Deck 14: Some Compounds With Oxygen, sulfur, or a Halogen
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Deck 14: Some Compounds With Oxygen, sulfur, or a Halogen
1
The name of the alcohol shown is

A)2,4,4-trimethyl-3-pentanol.
B)2,2,4-trimethyl-3-pentanol.
C)branched 3-octanol.
D)trimethyl-3-pentanol.
E)secondary 2,4,4-pentanol.

A)2,4,4-trimethyl-3-pentanol.
B)2,2,4-trimethyl-3-pentanol.
C)branched 3-octanol.
D)trimethyl-3-pentanol.
E)secondary 2,4,4-pentanol.
2,2,4-trimethyl-3-pentanol.
2
What is the systematic name for the following compound? 
A)2-methyl-3-pentanol
B)2-methyl-3-pentenol
C)4-methyl-3-pentanol
D)3-methyl-2-pentanol

A)2-methyl-3-pentanol
B)2-methyl-3-pentenol
C)4-methyl-3-pentanol
D)3-methyl-2-pentanol
2-methyl-3-pentanol
3
Which of the following compounds will have the highest boiling point?
A)CH3CH2CH3
B)CH3CH(CH3)CH3
C)

D)
E)
A)CH3CH2CH3
B)CH3CH(CH3)CH3
C)

D)

E)


4
None of the following organic compounds is very likely to form hydrogen bonds except
A)alkanes.
B)alkenes.
C)alcohols.
D)aromatics.
E)ethers.
A)alkanes.
B)alkenes.
C)alcohols.
D)aromatics.
E)ethers.
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5
Which functional group will cause a compound to have a boiling point greater than that predicted only by molar mass?
A)ether
B)alcohol
C)alkene
D)ketone
E)alkane
A)ether
B)alcohol
C)alkene
D)ketone
E)alkane
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6
Compounds with the -OH group attached to a saturated alkane-like carbon are known as
A)alcohols.
B)alkyl halides.
C)ethers.
D)hydroxyls.
E)phenols.
A)alcohols.
B)alkyl halides.
C)ethers.
D)hydroxyls.
E)phenols.
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7
The alcohol which contains only one carbon atom and has the common name of wood alcohol is
A)ethanol.
B)glycerol.
C)glycol.
D)methanol.
E)phenol.
A)ethanol.
B)glycerol.
C)glycol.
D)methanol.
E)phenol.
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8
The IUPAC name of the alcohol shown is 
A)2,3-dimethyl-1-pentanol.
B)2,3-dimethyl-5-pentanol.
C)3,4-dimethyl-1-pentanol.
D)3,4-dimethyl-5-pentanol.
E)primary 2,3-dimethylpentanol.

A)2,3-dimethyl-1-pentanol.
B)2,3-dimethyl-5-pentanol.
C)3,4-dimethyl-1-pentanol.
D)3,4-dimethyl-5-pentanol.
E)primary 2,3-dimethylpentanol.
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9
What is the IUPAC name of the compound shown? 
A)4-methyl-2-pentanol
B)2-methyl-4-pentanol
C)4,4-dimethyl-2-butanol
D)2,2-dimethyl-4-butanol
E)2-isohexanol

A)4-methyl-2-pentanol
B)2-methyl-4-pentanol
C)4,4-dimethyl-2-butanol
D)2,2-dimethyl-4-butanol
E)2-isohexanol
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10
Which of the following is commonly known as glycerol?
A)

B)

C)

D)

E)

A)

B)

C)

D)

E)

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11
Which molecule shown is an ether?
A)

B)

C)

D)

E)

A)

B)

C)

D)

E)

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12
What is the IUPAC name of the compound shown? 
A)4-ethyl-1-hexanol
B)3-ethyl-6-hexanol
C)3-ethyl-1-hexanol
D)4,4-diethyl-1-butanol
E)isooctanol

