Deck 13: Alcohols, Phenols, Thiols, and Ethers

Question 1

Thiols are strong-smelling compounds responsible for

A) fruity odors.
B) sharp odors.
C) flowery odors.
D) skunky or bad smelling odors.
E) salty odors.

Answer 1

skunky or bad smelling odors.

Question 2

What is the name for this compound?

A) cyclopentanol
B) cyclohexanol
C) cyclobenzenol
D) phenol
E) glycerol

Answer 2

phenol

Question 3

The condensed structural formula for 2,3-dichloro-4-methylcyclohexanol is

A)
B)
C)
D)
E)

Answer 3

Question 4

The common name of CH₃ - CH₂ - O - CH₂ - CH₃ is

A) dimethyl ether.
B) diethyl ether.
C) 2-etherbutane.
D) butyl ether.
E) dibutyl ether.

Question 5

Thiols have structures similar to alcohols except that they contain

A) three alcohol groups.
B) more than one carbon.
C) sulfur in place of oxygen in the functional group.
D) lithium in place of oxygen in the functional group.
E) nitrogen in place of oxygen in the functional group.

Question 6

Which one of the following compounds is a thiol?

A)
B)
C) CH3 - CH = CH - CH₂ - CH3
D) CH3 - CH₂ - O - CH₂ - CH3
E) CH3 - SH

Question 7

Which one of the following compounds is an alcohol?

A)
B)
C) CH3 - CH= CH - CH₂ - CH3
D) CH3 - CH₂ - O - CH₂ - CH3
E) CH3 - SH

Question 8

What is the IUPAC name of this compound?

A) butanol
B) propanol
C) 2-propanol
D) 2-methylbutanol
E) 2-methyl-2-propanol

Question 9

1,2-ethanediol (ethylene diol) has uses that include

A) antifreeze.
B) solvent for paint.
C) production of synthetic fibers.
D) solvent for ink.
E) All of the above.

Question 10

What is the name for this compound?

A) o-bromo-m-ethylphenol
B) 2-bromo-5-ethylphenol
C) 4-bromo-1-ethyl-5-phenol
D) 6-bromo-3-ethylphenol
E) 2-bromo-5-methylphenol

Question 11

A phenol has an -OH group bonded to a(n)

A) singly substituted or unsubstituted carbon.
B) disubstituted carbon.
C) trisubstituted carbon.
D) aromatic carbon.
E) tetrasubstituted carbon.

Question 12

What is the IUPAC name of this compound?

A) pyran
B) tetrahydropyran
C) tetrahydrofuran
D) furan
E) oxycyclopentane

Question 13

The common name for the compound CH₃ - CH₂ - CH₂ - O - CH₂ - CH₃ is

A) 3-pentanol.
B) ethyl propyl ether.
C) 3-hexanol.
D) 3-ether pentane.
E) ethyl propyl ketone.

Question 14

What is the IUPAC name for this compound?

A) methylcyclobutanol
B) o-methylcyclobutanol
C) 2-hydroxy-1, 1-dimethylcyclobutane
D) 2-dimethyl-1-cyclobutanol
E) 2,2-dimethylcyclobutanol

Question 15

What is the IUPAC name for CH3 - CH₂ - CH₂ - SH?

A) 1-propanethiol
B) 2-propanethiol
C) 1-butanethiol
D) 2-butanethiol
E) propyl thiol

Question 16

What is the name of this compound?

A) cyclopentyl propyl ether
B) cyclopentyl propyl ketone
C) 1-cyclopropyl-1-propylalcohol
D) propylcyclopentanol
E) 3-cyclopentylpropanol

Question 17

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

A) 1,1,4-trimethyl-6-cyclohexanol
B) 1,1,4-trimethyl-2-cyclohexanol
C) 2,2,5-trimethylcyclohexanol
D) 2,2,5-trimethylphenol
E) 2-ethyl-5-methylcyclohexanol

Question 18

The compound CH₃ - CH₂ - SH is in the organic family known as

A) ethers.
B) thiols.
C) alcohols.
D) sulfides.
E) amino acids.

