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Chapter 28: Q52P (page 1149)

Draw a Fischer projection of the monosaccharide from which each of the following glycosides was prepared.

Short Answer

Expert verified

a.

b.

Step by step solution

01

Fischer projection

Three-dimensional molecules are indicated as two-dimensional structures on a two-dimensional plane like paper. Isomers of several sugars are indicated as the Fischer projection in organic chemistry.

02

Glycosides

Glycosides constitute compounds generating one or several sugars on hydrolysis. The sugars linked to another functional group through a glycosidic bond is a glycoside.

03

Fischer projection of the monosaccharide from which the glycosides are prepared

a. Glycosides on hydrolysis produce the monosaccharide and the alcohol, which can be given as:

The conversion of the Haworth projection of beta-D-Glucose to the Fischer projection is:

b. The hydrolysis of compound b results in a monosaccharide and alcohol

The conversion of the Haworth projection to the Fischer projection can be given as:

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Most popular questions from this chapter

Which D-aldopentose is oxidized to an optically active aldaric acid and undergoes the Wolf degradation to yield a D-aldotetrose that is oxidized to an optically active aldaric acid?

Which aldoses are oxidized to optically inactive aldaric acids: (a) D-erythrose; (b) D-lyxose; (c) D-galactose?

Draw a stepwise mechanism for the following hydrolysis.

What glycosides are formed when each monosaccharide is treated with CH3CH2OH, HCl:

(a) 尾-D-Mannose; (b)伪-D-glucose ; (c) 尾-D-fructose ?

A 2-ketohexose is reduced with NaBH4 in CH3OH to form a mixture of D-galactitol and D-talitol. What is the structure of the 2-ketohexose?
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