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Chapter 28: Q43P (page 1148)

Draw a Haworth projection for each compound using the structures in Figures 28.4 and 28.5.

Short Answer

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Answer:

a.

b.

c.

Step by step solution

01

Haworth Projection

Haworth projection is the cyclic structure used for presenting the monosaccharides in 3-D. For D-sugar, CH2OH is drawn up, and in the case of L-sugar, the CH2OH is drawn down.

02

Haworth projection of  β-D-talapyranose

a. The 尾-D-talopyranose is a D-sugar means CH2OH is drawn upwards. It is a 尾anomer, and this means OH is up at C1.

Haworth projection of尾-D-talopyranose

03

Haworth projection of α-D-galactopyranose

b. The 伪-D-galactopyranoseis a D-sugar means CH2OH is drawn upwards. It is an 伪anomer, and this means OH is down at C1.


Haworth projection of伪-D-galactopyranose

04

Haworth projection of α-D-tagatofuranose

The 伪-D-tagatofuranoseis a D-sugar means CH2OH is drawn upwards. It is an 伪anomer, and this means OH is down at C1.


Haworth projection of伪-D-tagatofuranose

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Most popular questions from this chapter

What two aldoses yield D-xylose on Wohl degradation?

Consider the tetrasaccharide stachyose drawn below. Stachyose is found in white jasmine, soybeans, and lentils. Because humans cannot digest it, its consumption causes flatulence.

a. Label all glycoside bonds.

c. What products are formed when stachyose is hydrolyzed with H3O+?

d. Is stachyose a reducing sugar?

e. What product is formed when stachyose is treated with excess CH3I, Ag2O?

f. What products are formed when the product in (e) is treated with H3O+?

a. Identify the glycosidic linkage in disaccharide C, classify the glycosidic bond as 伪or尾, and use numbers to designate its location.

b. Identify the lettered compounds in the following reaction.

Cellobiose, a disaccharide obtained by the hydrolysis of cellulose, is composed of two glucose units joined together in a 1鈫�4-尾- glycoside bond. What is the structure of cellobiose?

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

a.data-custom-editor="chemistry" Ag2O+CH3I

b.data-custom-editor="chemistry" NAH+C6H5CH2Cl

c. The product in (b), then

d.data-custom-editor="chemistry" Theproductin(b.)andH3O+

e. data-custom-editor="chemistry" Ac2O+pyridine

f. data-custom-editor="chemistry" C6H5COCl+pyridine

g. The product in (c), then data-custom-editor="chemistry" C6H5COCl+pyridine
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