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Chapter 28: Problem 28.43 (page 1148)

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

  1. 尾-D-talopyranose
  2. 伪-D-galactopyranose
  3. 伪-D-tagatofuranose

Short Answer

Expert verified

Answer

a.

b.

c.

Step by step solution

01

Step-by-Step Solution Step 1: 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 is drawn down.

02

Haworth projection of  β-D-talopyranose

a. The 尾-D-talopyranoseis a D-sugar means CH2OHis 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 meansCH2OHis drawn upwards. It is anlocalid="1648627008192" 伪anomer, and this means OH is down at C1.


Haworth projection of 伪-D-galactopyranose

04

Haworth projection of α-D-tagatofuranose

c. The 伪-D-tagatofuranoseis a D-sugar means CH2OHis drawn upwards. It is 伪an 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

Consider the following six compounds (A-F).


How are the two compounds in each pair related? Choose from enantiomers, epimers, diastereomers but not epimers, constitutional isomers, and identical compounds.

A and B

A and C

B and C

A and D

E and F

Draw a stepwise mechanism for the following reaction.

Question: Label each stereogenic center as RorS.

A D-aldopentose A is reduced to an optically active alditol. Upon Kiliani-Fischer synthesis, A is converted to two D-aldohexoses, B and C. B is oxidized to an optically inactive aldaric acid. C is oxidized to an optically active aldaric acid. What are the structures of A-C?

Question: Convert the ball-and-stick model to a Fischer projection.
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