Question 1

Rank the following substituent groups from highest to lowest priority according to the sequencing rules.
CO2CH3 CO2H OH Cl

Accepted Answer

Cl > OH > CO₂CH₃ > CO₂H

Question 2

Which of the following is the definition of a meso compound?

Accepted Answer

A)  A molecule with chirality centers which is chiral 
B)  A molecule with chirality centers which is not chiral 
C)  A diastereomer with no chirality centers 
D)  A chiral compound with more than one chirality center 
A)  A molecule with chirality centers which is chiral 
B)  A molecule with chirality centers which is not chiral 
C)  A diastereomer with no chirality centers 
D)  A chiral compound with more than one chirality center B

Question 3

Instructions:
Refer to the structure below to answer the following questions.   Refer to instructions. (S)-(-)-Serine:
 a. is dextrorotatoty
b. rotates plane-polarized light in a counterclockwise direction:
c. rotates plane-polarized light in a clockwise direction
d. is racemic

Accepted Answer

B

Question 4

Which of the following physical properties can be used to identify a compound?

Accepted Answer

A)  R 
B)  S 
C)  a 
D)  [a]D 
A)  R 
B)  S 
C)  a 
D)  [a]D

Question 5

Instructions: Place asterisks at all the chirality centers in each molecule below.
Place asterisks:

Accepted Answer

The answer of Instructions: Place asterisks at all the chirality...

Question 6

Which of the following has a plane of symmetry?

Accepted Answer

A)  boot 
B)  laboratory beaker 
C)  hammer 
D)  both b and c 
E)  none of these 
A)  boot 
B)  laboratory beaker 
C)  hammer 
D)  both b and c 
E)  none of these

Question 7

Instructions: Consider the structure of streptimidone below to answer the following question(s).
   Refer to instructions. Does streptimidone have a meso stereoisomer? Explain.

Accepted Answer

No. Meso compounds are compounds that co

Question 8

How many stereoisomers of 3-bromo-2-butanol exist?

Accepted Answer

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

Question 9

Instructions: Place asterisks at all the chirality centers in each molecule below.
Place asterisks:

Accepted Answer

The answer of Instructions: Place asterisks at all the chirality...

Question 10

A natural product having [a]D = +40.3$\degree$ has been isolated and purified. This information indicates that the natural product:
 a. is racemic
b. doanot rotate plene-polarized light
c. is levaratetary.
d. is dextarotatory.

Accepted Answer

The answer of A natural product having [a]D = +40.3$\degree$...

Question 11

(-)-cholesterol

Accepted Answer

A)  does not have a chiral center. 
B)  is dextrorotatory. 
C)  rotates the plane of polarized light counterclockwise. 
D)  does not rotate polarized light. 
A)  does not have a chiral center. 
B)  is dextrorotatory. 
C)  rotates the plane of polarized light counterclockwise. 
D)  does not rotate polarized light.

Question 12

Instructions:
Refer to the structure below to answer the following questions.   Refer to instructions. Draw the enantiomer of (S)-(-)-serine in a wedge-dash projection.

Accepted Answer

The answer of Instructions:
Refer to the structure below to answer...

Question 13

Match between columns
                        Premises: Are stereoisomers that are not mirror images.
Is an atom in a molecule that is bonded to four different atoms or groups of atoms.
Are designated either (±) or d,l.
Are molecules which contain both chirality centers and a plane of symmetry.
Describes organic molecules which rotate plane-polarized light.
Describes an sp3-hybridized atom that can become a chirality center by changing one of its attached groups.

Accepted Answer

The Answer of enantiomers or optically active and racemates and is...

Question 14

Instructions: Place asterisks at all the chirality centers in each molecule below.
Place asterisks:

Accepted Answer

The answer of Instructions: Place asterisks at all the chirality...

Question 15

If (+)-sucrose has a specific rotation of +66.47, what is the specific rotation of (-)-sucrose?