Question 19

Methanol is used in all the following except

A) making plastics.
B) racing fuel.
C) alcoholic beverages.
D) solvents.
E) paint remover.

Question 20

Alcohols contain which functional group?

A) amine
B) amide
C) hydroxyl
D) thiol

Question 21

The dehydration product of CH3 - CH₂ - CH₂ - CH₂ - OH in the presence of acid is

A) CH₂ = C = CH₂.
B) cyclopropane.
C) cyclopropene.
D) propene.
E) propyne.

Question 22

What is the structural formula of the ether formed in this reaction?

A)
B)
C) CH3 - CH₂ - CH₂ - O - CH₂ - CH₂ - CH3
D)
E) CH3 - CH₂ - O - CH₂ - CH3

Question 23

What classification of alcohol is resistant to oxidation?

A) primary
B) secondary
C) tertiary
D) quaternary
E) none

Question 24

What is the common name of the ether that is a structural isomer of 2-propanol?

A) isopropyl ether
B) diethyl ether
C) dimethyl ether
D) ethyl methyl ether
E) 1-propanol

Question 25

When 2-methyl-2-butanol undergoes dehydration in acid, one product is

A) 2-methyl-2-butene.
B) 2-methylbutanone.
C) 2-pentanone.
D) 2-methylbutanal.
E) hexene.

Question 26

Why has diethyl ether been replaced as a general anesthetic?

A) It causes unpleasant side effects in many patients.
B) It is slightly polar.
C) It can hydrogen bond to water.
D) It is not very reactive.
E) It is slightly soluble in water.

Question 27

In a tertiary alcohol, how many alkyl groups are attached to the carbon atom bonded to the -OH group?

A) none
B) one
C) two
D) three
E) four

Question 28

Tertiary alcohols cannot be oxidized because

A) there are no oxygen atoms to remove from the alcohol carbon.
B) there are no hydrogen atoms attached to the alcohol carbon.
C) the alcohol carbon is bonded to four groups so no oxygen can be added to it.
D) the alcohol carbon is bonded to four groups so no hydrogen can be added to it.
E) the alcohol carbon is too electronegative to have hydrogen removed from it.

Question 29

Which of the following compounds is a secondary alcohol?

A)
B) CH3OH
C)
D)
E)

Question 30

A primary alcohol has a hydroxyl group bonded to a(n)

A) singly substituted or unsubstituted carbon.
B) disubstituted carbon.
C) trisubstituted carbon.
D) aromatic carbon.

Question 31

The dehydration of an alcohol in the presence of a strong acid yields

A) an alkane.
B) an alkene.
C) a ketone.
D) an alcohol.
E) an aldehyde.

Question 32

What kind of bonds do alcohols form between individual molecules?

A) oxygen bonds
B) hydrogen bonds
C) single bonds
D) carbon bonds
E) ionic bonds

Question 33

What is the common name of the ether that is a structural isomer of 1-butanol?

A) isopropyl ether
B) diethyl ether
C) dimethyl ether
D) ethyl methyl ether
E) butyl ether

Question 34

What classification of alcohol undergoes oxidation to yield a ketone?

A) primary alcohol
B) both primary and secondary alcohols
C) secondary alcohol
D) all classes of alcohols
E) both secondary and tertiary alcohols

Question 35

Which of the following compounds is a weak acid?

A) ethanol
B) ethanal
C) phenol
D) cyclohexanol
E) acetone

Question 36

The alcohol in this list that would be most soluble in water is

A) ethanol.
B) 1-butanol.
C) 1-pentanol.
D) 1-hexanol.
E) 1-heptanol.

Question 37

In the oxidation of an alcohol to a ketone, there is

A) a loss of hydrogen.
B) a loss of oxygen.
C) a loss of carbon.
D) a gain of hydrogen.
E) a gain of oxygen.

Question 38

A tertiary alcohol has a hydroxyl group bonded to a(n)

A) singly substituted or unsubstituted carbon.
B) disubstituted carbon.
C) trisubstituted carbon.
D) triple-bonded carbon.
E) double bonded carbon.

Question 39

What is the product when this compound undergoes gentle oxidation?

