Question 1

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

Accepted Answer

A) True 
 B)False  True

Question 2

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 3

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

Accepted Answer

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

Question 4

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 5

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

Question 6

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

Accepted Answer

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

Question 7

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

Accepted Answer

A) True 
 B)False

Question 8

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 
A) 33% R 
B) 33% S 
C) 50% R 
D) 75% R

Question 9

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 enantiomers 
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 enantiomers

Question 10

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

Question 11

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 reagents 
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 reagents

Question 12

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

Accepted Answer

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

Question 13

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$\circ$ 
A) +0.6$\circ$ 
B) +15$\circ$ 
C) +67$\circ$ 
D) +150$\circ$

Question 14

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

Question 15

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

Accepted Answer

A) 3 
B) 5 
C) 7 
D) 9 
A) 3 
B) 5 
C) 7 
D) 9

Question 16

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

Accepted Answer

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

Question 17

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

Question 18

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 19

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

Question 20

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

Accepted Answer

A) 3 
B) 5 
C) 6 
D) 9 
A) 3 
B) 5 
C) 6 
D) 9

Exam 3: Stereoisomerism and Chirality

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

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

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

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

Which of the following structures represent the same stereoisomer?

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

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

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?

Which of the following statements is true?

Which of the following structures represent the same stereoisomer?

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

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

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?

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

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

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

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

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

Which of the following structures have a plane of symmetry?

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

Covalent Bonding and Shapes of Molecules

Alkanes and Cycloalkanes

Acids and Bases

Alkenes: Bonding, Nomenclature, and Properties

Reactions of Alkenes

Alkynes

Haloalkanes, Halogenation, and Radical Reactions

Nucleophilic Substitution and Beta-Elimination

Alcohols

Ethers, Epoxides, and Sulfides

Infrared Spectroscopy

Nuclear Magnetic Resonance Spectroscopy

Mass Spectrometry

An Introduction to Organometallic Compounds

Aldehydes and Ketones

Carboxylic Acids

Functional Derivatives of Carboxylic Acids

Enolate Anions and Enamines

Dienes, Conjugated Systems, and Pericyclic Reactions

Benzene and the Concept of Aromaticity

Reactions of Benzene and Its Derivatives

Amines

Catalytic Carbon-Carbon Bond Formation

Carbohydrates

Lipids

Amino Acids and Proteins

Nucleic Acids

Organic Polymer Chemistry

Filters

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

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?

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?

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

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