Accepted Answer

A)  +66.47 
B)  -66.47 
C)  +33.43 
D)  -33.43 
E)  Must be determined with a polarimeter. 
A)  +66.47 
B)  -66.47 
C)  +33.43 
D)  -33.43 
E)  Must be determined with a polarimeter.

Question 16

Which of the following is the definition of a pair of enantiomers?

Accepted Answer

A)  A pair of structures that are superimposable mirror images of one another 
B)  A pair of stereoisomers that are non-superimposable mirror images of one another 
C)  A pair of stereoisomers that are not mirror images of one another 
D)  A pair of stereoisomers that have equal specific rotations 
A)  A pair of structures that are superimposable mirror images of one another 
B)  A pair of stereoisomers that are non-superimposable mirror images of one another 
C)  A pair of stereoisomers that are not mirror images of one another 
D)  A pair of stereoisomers that have equal specific rotations

Question 17

Which of the following statements is 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 produce different products in reactions with chiral reagents 
E)  all of these 
A)  They have identical melting points 
B)  They have identical boiling points. 
C)  They rotate plane-polarized light in opposite directions 
D)  They produce different products in reactions with chiral reagents 
E)  all of these

Question 18

Instructions: In the molecules below, assign R, S configurations to the chirality center indicated with an arrow.
   Refer to instructions. The configuration of the carbon atom labeled 19 is _____.

Accepted Answer

The answer of Instructions: In the molecules below, assign R,...

Question 19

How many stereoisomers of 2,3-dimethylbutane exist?

Accepted Answer

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

Question 20

Which of the following correctly describes a molecule that is achiral?

Accepted Answer

A)  Non-superimposability of the molecule on its mirror image 
B)  Superimposability of the molecule on its mirror image 
C)  Contains a carbon atom with four different substituents 
D)  Does not have a plane of symmetry 
E)  Both b and d 
A)  Non-superimposability of the molecule on its mirror image 
B)  Superimposability of the molecule on its mirror image 
C)  Contains a carbon atom with four different substituents 
D)  Does not have a plane of symmetry 
E)  Both b and d

Rank the following substituent groups from highest to lowest priority according to the sequencing rules. CO₂CH₃ CO₂H OH Cl

Which of the following is the definition of a meso compound?

Instructions: Refer to the structure below to answer the following questions. Refer to instructions. (S)-(-)-Serine: a. is dextrorotatoty b. rotates plane-polarized light in a counterclockwise direction: c. rotates plane-polarized light in a clockwise direction d. is racemic

Which of the following physical properties can be used to identify a compound?

Instructions: Place asterisks at all the chirality centers in each molecule below. Place asterisks:

Which of the following has a plane of symmetry?

Instructions: Consider the structure of streptimidone below to answer the following question(s). Refer to instructions. Does streptimidone have a meso stereoisomer? Explain.

How many stereoisomers of 3-bromo-2-butanol exist?

Instructions: Place asterisks at all the chirality centers in each molecule below. Place asterisks:

A natural product having [a]_D = +40.3 $\degree$ has been isolated and purified. This information indicates that the natural product: a. is racemic b. doanot rotate plene-polarized light c. is levaratetary. d. is dextarotatory.

(-)-cholesterol

Instructions: Refer to the structure below to answer the following questions. Refer to instructions. Draw the enantiomer of (S)-(-)-serine in a wedge-dash projection.

Instructions: Place asterisks at all the chirality centers in each molecule below. Place asterisks:

If (+)-sucrose has a specific rotation of +66.47, what is the specific rotation of (-)-sucrose?

Which of the following is the definition of a pair of enantiomers?

Which of the following statements is true regarding pairs of enantiomers?

Instructions: In the molecules below, assign R, S configurations to the chirality center indicated with an arrow. Refer to instructions. The configuration of the carbon atom labeled 19 is _____.

How many stereoisomers of 2,3-dimethylbutane exist?

Which of the following correctly describes a molecule that is achiral?

