Question 1

Consider the following model. Elements other than hydrogen and carbon are labeled.   Which of the following alcohol groups are represented in this structure?

Accepted Answer

A)  two primary alcohol groups 
B)  two secondary alcohol groups 
C)  a tertiary alcohol group and a secondary alcohol group 
D)  a primary alcohol group and a secondary alcohol group 
A)  two primary alcohol groups 
B)  two secondary alcohol groups 
C)  a tertiary alcohol group and a secondary alcohol group 
D)  a primary alcohol group and a secondary alcohol group

Question 2

Which of the following structures represents 3,3-dimethyl-1-butanol?

Accepted Answer

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

Question 3

Which of the following is a glycol?

Accepted Answer

A)  HOCH2CH2CH2OH 
B)    
C)  HOCH2CH2OH 
D)  HOCH2CH2COOH 
A)  HOCH2CH2CH2OH 
B)    
C)  HOCH2CH2OH 
D)  HOCH2CH2COOH

Question 4

Which of the following is a secondary alcohol?

Accepted Answer

A)  2-methyl-2-propanol 
B)  trans-2-methylcyclohexanol 
C)  2,2-dimethyl-1-propanol 
D)  3-methylbutanol 
A)  2-methyl-2-propanol 
B)  trans-2-methylcyclohexanol 
C)  2,2-dimethyl-1-propanol 
D)  3-methylbutanol

Question 5

Which of the following is the IUPAC name of the following compound?

Accepted Answer

A)  isobutyl mercaptan 
B)  sec-butyl mercaptan 
C)  2-butanethiol 
D)  1-methyl-1-propanethiol 
A)  isobutyl mercaptan 
B)  sec-butyl mercaptan 
C)  2-butanethiol 
D)  1-methyl-1-propanethiol

Question 6

The conversion of coal or methane to formaldehyde involves which of the following sequences of reactions?

Accepted Answer

A)  three successive oxidations 
B)  three successive reductions 
C)  reduction, oxidation, and reduction 
D)  oxidation, reduction, and oxidation 
A)  three successive oxidations 
B)  three successive reductions 
C)  reduction, oxidation, and reduction 
D)  oxidation, reduction, and oxidation

Question 7

Which of the following is an important biological reaction of thiols?

Accepted Answer

A)  the combination of two thiols and the elimination of H2S to yield a thioether 
B)  the reduction of two thiols to form a disulfide 
C)  the oxidation of two thiols to form a disulfide 
D)  the reaction of thiols with hydrochloric acid to form thiolate salts 
A)  the combination of two thiols and the elimination of H2S to yield a thioether 
B)  the reduction of two thiols to form a disulfide 
C)  the oxidation of two thiols to form a disulfide 
D)  the reaction of thiols with hydrochloric acid to form thiolate salts

Question 8

Which of the following alcohols is the least soluble in water?

Accepted Answer

A)  1-pentanol 
B)  1-octanol 
C)  1-hexanol 
D)  2-propanol 
A)  1-pentanol 
B)  1-octanol 
C)  1-hexanol 
D)  2-propanol

Question 9

Which of the following reagents was used in the original breath-alcohol screening test used by law enforcement officials?

Accepted Answer

A)  Cr3+ 
B)  hydrogen peroxide 
C)  potassium dichromate 
D)  acetic acid 
A)  Cr3+ 
B)  hydrogen peroxide 
C)  potassium dichromate 
D)  acetic acid

Question 10

Which of the following is the IUPAC name of isobutyl alcohol?

Accepted Answer

A)  1-butanol 
B)  2-butanol 
C)  2-methyl-1-propanol 
D)  2-methyl-2-propanol 
A)  1-butanol 
B)  2-butanol 
C)  2-methyl-1-propanol 
D)  2-methyl-2-propanol

Question 11

Identify the group that is commonly called a mercaptan group.

Accepted Answer

A)  -CO 
B)  -SH 
C)  -SO3H 
D)  -C-O-C- 
A)  -CO 
B)  -SH 
C)  -SO3H 
D)  -C-O-C-

Question 12

Which of the following is a glycol?

Accepted Answer

A)  HOCH2CH2CH2CH2CH2OH 
B)    
C)  both HOCH2CH2CH2CH2CH2OH and   
D)  none of these 
A)  HOCH2CH2CH2CH2CH2OH 
B)    
C)  both HOCH2CH2CH2CH2CH2OH and   
D)  none of these

Question 13

Which of the following is true of the relationship between thiols and disulfides?

