Question 1

Identify the monomeric unit of PVC.

Accepted Answer

A)  propylene 
B)  acrylonitrile 
C)  chloroethene 
D)  1,1-dichloroethylene 
A)  propylene 
B)  acrylonitrile 
C)  chloroethene 
D)  1,1-dichloroethylene C

Question 2

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. 
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. C

Question 3

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

Question 4

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

Question 5

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 systems 
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 systems

Question 6

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

Question 7

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. 
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.

Question 8

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 these 
A)  alkanes 
B)  alkenes 
C)  alkynes 
D)  none of these

Question 9

Which of the following compounds is an ether?

Accepted Answer

A)  aniline 
B)  anisole 
C)  phenol 
D)  toluene 
A)  aniline 
B)  anisole 
C)  phenol 
D)  toluene

Question 10

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. 
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.

Question 11

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 acid 
A)  an alkyne 
B)  an alcohol 
C)  an aldehyde 
D)  a carboxylic acid

Question 12

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-methylbutane 
A)  1,1-dichloro-2-methylbutane 
B)  1,2-dichloro-2-methylbutane 
C)  2-chloro-2-methylbutane 
D)  1-chloro-2-methylbutane

Question 13

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

Accepted Answer

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

Question 14

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 catalysis 
A)  peroxide initiators 
B)  Ziegler-Natta catalysis 
C)  either peroxide initiators or Ziegler-Natta catalysis 
D)  neither peroxide initiators nor Ziegler-Natta catalysis

Question 15

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)  methylhydroxybenzene 
A)  hydroxymethylbenzene 
B)  hydroxytoluene 
C)  methylphenol 
D)  methylhydroxybenzene

Question 16

Which of the following reactions requires a transition metal catalyst?

Accepted Answer

A)  halogenation 
B)  hydrohalogenation 
C)  hydrogenation 
D)  hydration 
A)  halogenation 
B)  hydrohalogenation 
C)  hydrogenation 
D)  hydration

Question 17

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

Accepted Answer

A)  −2 
B)  −1 
C)  +1 
D)  +2 
A)  −2 
B)  −1 
C)  +1 
D)  +2

Question 18

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

Question 19

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 hydrogenation 
A)  bromination 
B)  hydrogenation 
C)  both bromination and hydrogenation 
D)  neither bromination nor hydrogenation

Question 20

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

Exam 12: Alkenes, Alkynes, and Aromatic Compounds

Identify the monomeric unit of PVC.

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?

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

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

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

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?

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

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

Which of the following compounds is an ether?

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

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?

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

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

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

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

Which of the following reactions requires a transition metal catalyst?

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

What is the correct IUPAC name of the following compound?

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

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