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문제 83
The specific rotation of (R)-(+)-glyceraldehyde is +8.7. If the observed specific rotation of a mixture of (R)-glyceraldehyde and (S)-glyceraldehyde is +1.4, what percent of glyceraldehyde is present as the R enantiomer?
문제 84a,b
Indicate whether each of the following structures is (R)-2-chlorobutane or (S)-2-chlorobutane:
a.
b.
문제 84c,d
Indicate whether each of the following structures is (R)-2-chlorobutane or (S)-2-chlorobutane:
c.
d.
문제 84e,f
Indicate whether each of the following structures is (R)-2-chlorobutane or (S)-2-chlorobutane:
e.
f.
문제 85
Butaclamol is a potent antipsychotic that has been used clinically in the treatment of schizophrenia. How many asymmetric centers does it have?
문제 86
Explain how R and S are related to (+) and (-).
문제 87
Are the following pairs identical, enantiomers, diastereomers, or constitutional isomers?
a.
b.
문제 88b
Which stereoisomers are optically inactive?
문제 89a,b
What is the configuration of the asymmetric centers in the following compounds?
a.
b.
문제 90(5-8)
Identify
5. achiral compounds
6. meso compounds
7. enantiomers
8. diastereomers
문제 90a
Draw all the isomers with molecular formula C6H12 that contain a cyclobutane ring.
문제 90c(1,2,3,4)
Identify
1. constitutional isomers
2. stereoisomers
3. cis–trans isomers
4. chiral compounds
문제 91
A compound has a specific rotation of -39.0. A solution of the compound (0.187 g/100 mL) has an observed rotation of -6.52° when placed in a polarimeter tube 10 cm long. What is the percent of each enantiomer in the solution?
문제 92a,b
Are the following pairs identical, enantiomers, diastereomers, or constitutional isomers?
a.
b.
문제 92c,d
Are the following pairs identical, enantiomers, diastereomers, or constitutional isomers?
c.
d.
문제 93a,b,c
Draw structures for the following:
a. (S)-1-bromo-1-chlorobutane
b. (2R,3R)-2,3-dichloropentane
c. an achiral stereoisomer of 1,2-dimethylcyclohexane
문제 93d
Draw structures for the following:
d. a chiral stereoisomer of 1,2-dibromocyclobutane
문제 93e
Draw structures for the following:
e. two achiral stereoisomers of 3,4,5-trimethylheptane
문제 94
For each of the following structures, draw the most stable chair conformer.
a.
b.
문제 95
Explain why the enantiomers of 1,2-dimethylaziridine can be separated even though one of the “groups” attached to nitrogen is a lone pair.
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문제 96
A sample of (S)-(+)-lactic acid was found to have an enantiomeric excess of 72%. How much R isomer is present in the sample?
문제 98a
Using the wedge-and-dash notation, draw the nine stereoisomers of 1,2,3,4,5,6-hexachlorocyclohexane.
문제 98b
From the nine stereoisomers, identify one pair of enantiomers.
문제 99c
What is the configuration of each of the asymmetric centers in the following compounds?
c.
문제 100
Tamiflu is used for the prevention and treatment of flu. What is the configuration of each of its asymmetric centers?
문제 101
A student decided that the configuration of the asymmetric centers in a sugar such as D-glucose could be determined rapidly by simply assigning the R configuration to an symmetric center with an OH group on the right and the S configuration to an symmetric center with an OH group on the left. Is he correct?
문제 102a
Draw the two chair conformers for each of the stereoisomers of trans-1-tert-butyl-3-methylcyclohexane.
문제 102b
For each pair, indicate which conformer is more stable.
문제 105a,b
What is the configuration of each of the asymmetric centers in the following compounds?
a.
b.
문제 105c,d
What is the configuration of each of the asymmetric centers in the following compounds?
c.
d.