Structure and Bonding:acids and Bases

Alkanes: The Nature of Organic Compounds

Alkenes and Alkynes: the Nature of Organic Reactions

Reactions of Alkenes and Alkynes

Aromatic Compounds

Organohalides: Nucleophilic Substitutions and Eliminations

Alcohols, Phenols, Ethers, and Their Sulfur Analogs

Aldehydes and Ketones: Nucleophilic Addition Reactions

Carboxylic Acids and Derivatives: Nucleophilic Acyl Substitution Reactions

Carbonyl Alpha-Substitution Reactions and Condensation Reactions

Amines

Structure Determination

Biomolecules: Carbohydrates

Biomolecules: Amino Acids, Peptides, and Proteins

Biomolecules: Lipids and Nucleic Acids

The Organic Chemistry of Metabolic Pathways

Filters

Exam 6: Sterechemistry at Tetrahedral Centers

Rank the following substituent groups from highest to lowest priority according to the sequencing rules. CO2CH3 CO2H OH Cl

Which of the following is the definition of a meso compound?

Instructions: Refer to the structure below to answer the following questions. Refer to instructions. (S)-(-)-Serine: a. is dextrorotatoty b. rotates plane-polarized light in a counterclockwise direction: c. rotates plane-polarized light in a clockwise direction d. is racemic

Which of the following physical properties can be used to identify a compound?

Instructions: Place asterisks at all the chirality centers in each molecule below. Place asterisks:

Which of the following has a plane of symmetry?

Instructions: Consider the structure of streptimidone below to answer the following question(s). Refer to instructions. Does streptimidone have a meso stereoisomer? Explain.

How many stereoisomers of 3-bromo-2-butanol exist?

Instructions: Place asterisks at all the chirality centers in each molecule below. Place asterisks:

A natural product having [a]D = +40.3 °\degree° has been isolated and purified. This information indicates that the natural product: a. is racemic b. doanot rotate plene-polarized light c. is levaratetary. d. is dextarotatory.

(-)-cholesterol

Instructions: Refer to the structure below to answer the following questions. Refer to instructions. Draw the enantiomer of (S)-(-)-serine in a wedge-dash projection.

Instructions: Place asterisks at all the chirality centers in each molecule below. Place asterisks:

If (+)-sucrose has a specific rotation of +66.47, what is the specific rotation of (-)-sucrose?

Which of the following is the definition of a pair of enantiomers?

Which of the following statements is true regarding pairs of enantiomers?

Instructions: In the molecules below, assign R, S configurations to the chirality center indicated with an arrow. Refer to instructions. The configuration of the carbon atom labeled 19 is _____.

How many stereoisomers of 2,3-dimethylbutane exist?

Which of the following correctly describes a molecule that is achiral?

Structure and Bonding:acids and Bases

Alkanes: The Nature of Organic Compounds

Alkenes and Alkynes: the Nature of Organic Reactions

Reactions of Alkenes and Alkynes

Aromatic Compounds

Organohalides: Nucleophilic Substitutions and Eliminations

Alcohols, Phenols, Ethers, and Their Sulfur Analogs

Aldehydes and Ketones: Nucleophilic Addition Reactions

Carboxylic Acids and Derivatives: Nucleophilic Acyl Substitution Reactions

Carbonyl Alpha-Substitution Reactions and Condensation Reactions

Amines

Structure Determination

Biomolecules: Carbohydrates

Biomolecules: Amino Acids, Peptides, and Proteins

Biomolecules: Lipids and Nucleic Acids

The Organic Chemistry of Metabolic Pathways

Filters

Rank the following substituent groups from highest to lowest priority according to the sequencing rules. CO₂CH₃ CO₂H OH Cl

A natural product having [a]_D = +40.3 $\degree$ has been isolated and purified. This information indicates that the natural product: a. is racemic b. doanot rotate plene-polarized light c. is levaratetary. d. is dextarotatory.