Question 1

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 2

Complete the following zig-zag structure so that it represents (2R,3S)-2,3-butanediol.

Accepted Answer

The answer of Complete the following zig-zag structure so that...

Question 3

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 4

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

Accepted Answer

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

Question 5

How many stereoisomers of 2,3-dimethylbutane, (CH3)2CHCH(CH3)2, exist?

Accepted Answer

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

Question 6

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 7

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

Question 8

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 identical 
A)  They are enantiomers 
B)  They are diastereomers 
C)  The are constitutional isomers 
D)  They are identical

Question 9

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 10

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 11

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

Accepted Answer

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

Question 12

How many stereogenic centers are there in the following molecule (the naturally occurring stereoisomer is the male hormone testosterone)?

Accepted Answer

A)  Three 
B)  Four 
C)  Six 
D)  Seven 
A)  Three 
B)  Four 
C)  Six 
D)  Seven

Question 13

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 14

How much of the R enantiomer is present in 10 g of a mixture which has an enantiomeric excess of 60% of the R isomer?

Accepted Answer

A)  2 g 
B)  4 g 
C)  6 g 
D)  8 g 
A)  2 g 
B)  4 g 
C)  6 g 
D)  8 g

Question 15

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 16

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 17

Which of the following is the definition of chirality?

Accepted Answer

A)  The non-superposability of an object on its mirror image 
B)  The superposability of an object on its mirror image 
C)  A molecule that has a carbon atom with four different substituents 
D)  A molecule with a mirror image 
A)  The non-superposability of an object on its mirror image 
B)  The superposability of an object on its mirror image 
C)  A molecule that has a carbon atom with four different substituents 
D)  A molecule with a mirror image

Question 18

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. 
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.

Question 19

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 20

Which of the following Newman projections represents (2R,3R)-dibromobutane?

Accepted Answer

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

Exam 3: Stereoisomerism and Chirality

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

Complete the following zig-zag structure so that it represents (2R,3S)-2,3-butanediol.

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

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

How many stereoisomers of 2,3-dimethylbutane, (CH3)2CHCH(CH3)2, exist?

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

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

What is the relationship between the following pair of structures?

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

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

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

How many stereogenic centers are there in the following molecule (the naturally occurring stereoisomer is the male hormone testosterone)?

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

How much of the R enantiomer is present in 10 g of a mixture which has an enantiomeric excess of 60% of the R isomer?

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

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

Which of the following is the definition of chirality?

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

Which of the following structures represent the same stereoisomer?

Which of the following Newman projections represents (2R,3R)-dibromobutane?

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

Filters

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

How many stereoisomers of 2,3-dimethylbutane, (CH₃)₂CHCH(CH₃)₂, exist?

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