Deck 13: Alcohols, Phenols, Thiols, and Ethers

Question 1

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

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

Answer 1

thiols.

Question 2

What is the name for this compound?

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

Answer 2

2-bromo-5-ethylphenol

Question 3

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.

Answer 3

ethyl propyl ether.

Question 4

Which one of the following compounds is an alcohol?

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

Question 5

Methanol is used in all the following except

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

Question 6

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 7

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

A)5-methyl-4-hexanol
B)5-methyl-4-pentanol
C)2-methyl-3-hexanol
D)2-methyl-3-pentanol
E)2-methyl-3-heptanol

Question 8

Alcohols contain which functional group?

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

Question 9

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 10

What is the name for this compound?

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

Question 11

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.

Question 12

What is the IUPAC name for this compound?

A)3-methyl-1-hexanol
B)3-methyl-1-pentanol
C)3-methyl-5-pentanol
D)3-methyl-6-hexanol
E)3-methylpentanol

Question 13

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 14

Which one of the following compounds is a thiol?

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

Question 15

What is the IUPAC name of this compound? OH | CH₃ - C - CH₃ | CH₃

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

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

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 18

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 19

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

A)
B)
C)
D)
E)

Question 20

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 21

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

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

Question 22

Which of the following compounds is a weak acid?

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

Question 23

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 24

Which of the following compounds is a secondary alcohol?

A) CH₃
- CH - O - CH₃
|
CH₃
B)CH₃
OH
C) OH
|
CH₃
- CH2 - C - CH₃
|
CH₃
D) CH₃
|
CH₃
- C - CH₃
|
OH
E) CH₃
- CH - OH
|
CH₃

Question 25

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 26

Which compound will undergo oxidation to yield the following?

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

Question 27

What is the product when the following compound is oxidized?

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

Question 28

What type of alcohol is resistant to oxidation?

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

Question 29

What is the product when this compound undergoes oxidation? CH₃ | CH₃ - C - CH₂ - CH₂ - OH | CH₃

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

Question 30

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 31

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 32

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 33

What type 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 34

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 35

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

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

Question 36

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 37

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 38

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 39

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 40

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

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

Question 41

Thiols usually have sweet odors.

Question 42

Tertiary alcohols are oxidized to

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

Question 43

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

Question 44

The following compound is ethyl propyl ether.

Question 45

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

Question 46

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 47

Thiols can be gently oxidized to

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

Question 48

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

Question 49

Heptanol is a water soluble alcohol.

Question 50

Alcohols, ethers, and thiols contain oxygen atoms.

Question 51

Ethers can only be straight chain compounds.

Question 52

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

Question 53

Phenols behave as weak acids in water.

Question 54

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

Question 55

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

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

Question 56

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

Question 57

Secondary alcohols are oxidized to

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

Question 58

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 59

Alcohols can form hydrogen bonds.

Question 60

Methanol is toxic because it is ________ by the liver to carboxylic acids.

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

Question 61

Primary alcohols can be oxidized to either aldehydes or ketones.

Question 62

Alcohols can be dehydrated to form alkenes.

Question 63

Secondary alcohols can be oxidized to ketones.

Question 64

Tertiary alcohols are easily oxidized.

Question 65

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

Question 66

Cycloalkanols are straight chain alcohols.