Question 1

What is the relationship between the following compounds?

Accepted Answer

A)  Constitutional isomers
B)  Diastereomers
C)  Enantiomers
D)  IdenticalE) B) and D)
F) C) and D)

Question 2

If a mixture has an ee of 90%,what is the percentage of each enantiomer?

Accepted Answer

A)  65% : 35%
B)  55% : 45%
C)  80% : 20%
D)  95% : 5%E) A) and B)
F) B) and C)

Question 3

Rank the following groups in order of decreasing priority according to the Cahn-Ingold-Prelog system.  II > III > IV B) II > I > IV > III C) II > I > III > IV D) I > II > IV > III" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)  I > II > III > IV
B)  II > I > IV > III
C)  II > I > III > IV
D)  I > II > IV > IIIE) B) and C)
F) A) and C)

Question 4

Which of the following structures has a different configuration from the other three?

Accepted Answer

A)  I
B)  II
C)  III
D)  IVE) A) and B)
F) None of the above

Question 5

What is the main carbohydrate in the seeds and roots of plants?

Accepted Answer

A)  Starch
B)  Glucose
C)  Cellulose
D)  GlycogenE) C) and D)
F) A) and D)

Question 6

Which of the following compounds can have a meso stereoisomer?

Accepted Answer

A)  I
B)  II
C)  III
D)  IVE) A) and B)
F) None of the above

Question 7

What is the percent ee of a mixture that has 70% of one enantiomer and 30% of the other?

Accepted Answer

A)  70
B)  85
C)  40
D)  30E) None of the above
F) All of the above

Question 8

A reaction mixture is three parts of one enantiomer and one part of the other.What is the percent ee of this mixture?

Accepted Answer

A)  75
B)  40
C)  65
D)  50E) B) and D)
F) B) and C)

Question 9

Which of the following molecules are achiral?

Accepted Answer

A)  II,III
B)  I,II
C)  I,IV
D)  III,IVE) A) and D)
F) All of the above

Question 10

Which of the following molecules are chiral? I.cis-1,3-Dibromocyclohexane
II) 1-Bromo-1-methylcyclohexane
III) trans-1-Bromo-3-methylcyclohexane
IV) cis-1-Bromo-3-methylcyclohexane

Accepted Answer

A)  I,II
B)  II,III
C)  I,IV
D)  III,IVE) A) and B)
F) None of the above

Question 11

What is the relationship between the following compounds?

Accepted Answer

A)  Constitutional isomers
B)  Diastereomers
C)  Enantiomers
D)  IdenticalE) A) and B)
F) None of the above

Question 12

What is the relationship between the following compounds?

Accepted Answer

A)  Constitutional isomers
B)  Diastereomers
C)  Enantiomers
D)  IdenticalE) B) and C)
F) A) and B)

Question 13

How many isomers can be drawn (constitutional and stereoisomers) for dimethycyclopropane?

Accepted Answer

A)  2
B)  3
C)  4
D)  6E) None of the above
F) A) and B)

Question 14

A natural product was isolated in the laboratory,and its observed rotation was +10° when measured in a 1 dm sample tube containing 1.0 g of compound in 10 mL of H2O.What is the specific rotation of this compound?

Accepted Answer

A)  -10°
B)  +100°
C)  +10°
D)  -100°E) A) and B)
F) C) and D)

Question 15

Which of the following structures has a different configuration from the other three?

Accepted Answer

A)  I
B)  II
C)  III
D)  IVE) A) and B)
F) C) and D)

Question 16

Which of the following statements about starch and cellulose is true?

Accepted Answer

A)  Starch and cellulose are not stereoisomers.
B)  In cellulose,the O atom joins two rings using one equatorial and one axial bond.
C)  In starch,the O atom joins two rings using two equatorial bonds.
D)  In cellulose,the O atom joins two rings using two equatorial bonds.E) B) and C)
F) A) and D)

Question 17

Give the IUPAC name for the following compound:

Accepted Answer

A)  R-2,3-dimethylhexane
B)  S-2,3-dimethylhexane
C)  R-4,5-dimethylhexane
D)  S-4,5-dimethylhexaneE) A) and C)
F) A) and D)

Question 18

Which of the following statements is true?

Accepted Answer

A)  The presence of a plane of symmetry makes a molecule chiral.
B)  An achiral molecule must have one or more stereogenic centers.
C)  All molecules that have stereogenic centers are chiral.
D)  Stereoisomers that are not superimposable on their mirror image are enantiomers.E) A) and B)
F) A) and C)

Question 19

Rank the following groups in order of decreasing priority according to the Cahn-Ingold-Prelog system.  I > II > IV B) I > II > IV > III C) III > II > IV > I D) III > IV > II > I" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)  III > I > II > IV
B)  I > II > IV > III
C)  III > II > IV > I
D)  III > IV > II > IE) A) and B)
F) All of the above

Question 20

What is the relationship between the following two compounds?

Accepted Answer

A)  Stereoisomers
B)  Constitutional isomers
C)  Identical
D)  Not isomers,different compoundsE) A) and C)
F) All of the above

Exam 5: Stereochemistry

How many isomers can be drawn (constitutional and stereoisomers) for dimethycyclopropane?

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If a mixture has an ee of 90%,what is the percentage of each enantiomer?

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Which of the following molecules are chiral? I.cis-1,3-Dibromocyclohexane II) 1-Bromo-1-methylcyclohexane III) trans-1-Bromo-3-methylcyclohexane IV) cis-1-Bromo-3-methylcyclohexane

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Rank the following groups in order of decreasing priority according to the Cahn-Ingold-Prelog system.

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Which of the following molecules are achiral?

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What is the main carbohydrate in the seeds and roots of plants?

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A natural product was isolated in the laboratory,and its observed rotation was +10° when measured in a 1 dm sample tube containing 1.0 g of compound in 10 mL of H2O.What is the specific rotation of this compound?

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What is the percent ee of a mixture that has 70% of one enantiomer and 30% of the other?

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Rank the following groups in order of decreasing priority according to the Cahn-Ingold-Prelog system.

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What is the relationship between the following compounds?

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Which of the following structures has a different configuration from the other three?

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What is the relationship between the following compounds?

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What is the relationship between the following compounds?

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A reaction mixture is three parts of one enantiomer and one part of the other.What is the percent ee of this mixture?

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Which of the following structures has a different configuration from the other three?

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Which of the following statements is true?

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Which of the following compounds can have a meso stereoisomer?

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Which of the following statements about starch and cellulose is true?

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What is the relationship between the following two compounds?

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Give the IUPAC name for the following compound:

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A natural product was isolated in the laboratory,and its observed rotation was +10° when measured in a 1 dm sample tube containing 1.0 g of compound in 10 mL of H₂O.What is the specific rotation of this compound?

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