Question 1

Thiols are most closely related to which of the following classes of compounds?

Accepted Answer

A)  alcohols 
B)  aldehydes 
C)  carboxylic acids 
D)  ketones 
A)  alcohols 
B)  aldehydes 
C)  carboxylic acids 
D)  ketones

Question 2

Which of the following ethers is used as an inhalation anesthetic today?

Accepted Answer

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

Question 3

What is the smallest number of carbon atoms that can be found in an asymmetrical ether containing only C, H, and a single O atom?

Accepted Answer

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

Question 4

Identify the product formed by the dehydration of tert-butyl alcohol.

Accepted Answer

A)  3-methylbutene 
B)  1-butene 
C)  2-butene 
D)  2-methylpropene 
A)  3-methylbutene 
B)  1-butene 
C)  2-butene 
D)  2-methylpropene

Question 5

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

Accepted Answer

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

Question 6

Which of the following describes the products formed by the dehydration of 2,2,4,4-tetramethyl-3-pentanol?

Accepted Answer

A)  The only product formed is 2,2,4,4-tetramethyl-2-pentene. 
B)  The only product formed is 2,2,4,4-tetramethyl-3-pentene. 
C)  The major product is 2,2,4,4-tetramethyl-2-pentene, and the minor product is 2,2,4,4-tetramethyl-3-pentene. 
D)  There is no product formed because 2,2,4,4-tetramethyl-3-pentanol does not undergo dehydration. 
A)  The only product formed is 2,2,4,4-tetramethyl-2-pentene. 
B)  The only product formed is 2,2,4,4-tetramethyl-3-pentene. 
C)  The major product is 2,2,4,4-tetramethyl-2-pentene, and the minor product is 2,2,4,4-tetramethyl-3-pentene. 
D)  There is no product formed because 2,2,4,4-tetramethyl-3-pentanol does not undergo dehydration.

Question 7

Which of the following classes of compounds react with sodium hydroxide to give a water-soluble salt?

Accepted Answer

A)  primary alcohols 
B)  phenols 
C)  both primary alcohols and phenols 
D)  neither primary alcohols nor phenols 
A)  primary alcohols 
B)  phenols 
C)  both primary alcohols and phenols 
D)  neither primary alcohols nor phenols

Question 8

Which of the following statements is true of London dispersion forces?

Accepted Answer

A)  London dispersion forces are stronger between the molecules of 1-butanol than between the molecules of 2-methyl-2-propanol. 
B)  London dispersion forces are weaker than hydrogen bonding interactions. 
C)  London dispersion forces are stronger between the molecules of 1-butanol than between the molecules of 2-methyl-2-propanol and are weaker than hydrogen bonding interactions. 
D)  None of these 
A)  London dispersion forces are stronger between the molecules of 1-butanol than between the molecules of 2-methyl-2-propanol. 
B)  London dispersion forces are weaker than hydrogen bonding interactions. 
C)  London dispersion forces are stronger between the molecules of 1-butanol than between the molecules of 2-methyl-2-propanol and are weaker than hydrogen bonding interactions. 
D)  None of these

Question 9

Which of the following is a starting material in the synthesis of nitroglycerin?

Accepted Answer

A)  ethylene glycol 
B)  1,2-propanediol 
C)  1,3-propanediol 
D)  1,2,3-propanetriol 
A)  ethylene glycol 
B)  1,2-propanediol 
C)  1,3-propanediol 
D)  1,2,3-propanetriol

Question 10

What is the maximum number of hydrogen bonds that an ethanol molecule can form with other molecules?

Accepted Answer

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

Question 11

What is the characteristic functional group of thiols?

Accepted Answer

A)  -NH 
B)  -OH 
C)  -PH 
D)  -SH 
A)  -NH 
B)  -OH 
C)  -PH 
D)  -SH

Question 12

By which of the following reaction sequences is ethanol converted to ethanoic acid?

Accepted Answer

A)  successive oxidation 
B)  successive reduction 
C)  oxidation followed by reduction 
D)  reduction followed by oxidation 
A)  successive oxidation 
B)  successive reduction 
C)  oxidation followed by reduction 
D)  reduction followed by oxidation

Question 13

What is the correct order of the boiling points of propane, dimethyl ether, and ethanol?

Accepted Answer

A)  ethanol > dimethyl ether > propane 
B)  ethanol > propane > dimethyl ether 
C)  propane > dimethyl ether > ethanol 
D)  propane > ethanol > dimethyl ether 
A)  ethanol > dimethyl ether > propane 
B)  ethanol > propane > dimethyl ether 
C)  propane > dimethyl ether > ethanol 
D)  propane > ethanol > dimethyl ether

Question 14

Identify a true statement about trans-2-methylcyclohexanol.

