HBr},{\text{PBr}}_{\text{3}},\text{P}/{\text{I}}_{\text{2}}\text{and}{\text{SOCl}}_{\text{2}}$ are used for the conversion of alcohols into alkyl halide. However, $\text{HCl}/{\text{ZnCl}}_{\text{2}}\text{and}\text{HBr}$ give mixture of products with primary and secondary alcohols.

(b)

Interpretation Introduction

To determine: The structures of the products that one would expect from the reaction of $\text{2-methylbutan-2-ol}$ with the given reagents.

Interpretation: The structures of the products that one would expect from the reaction of $\text{2-methylbutan-2-ol}$ with the given reagents are to be stated.

Concept introduction: Reagents $\text{HCl}/{\text{ZnCl}}_{\text{2}},\text{HBr},{\text{PBr}}_{\text{3}},\text{P}/{\text{I}}_{\text{2}}\text{and}{\text{SOCl}}_{\text{2}}$ are used for the conversion of alcohols into alkyl halide. However, $\text{HCl}/{\text{ZnCl}}_{\text{2}}\text{and}\text{HBr}$ give mixture of products with primary and secondary alcohols.

(c)

Interpretation Introduction

To determine: The structures of the products that one would expect from the reaction of $\text{2,2-dimethylbutan-1-ol}$ with the given reagents.

Interpretation: The structures of the products that one would expect from the reaction of $\text{2,2-dimethylbutan-1-ol}$ with the given reagents are to be stated.

Concept introduction: Reagents, $\text{HCl}/{\text{ZnCl}}_{\text{2}},\text{HBr},{\text{PBr}}_{\text{3}},\text{P}/{\text{I}}_{\text{2}}\text{and}{\text{SOCl}}_{\text{2}}$ are used for the conversion of alcohols into alkyl halide. However, $\text{HCl}/{\text{ZnCl}}_{\text{2}}\text{and}\text{HBr}$ give mixture of products with primary and secondary alcohols.

(d)

Interpretation Introduction

To determine: The structures of the products that one would expect from the reaction of $cis\text{-3-methylcyclopentanol}$ with given reagents.

Interpretation: The structures of the products that one would expect from the reaction of $cis\text{-3-methylcyclopentanol}$ with the given reagents are to be stated.

Concept introduction: Reagents $\text{HCl}/{\text{ZnCl}}_{\text{2}},\text{HBr},{\text{PBr}}_{\text{3}},\text{P}/{\text{I}}_{\text{2}}\text{and}{\text{SOCl}}_{\text{2}}$ are used for the conversion of alcohols into alkyl halide. However, $\text{HCl}/{\text{ZnCl}}_{\text{2}}\text{and}\text{HBr}$ give mixture of products with primary and secondary alcohols.