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Complete the following zig-zag structure so that it represents (2R,3S)-2,3-butanediol. Complete the following zig-zag structure so that it represents (2R,3S)-2,3-butanediol.

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Which of the following is the definition of chirality?


A) The non-superposability of an object on its mirror image
B) The superposability of an object on its mirror image
C) A molecule that has a carbon atom with four different substituents
D) A molecule with a mirror image

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

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Which of the following Newman projections represents meso-2,3-dibromobutane? Which of the following Newman projections represents meso-2,3-dibromobutane? A) 1 B) 2 C) 3 D) 4


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

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

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What is the configuration of the two chiral centers in the following molecule? What is the configuration of the two chiral centers in the following molecule? A) 3R,5R B) 3R,5S C) 3S,5R D) 3S,5S


A) 3R,5R
B) 3R,5S
C) 3S,5R
D) 3S,5S

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

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Complete the following Newman projection so that it represents (2R,3S)-2,3-dibromobutane. Complete the following Newman projection so that it represents (2R,3S)-2,3-dibromobutane.

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What is the relationship between the following pair of structures? What is the relationship between the following pair of structures? A) They are enantiomers B) They are diastereomers C) The are constitutional isomers D) They are identical


A) They are enantiomers
B) They are diastereomers
C) The are constitutional isomers
D) They are identical

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

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How many stereoisomers of 2,3-dimethylbutane, (CH3) 2CHCH(CH3) 2, exist?


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

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

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Complete the following Fischer diagram so that it represents (2R,3S)-3-bromobutan-2-ol. Complete the following Fischer diagram so that it represents (2R,3S)-3-bromobutan-2-ol.

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How many stereoisomers of 4-bromo-2-pentanol, CH3CH(OH) CH2CHBrCH3, exist?


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

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

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Which of the following is the best definition of a pair of atropisomers?


A) A pair of enantiomers which do not interconvert.
B) A pair of enantiomers which lack chiral centers.
C) A pair of enantiomeric structures which lack chiral centers and interconvert by rotation around carbon-carbon single bonds.
D) A pair of enantiomers which lack chiral centers and do not interconvert because of hindered rotation around carbon-carbon single bonds.

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

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Complete the following Newman projection so that it represents (2R,3R)-2,3-dibromobutane. Complete the following Newman projection so that it represents (2R,3R)-2,3-dibromobutane.

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Complete the following Fischer diagram so that it represents (2R,3R)-3-bromobutan-2-ol. Complete the following Fischer diagram so that it represents (2R,3R)-3-bromobutan-2-ol.

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Which of the following structures is different from the other three? Which of the following structures is different from the other three? A) 1 B) 2 C) 3 D) 4


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

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

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How many stereoisomers of 4-chloro-2-methylpentane (CH3) 2CHCH2CHClCH3, exist?


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

E) None of the above
F) All of the above

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Which of the following Newman projections represents (2R,3R) -dibromobutane? Which of the following Newman projections represents (2R,3R) -dibromobutane? A) 1 B) 2 C) 3 D) 4


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

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

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How many stereogenic centers are there in the following molecule (the naturally occurring stereoisomer is the male hormone testosterone) ? How many stereogenic centers are there in the following molecule (the naturally occurring stereoisomer is the male hormone testosterone) ? A) Three B) Four C) Six D) Seven


A) Three
B) Four
C) Six
D) Seven

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

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Which of the following structures represent the same stereoisomer? Which of the following structures represent the same stereoisomer? A) only 1 and 2 B) only 1 and 3 C) only 2 and 3 D) 1, 2 and 3


A) only 1 and 2
B) only 1 and 3
C) only 2 and 3
D) 1, 2 and 3

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

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Which of the following structures is different from the other three? Which of the following structures is different from the other three? A) 1 B) 2 C) 3 D) 4


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

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

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How much of the R enantiomer is present in 10 g of a mixture which has an enantiomeric excess of 60% of the R isomer?


A) 2 g
B) 4 g
C) 6 g
D) 8 g

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

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Complete the following Fischer diagram so that it represents (2R,3S)-butane-2,3-diol. Complete the following Fischer diagram so that it represents (2R,3S)-butane-2,3-diol.

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