A)4-ethyl-1-hexanol
B)3-ethyl-6-hexanol
C)3-ethyl-1-hexanol
D)4,4-diethyl-1-butanol
E)isooctanol
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13
What is the inorganic compound that can be considered the structural basis for alcohols and ethers? Discuss two ways in which the physical properties of alcohols and ethers are similar to properties of this compound.
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14
Alcohols,ethers,and phenols can be considered organic derivatives of the inorganic compound
A)ammonia.
B)carbon dioxide.
C)sodium hydroxide.
D)water.
E)none of these
A)ammonia.
B)carbon dioxide.
C)sodium hydroxide.
D)water.
E)none of these
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15
Compounds with an oxygen atom bonded to two organic groups are known as
A)alcohols.
B)ethers.
C)hydroxides.
D)hydroxyls.
E)phenols.
A)alcohols.
B)ethers.
C)hydroxides.
D)hydroxyls.
E)phenols.
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16
The alcohol which contains two carbon atoms and has the common name of grain alcohol is
A)ethanol.
B)glycerol.
C)glycol.
D)methanol.
E)phenol.
A)ethanol.
B)glycerol.
C)glycol.
D)methanol.
E)phenol.
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17
Rubbing alcohol is a solution of
A)ethylene glycol.
B)glycerol.
C)isopropyl alcohol.
D)ethanol.
E)methanol.
A)ethylene glycol.
B)glycerol.
C)isopropyl alcohol.
D)ethanol.
E)methanol.
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18
The molecule with three carbon atoms with an -OH group on each,and used as a moisturizer is
A)ethanol.
B)glycerol.
C)glycol.
D)methanol.
E)phenol.
A)ethanol.
B)glycerol.
C)glycol.
D)methanol.
E)phenol.
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19
The common name of CH3CH2OH is
A)grain alcohol.
B)wood alcohol.
C)rubbing alcohol.
D)antifreeze.
E)glycerol.
A)grain alcohol.
B)wood alcohol.
C)rubbing alcohol.
D)antifreeze.
E)glycerol.
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20
What is the IUPAC name of the compound shown? 
A)butanetriol
B)1,3,4-butanetriol
C)1,2,4-butanetriol
D)2-hydroxy-1,4-butanediol
E)butylene glycol

A)butanetriol
B)1,3,4-butanetriol
C)1,2,4-butanetriol
D)2-hydroxy-1,4-butanediol
E)butylene glycol
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21
All of the following properties of alcohols are affected by hydrogen bonding except
A)boiling point.
B)miscibility with water.
C)ability to dissolve polar substances.
D)molecular weight.
E)none of the above
A)boiling point.
B)miscibility with water.
C)ability to dissolve polar substances.
D)molecular weight.
E)none of the above
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22
Compounds of the type RCH2-OH are referred to as ________ alcohols.
A)primary
B)secondary
C)tertiary
D)quaternary
E)none of the above
A)primary
B)secondary
C)tertiary
D)quaternary
E)none of the above
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23
Which of the following is the bond line drawing for 2-ethyl-1-methylcyclopentanol?
A)

B)

C)

D)

E)

A)

B)

C)

D)

E)

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24
Which molecule shown is a secondary alcohol?
A)

B)

C)

D)

A)

B)

C)

D)

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25
An alcohol is classified as primary,secondary or tertiary based on the
A)number of carbon atoms bonded to the carbon bearing the OH group.
B)number of carbon atoms in the molecule.
C)number of hydrogens present in the alcohol.
D)number of OH groups present in the molecule.
E)mass of the alcohol.
A)number of carbon atoms bonded to the carbon bearing the OH group.
B)number of carbon atoms in the molecule.
C)number of hydrogens present in the alcohol.
D)number of OH groups present in the molecule.
E)mass of the alcohol.
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26
Which compound would have the highest boiling point?
A)

B)

C)

D)

E)

A)

B)

C)

D)

E)

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27
The molecule shown is a ________ alcohol because ________. 
A)primary;it has one -OH group
B)primary;its -OH group is on the end of the molecule
C)secondary;the carbon bonded to the -OH group is bonded to two other carbons
D)secondary;each group bonded to the hydroxyl carbon contains two carbon atoms
E)tertiary;the -OH is bonded to the number 3 carbon

