Chapter 28, Problem 28.55P

Interpretation Introduction

(a)

Interpretation: The conversion of D-glucose into the given compound is to be predicted.

Concept introduction: The hydroxyl groups of monosaccharides are converted into the ether groups in presence of base and alkyl halide. Glycosidic linkages are hydrolyzed in presence of acid to form cyclic hemiacetal and corresponding alcohol.

Interpretation Introduction

(b)

Interpretation: The conversion of D-glucose into the given compound is to be predicted.

Concept introduction: The hydroxyl groups of monosaccharides are converted into the ether groups in presence of base and alkyl halide. The carbonyl group of aldoses can be reduced to alcohol using metal hydrides.

Interpretation Introduction

(c)

Interpretation: The conversion of D-glucose into the given compound is to be predicted.

Concept introduction: The aldehyde group of aldoses oxidizes to carboxylic acid group in presence of bromine water to form aldonic acids. The hydroxyl groups of monosaccharides are converted into the ester groups in presence of base and acetic anhydride or acetyl chloride.