Question 1

Which of the following Newman projections represents meso-2,3-dibromobutane?

Accepted Answer

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

Question 2

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

Accepted Answer

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

Question 3

Complete the following diagram so that it represents (R)-2-bromobutane.

Accepted Answer

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

Question 4

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

Accepted Answer

A) True 
 B)False

Question 5

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)  1.-CH2OH
2) -CHO
3) -OCH3
4) -OCOCH3

Accepted Answer

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

Question 6

How many isomers (constitutional and stereoisomers)  exist for dimethylcyclopentane?

Accepted Answer

A)  3
B)  5
C)  7
D)  9E) B) and C)
F) None of the above

Question 7

Which of the following statements is true?

Accepted Answer

A)  All mirror images are enantiomers
B)  All molecules that have stereocenter centers are chiral
C)  Isomers that are not superposable on their mirror images are enantiomers
D)  Superposable structural isomers are enantiomersE) C) and D)
F) A) and B)

Question 8

Which of the following structures have a plane of symmetry?

Accepted Answer

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

Question 9

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

Accepted Answer

A)  +0.6 ∘\circ∘ 
B)  +15 ∘\circ∘ 
C)  +67 ∘\circ∘ 
D)  +150 ∘\circ∘  E) B) and C)
F) A) and D)

Question 10

What is the configuration of the two chiral centers in the following molecule?

Accepted Answer

A)  3R,5R
B)  3R,5S
C)  3S,5R
D)  3S,5SE) A) and B)
F) B) and D)

Question 11

A natural product having [$\alpha$]D = +40.3$\circ$ has been isolated and purified. This indicates that the natural product is dextrorotatory.

Accepted Answer

A) True 
 B)False  True

Question 12

Which of the following structures is different from the other three?

Accepted Answer

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

Question 13

How many isomers (constitutional and stereoisomers)  exist for dimethylcyclohexane?

Accepted Answer

A)  3
B)  5
C)  6
D)  9E) A) and D)
F) B) and D)

Question 14

Which of the following structures represent the same stereoisomer?

Accepted Answer

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

Question 15

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) All of the above

Question 16

A pure sample of the R enantiomer of a compound has a specific rotation, [\9\alpha\) ], of -5 ∘\circ∘ . A solution containing 0.6 g/mL of a mixture of enantiomers rotates plane polarized light by -3 ∘\circ∘ in a 1 dm polarimeter. What is the enantiomeric excess (%ee)  of the mixture?

Accepted Answer

A)  33% R
B)  33% S
C)  50% R
D)  75% R E) None of the above
F) C) and D)

Question 17

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

Accepted Answer

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

Question 18

A mixture containing 0.50 mmol of each enantiomer is called a ___________mixture.

Accepted Answer

The answer of A mixture containing 0.50 mmol of each...

Question 19

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

Accepted Answer

A) True 
 B)False  True

Question 20

Which of the following structures represent the same stereoisomer?

Accepted Answer

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

Exam 3: Stereoisomerism and Chirality

Which of the following Newman projections represents meso-2,3-dibromobutane?

Correct AnswerverifiedC

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

Correct AnswerverifiedShow Answer

Complete the following diagram so that it represents (R)-2-bromobutane.

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

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) 1.-CH2OH 2) -CHO 3) -OCH3 4) -OCOCH3

Correct AnswerverifiedShow Answer

How many isomers (constitutional and stereoisomers) exist for dimethylcyclopentane?

Correct AnswerverifiedShow Answer

Which of the following statements is true?

Correct AnswerverifiedShow Answer

Which of the following structures have a plane of symmetry?

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 ∘\circ∘ . What is the specific rotation of the R isomer?

Correct AnswerverifiedShow Answer

What is the configuration of the two chiral centers in the following molecule?

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedTrue

Which of the following structures is different from the other three?

Correct AnswerverifiedShow Answer

How many isomers (constitutional and stereoisomers) exist for dimethylcyclohexane?

Correct AnswerverifiedShow Answer

Which of the following structures represent the same stereoisomer?

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

A pure sample of the R enantiomer of a compound has a specific rotation, [\9\alpha\) ], of -5 ∘\circ∘ . A solution containing 0.6 g/mL of a mixture of enantiomers rotates plane polarized light by -3 ∘\circ∘ in a 1 dm polarimeter. What is the enantiomeric excess (%ee) of the mixture?

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

A mixture containing 0.50 mmol of each enantiomer is called a ___________mixture.

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedTrue

Which of the following structures represent the same stereoisomer?

Correct AnswerverifiedShow Answer

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

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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) 1.-CH₂OH 2) -CHO 3) -OCH₃ 4) -OCOCH₃

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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 +3^$\circ$. What is the specific rotation of the R isomer?

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A natural product having [ $\alpha$ ]_D = +40.3^$\circ$ has been isolated and purified. This indicates that the natural product is dextrorotatory.

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True

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A pure sample of the R enantiomer of a compound has a specific rotation, [\9\alpha\) ], of -5^$\circ$. A solution containing 0.6 g/mL of a mixture of enantiomers rotates plane polarized light by -3^$\circ$in a 1 dm polarimeter. What is the enantiomeric excess (%ee) of the mixture?

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True

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