Question 1

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 2

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 3

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

Accepted Answer

A) True 
 B)False

Question 4

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 5

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

Question 6

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

Question 7

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

Question 8

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

Question 9

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 10

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

Question 11

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

Question 12

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 13

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

Accepted Answer

A)   1
B)   2
C)   3
D)   4E) All of the above
F) B) and C)

Question 14

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 C)
F) All of the above

Question 15

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 16

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

Accepted Answer

A) True 
 B)False  True

Question 17

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 C)
F) A) and D) B

Question 18

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 19

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

Question 20

How can enantiomers be separated using chromatography?

Accepted Answer

Enantiomers can be separated using chrom...

Exam 3: Stereoisomerism and Chirality

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

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

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

Correct AnswerverifiedShow Answer

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

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

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

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 is the best definition of a pair of atropisomers?

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

Which of the following have the R configuration?

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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

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

Correct AnswerverifiedShow Answer

What is the relationship between the following pair of structures?

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedTrue

Which of the following compounds is a meso compound?

Correct AnswerverifiedB

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

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

Correct AnswerverifiedShow Answer

How can enantiomers be separated using chromatography?

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

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

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True

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B

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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Enantiomers can be separated using chrom...
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