Question 1

Which molecule is achiral?

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  More than one of the above 
E)  None of the above 
A)  I 
B)  II 
C)  III 
D)  More than one of the above 
E)  None of the above

Question 2

Cis-trans isomers are:

Accepted Answer

A)  diastereomers. 
B)  enantiomers. 
C)  stereoisomers. 
D)  constitutional isomers. 
E)  More than one of these 
A)  diastereomers. 
B)  enantiomers. 
C)  stereoisomers. 
D)  constitutional isomers. 
E)  More than one of these

Question 3

How many discrete dimethylcyclopropanes are there?

Accepted Answer

A)  2 
B)  3 
C)  4 
D)  5 
E)  6 
A)  2 
B)  3 
C)  4 
D)  5 
E)  6

Question 4

What is the molecular formula for the alkane of smallest molecular weight which possesses a stereogenic center?

Accepted Answer

A)  C4H10 
B)  C5H12 
C)  C6H14 
D)  C7H16 
E)  C8H18 
A)  C4H10 
B)  C5H12 
C)  C6H14 
D)  C7H16 
E)  C8H18

Question 5

I and II are:

Accepted Answer

A)  constitutional isomers. 
B)  enantiomers. 
C)  identical. 
D)  diastereomers. 
E)  not isomeric. 
A)  constitutional isomers. 
B)  enantiomers. 
C)  identical. 
D)  diastereomers. 
E)  not isomeric.

Question 6

I and II are:

Accepted Answer

A)  constitutional isomers. 
B)  enantiomers. 
C)  identical. 
D)  diastereomers. 
E)  not isomeric. 
A)  constitutional isomers. 
B)  enantiomers. 
C)  identical. 
D)  diastereomers. 
E)  not isomeric.

Question 7

Which molecule is a meso compound?

Accepted Answer

A)  I and II 
B)  IV and V 
C)  II and III 
D)  I,II and III 
E)  None of the above 
A)  I and II 
B)  IV and V 
C)  II and III 
D)  I,II and III 
E)  None of the above

Question 8

When using the Cahn-Ingold-Prelog rules for prioritizing groups on a stereogenic carbon,priority is first assigned on the basis of ____________________.

Accepted Answer

The answer of When using the Cahn-Ingold-Prelog rules for prioritizing...

Question 9

Which of the following is a meso compound?

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  V 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  V

Question 10

Draw a dash-wedge structure for (1R)-1-bromo-1,3,3-trimethylcyclohexane

Accepted Answer

The answer of Draw a dash-wedge structure for (1R)-1-bromo-1,3,3-trimethylcyclohexane...

Question 11

Which of these is not a correct Fischer projection formula of the (S)form of 3-bromo-1,1-dichloro-2-propanol ?

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  V 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  V

Question 12

Draw the Fischer projection of the following compound with the lowest priority groups on each chiral carbon in the back: (3R,4S)-4-bromo-4-chloro-3-heptanol.

Accepted Answer

The answer of Draw the Fischer projection of the following...

Question 13

Which statement is not true for a meso compound?

Accepted Answer

A)  The specific rotation is 0º. 
B)  There are one or more planes of symmetry. 
C)  A single molecule is identical to its mirror image. 
D)  More than one stereogenic center must be present. 
E)  The stereochemical labels, (R)and (S),must be identical for each stereogenic center. 
A)  The specific rotation is 0º. 
B)  There are one or more planes of symmetry. 
C)  A single molecule is identical to its mirror image. 
D)  More than one stereogenic center must be present. 
E)  The stereochemical labels, (R)and (S),must be identical for each stereogenic center.

Question 14

I and II are:

Accepted Answer

A)  constitutional isomers. 
B)  enantiomers. 
C)  identical. 
D)  diastereomers. 
E)  not isomeric. 
A)  constitutional isomers. 
B)  enantiomers. 
C)  identical. 
D)  diastereomers. 
E)  not isomeric.

Question 15

Draw a dash-wedge structure for (R)-5-methylhept-2-yne

Accepted Answer

The answer of Draw a dash-wedge structure for (R)-5-methylhept-2-yne...

Question 16

What is the percent composition of a mixture of (S)-(+)-2-butanol,[$\alpha$]   
   
  = +13.52º,and (R)-(-)-2-butanol,[$\alpha$]

= -13.52º,with a specific rotation [$\alpha$]    
  = +6.76º?

