Chapter 14, Problem 14.41SP

(a)

Interpretation Introduction

To determine: The method of synthesis of given ether.

Interpretation: The method of synthesis of given ether is to be predicted.

Concept introduction: Lithium aluminum hydride (${\text{LiAlH}}_{\text{4}}$) is a strong reducing agent which reduces ketones to secondary alcohols and aldehydes to primary alcohols. Both ${\text{LiAlH}}_{\text{4}}$ and Grignard reagents react with carbonyl compounds to give alkoxide ion intermediate. These alkoxide intermediates react with primary or methyl alkyl halides or tosylates to give ethers.

(b)

Interpretation Introduction

To determine: The method of synthesis of given ether.

Interpretation: The method of synthesis of given ether is to be predicted.

Concept introduction: Lithium aluminum hydride (${\text{LiAlH}}_{\text{4}}$) is a strong reducing agent which reduces ketones to secondary alcohols and aldehydes to primary alcohols. Both ${\text{LiAlH}}_{\text{4}}$ and Grignard reagents react with carbonyl compounds to give alkoxide ion intermediate. These alkoxide intermediates react with primary or methyl alkyl halides or tosylates to give ethers.

(c)

Interpretation Introduction

To determine: The method of synthesis of given ether.

Interpretation: The method of synthesis of given ether is to be predicted.

Concept introduction: Lithium aluminum hydride (${\text{LiAlH}}_{\text{4}}$) is a strong reducing agent which reduces ketones to secondary alcohols and aldehydes to primary alcohols. Both ${\text{LiAlH}}_{\text{4}}$ and Grignard reagents react with carbonyl compounds to give alkoxide ion intermediate. These alkoxide intermediates react with primary or methyl alkyl halides or tosylates to give ethers.