Chapter 4: Q78P (page 143)
Using skeletal structures, draw the stereoisomers of
a. 2,4-dichloroheptane. b. 2,4-dichloropentane.
Short Answer
We have to draw the structures of stereoisomers of following compounds:
a)

b)

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Chapter 4: Q78P (page 143)
Using skeletal structures, draw the stereoisomers of
a. 2,4-dichloroheptane. b. 2,4-dichloropentane.
We have to draw the structures of stereoisomers of following compounds:
a)

b)

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Assign relative priorities to each set of substituents:
a. -Br -I -OH -CH3
b. -CH2CH2OH -OH -CH2Cl -CH=CH2
Naproxen, a nonsteroidal anti-inflammatory drug that is the active ingredient in Aleve (p. 115), has a specific rotation of +66. One commercial preparation result in a mixture with a 97% enantiomeric excess.
a. Does naproxen have the R or the S configuration?
b. What percent of each enantiomer is obtained from the commercial preparation?
For many centuries, the Chinese have used extracts from a group of herbs known as ephedra to treat asthma. A compound named ephedrine has been isolated from these herbs and found to be a potent dilator of air passages in the lungs.
a. How many stereoisomers does ephedrine have?
b. The stereoisomer shown here is the one that is pharmacologically active. What is the configuration of each of the asymmetric centers?

(+)-Mandelic acid has a specific rotation of +158. What would be the observed specific rotation of each of the following mixtures?
a. 50% (-)-mandelic acid and 50% (+)-mandelic acid
b. 25% (-)-mandelic acid and 75% (+)-mandelic acid
c. 75% (-)-mandelic acid and 25% (+)-mandelic acid
Are the following pairs identical, enantiomers, diastereomers, or constitutional isomers?
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