Question 1

A solution containing 0.2 g/mL of a pure R enantiomer in a 1 dm polarimeter rotates plane polarized light by +2.8°. What is the rotation of a solution containing 0.4 g/mL of the R isomer in the same polarimeter?

Accepted Answer

A)   +0.7°
B)   +1.4°
C)   +2.8°
D)   +5.6°E) C) and D)
F) B) and D)

Question 2

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

Accepted Answer

A)   1
B)   2
C)   3
D)   4E) C) and D)
F) A) and D)

Question 3

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

Accepted Answer

The answer of Complete the following Fischer diagram so that...

Question 4

The specific rotation of the S-enantiomer of a compound is -120º. A student determines that a sample of the compound has a specific rotation of +60º. What mass of the S-enantiomer is present in 10 g of the sample

Accepted Answer

The answer of The specific rotation of the S-enantiomer of...

Question 5

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

Accepted Answer

A)   −NH2
B)   −NHCH3
C)   −CH2NH2
D)   −CH2NHCH3E) C) and D)
F) B) and C)

Question 6

Which of the following have the R configuration?

Accepted Answer

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

Question 7

Which of the following statements is not true regarding pairs of enantiomers?

Accepted Answer

A)   They have identical melting points
B)   They have identical boiling points.
C)   They rotate plane polarized light in opposite directions
D)   They react at identical rates with chiral reagentsE) A) and B)
F) C) and D)

Question 8

A work glove is chiral but disposable surgical gloves are not.

Accepted Answer

A) True 
 B)False  True

Question 9

A natural product having [α]D = +40.3° has been isolated and purified. This indicates that the natural product is dextrorotatory.

Accepted Answer

A) True 
 B)False

Question 10

How can enantiomers be separated using chromatography?

Accepted Answer

Enantiomers can be separated using chrom...

Question 11

A natural product having [α]D = +40.3° has been isolated and purified. Either of the following substances could be this natural product.

Accepted Answer

A) True 
 B)False  False

Question 12

What is the relationship between the following pair of structures?

Accepted Answer

A)   They are enantiomers
B)   They are diastereomers
C)   The are constitutional isomers
D)   They are identicalE) A) and B)
F) A) and C)

Question 13

How many chiral centers are there in the following molecule (the naturally occurring stereoisomer is camphor, a pungent moth repellent) ?

Accepted Answer

A)   Two
B)   Three
C)   Four
D)   FiveE) A) and B)
F) A) and C)

Question 14

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

Accepted Answer

The answer of Complete the following Newman projection so that...

Question 15

Which of the following compounds is a meso compound?

Accepted Answer

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

Question 16

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

Accepted Answer

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

Question 17

A solution containing 0.2 g/mL of a pure R enantiomer in a 1 dm polarimeter rotates plane polarized light by +3°. What is the specific rotation of the R isomer?

Accepted Answer

A)   +0.6°
B)   +15°
C)   +67°
D)   +150°E) C) and D)
F) B) and D)

Question 18

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

Accepted Answer

The answer of Complete the following Fischer diagram so that...

Question 19

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

Accepted Answer

The answer of Complete the following Fischer diagram so that...

Question 20

Of the following molecules, both 1 and 2 have a mirror plane of symmetry.

Accepted Answer

A) True 
 B)False

Exam 3: Stereoisomerism and Chirality

A solution containing 0.2 g/mL of a pure R enantiomer in a 1 dm polarimeter rotates plane polarized light by +2.8°. What is the rotation of a solution containing 0.4 g/mL of the R isomer in the same polarimeter?

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

The specific rotation of the S-enantiomer of a compound is -120º. A student determines that a sample of the compound has a specific rotation of +60º. What mass of the S-enantiomer is present in 10 g of the sample

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

Which of the following have the R configuration?

Correct AnswerverifiedShow Answer

Which of the following statements is not true regarding pairs of enantiomers?

Correct AnswerverifiedShow Answer

A work glove is chiral but disposable surgical gloves are not.

Correct AnswerverifiedTrue

A natural product having [α]D = +40.3° has been isolated and purified. This indicates that the natural product is dextrorotatory.

Correct AnswerverifiedShow Answer

How can enantiomers be separated using chromatography?

Correct AnswerverifiedEnantiomers can be separated using chrom...View AnswerShow Answer

A natural product having [α]D = +40.3° has been isolated and purified. Either of the following substances could be this natural product.

Correct AnswerverifiedFalse

What is the relationship between the following pair of structures?

Correct AnswerverifiedShow Answer

How many chiral centers are there in the following molecule (the naturally occurring stereoisomer is camphor, a pungent moth repellent) ?

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

Which of the following compounds is a meso compound?

Correct AnswerverifiedB

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

Correct AnswerverifiedShow Answer

A solution containing 0.2 g/mL of a pure R enantiomer in a 1 dm polarimeter rotates plane polarized light by +3°. What is the specific rotation of the R isomer?

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

Of the following molecules, both 1 and 2 have a mirror plane of symmetry.

Correct AnswerverifiedShow Answer

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

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True

A natural product having [α]_D = +40.3° has been isolated and purified. This indicates that the natural product is dextrorotatory.

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Enantiomers can be separated using chrom...
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A natural product having [α]_D = +40.3° has been isolated and purified. Either of the following substances could be this natural product.

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False

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B

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