Question 1

Which of the following products is obtained when phenol reacts with potassium dichromate in the presence of sulfuric acid?

Accepted Answer

A)  potassium phenoxide 
B)  1,2-benzenediol 
C)  1,4-benzenedione 
D)  3-pethylphenol 
A)  potassium phenoxide 
B)  1,2-benzenediol 
C)  1,4-benzenedione 
D)  3-pethylphenol

Question 2

Markovnikov's rule is not useful for predicting the outcome of the reaction of hydrogen chloride with which of the following alkenes?

Accepted Answer

A)  1-butene 
B)  2-butene 
C)  2-methylpropene 
D)  1-pentene 
A)  1-butene 
B)  2-butene 
C)  2-methylpropene 
D)  1-pentene

Question 3

Which of the following statements is true of the structure of benzene?

Accepted Answer

A)  All the C-C bonds in benzene are longer than a typical C=C bond. 
B)  All the C-H bonds in benzene are longer than a typical C-H bond. 
C)  The benzene molecule contains alternating double and triple bonds. 
D)  Benzene is a 1:1 mixture of two equilibrating structures. 
A)  All the C-C bonds in benzene are longer than a typical C=C bond. 
B)  All the C-H bonds in benzene are longer than a typical C-H bond. 
C)  The benzene molecule contains alternating double and triple bonds. 
D)  Benzene is a 1:1 mixture of two equilibrating structures.

Question 4

A student wanted to use the branched groups, isobutyl, sec-butyl, and tert-butyl when naming alkenes but was told not to. What is the correct IUPAC name for the compound the student called isobutylethene?

Accepted Answer

A)  4-methyl-1-pentene 
B)  3-methyl-1-pentene 
C)  3,3-dimethyl-1-butene 
D)  none of these 
A)  4-methyl-1-pentene 
B)  3-methyl-1-pentene 
C)  3,3-dimethyl-1-butene 
D)  none of these

Question 5

Which of the following is not a correct IUPAC name for an alkene?

Accepted Answer

A)  1-methyl-1-butene 
B)  2-methyl-1-butene 
C)  3-methyl-1-butene 
D)  2-methyl-2-butene 
A)  1-methyl-1-butene 
B)  2-methyl-1-butene 
C)  3-methyl-1-butene 
D)  2-methyl-2-butene

Question 6

Which of the following correctly describes the two substituents of aromatic xylenes?

Accepted Answer

A)  Both the substituents are hydroxyl groups. 
B)  Both the substituents are methyl groups. 
C)  One substituent is a methyl group, and the other substituent is a hydroxyl group. 
D)  One substituent is a methyl group, and the other substituent is an ethyl group. 
A)  Both the substituents are hydroxyl groups. 
B)  Both the substituents are methyl groups. 
C)  One substituent is a methyl group, and the other substituent is a hydroxyl group. 
D)  One substituent is a methyl group, and the other substituent is an ethyl group.

Question 7

Which of the listed products will be formed in the following reaction?

Accepted Answer

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

Question 8

Which of the following compounds is a carboxylic acid?

Accepted Answer

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

Question 9

How many stereoisomers are possible for 1,4,6-octatriene?

Accepted Answer

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

Question 10

Which of the following statements is true of an electrophile?

Accepted Answer

A)  It is an electron-rich species. 
B)  It reacts with an electron-donor species to form a new bond. 
C)  It attacks an electron-deficient species. 
D)  It is a stable species and does not undergo any reaction. 
A)  It is an electron-rich species. 
B)  It reacts with an electron-donor species to form a new bond. 
C)  It attacks an electron-deficient species. 
D)  It is a stable species and does not undergo any reaction.

Question 11

Which of the following statements is true of carbocations?

Accepted Answer

A)  They are inert catalysts. 
B)  They are electrophiles 
C)  They are nucleophiles 
D)  They are unreactive species. 
A)  They are inert catalysts. 
B)  They are electrophiles 
C)  They are nucleophiles 
D)  They are unreactive species.

Question 12

What is the IUPAC name of the following compound?

