Question 1

Of the alcohols with the molecular formula C4H9OH, which has the lowest boiling point?

Accepted Answer

A)  1-butanol 
B)  sec-butyl alcohol 
C)  tert-butyl alcohol 
D)  isobutyl alcohol 
A)  1-butanol 
B)  sec-butyl alcohol 
C)  tert-butyl alcohol 
D)  isobutyl alcohol

Question 2

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)  none of the above 
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)  none of the above

Question 3

Consider the following model. Atoms other than hydrogen and carbon are labeled with the symbol of the element.   Which of the following is represented in this structure?

Accepted Answer

A)  a primary alcohol 
B)  a secondary alcohol 
C)  a tertiary alcohol 
D)  both a and b 
A)  a primary alcohol 
B)  a secondary alcohol 
C)  a tertiary alcohol 
D)  both a and b

Question 4

Consider the following model. Atoms other than hydrogen and carbon are labeled with the symbol of the element.   Which of the following is characteristic of the compound represented by this structure?

Accepted Answer

A)  soluble in water 
B)  pKa about 7 
C)  reacts with NaOH 
D)  all of these 
A)  soluble in water 
B)  pKa about 7 
C)  reacts with NaOH 
D)  all of these

Question 5

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

Accepted Answer

A)    
B)    
C)  both a and b 
D)  neither a nor b 
A)    
B)    
C)  both a and b 
D)  neither a nor b

Question 6

Suppose you carried out two reactions in sequence. In the first reaction you hydrated 1-hexene and in the second reaction you dehydrated the product(s) of the first reaction? Which of the following would be the major final product?

Accepted Answer

A)  1-hexene 
B)  2-hexene 
C)  3-hexene 
D)  none of the above 
A)  1-hexene 
B)  2-hexene 
C)  3-hexene 
D)  none of the above

Question 7

Examine the structures represented by the following models. Atoms other than carbon and hydrogen are indicated by the element symbol.       A B C
-Which could react with sulfuric acid to form an alkene?

Accepted Answer

A)  A 
B)  B 
C)  C 
D)  all of these 
A)  A 
B)  B 
C)  C 
D)  all of these

Question 8

Which of the following is true of the hydration-dehydration equilibrium which exists between alcohols and alkenes under aqueous acidic conditions?

Accepted Answer

A)  It lies so far in one direction that it can only be used for the preparation of alcohols. 
B)  It lies so far in one direction that it can only be used for the preparation of alkenes. 
C)  Reaction conditions can be adjusted so that the equilibrium can be used to prepare either alcohols or alkenes in high yields. 
D)  It is not useful for the preparation of either alcohols or alkenes. 
A)  It lies so far in one direction that it can only be used for the preparation of alcohols. 
B)  It lies so far in one direction that it can only be used for the preparation of alkenes. 
C)  Reaction conditions can be adjusted so that the equilibrium can be used to prepare either alcohols or alkenes in high yields. 
D)  It is not useful for the preparation of either alcohols or alkenes.

Question 9

Which of the following is(are) glycols?

Accepted Answer

A)  HOCH2CH2CH2CH2CH2OH 
B)    
C)  both a and b 
D)  neither a nor b 
A)  HOCH2CH2CH2CH2CH2OH 
B)    
C)  both a and b 
D)  neither a nor b

Question 10

Of the alcohols with the molecular formula C4H9OH, which has the highest boiling point?

Accepted Answer

A)  1-butanol 
B)  sec-butyl alcohol 
C)  tert-butyl alcohol 
D)  isobutyl alcohol 
A)  1-butanol 
B)  sec-butyl alcohol 
C)  tert-butyl alcohol 
D)  isobutyl alcohol

Question 11

Which of the following is a correct IUPAC name?

Accepted Answer

A)  1-isopropyl-1-cyclohexanol 
B)  1-isopropylcyclohexanol 
C)  trans-1-isopropyl-1-cyclohexanol 
D)  none of these 
A)  1-isopropyl-1-cyclohexanol 
B)  1-isopropylcyclohexanol 
C)  trans-1-isopropyl-1-cyclohexanol 
D)  none of these

Question 12

What is the IUPAC name of the following compound?

Accepted Answer

A)  2,2-dimethyl-4-butanol 
B)  3,3-dimethyl-1-butanol 
C)  1-tert-butyl-2-ethanol 
D)  2-sec-butyl-1-ethanol 
A)  2,2-dimethyl-4-butanol 
B)  3,3-dimethyl-1-butanol 
C)  1-tert-butyl-2-ethanol 
D)  2-sec-butyl-1-ethanol

Question 13

Which of the following alkenes will be the major product when 2-methylcyclohexanol is heated with concentrated sulfuric acid?

Accepted Answer

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

Question 14

Which of the following is true of the alcohol functional groups in 1,3-butanediol?

Accepted Answer

A)  One is primary and one is secondary. 
B)  One is primary and one is tertiary. 
C)  Both are primary. 
D)  Neither is primary. 
A)  One is primary and one is secondary. 
B)  One is primary and one is tertiary. 
C)  Both are primary. 
D)  Neither is primary.

Question 15

In which class of compounds is the carbon at the functional group most highly oxidized?

Accepted Answer

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

Question 16

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

Accepted Answer

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

Question 17

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 18

Which of the following is the common name for 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 19

Consider the following model. Atoms other than hydrogen and carbon are labeled with the symbol of the element.   Which of the following is characteristic of the compound represented by this structure?

Accepted Answer

A)  polar molecule 
B)  capable of hydrogen bonding 
C)  higher boiling point than 1-propanol 
D)  all of these 
A)  polar molecule 
B)  capable of hydrogen bonding 
C)  higher boiling point than 1-propanol 
D)  all of these

Question 20

What is the smallest number of carbon atoms which can be found in an ether?

Accepted Answer

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

Exam 14: Alcohols, Ethers, and Thiols

Of the alcohols with the molecular formula C4H9OH, which has the lowest boiling point?

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

Consider the following model. Atoms other than hydrogen and carbon are labeled with the symbol of the element. Which of the following is represented in this structure?

Consider the following model. Atoms other than hydrogen and carbon are labeled with the symbol of the element. Which of the following is characteristic of the compound represented by this structure?

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

Suppose you carried out two reactions in sequence. In the first reaction you hydrated 1-hexene and in the second reaction you dehydrated the product(s) of the first reaction? Which of the following would be the major final product?

Examine the structures represented by the following models. Atoms other than carbon and hydrogen are indicated by the element symbol. A B C -Which could react with sulfuric acid to form an alkene?

Which of the following is true of the hydration-dehydration equilibrium which exists between alcohols and alkenes under aqueous acidic conditions?

Which of the following is(are) glycols?

Of the alcohols with the molecular formula C4H9OH, which has the highest boiling point?

Which of the following is a correct IUPAC name?

What is the IUPAC name of the following compound?

Which of the following alkenes will be the major product when 2-methylcyclohexanol is heated with concentrated sulfuric acid?

Which of the following is true of the alcohol functional groups in 1,3-butanediol?

In which class of compounds is the carbon at the functional group most highly oxidized?

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

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

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

Consider the following model. Atoms other than hydrogen and carbon are labeled with the symbol of the element. Which of the following is characteristic of the compound represented by this structure?

What is the smallest number of carbon atoms which can be found in an ether?

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Of the alcohols with the molecular formula C₄H₉OH, which has the lowest boiling point?

Of the alcohols with the molecular formula C₄H₉OH, which has the highest boiling point?