Organic Chemistry, 7e (Wade)
Chapter 5 Stereochemistry
1) 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
Diff: 2
Section: 5.1
2) What term describes the structural relationship between (2R,3R,4S)-2,3,4-trichloroheptane
and (2S,3S,5R)-2,3,5-trichloroheptane?
A) not isomers
B) constitutional isomers
C) enantiomers
D) diastereomers
E) conformers
Answer: B
Diff: 2
Section: 5.1
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
Diff: 2
Section: 5.1
1
,4) __________ are isomers which have the same bonding sequence but differ in the orientation
of their atoms in space.
Answer: Stereoisomers
Diff: 1
Section: 5.1
5) How many asymmetric carbon atoms are present in the following compound?
A) 0
B) 1
C) 2
D) 3
E) 4
Answer: B
Diff: 1
Section: 5.2
6) How many asymmetric carbon atoms are present in the following compound?
A) 0
B) 1
C) 2
D) 3
E) 4
Answer: A
Diff: 1
Section: 5.2
2
,7) How many enantiomers are there of the molecule shown below?
A) 0
B) 1
C) 2
D) 3
E) 6
Answer: B
Diff: 1
Section: 5.2
8) 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
Diff: 1
Section: 5.2
9) Which of the statements below correctly describes an achiral molecule?
A) The molecule has a nonsuperimposable mirror image.
B) The molecule exhibits optical activity when it interacts with plane-polarized light.
C) The molecule has an enantiomer.
D) The molecule might be a meso form.
E) None of the above
Answer: D
Diff: 2
Section: 5.2
3
, 10) What term describes the structural relationship between (2R,3R,4S)-2,3,4-trichloroheptane
and (2S,3S,4R)-2,3,4-trichloroheptane?
A) not isomers
B) constitutional isomers
C) enantiomers
D) diastereomers
E) conformers
Answer: C
Diff: 2
Section: 5.2
11) If possible, draw the structure of the enantiomer of the molecule shown below.
Answer:
Diff: 2
Section: 5.2
12) Is the mirror image of the following molecule an enantiomer or is it superimposable with it?
Answer: Superimposable. The molecule is achiral.
Diff: 2
Section: 5.2
4
Chapter 5 Stereochemistry
1) 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
Diff: 2
Section: 5.1
2) What term describes the structural relationship between (2R,3R,4S)-2,3,4-trichloroheptane
and (2S,3S,5R)-2,3,5-trichloroheptane?
A) not isomers
B) constitutional isomers
C) enantiomers
D) diastereomers
E) conformers
Answer: B
Diff: 2
Section: 5.1
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
Diff: 2
Section: 5.1
1
,4) __________ are isomers which have the same bonding sequence but differ in the orientation
of their atoms in space.
Answer: Stereoisomers
Diff: 1
Section: 5.1
5) How many asymmetric carbon atoms are present in the following compound?
A) 0
B) 1
C) 2
D) 3
E) 4
Answer: B
Diff: 1
Section: 5.2
6) How many asymmetric carbon atoms are present in the following compound?
A) 0
B) 1
C) 2
D) 3
E) 4
Answer: A
Diff: 1
Section: 5.2
2
,7) How many enantiomers are there of the molecule shown below?
A) 0
B) 1
C) 2
D) 3
E) 6
Answer: B
Diff: 1
Section: 5.2
8) 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
Diff: 1
Section: 5.2
9) Which of the statements below correctly describes an achiral molecule?
A) The molecule has a nonsuperimposable mirror image.
B) The molecule exhibits optical activity when it interacts with plane-polarized light.
C) The molecule has an enantiomer.
D) The molecule might be a meso form.
E) None of the above
Answer: D
Diff: 2
Section: 5.2
3
, 10) What term describes the structural relationship between (2R,3R,4S)-2,3,4-trichloroheptane
and (2S,3S,4R)-2,3,4-trichloroheptane?
A) not isomers
B) constitutional isomers
C) enantiomers
D) diastereomers
E) conformers
Answer: C
Diff: 2
Section: 5.2
11) If possible, draw the structure of the enantiomer of the molecule shown below.
Answer:
Diff: 2
Section: 5.2
12) Is the mirror image of the following molecule an enantiomer or is it superimposable with it?
Answer: Superimposable. The molecule is achiral.
Diff: 2
Section: 5.2
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