Accepted Answer

A)  5-carboxy-1,3-dibromobenzene 
B)  3,5-dibromobenzoic acid 
C)  1,3-dibromobenzoic acid 
D)  1-carboxy-3,5-dibromobenzene 
A)  5-carboxy-1,3-dibromobenzene 
B)  3,5-dibromobenzoic acid 
C)  1,3-dibromobenzoic acid 
D)  1-carboxy-3,5-dibromobenzene

Question 13

Which of the following is not a correct IUPAC name for an alkene?

Accepted Answer

A)  2-methyl-1-butene 
B)  2-methyl-2-butene 
C)  2-methyl-3-butene 
D)  None, these are all correct IUPAC names. 
A)  2-methyl-1-butene 
B)  2-methyl-2-butene 
C)  2-methyl-3-butene 
D)  None, these are all correct IUPAC names.

Question 14

What is the name of the lightest hydrocarbon that has cis and trans isomers?

Accepted Answer

A)  1-butene 
B)  2-butene 
C)  1,2-dimethylcyclopropane 
D)  propene 
A)  1-butene 
B)  2-butene 
C)  1,2-dimethylcyclopropane 
D)  propene

Question 15

Which of the following products is obtained by the reduction of p-quinone?

Accepted Answer

A)  phenoxide 
B)  peroxide 
C)  catechol 
D)  hydroquinone 
A)  phenoxide 
B)  peroxide 
C)  catechol 
D)  hydroquinone

Question 16

Which of the following statements is true of the solubility of alkenes?

Accepted Answer

A)  All alkenes are soluble in water. 
B)  Long chain alkenes are soluble in water, but short chain alkenes are insoluble. 
C)  Long chain alkenes are insoluble in water, but short chain alkenes are soluble. 
D)  All alkenes are soluble in alkanes. 
A)  All alkenes are soluble in water. 
B)  Long chain alkenes are soluble in water, but short chain alkenes are insoluble. 
C)  Long chain alkenes are insoluble in water, but short chain alkenes are soluble. 
D)  All alkenes are soluble in alkanes.

Question 17

Which of the following is not a correct IUPAC name?

Accepted Answer

A)  3-methylcyclopentene 
B)  4-methylcyclopentene 
C)  5-methylcyclopentene 
D)  1-methylcyclopentene 
A)  3-methylcyclopentene 
B)  4-methylcyclopentene 
C)  5-methylcyclopentene 
D)  1-methylcyclopentene

Question 18

Identify an application of the following compound.

Accepted Answer

A)  It is an explosive. 
B)  It is a detergent. 
C)  It is a food additive. 
D)  It is an insecticide. 
A)  It is an explosive. 
B)  It is a detergent. 
C)  It is a food additive. 
D)  It is an insecticide.

Question 19

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

Question 20

Which type of alcohol is formed by the acid-catalyzed hydration of 2-methyl-2-butene?

Accepted Answer

A)  primary 
B)  secondary 
C)  tertiary 
D)  aromatic 
A)  primary 
B)  secondary 
C)  tertiary 
D)  aromatic

Exam 12: Alkenes, Alkynes, and Aromatic Compounds

Which of the following products is obtained when phenol reacts with potassium dichromate in the presence of sulfuric acid?

Markovnikov's rule is not useful for predicting the outcome of the reaction of hydrogen chloride with which of the following alkenes?

Which of the following statements is true of the structure of benzene?

A student wanted to use the branched groups, isobutyl, sec-butyl, and tert-butyl when naming alkenes but was told not to. What is the correct IUPAC name for the compound the student called isobutylethene?

Which of the following is not a correct IUPAC name for an alkene?

Which of the following correctly describes the two substituents of aromatic xylenes?

Which of the listed products will be formed in the following reaction?

Which of the following compounds is a carboxylic acid?

How many stereoisomers are possible for 1,4,6-octatriene?

Which of the following statements is true of an electrophile?

Which of the following statements is true of carbocations?

What is the IUPAC name of the following compound?

Which of the following is not a correct IUPAC name for an alkene?

What is the name of the lightest hydrocarbon that has cis and trans isomers?

Which of the following products is obtained by the reduction of p-quinone?

Which of the following statements is true of the solubility of alkenes?

Which of the following is not a correct IUPAC name?

Identify an application of the following compound.

Which type of alcohol is formed by the acid-catalyzed hydration of 2-methyl-2-butene?

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