Question 1

Consider the following structure.  If a chlorine atom is substituted for each of the labeled hydrogen atoms, which of the following is true of the resulting compound?

Accepted Answer

A)   The compound can have cis-trans isomers.
B)   The compound will have substituents in its meta positions.
C)   The compound will have substituents bonded to its 1,4 positions.
D)   The compounds will have substituents in its meta positions and bonded to its 1,4 positions.E) A) and B)
F) A) and C) C

Question 2

In which of the following hydrocarbons is the bond angle about the carbon atom approximately 120°?

Accepted Answer

A)   alkanes
B)   alkenes
C)   alkynes
D)   none of theseE) All of the above
F) B) and C)

Question 3

How should a benzene ring with a methyl substituent and a hydroxyl substituent be named according to IUPAC nomenclature?

Accepted Answer

A)   hydroxymethylbenzene
B)   hydroxytoluene
C)   methylphenol
D)   methylhydroxybenzeneE) A) and B)
F) A) and C)

Question 4

Which product is formed by the chlorination of 2-methyl-1-butene?

Accepted Answer

A)   1,1-dichloro-2-methylbutane
B)   1,2-dichloro-2-methylbutane
C)   2-chloro-2-methylbutane
D)   1-chloro-2-methylbutaneE) None of the above
F) B) and D)

Question 5

What is the charge on the organic intermediate formed during hydrohalogenation?

Accepted Answer

A)   −2
B)   −1
C)   +1
D)   +2E) A) and B)
F) B) and D)

Question 6

Four patterns can be noted for certain organic reactions: Pattern 1: Add a proton.
Pattern 2: Take a proton away.
Pattern 3: Reaction between an electrophile and nucleophile to form a new covalent bond.
Pattern 4: Reaction of a proton donor with a carbon-carbon double bond to form a new covalent bond.
To which pattern does the following reaction belong?

Accepted Answer

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

Question 7

Consider the substance represented by the following model.  The physical properties of this substance would most closely represent the corresponding member of which functional group class?

Accepted Answer

A)   an alkyne
B)   an alcohol
C)   an aldehyde
D)   a carboxylic acidE) All of the above
F) None of the above

Question 8

Which of the following characteristics is associated with the presence of cis-trans isomerism?

Accepted Answer

A)   the presence of double bonds
B)   the presence of ring systems
C)   the presence of both double bonds and ring systems
D)   the absence of both double bonds and ring systemsE) None of the above
F) All of the above

Question 9

Including cis-trans isomers, how many stereoisomers are possible for an alkene that has the molecular formula C4H8?

Accepted Answer

A)   2
B)   6
C)   4
D)   5E) A) and B)
F) All of the above

Question 10

Which type of intermediate is generated during the acid-catalyzed hydration of an alkene?

Accepted Answer

A)   an oxonium ion
B)   a carbocation
C)   both an oxonium ion and a carbocation
D)   neither an oxonium ion nor a carbocationE) A) and C)
F) B) and D) C

Question 11

Which of the following observations was troublesome to 19th-century chemists in the determination of benzene's structure?

Accepted Answer

A)   Benzene contains more hydrogen atoms than expected.
B)   Benzene does not undergo combustion.
C)   Benzene does not react similarly to alkenes.
D)   Benzene reacts similarly to alkenes.E) A) and B)
F) A) and C)

Question 12

What is the correct IUPAC name of the following compound?

Accepted Answer

A)   1-ethyl-4-bromobenzene
B)   4-ethyl-1-bromobenzene
C)   1-bromo-4-ethylbenzene
D)   4-bromo-1-ethylbenzeneE) B) and C)
F) A) and B)

Question 13

A student named a particular compound 2-propyl-1-butene. Assuming that the student's choice actually corresponded to the correct distribution of the double bond and the substituents, what is the correct IUPAC name for this compound?

Accepted Answer

A)   2-propyl-1-butene
B)   2-ethyl-1-pentene
C)   3-methyl-2-pentene
D)   none of theseE) B) and C)
F) A) and D)

Question 14

Which of the following reactions requires a transition metal catalyst?

Accepted Answer

A)   halogenation
B)   hydrohalogenation
C)   hydrogenation
D)   hydrationE) All of the above
F) B) and C)

Question 15

Which of the following reactions involves the addition of different groups to both the ends of a double bond?

Accepted Answer

A)   bromination
B)   hydrogenation
C)   both bromination and hydrogenation
D)   neither bromination nor hydrogenationE) All of the above
F) A) and B)

Question 16

Examine the following reaction.  This reaction occurs in which step of the hydrohalogenation reaction mechanism?

Accepted Answer

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

Question 17

Identify the monomeric unit of PVC.

Accepted Answer

A)   propylene
B)   acrylonitrile
C)   chloroethene
D)   1,1-dichloroethyleneE) None of the above
F) A) and B) C

Question 18

What happens when the following substance reacts with water in the presence of concentrated sulfuric acid?

Accepted Answer

A)   An alkyne is produced.
B)   An alcohol is produced.
C)   The substance is converted to its cis isomer.
D)   The substance is converted to its trans isomer.E) None of the above
F) B) and C)

Question 19

Which of the following compounds is an ether?