A) hexanal
B) 2,2-dimethylbutanal
C) 2,2-dimethyl-4-butanone
D) 3,3-dimethyl-1-butanone
E) 3,3-dimethylbutanal

Question 40

A secondary alcohol has a hydroxyl group bonded to a(n)

A) singly substituted or unsubstituted carbon.
B) disubstituted carbon.
C) trisubstituted carbon.
D) aromatic carbon.

Question 41

Tertiary alcohols are oxidized to

A) secondary alcohols.
B) ketones.
C) aldehydes.
D) carboxylic acids.
E) None of the above.

Question 42

Ethers can be formed from the reaction of

A) water and an alkene.
B) water and an alcohol.
C) two alkenes.
D) two alcohols.
E) a ketone and an alkene.

Question 43

Secondary alcohols are oxidized to

A) carboxylic acids.
B) ketones.
C) aldehydes.
D) esters.
E) ethers.

Question 44

Which functional group below contains the most highly oxidized carbon?

A) alkane
B) alcohol
C) aldehyde
D) ketone
E) carboxylic acid

Question 45

In the dehydration of an alcohol to an alkene, what is produced in addition to the alkene?

A) water
B) hydrogen
C) oxygen
D) carbon dioxide
E) carbon monoxide

Question 46

Ethylene glycol and methanol are toxic because they are __________ by the liver to carboxylic acids.

A) reduced
B) protonated
C) oxidized
D) conjugated
E) hydrated

Question 47

Thiols can be gently oxidized to

A) disulfides.
B) aldehydes.
C) ketones.
D) carboxylic acids.
E) thioethers.

Question 48

Methanol, 2-propanol, and ethylene glycol are all toxic when ingested.

Question 49

What is the product when the following compound is oxidized?

A) diethyl ketone
B) 2-pentene
C) pentanal
D) diethyl ether
E) pentane

Question 50

Alcohols, ethers, and phenols contain oxygen with only single bonds.

Question 51

Pyran is a cyclic ether.

Question 52

Ethyl ether has been replaced by halogenated anesthetics, which have fewer side effects.

Question 53

Thiols usually have sweet odors.

Question 54

The dehydration product of in the presence of acid is

A) CH₂ = C = CH₂.
B) cyclopropane.
C) cyclopropene.
D) propene.
E) propyne.

Question 55

When two molecules of methanol are heated with acid,what is the product?

A) CH3-OH
B) CH3 - O - CH3
C) CH₂ = CH₂
D) CH₂
E) CH3 - CH₂- OH

Question 56

1,2,3-propanetriol is obtained during the manufacture of soap.

Question 57

Which compound will undergo oxidation to yield cyclopentanone?

A) pentanol
B) cyclopentane
C) cyclopentanol
D) methylcyclobutanol
E) cyclopentene

Question 58

When a primary alcohol is completely oxidized, the product is

A) another alcohol.
B) a carboxylic acid.
C) an aldehyde.
D) an alkane.
E) a ketone.

Question 59

Glycerin strongly attracts and holds water, a property that makes it useful as a skin softener in cosmetics.

Question 60

Alcohols, ethers, and thiols contain oxygen atoms.

Question 61

The oxygen atom in alcohols decreases water solubility of the molecule.

Question 62

A secondary alcohol can be easily oxidized to a carboxylic acid.

Question 63

Dioxanes are aromatic compounds that contain two oxygen atoms in the ring.

Question 64

Ethers can only be straight chain compounds.

Question 65

Heptanol is a water soluble alcohol.

Question 66

Secondary alcohols can be oxidized to ketones.

Question 67

Alcohols can form hydrogen bonds.

Question 68

Cycloalkanols are straight chain alcohols.

Question 69

Primary alcohols can be oxidized to either aldehydes or ketones.

Question 70

Phenols behave as weak acids in water.

Question 71

Furan is a compound that contains oxygen in the ring.

Question 72

Alcohols form hydrogen bonds; this accounts for their higher boiling points when compared to similar-sized alkanes.

Question 73

Alcohols can be dehydrated to form alkenes.

Question 74

Tertiary alcohols are easily oxidized.