Question 1

Using Cahn-Ingold-Prelog rules, which set of answers is correctly organized from highest to lowest priority?

Accepted Answer

A)  ?CHS1U1B12S1U1B0NHS1U1B12S1U1B0 > ?CN > -COOH > ?NHS1U1B12S1U1B0 
B)  ?COOH > ?CN > ?CHS1U1B12S1U1B0NHS1U1B12S1U1B0 > ?NHS1U1B12S1U1B0 
C)  ?NHS1U1B12S1U1B0 > ?CN > ?CHS1U1B12S1U1B0NHS1U1B12S1U1B0 > ?COOH 
D)  ?NHS1U1B12S1U1B0 > ?COOH > ?CN > ?CHS1U1B12S1U1B0NHS1U1B12S1U1B0 
E)  ?CN > ?NHS1U1B12S1U1B0 > ?CHS1U1B12S1U1B0NHS1U1B12S1U1B0 > ?COOH
Relative priorities are based on atomic number and the rules for multiple bonds (?C   N is greater than ?CHS1U1B12S1U1B0NHS1U1B12S1U1B0). 
A)  ?CHS1U1B12S1U1B0NHS1U1B12S1U1B0 > ?CN > -COOH > ?NHS1U1B12S1U1B0 
B)  ?COOH > ?CN > ?CHS1U1B12S1U1B0NHS1U1B12S1U1B0 > ?NHS1U1B12S1U1B0 
C)  ?NHS1U1B12S1U1B0 > ?CN > ?CHS1U1B12S1U1B0NHS1U1B12S1U1B0 > ?COOH 
D)  ?NHS1U1B12S1U1B0 > ?COOH > ?CN > ?CHS1U1B12S1U1B0NHS1U1B12S1U1B0 
E)  ?CN > ?NHS1U1B12S1U1B0 > ?CHS1U1B12S1U1B0NHS1U1B12S1U1B0 > ?COOH
Relative priorities are based on atomic number and the rules for multiple bonds (?C   N is greater than ?CHS1U1B12S1U1B0NHS1U1B12S1U1B0). D

Question 2

Which of the following structures is an E isomer?

Accepted Answer

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

Question 3

Which of the following structures has the S,S configuration?

Accepted Answer

A)  1 
B)  2 
C)  3 
D)  1 and 3 
E)  none of the above
Structures 1 and 3 are meso and must have R and S asymmetric centers. Structure 2 has no plane of symmetry. 
A)  1 
B)  2 
C)  3 
D)  1 and 3 
E)  none of the above
Structures 1 and 3 are meso and must have R and S asymmetric centers. Structure 2 has no plane of symmetry. B

Question 4

What is the maximum number of stereoisomers possible for nootkatone (grapefruit oil) shown below?

Accepted Answer

A)  2 
B)  3 
C)  4 
D)  8 
E)  16 
A)  2 
B)  3 
C)  4 
D)  8 
E)  16

Question 5

A sample of the disulfide L-cystine has an observed specific rotation of -14. Pure L-cystine has a specific rotation of -70. What percent of each enantiomer is present in the sample?

Accepted Answer

A)  14 (?) and 56 (+) 
B)  20 (?) and 80 (+) 
C)  60 (?) and 40 (+) 
D)  80 (?) and 20 (+) 
E)  84 (?) and 16 (+) 
A)  14 (?) and 56 (+) 
B)  20 (?) and 80 (+) 
C)  60 (?) and 40 (+) 
D)  80 (?) and 20 (+) 
E)  84 (?) and 16 (+)

Question 6

What is the relationship between the two compounds shown below?

Accepted Answer

A)  enantiomers 
B)  diastereomers 
C)  constitutional isomers 
D)  geometric isomers 
E)  identical compounds 
A)  enantiomers 
B)  diastereomers 
C)  constitutional isomers 
D)  geometric isomers 
E)  identical compounds

Question 7

What is the relationship between the two compounds shown below?

Accepted Answer

A)  enantiomers 
B)  diastereomers 
C)  constitutional isomers 
D)  geometric isomers 
E)  identical compounds 
A)  enantiomers 
B)  diastereomers 
C)  constitutional isomers 
D)  geometric isomers 
E)  identical compounds

Question 8

Which structure(s) is(are) an enantiomer of the molecule at the top left?

Accepted Answer

A)    
B)    
C)    
D)    
A)    
B)    
C)    
D)

Question 9

Which of the following structures has the S configuration?

Accepted Answer

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

Question 10

How many asymmetric carbon centers are found in cabergoline, a drug used to treat Parkinson's disease?

Accepted Answer

A)  1 
B)  2 
C)  3 
D)  4 
E)  5 
A)  1 
B)  2 
C)  3 
D)  4 
E)  5

Question 11

Which of the following structures is a meso compound?

