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Chapter 6: Isomers and Stereochemistry
Exercises
Practice Exercise 2
Practice Exercise 2
This activity contains 6 questions.
For a molecule with two chirality centers that has a stereoisomer that is a meso compound, how many stereoisomers does it have?
one stereoisomer: the meso compound
two stereoisomers: the meso compound and its enantiomer
three stereoisomers: the meso compound and a pair of enantiomers
four stereoisomers: two pairs of diastereomers
five stereoisomers: two pairs of enantiomers and one meso compound
What strategy would you use to separate a mixture of enantiomers of an amine?
use a racemic carboxylic acid to make diastereomeric salts
react with an enantiomerically pure amine to make diastereomeric salts
distill them
react with an enantiomerically pure carboxylic acid to make diastereomeric salts
use an enantiomerically pure carboxylic acid to make racemic salts
Which of the following is a true statement?
Addition of bromine to
cis
-2-butene forms the erythro pair of enantiomers.
Addition of bromine to
trans
-2-butene forms one stereoisomer.
Cyclohexane exists only in the cis form.
Four stereoisomers are obtained from the reaction of HBr with
cis
-2-butene.
For a molecule with
n
chirality centers, what is the maximum number of stereoisomers?
2
n
to the power of 2
2 to the power of
n
n
to the power of 2
2
n
2 to the power of 2
n
cis
-1,2-Dibromocyclohexane is a meso compound even though its chair conformation does
not
have a plane of symmetry. Can you explain why this compound is optically inactive?
cis
-1,2-Dibromocyclohexane is special in that it has a planar six-membered ring.
cis
-1,2-Dibromocyclohexane is not chiral because there are no chirality centers.
It is in equilibrium with the trans isomer.
The boat conformation has a plane of symmetry.
cis
-1,2-Dibromocyclohexane is chiral but happens to have a specific rotation of zero.
Which pair of stereoisomers is a pair of diastereomers?
(
R,S,R
) and (
S,R,S
)
(
R,R,S
) and (
S,S,R
)
(
S,S,R
) and (
R,S,R
)
(
R,R,R
) and (
S,S,S
)
(
S,R,R
) and (
R,S,S
)
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