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What is the correct order of the Cahn-Ingold-Prelog ranking of the following substituents as used in assigning R and S configurations of chiral centers? (higher ranking > lower ranking) What is the correct order of the Cahn-Ingold-Prelog ranking of the following substituents as used in assigning R and S configurations of chiral centers? (higher ranking > lower ranking) A) 3 > 4 > 2 > 1 B) 4 > 3 > 1 > 2 C) 3 > 4 > 2 > 1. D) 4 > 3 > 2 > 1


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

E) None of the above
F) B) and D)

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The specific rotation of the S-enantiomer of a compound is -120 °\degree . What is the enantiomeric excess of a sample of the compound that has a measured specific rotation of -30 °\degree .

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ee = 25% o...

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Which of the following have the S configuration? Which of the following have the S configuration? A) only 1 B) only 2 C) only 1 and 2 D) 1, 2 and 3


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

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

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Which of the following compounds is/are chiral? Which of the following compounds is/are chiral? A) only 1 B) only 1 and 2 C) only 2 and 3 D) 1, 2 and 3


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

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

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Which of the following compounds is a meso compound?


A) (2R,3R) -dibromobutane
B) (2R,3S) -dibromobutane
C) (2R,3S) -3-bromo-2-butanol
D) (2R,3R) -3-bromo-2-butanol

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

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Which of the following substituents has the highest priority according to the Cahn-Ingold-Prelog system used in assigning R and S configurations?


A) -NH2
B) -NHCH3
C) -CH2NH2
D) -CH2NHCH3

E) None of the above
F) A) and B)

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Which of the following structures has a center of symmetry (i.e., center of inversion) ? Which of the following structures has a center of symmetry (i.e., center of inversion) ? A) 1 B) 2 C) 3 D) 4


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

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

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A solution of 0.1 g/mL of a pure R enantiomer in a 1 dm polarimeter rotates plane polarized light by +4.8 °\degree . What is the rotation observed on this solution in a 2 dm polarimeter?


A) +2.4 °\degree
B) +4.8 °\degree
C) +9.6 °\degree
D) +19.2 °\degree

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

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

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How many stereogenic centers are there in the following molecule (the naturally occurring stereoisomer is camphor, a pungent moth repellent) ? How many stereogenic centers are there in the following molecule (the naturally occurring stereoisomer is camphor, a pungent moth repellent) ? A) Two B) Three C) Four D) Five


A) Two
B) Three
C) Four
D) Five

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

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

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Which of the following compounds is/are chiral? Which of the following compounds is/are chiral? A) only 1 B) only 1 and 2 C) only 2 and 3 D) 1, 2 and 3


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

E) None of the above
F) A) and D)

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


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

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

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


A) A pair of structures that are superposable mirror images of one another
B) A pair of stereoisomers that are non-superposable 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) A) and B)
F) A) and C)

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