A)primary;it has one -OH group
B)primary;its -OH group is on the end of the molecule
C)secondary;the carbon bonded to the -OH group is bonded to two other carbons
D)secondary;each group bonded to the hydroxyl carbon contains two carbon atoms
E)tertiary;the -OH is bonded to the number 3 carbon
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28
The relatively high boiling point of alcohols in relation to their molecular weights is the result of
A)covalent bonding.
B)dipolar forces.
C)hydrogen bonding.
D)ionic bonding.
E)London forces.
A)covalent bonding.
B)dipolar forces.
C)hydrogen bonding.
D)ionic bonding.
E)London forces.
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29
Which compound is the most soluble in water?
A)CH3CH2CH2CH2OH
B)CH3CH2CH2OH
C)CH3CH2CH2CH3
D)CH3CH2CH3
E)CH3CH2CH2CH2CH2CH2CH2CH3
A)CH3CH2CH2CH2OH
B)CH3CH2CH2OH
C)CH3CH2CH2CH3
D)CH3CH2CH3
E)CH3CH2CH2CH2CH2CH2CH2CH3
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30
Compounds of the type R3C-OH are referred to as ________ alcohols.
A)primary
B)secondary
C)tertiary
D)quaternary
E)none of the above
A)primary
B)secondary
C)tertiary
D)quaternary
E)none of the above
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31
Which compound would you expect to have the lowest boiling point?
A)methane
B)methanol
C)dimethyl ether
D)ethanol
E)water
A)methane
B)methanol
C)dimethyl ether
D)ethanol
E)water
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32
The common name of CH2(OH)CH2OH is
A)grain alcohol.
B)wood alcohol.
C)rubbing alcohol.
D)ethylene glycol (antifreeze).
E)glycerol.
A)grain alcohol.
B)wood alcohol.
C)rubbing alcohol.
D)ethylene glycol (antifreeze).
E)glycerol.
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33
Which compound has the lowest boiling point?
A)CH3CH2CH2CH2CH2OH
B)CH3CH2CH2CH2CH3
C)CH3CH2CH2CH2OH
D)CH3CH2CH2CH3
E)CH3CH2CH2OH
A)CH3CH2CH2CH2CH2OH
B)CH3CH2CH2CH2CH3
C)CH3CH2CH2CH2OH
D)CH3CH2CH2CH3
E)CH3CH2CH2OH
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34
Which molecule shown is a primary alcohol?
A)

B)

C)

D)

E)

A)

B)

C)

D)

E)

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35
Which compound is a tertiary alcohol?
A)1-propanol
B)2-methyl-1-hexanol
C)2-methyl-2-hexanol
D)3-methyl-2-hexanol
E)3-hexanol
A)1-propanol
B)2-methyl-1-hexanol
C)2-methyl-2-hexanol
D)3-methyl-2-hexanol
E)3-hexanol
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36
Which compound is the least soluble in water?
A)CH3CH2CH2CH2OH
B)CH3CH2CH2OH
C)CH3CH2CH2CH3
D)CH3CH2CH3
E)CH3CH2CH2CH2CH2CH2CH2CH3
A)CH3CH2CH2CH2OH
B)CH3CH2CH2OH
C)CH3CH2CH2CH3
D)CH3CH2CH3
E)CH3CH2CH2CH2CH2CH2CH2CH3
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37
Which molecule shown is a tertiary alcohol?
A)

B)

C)

D)

E)

A)

B)

C)

D)

E)

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38
What is the line bond drawing for 2-phenyl-3-pentanol
A)

B)

C)

D)

E)

A)

B)

C)

D)

E)

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39
Which molecule shown is a glycol?
A)

B)

C)

D)

E)

A)

B)

C)

D)

E)

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40
Compounds of the type R2CH-OH are referred to as ________ alcohols.
A)primary
B)secondary
C)tertiary
D)quaternary
E)none of the above
A)primary
B)secondary
C)tertiary
D)quaternary
E)none of the above
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41
Which of the following is the most soluble in water?
A)HOCH2CH2CH2OH
B)CH3CH2CH2CH2OH
C)CH3CH2OCH2CH3
D)CH3CH2CH2CH3
E)CH3CH2CH2OCH3
A)HOCH2CH2CH2OH
B)CH3CH2CH2CH2OH
C)CH3CH2OCH2CH3
D)CH3CH2CH2CH3
E)CH3CH2CH2OCH3
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42
Treatment of the molecule shown with a strong oxidizing agent will produce 
A)an aldehyde.
B)an alkene.
C)a carboxylic acid.
D)a ketone.
E)no reaction.

A)an aldehyde.
B)an alkene.
C)a carboxylic acid.
D)a ketone.
E)no reaction.
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43
Which alcohol should be used to produce 4-methyl-2-pentene by dehydration?
A)2-methyl-3-pentanol
B)4-methyl-2-pentanol
C)4-methyl-1-pentanol
D)2-methyl-1-pentanol
E)1-propanol and 2-propanol
A)2-methyl-3-pentanol
B)4-methyl-2-pentanol
C)4-methyl-1-pentanol
D)2-methyl-1-pentanol
E)1-propanol and 2-propanol
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44
The product of dehydration of an alcohol is an
A)alkane.
B)alkene.
C)aromatic.
D)ether.
E)aldehyde.
A)alkane.
B)alkene.
C)aromatic.
D)ether.
E)aldehyde.
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45
The major product resulting from the dehydration of 
Will be
A)1-pentene.
B)2-pentene.
C)n-pentane.
D)1,2-pentanediol.
E)1,3-pentanediol.