Accepted Answer

A)   aniline
B)   anisole
C)   phenol
D)   tolueneE) A) and D)
F) A) and C)

Question 20

Which of the following catalysts are used for producing low-density polyethylene from ethylene?

Accepted Answer

A)   peroxide initiators
B)   Ziegler-Natta catalysis
C)   either peroxide initiators or Ziegler-Natta catalysis
D)   neither peroxide initiators nor Ziegler-Natta catalysisE) None of the above
F) A) and B)

Exam 12: Alkenes, Alkynes, and Aromatic Compounds

Consider the following structure. If a chlorine atom is substituted for each of the labeled hydrogen atoms, which of the following is true of the resulting compound?

Correct Answer
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C

In which of the following hydrocarbons is the bond angle about the carbon atom approximately 120°?

Correct Answer
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How should a benzene ring with a methyl substituent and a hydroxyl substituent be named according to IUPAC nomenclature?

Correct Answer
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Which product is formed by the chlorination of 2-methyl-1-butene?

Correct Answer
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What is the charge on the organic intermediate formed during hydrohalogenation?

Correct Answer
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Correct Answer
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Consider the substance represented by the following model. The physical properties of this substance would most closely represent the corresponding member of which functional group class?

Correct Answer
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Which of the following characteristics is associated with the presence of cis-trans isomerism?

Correct Answer
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Including cis-trans isomers, how many stereoisomers are possible for an alkene that has the molecular formula C₄H₈?

Correct Answer
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Which type of intermediate is generated during the acid-catalyzed hydration of an alkene?

Correct Answer
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C

Which of the following observations was troublesome to 19th-century chemists in the determination of benzene's structure?

Correct Answer
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What is the correct IUPAC name of the following compound?

Correct Answer
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A student named a particular compound 2-propyl-1-butene. Assuming that the student's choice actually corresponded to the correct distribution of the double bond and the substituents, what is the correct IUPAC name for this compound?

Correct Answer
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Which of the following reactions requires a transition metal catalyst?

Correct Answer
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Which of the following reactions involves the addition of different groups to both the ends of a double bond?

Correct Answer
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Examine the following reaction. This reaction occurs in which step of the hydrohalogenation reaction mechanism?

Correct Answer
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Identify the monomeric unit of PVC.

Correct Answer
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C

What happens when the following substance reacts with water in the presence of concentrated sulfuric acid?

Correct Answer
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Which of the following compounds is an ether?

Correct Answer
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Which of the following catalysts are used for producing low-density polyethylene from ethylene?

Correct Answer
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Exam 12: Alkenes, Alkynes, and Aromatic Compounds

Consider the following structure. If a chlorine atom is substituted for each of the labeled hydrogen atoms, which of the following is true of the resulting compound?

Correct AnswerverifiedC

In which of the following hydrocarbons is the bond angle about the carbon atom approximately 120°?

Correct AnswerverifiedShow Answer

How should a benzene ring with a methyl substituent and a hydroxyl substituent be named according to IUPAC nomenclature?

Correct AnswerverifiedShow Answer

Which product is formed by the chlorination of 2-methyl-1-butene?

Correct AnswerverifiedShow Answer

What is the charge on the organic intermediate formed during hydrohalogenation?

Correct AnswerverifiedShow Answer

Correct AnswerverifiedShow Answer

Consider the substance represented by the following model. The physical properties of this substance would most closely represent the corresponding member of which functional group class?

Correct AnswerverifiedShow Answer

Which of the following characteristics is associated with the presence of cis-trans isomerism?

Correct AnswerverifiedShow Answer

Including cis-trans isomers, how many stereoisomers are possible for an alkene that has the molecular formula C4H8?

Correct AnswerverifiedShow Answer

Which type of intermediate is generated during the acid-catalyzed hydration of an alkene?

Correct AnswerverifiedC

Which of the following observations was troublesome to 19th-century chemists in the determination of benzene's structure?

Correct AnswerverifiedShow Answer

What is the correct IUPAC name of the following compound?

Correct AnswerverifiedShow Answer

A student named a particular compound 2-propyl-1-butene. Assuming that the student's choice actually corresponded to the correct distribution of the double bond and the substituents, what is the correct IUPAC name for this compound?

Correct AnswerverifiedShow Answer

Which of the following reactions requires a transition metal catalyst?

Correct AnswerverifiedShow Answer

Which of the following reactions involves the addition of different groups to both the ends of a double bond?

Correct AnswerverifiedShow Answer

Examine the following reaction. This reaction occurs in which step of the hydrohalogenation reaction mechanism?

Correct AnswerverifiedShow Answer

Identify the monomeric unit of PVC.

Correct AnswerverifiedC

What happens when the following substance reacts with water in the presence of concentrated sulfuric acid?

Correct AnswerverifiedShow Answer

Which of the following compounds is an ether?

Correct AnswerverifiedShow Answer

Which of the following catalysts are used for producing low-density polyethylene from ethylene?

Correct AnswerverifiedShow Answer

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C

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Including cis-trans isomers, how many stereoisomers are possible for an alkene that has the molecular formula C₄H₈?

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Correct Answer
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C

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C

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