Name four important monosaccharides and tell where each occurs in nature.
Draw the open-chain structure of a 4-carbon deoxy sugar.
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Key Concepts
Deoxy Sugars
Open-Chain Structure
Carbon Atoms in Sugars
How many chiral carbon atoms are present in each of the molecules shown in Problem 20.31?
a.
b.
c.
d.
Only three stereoisomers are possible for 2,3-dibromo-2, 3-dichlorobutane. Draw them, indicating which pair are enantiomers (optical isomers). Why does the other isomer not have an enantiomer?
Classify the four carbohydrates (a)–(d) by indicating the nature of the carbonyl group and the number of carbon atoms present. For example, glucose is an aldohexose.
c.
In Section 15.6, you saw that aldehydes react with reducing agents to yield primary alcohols (RCH=O → RCH2OH). The structures of two D-aldotetroses are shown. One of them can be reduced to yield a chiral product, but the other yields an achiral product. Explain.
Classify the four carbohydrates (a)–(d) by indicating the nature of the carbonyl group and the number of carbon atoms present. For example, glucose is an aldohexose.
d.