Accepted Answer

A)  Thiols are easily oxidized to disulfides, and disulfides are easily reduced to thiols. 
B)  Thiols are not easily oxidized to disulfides, and disulfides are not easily reduced to thiols. 
C)  Thiols are easily oxidized to disulfides, but disulfides are not easily reduced to thiols. 
D)  Thiols are not easily oxidized to disulfides, but disulfides are easily reduced to thiols. 
A)  Thiols are easily oxidized to disulfides, and disulfides are easily reduced to thiols. 
B)  Thiols are not easily oxidized to disulfides, and disulfides are not easily reduced to thiols. 
C)  Thiols are easily oxidized to disulfides, but disulfides are not easily reduced to thiols. 
D)  Thiols are not easily oxidized to disulfides, but disulfides are easily reduced to thiols.

Question 14

Which of the following is an example of a cyclic ether?

Accepted Answer

A)  methoxycyclohexane 
B)  ethoxycyclopentane 
C)  tetrahydrofuran 
D)  ethrane 
A)  methoxycyclohexane 
B)  ethoxycyclopentane 
C)  tetrahydrofuran 
D)  ethrane

Question 15

Which of the following statements is true?

Accepted Answer

A)  All diols are glycols. 
B)  All glycols contain both a primary and a secondary alcohol. 
C)  All glycols are diols. 
D)  All glycols must have at least three carbon atoms. 
A)  All diols are glycols. 
B)  All glycols contain both a primary and a secondary alcohol. 
C)  All glycols are diols. 
D)  All glycols must have at least three carbon atoms.

Question 16

Ethylene is treated with sulfuric acid in the presence of water to give product A. Product A is carefully heated in the presence of sulfuric acid to get a polar product B and water. Identify products A and B.

Accepted Answer

A)  A is acetic acid, and B is diethyl ether. 
B)  A is ethanol, and B is acetic acid. 
C)  A is ethanol, and B is diethyl ether. 
D)  A is ethylene oxide, and B is acetic acid. 
A)  A is acetic acid, and B is diethyl ether. 
B)  A is ethanol, and B is acetic acid. 
C)  A is ethanol, and B is diethyl ether. 
D)  A is ethylene oxide, and B is acetic acid.

Question 17

Consider the following model. Elements other than hydrogen and carbon are labeled.   Which of the following is a characteristic of the given compound?

Accepted Answer

A)  It is a polar molecule. 
B)  It is capable of hydrogen bonding. 
C)  It has a higher boiling point than 1-propanol. 
D)  All of these are characteristics of the compound. 
A)  It is a polar molecule. 
B)  It is capable of hydrogen bonding. 
C)  It has a higher boiling point than 1-propanol. 
D)  All of these are characteristics of the compound.

Question 18

What is the IUPAC name of the following compound?

Accepted Answer

A)  methyl propyl methanol 
B)  2-pentanol 
C)  1-methyl-1-butanol 
D)  4-pentanol 
A)  methyl propyl methanol 
B)  2-pentanol 
C)  1-methyl-1-butanol 
D)  4-pentanol

Question 19

Which of the following compounds is converted to rubbing alcohol by acid-catalyzed hydration?

Accepted Answer

A)  ethanol 
B)  propene 
C)  2-methylpropane 
D)  formaldehyde 
A)  ethanol 
B)  propene 
C)  2-methylpropane 
D)  formaldehyde

Question 20

Which of the following statements is true of the oxidation of tertiary alcohols?

Accepted Answer

A)  It involves the loss of oxygen. 
B)  It involves the gain of electrons. 
C)  The oxidation of tertiary alcohols produces ethers. 
D)  Tertiary alcohols resist oxidation. 
A)  It involves the loss of oxygen. 
B)  It involves the gain of electrons. 
C)  The oxidation of tertiary alcohols produces ethers. 
D)  Tertiary alcohols resist oxidation.

Exam 13: Alcohols, Ethers, and Thiols

Consider the following model. Elements other than hydrogen and carbon are labeled. Which of the following alcohol groups are represented in this structure?

Which of the following structures represents 3,3-dimethyl-1-butanol?

Which of the following is a glycol?

Which of the following is a secondary alcohol?

Which of the following is the IUPAC name of the following compound?

The conversion of coal or methane to formaldehyde involves which of the following sequences of reactions?

Which of the following is an important biological reaction of thiols?

Which of the following alcohols is the least soluble in water?

Which of the following reagents was used in the original breath-alcohol screening test used by law enforcement officials?

Which of the following is the IUPAC name of isobutyl alcohol?

Identify the group that is commonly called a mercaptan group.

Which of the following is a glycol?

Which of the following is true of the relationship between thiols and disulfides?

Which of the following is an example of a cyclic ether?

Which of the following statements is true?

Ethylene is treated with sulfuric acid in the presence of water to give product A. Product A is carefully heated in the presence of sulfuric acid to get a polar product B and water. Identify products A and B.

Consider the following model. Elements other than hydrogen and carbon are labeled. Which of the following is a characteristic of the given compound?

What is the IUPAC name of the following compound?

Which of the following compounds is converted to rubbing alcohol by acid-catalyzed hydration?

Which of the following statements is true of the oxidation of tertiary alcohols?

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