Chapter 9, Problem 9.13P

Interpretation Introduction

(a)

Interpretation: The products of the dehydration reaction between the given alcohol and $\text{TsOH}$ are to be drawn and the major product is to be labeled if the reaction results a mixture.

Concept introduction: Alcohols undergo dehydration reaction in the presence of strong acids like ${\text{H}}_{\text{2}}{\text{SO}}_{\text{4}}$ or $\text{p-toluenesulfonic}\text{acid}\left(\text{TsOH}\right)$ and yield alkenes. The more substituted alcohols dehydrate rapidly. If an alcohol contains two or more $\text{β}$ carbon, then dehydration is regioselective and the major product is determined by Zaitsev rule. According to this rule, the major product is more substituted alkene, when an alcohol contains two or more $\text{β}$ carbons.

Interpretation Introduction

(b)

Interpretation: The products of the dehydration reaction between the given alcohol and $\text{TsOH}$ are to be drawn and the major product is to be labeled if the reaction results a mixture.

Concept introduction: Alcohols undergo dehydration reaction in the presence of strong acids like ${\text{H}}_{\text{2}}{\text{SO}}_{\text{4}}$ or $\text{p-toluenesulfonic}\text{acid}\left(\text{TsOH}\right)$ and yield alkenes. The more substituted alcohols dehydrate rapidly. If an alcohol contains two or more $\text{β}$ carbon, then dehydration is regioselective and the major product is determined by Zaitsev rule. According to this rule, the major product is more substituted alkene, when an alcohol contains two or more $\text{β}$ carbons.

Interpretation Introduction

(c)

Interpretation: The products of the dehydration reaction between the given alcohol and $\text{TsOH}$ are to be drawn and the major product is to be labeled if the reaction results a mixture.

Concept introduction: Alcohols undergo dehydration reaction in the presence of strong acids like ${\text{H}}_{\text{2}}{\text{SO}}_{\text{4}}$ or $\text{p-toluenesulfonic}\text{acid}\left(\text{TsOH}\right)$ and yield alkenes. The more substituted alcohols dehydrate rapidly. If an alcohol contains two or more $\text{β}$ carbon, then dehydration is regioselective and the major product is determined by Zaitsev rule. According to this rule, the major product is more substituted alkene, when an alcohol contains two or more $\text{β}$ carbons.