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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

Draw a stepwise mechanism for the following reaction.

What two aldoses yield D-xylose on Wohl degradation?

Draw the products formed when α-D-glucoseis treated with each reagent.

a.CH3I,Ag2O

b.CH3OH,HCl

c. Ac2O, pyridine

d. The product in (a), thenH3O+

e. The product in (b), then Ac2O, pyridine

f. The product in (d), then C6H5CH2Cl,Ag2O

Draw the products formed when D-altrose is treated with each reagent.

D-Arabinose can exist in both pyranose and furanose forms.

  1. Draw the αandβanomers of D-arabinofuranose.
  2. Draw the αandβ anomers of D-arabinopyranose.
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