Question 1

Which of the following compounds is chiral?

A) 2-methyl-2-pentanol
B) 2-bromobutane
C) methylcyclohexane
D) 2-propanol

Question 2
Which of the molecules below is optically
active?

A)
B)
C)
D)

1 only
1 and 3
1 and 2
1, 2 and 3

Question 3
How many chirality centers are in the molecule
shown at the right?
A) 1
B) 2
C) 3
D) 4

Question 4
How many chirality centers are in the molecule
shown at the right?
A) 1
B) 2
C) 3
D) 4

Question 5
Determine the absolute configuration of the
molecule shown.
A) (S)
B) (R)
C) not optically active

Question 6
What is the absolute configuration of the
molecule shown?
A)
B)
C)

(R)
(S)
not optically active

Question 8
Determine the relationship between the
compounds shown below.

A)
B)
C)
D)

identical
enantiomers
diastereomers
meso

Question 10
What product(s) will be isolated from the reaction
shown?

A) cis-1,3-cyclohexanediol
B) trans-1,3-cyclohexanediol
C) mixture of cis- and trans-1,3cyclohexanediol
D) cyclohexanol only

Question 11
Which one of the following groups has the
highest ranking when precedence is
assigned according to the Cahn-IngoldPrelog rules?
A) -CH=CH2
B) -CH=O
C) -CH2CH2Br
D) -CH2F

Question 12
Which one of the following compounds is
chiral?
A) 1-methylcyclohexanol
B) cis-2-methylcyclohexanol
C) trans-4-methylcyclohexanol
D) cyclohexanol

Question 13
Which one of the following is achiral?
A) 2-chloropentane
B) 3-chloropentane
C) 1,2-dichloropentane
D) 1,3-dichloropentane

Question 14
Which one of the following has the most
stereoisomeric forms?
A) 2-chloro-1-butene
B) 2-chloro-2-butene
C) 5-chloro-2-pentene
D) 4-chloro-2-pentene

Question 15
Which one of the following is a diastereomer of
meso-3,4-dibromohexane?
A) threo-2,4-dibromohexane
B) (2R, 5R)-2,5-dibromohexane
C) (3R, 4R)-3,4-dibromohexane
D) (3R, 4S)-3,4-dibromohexane

Question 16
Which one of the following statements is false?
A) A racemic mixture is achiral.
B) A compound can contain more than
one
stereogenic center and be achiral.
C) A compound can contain more than
one
stereogenic center and be chiral.
D) Any compound that contains a plane of
symmetry is achiral.

Question 17
A certain substance (+)-X, when optically pure,
has a specific rotation [] of +40. A
mixture of (+)-X and its enantiomer (-)-X has
a specific rotation of -8. What percent of
the mixture is (+)-X?
A) 30%
B) 35%
C) 40%
D) 45%

Question 18
(+)-Glucose has the Fischer projection shown.
How many compounds are diastereomers
of (+)-glucose?
A) 8
B) 14
C) 15
D) 16

Question 19
Which compound gives only a single
stereoisomer of 1,3-dimethylcyclopentane
on catalytic hydrogenation?
A)

B)

C)

D) both A and B

Question 20
Which one of the following is (R)-2bromobutane?
A)

B)

C)

D)

Answer Key Chapter 7

B
2. A
3. B
4. A
5. A
6. B
7. B
8. C
9. B
10. C
1.

D
12. B
13. B
14. D
15. C
16. A
17. C
18. B
19. C
20. B
11.