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PRACTICE QUESTIONS FOR CH. 5
PART I
- Is the molecule shown below chiral or achiral?
OH
OH
- Is the molecule shown below chiral or achiral?
C C C
H
H
CO
2
OH
CH
3
- Is the molecule shown below chiral or achiral?
C
CH
2
OH
CO
2
H
H
HO
2
C
- Is the molecule shown below chiral or achiral?
Cl
- Is the molecule shown below chiral or achiral?
CH
3
CH
3
O
- Which of the following terms best describes the pair of compounds shown: enantiomers,
diastereomers, or the same compound?
C
CH
3
H
NH
2
CO
2
H
CO
2
OH
CH
3
H H
2
N
- Which of the following terms best describes the pair of compounds shown: enantiomers,
diastereomers, or the same compound?
CH
3
H
3
C
OH
HO
- Label each asymmetric carbon in the compound below as R or S.
OH
CH
3
- Label each asymmetric carbon in the compound below as R or S.
OH
H CH
3
OH
CH
3
H
- Label each assymetric carbon in the compound below as R or S.
Cl
- Draw the structure of (2 R ,3 S )-2,3-dichloropentane. Take particular care to indicate three-
dimensional stereochemical detail properly.
- Draw the structure of ( S )-1-bromo-1-chloropropane. Take particular care to indicate three-
dimensional stereochemical detail properly.
- Draw the structure of a meso form of 1,3-dichlorocyclopentane. Take particular care to
indicate three-dimensional stereochemical detail properly.
- How many asymmetric carbons are present in the compound below?
CH
3
H
- Is it theoretically possible to separate the pair of compounds below by distillation? Explain
briefly.
O
CH
3
Br
O
CH
3
Br
Draw the Fischer projection of ( S )-2-hydroxybutanoic acid, CH3CH2CH(OH)COOH.
How many enantiomers are there of the molecule shown below?
OH
OH
A. 6 B. 2 C. 0 D. 1 E. 3
- Which of the following terms best describes the pair of compounds shown: enantiomers,
diastereomers, or the same compound?
Cl
H
3
C H
Cl
CH
3
H
Cl
Cl
- Which of the following terms best describes the pair of compounds shown: enantiomers,
diastereomers, or the same compound?
Br
H
3
C
H
CH
2
CH
3
CH
3
CH
2
CH
3
H Br
- Label each asymmetric carbon in the molecule below as having the R or S configuration.
H
H
H
3
C
HO
2
C
CH
2
CH
3
F
