Department of Chemistry Organic Chemistry
and Earth Sciences CHEM 211 – Spring 2014
Stereochemistry sample problems for practice
1) ________ are isomers which have the same bonding sequence but differ in the orientation of their
atoms in space.
Answer: Stereoisomers
2) What term describes the structural relationship between cis-1,2-dimethylcyclopentane and trans-1,3-
dimethylcyclopentane?
A) not isomers
B) constitutional isomers
C) enantiomers
D) diastereomers
E) conformers
Answer: B
3) What is the structural relationship between the two molecule shown below?
A) constitutional isomers
B) enantiomers
C) diastereomers
D) conformational isomers
E) not isomers
Answer: A
5) Which of the following incorrectly describes cis-1,2-dimethylcyclopentane?
A) It is a meso compound.
B) It is achiral.
C) It contains two asymmetric carbons.
D) Its diastereomer is trans-1,2-dimethylcyclopentane.
E) It has an enantiomer.
Answer: E
6) Which of the following terms best describes the pair of compounds shown: enantiomers,
1
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, diastereomers, or the same compound?
Answer: the same compound
7) Which of the following terms best describes the pair of compounds shown: enantiomers,
diastereomers, or the same compound?
Answer: the same compound
8) How many asymmetric carbon atoms are present in the following compound?
A) 0
B) 1
C) 2
D) 3
E) 4
Answer: B
9) How many asymmetric carbons are present in the compound below?
Answer: none
10) How many asymmetric carbons are present in the compound below?
Answer: 5
11) How many asymmetric carbon atoms are present in the molecule shown?
2
Copyright © 2013 Pearson Education, Inc.
and Earth Sciences CHEM 211 – Spring 2014
Stereochemistry sample problems for practice
1) ________ are isomers which have the same bonding sequence but differ in the orientation of their
atoms in space.
Answer: Stereoisomers
2) What term describes the structural relationship between cis-1,2-dimethylcyclopentane and trans-1,3-
dimethylcyclopentane?
A) not isomers
B) constitutional isomers
C) enantiomers
D) diastereomers
E) conformers
Answer: B
3) What is the structural relationship between the two molecule shown below?
A) constitutional isomers
B) enantiomers
C) diastereomers
D) conformational isomers
E) not isomers
Answer: A
5) Which of the following incorrectly describes cis-1,2-dimethylcyclopentane?
A) It is a meso compound.
B) It is achiral.
C) It contains two asymmetric carbons.
D) Its diastereomer is trans-1,2-dimethylcyclopentane.
E) It has an enantiomer.
Answer: E
6) Which of the following terms best describes the pair of compounds shown: enantiomers,
1
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, diastereomers, or the same compound?
Answer: the same compound
7) Which of the following terms best describes the pair of compounds shown: enantiomers,
diastereomers, or the same compound?
Answer: the same compound
8) How many asymmetric carbon atoms are present in the following compound?
A) 0
B) 1
C) 2
D) 3
E) 4
Answer: B
9) How many asymmetric carbons are present in the compound below?
Answer: none
10) How many asymmetric carbons are present in the compound below?
Answer: 5
11) How many asymmetric carbon atoms are present in the molecule shown?
2
Copyright © 2013 Pearson Education, Inc.