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Instructions: In the molecules below, assign R, S configurations to the chirality center indicated with an arrow. Instructions: In the molecules below, assign R, S configurations to the chirality center indicated with an arrow. Refer to instructions. The configuration of the carbon atom labeled 19 is _____. Refer to instructions. The configuration of the carbon atom labeled 19 is _____.

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How many stereoisomers of 2,3-dimethylbutane exist? How many stereoisomers of 2,3-dimethylbutane exist? A) 1 B) 2 C) 3 D) 4


A) 1
B) 2
C) 3
D) 4

E) A) and B)
F) All of the above

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If (+) -sucrose has a specific rotation of +66.47, what is the specific rotation of (-) -sucrose?


A) +66.47
B) -66.47
C) +33.43
D) -33.43
E) Must be determined with a polarimeter.

F) All of the above
G) C) and D)

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(-) -cholesterol


A) does not have a chiral center.
B) is dextrorotatory.
C) rotates the plane of polarized light counterclockwise.
D) does not rotate polarized light.

E) All of the above
F) C) and D)

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Which of the following physical properties can be used to identify a compound?


A) R
B) S
C) a
D) [a]D

E) A) and D)
F) B) and C)

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Instructions: Refer to the structure below to answer the following questions. Instructions: Refer to the structure below to answer the following questions. Refer to instructions. (S)-(-)-Serine: a. is dextrorotatoty b. rotates plane-polarized light in a counterclockwise direction: c. rotates plane-polarized light in a clockwise direction d. is racemic Refer to instructions. (S)-(-)-Serine: a. is dextrorotatoty b. rotates plane-polarized light in a counterclockwise direction: c. rotates plane-polarized light in a clockwise direction d. is racemic

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B

Which of the following is the definition of a pair of enantiomers?


A) A pair of structures that are superimposable mirror images of one another
B) A pair of stereoisomers that are non-superimposable mirror images of one another
C) A pair of stereoisomers that are not mirror images of one another
D) A pair of stereoisomers that have equal specific rotations

E) All of the above
F) B) and C)

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A natural product having [a]D = +40.3 °\degree has been isolated and purified. This information indicates that the natural product: a. is racemic b. doanot rotate plene-polarized light c. is levaratetary. d. is dextarotatory.

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Rank the following substituent groups from highest to lowest priority according to the sequencing rules. CO2CH3 CO2H OH Cl

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Cl > OH > CO2CH3 > CO2H

Instructions: Place asterisks at all the chirality centers in each molecule below. Place asterisks: Instructions: Place asterisks at all the chirality centers in each molecule below. Place asterisks:

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Which of the following has a plane of symmetry?


A) boot
B) laboratory beaker
C) hammer
D) both b and c
E) none of these

F) D) and E)
G) All of the above

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Which of the following correctly describes a molecule that is achiral?


A) Non-superimposability of the molecule on its mirror image
B) Superimposability of the molecule on its mirror image
C) Contains a carbon atom with four different substituents
D) Does not have a plane of symmetry
E) Both b and d

F) D) and E)
G) B) and D)

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Instructions: Place asterisks at all the chirality centers in each molecule below. Place asterisks: Instructions: Place asterisks at all the chirality centers in each molecule below. Place asterisks:

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Instructions: Consider the structure of streptimidone below to answer the following question(s). Instructions: Consider the structure of streptimidone below to answer the following question(s). Refer to instructions. Does streptimidone have a meso stereoisomer? Explain. Refer to instructions. Does streptimidone have a meso stereoisomer? Explain.

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No. Meso compounds are compounds that co...

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Which of the following statements is true regarding pairs of enantiomers?


A) They have identical melting points
B) They have identical boiling points.
C) They rotate plane-polarized light in opposite directions
D) They produce different products in reactions with chiral reagents
E) all of these

F) B) and D)
G) A) and D)

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How many stereoisomers of 3-bromo-2-butanol exist? How many stereoisomers of 3-bromo-2-butanol exist? A) 1 B) 2 C) 3 D) 4


A) 1
B) 2
C) 3
D) 4

E) A) and D)
F) A) and B)

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Instructions: Match each definition to a term from the choices below

Premises
Are stereoisomers that are not mirror images.
Is an atom in a molecule that is bonded to four different atoms or groups of atoms.
Are designated either (±) or d,l.
Are molecules which contain both chirality centers and a plane of symmetry.
Describes organic molecules which rotate plane-polarized light.
Describes an sp3-hybridized atom that can become a chirality center by changing one of its attached groups.
Responses
enantiomers or optically active
racemates
diastereomers
chirality center
meso compounds
prochirality center

Correct Answer

Are stereoisomers that are not mirror images.
Is an atom in a molecule that is bonded to four different atoms or groups of atoms.
Are designated either (±) or d,l.
Are molecules which contain both chirality centers and a plane of symmetry.
Describes organic molecules which rotate plane-polarized light.
Describes an sp3-hybridized atom that can become a chirality center by changing one of its attached groups.

Which of the following is the definition of a meso compound?


A) A molecule with chirality centers which is chiral
B) A molecule with chirality centers which is not chiral
C) A diastereomer with no chirality centers
D) A chiral compound with more than one chirality center

E) C) and D)
F) A) and C)

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B

Instructions: Refer to the structure below to answer the following questions. Instructions: Refer to the structure below to answer the following questions. Refer to instructions. Draw the enantiomer of (S)-(-)-serine in a wedge-dash projection. Refer to instructions. Draw the enantiomer of (S)-(-)-serine in a wedge-dash projection.

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Instructions: Place asterisks at all the chirality centers in each molecule below. Place asterisks: Instructions: Place asterisks at all the chirality centers in each molecule below. Place asterisks:

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