Accepted Answer

A)  The hydroxyl group and the methyl group lie in the plane that contains the cyclohexane ring. 
B)  The methyl group may lie above and the hydroxyl group may lie below the plane that contains the cyclohexane ring. 
C)  The methyl group and the hydroxyl group lie above the plane that contains the cyclohexane ring. 
D)  The methyl group and the hydroxyl group lie below the plane that contains the cyclohexane ring. 
A)  The hydroxyl group and the methyl group lie in the plane that contains the cyclohexane ring. 
B)  The methyl group may lie above and the hydroxyl group may lie below the plane that contains the cyclohexane ring. 
C)  The methyl group and the hydroxyl group lie above the plane that contains the cyclohexane ring. 
D)  The methyl group and the hydroxyl group lie below the plane that contains the cyclohexane ring.

Question 15

Which of the following is true of alcohols and phenols?

Accepted Answer

A)  Both have equal basic strength. 
B)  Both have equal acidic strength. 
C)  Phenols are more acidic than alcohols. 
D)  Alcohols are more acidic than phenols. 
A)  Both have equal basic strength. 
B)  Both have equal acidic strength. 
C)  Phenols are more acidic than alcohols. 
D)  Alcohols are more acidic than phenols.

Question 16

Identify a true statement about dimethyl ether.

Accepted Answer

A)  It is a nonpolar compound. 
B)  Its boiling point is comparable to the boiling point of ethanol. 
C)  The carbon bonded to oxygen in a dimethyl ether molecule carries a partially positive charge. 
D)  Strong attractive forces exist between dimethyl ether molecules in the liquid form. 
A)  It is a nonpolar compound. 
B)  Its boiling point is comparable to the boiling point of ethanol. 
C)  The carbon bonded to oxygen in a dimethyl ether molecule carries a partially positive charge. 
D)  Strong attractive forces exist between dimethyl ether molecules in the liquid form.

Question 17

Which of the following can be obtained using propene as a starting material?

Accepted Answer

A)  glycerin 
B)  isopropyl alcohol 
C)  epichlorohydrin 
D)  all of these 
A)  glycerin 
B)  isopropyl alcohol 
C)  epichlorohydrin 
D)  all of these

Question 18

Which of the following is an important intermediate in the production of ethylene glycol?

Accepted Answer

A)  diethyl ether 
B)  ethanol 
C)  ethylene oxide 
D)  tetrahydrofuran 
A)  diethyl ether 
B)  ethanol 
C)  ethylene oxide 
D)  tetrahydrofuran

Question 19

What is the geometry at the hydroxyl-bearing carbon atom of an alcohol?

Accepted Answer

A)  linear 
B)  tetrahedral 
C)  trigonal planar 
D)  trigonal pyramidal 
A)  linear 
B)  tetrahedral 
C)  trigonal planar 
D)  trigonal pyramidal

Question 20

Which statement is true of the polarities of the C-O and O-H bonds in alcohols?

Accepted Answer

A)  Neither the C-O nor the O-H bond is polar. 
B)  The C-O and O-H bonds are equally polar. 
C)  Both bonds are polar, but the C-O bond is less polar than the O-H bond. 
D)  Both bonds are polar, but the O-H bond is less polar than the C-O bond. 
A)  Neither the C-O nor the O-H bond is polar. 
B)  The C-O and O-H bonds are equally polar. 
C)  Both bonds are polar, but the C-O bond is less polar than the O-H bond. 
D)  Both bonds are polar, but the O-H bond is less polar than the C-O bond.

Exam 13: Alcohols, Ethers, and Thiols

Thiols are most closely related to which of the following classes of compounds?

Which of the following ethers is used as an inhalation anesthetic today?

What is the smallest number of carbon atoms that can be found in an asymmetrical ether containing only C, H, and a single O atom?

Identify the product formed by the dehydration of tert-butyl alcohol.

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

Which of the following describes the products formed by the dehydration of 2,2,4,4-tetramethyl-3-pentanol?

Which of the following classes of compounds react with sodium hydroxide to give a water-soluble salt?

Which of the following statements is true of London dispersion forces?

Which of the following is a starting material in the synthesis of nitroglycerin?

What is the maximum number of hydrogen bonds that an ethanol molecule can form with other molecules?

What is the characteristic functional group of thiols?

By which of the following reaction sequences is ethanol converted to ethanoic acid?

What is the correct order of the boiling points of propane, dimethyl ether, and ethanol?

Identify a true statement about trans-2-methylcyclohexanol.

Which of the following is true of alcohols and phenols?

Identify a true statement about dimethyl ether.

Which of the following can be obtained using propene as a starting material?

Which of the following is an important intermediate in the production of ethylene glycol?

What is the geometry at the hydroxyl-bearing carbon atom of an alcohol?

Which statement is true of the polarities of the C-O and O-H bonds in alcohols?

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