Accepted Answer

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

Using Cahn-Ingold-Prelog rules, which set of answers is correctly organized from highest to lowest priority?

Which of the following structures is an E isomer?

Which of the following structures has the S,S configuration?

What is the maximum number of stereoisomers possible for nootkatone (grapefruit oil) shown below?

A sample of the disulfide L-cystine has an observed specific rotation of -14. Pure L-cystine has a specific rotation of -70. What percent of each enantiomer is present in the sample?

What is the relationship between the two compounds shown below?

What is the relationship between the two compounds shown below?

Which structure(s) is(are) an enantiomer of the molecule at the top left?

Which of the following structures has the S configuration?

How many asymmetric carbon centers are found in cabergoline, a drug used to treat Parkinson's disease?

Which of the following structures is a meso compound?

Remembering General Chemistry Electronic Structure and Bonding

Acids and Bases Central to Understanding Organic Chemistry

An Introduction to Organic Compounds Nomenclature, Physical Properties, and Structure

Alkenes Structure, Nomenclature, and an Introduction to Reactivity Thermodynamics and Kinetics

The Reactions of Alkenes the Stereochemistry of Addition Reactions

The Reactions of Alkynes an Introduction Tomultistep Synthesis

Delocalized Electrons Their Eff

Substitution and Elimination Reactions of Alkyl Halides

Reactions of Alcohols, Ethers,epoxides, Amines, and Sulfur-Containing Compounds

Organometallic Compounds

Radicals

Mass Spectrometry Infrared Spectroscopy Uv Vis Spectroscopy

Nmr Spectroscopy

Reactions of Carboxylic Acids and Carboxylic Acid Derivatives

Reactions of Aldehydes and Ketones More Reactions of Carboxylic Acid Derivatives

Reactions at the Α-Carbon

Reactions of Benzene and Substituted Benzenes

More About Amines Reactions of Heterocyclic Compounds

The Organic Chemistry of Carbohydrates

Amino Acids, Peptides, and Proteins

Catalysis in Organic Reactions and in Enzymatic Reactions

The Organic Chemistry of the Coenzymes,compounds Derived From Vitamins

The Organic Chemistry of the Metabolic Pathways

The Organic Chemistry of Lipids

The Chemistry of the Nucleic Acids

Synthetic Polymers

Pericyclic Reactions

Filters

Exam 4: Isomers the Arrangement of Atoms in Space

Using Cahn-Ingold-Prelog rules, which set of answers is correctly organized from highest to lowest priority?

Which of the following structures is an E isomer?

Which of the following structures has the S,S configuration?

What is the maximum number of stereoisomers possible for nootkatone (grapefruit oil) shown below?

A sample of the disulfide L-cystine has an observed specific rotation of -14. Pure L-cystine has a specific rotation of -70. What percent of each enantiomer is present in the sample?

What is the relationship between the two compounds shown below?

What is the relationship between the two compounds shown below?

Which structure(s) is(are) an enantiomer of the molecule at the top left?

Which of the following structures has the S configuration?

How many asymmetric carbon centers are found in cabergoline, a drug used to treat Parkinson's disease?

Which of the following structures is a meso compound?

Remembering General Chemistry Electronic Structure and Bonding

Acids and Bases Central to Understanding Organic Chemistry

An Introduction to Organic Compounds Nomenclature, Physical Properties, and Structure

Alkenes Structure, Nomenclature, and an Introduction to Reactivity Thermodynamics and Kinetics

The Reactions of Alkenes the Stereochemistry of Addition Reactions

The Reactions of Alkynes an Introduction Tomultistep Synthesis

Delocalized Electrons Their Eff

Substitution and Elimination Reactions of Alkyl Halides

Reactions of Alcohols, Ethers,epoxides, Amines, and Sulfur-Containing Compounds

Organometallic Compounds

Radicals

Mass Spectrometry Infrared Spectroscopy Uv Vis Spectroscopy

Nmr Spectroscopy

Reactions of Carboxylic Acids and Carboxylic Acid Derivatives

Reactions of Aldehydes and Ketones More Reactions of Carboxylic Acid Derivatives

Reactions at the Α-Carbon

Reactions of Benzene and Substituted Benzenes

More About Amines Reactions of Heterocyclic Compounds

The Organic Chemistry of Carbohydrates

Amino Acids, Peptides, and Proteins

Catalysis in Organic Reactions and in Enzymatic Reactions

The Organic Chemistry of the Coenzymes,compounds Derived From Vitamins

The Organic Chemistry of the Metabolic Pathways

The Organic Chemistry of Lipids

The Chemistry of the Nucleic Acids

Synthetic Polymers

Pericyclic Reactions

Filters