Accepted Answer

A)  75%(R)25%(S) 
B)  25%(R)75%(S) 
C)  50%(R)50%(S) 
D)  67%(R)33%(S) 
E)  33%(R)67%(S) 
A)  75%(R)25%(S) 
B)  25%(R)75%(S) 
C)  50%(R)50%(S) 
D)  67%(R)33%(S) 
E)  33%(R)67%(S)

Question 17

The molecules below are:

Accepted Answer

A)  constitutional isomers. 
B)  enantiomers. 
C)  diastereomers. 
D)  identical. 
E)  None of these 
A)  constitutional isomers. 
B)  enantiomers. 
C)  diastereomers. 
D)  identical. 
E)  None of these

Question 18

An equimolar mixture of two enantiomers is called a ________________.

Accepted Answer

The answer of An equimolar mixture of two enantiomers is...

Question 19

Draw a dash-wedge structure for (3S,4R)-4-fluoro-2,4-dimethylheptan-3-ol

Accepted Answer

The answer of Draw a dash-wedge structure for (3S,4R)-4-fluoro-2,4-dimethylheptan-3-ol...

Question 20

Which structure represents (S)-1-chloro-1-fluoroethane?

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  More than one of the above 
E)  None of the above 
A)  I 
B)  II 
C)  III 
D)  More than one of the above 
E)  None of the above

Exam 5: Stereochemistry: Chiral Molecules

Which molecule is achiral?

Cis-trans isomers are:

How many discrete dimethylcyclopropanes are there?

What is the molecular formula for the alkane of smallest molecular weight which possesses a stereogenic center?

I and II are:

I and II are:

Which molecule is a meso compound?

When using the Cahn-Ingold-Prelog rules for prioritizing groups on a stereogenic carbon,priority is first assigned on the basis of ____________________.

Which of the following is a meso compound?

Draw a dash-wedge structure for (1R)-1-bromo-1,3,3-trimethylcyclohexane

Which of these is not a correct Fischer projection formula of the (S)form of 3-bromo-1,1-dichloro-2-propanol ?

Draw the Fischer projection of the following compound with the lowest priority groups on each chiral carbon in the back: (3R,4S)-4-bromo-4-chloro-3-heptanol.

Which statement is not true for a meso compound?

I and II are:

Draw a dash-wedge structure for (R)-5-methylhept-2-yne

What is the percent composition of a mixture of (S)-(+)-2-butanol,[ α\alphaα ] = +13.52º,and (R)-(-)-2-butanol,[ α\alphaα ] = -13.52º,with a specific rotation [ α\alphaα ] = +6.76º?

The molecules below are:

An equimolar mixture of two enantiomers is called a ________________.

Draw a dash-wedge structure for (3S,4R)-4-fluoro-2,4-dimethylheptan-3-ol

Which structure represents (S)-1-chloro-1-fluoroethane?

Carbon Compounds and Chemical Bonds

Representative Carbon Compounds: Functional Groups, Intermolecular Forces, and Infrared Ir Spectroscopy

An Introduction to Organic Reactions: Acids and Bases

Alkanes: Nomenclature, Conformational Analysis, and an Introduction to Synthesis

Ionic Reactions - Nucleophilic Substitution and Elimination Reactions of Alkyl Halides

Alkenes and Alkynes I: Properties and Synthesis, Elimination Reactions of Alkyl Halides

Alkenes and Alkynes Ii: Addition Reactions

Nuclear Magnetic Resonance and Mass Spectrometry: Tools for Structure Determination

Radical Reactions

Alcohols and Ethers

Alcohols From Carbonyl Compounds Oxidation-Reduction and Organometallic Compounds

Conjugated Unsaturated Systems

Aromatic Compounds

Reactions of Aromatic Compounds

Aldehydes and Ketones I Nucleophilic Addition to the Carbonyl Group

Aldehydes and Ketones Ii Aldol Reactions

Carboxylic Acids and Their Derivatives Nucleophilic Addition - Elimination at the Acyl Carbon

Synthesis and Reactions of Beta-Dicarbonyl Compounds: More Chemistry of Enolate Ions

Amines

Phenols and Aryl Halides: Nucleophilic Aromatic Substitution

Carbohydrates

Lipids

Amino Acids and Proteins

Nucleic Acids and Protein Synthesis

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