Will be
A)1-pentene.
B)2-pentene.
C)n-pentane.
D)1,2-pentanediol.
E)1,3-pentanediol.
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46
Oxidation of R2CHOH will produce
A)an aldehyde.
B)a ketone.
C)an alkene.
D)a carboxylic acid.
E)no reaction.
A)an aldehyde.
B)a ketone.
C)an alkene.
D)a carboxylic acid.
E)no reaction.
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47
The major product obtained from dehydration of 2-hexanol is
A)1-hexene.
B)2-hexene.
C)3-hexene.
D)2-hexanone.
E)2-hexanal.
A)1-hexene.
B)2-hexene.
C)3-hexene.
D)2-hexanone.
E)2-hexanal.
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48
Strong oxidation of a primary alcohol will produce
A)an aldehyde.
B)an alkene.
C)a carboxylic acid.
D)an ether.
E)a ketone.
A)an aldehyde.
B)an alkene.
C)a carboxylic acid.
D)an ether.
E)a ketone.
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49
Treatment of CH3CH2OH with an excess amount of oxidizing agent will produce
A)an aldehyde.
B)a ketone.
C)an alkene.
D)a carboxylic acid.
E)no reaction.
A)an aldehyde.
B)a ketone.
C)an alkene.
D)a carboxylic acid.
E)no reaction.
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50
Oxidation of an alcohol group results in formation of a(an)________ group.
A)alkyl
B)aromatic
C)carbonyl
D)ether
E)hydroxyl
A)alkyl
B)aromatic
C)carbonyl
D)ether
E)hydroxyl
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51
Which of the following would be the product of the oxidation of 2-methyl-3-pentanol?
A)

B)

C)

D)

A)

B)

C)

D)

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52
Treatment of the molecule shown with a dehydrating agent will produce 
A)an aldehyde.
B)an alkene.
C)a carboxylic acid.
D)a ketone.
E)no reaction.

A)an aldehyde.
B)an alkene.
C)a carboxylic acid.
D)a ketone.
E)no reaction.
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53
Treatment of CH3CH2CH2OH with a limited amount of oxidizing agent will produce
A)an aldehyde.
B)a ketone.
C)an alkene.
D)a carboxylic acid.
E)no reaction.
A)an aldehyde.
B)a ketone.
C)an alkene.
D)a carboxylic acid.
E)no reaction.
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54
Oxidation of a tertiary alcohol will produce
A)an aldehyde.
B)a ketone.
C)an alkene.
D)a carboxylic acid.
E)no reaction.
A)an aldehyde.
B)a ketone.
C)an alkene.
D)a carboxylic acid.
E)no reaction.
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55
The symbol [O] written above a reaction arrow means
A)oxygen is removed from one of the reactants during the reaction.
B)the reaction consumes oxygen from the atmosphere.
C)that an oxidation reaction is occurring.
D)that a reduction reaction is occurring and oxygen is liberated.
E)none of the above
A)oxygen is removed from one of the reactants during the reaction.
B)the reaction consumes oxygen from the atmosphere.
C)that an oxidation reaction is occurring.
D)that a reduction reaction is occurring and oxygen is liberated.
E)none of the above
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56
Which of the following would at best be only very slightly soluble in water?
A)1-hexanol
B)2-propanol
C)1,5-pentanediol
D)1-propanol
E)2-butanol
A)1-hexanol
B)2-propanol
C)1,5-pentanediol
D)1-propanol
E)2-butanol
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57
Which of the following is the most soluble in water?
A)diethyl ether
B)methanol
C)1-butanol
D)1-decanol
E)decane
A)diethyl ether
B)methanol
C)1-butanol
D)1-decanol
E)decane
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58
Describe and explain the change in water solubility of straight-chain primary alcohols as molar mass increases.
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59
Which of the following is the major product formed from dehydration of the following alcohol? 
A)

B)

C)

D)


A)

B)

C)

D)

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60
Which alcohol is most soluble in water?
A)ethanol
B)1-propanol
C)1-butanol
D)1-pentanol
E)1-hexanol
A)ethanol
B)1-propanol
C)1-butanol
D)1-pentanol
E)1-hexanol
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61
Name the following: 
A)4-chloro-6-ethylphenol
B)3-ethyl-4-hydroxychlorobenzene
C)4-chloro-2-ethylphenol
D)meta-chloroethylphenol
E)3-chloro-6-hydroxy ethylbenzene

A)4-chloro-6-ethylphenol
B)3-ethyl-4-hydroxychlorobenzene
C)4-chloro-2-ethylphenol
D)meta-chloroethylphenol
E)3-chloro-6-hydroxy ethylbenzene
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62
The molecule CH3CH2CH2OCH2CH3 can be classified a(n)
A)alcohol.
B)aldehyde.
C)alkane.
D)ether.
E)ketone.
A)alcohol.
B)aldehyde.
C)alkane.
D)ether.
E)ketone.
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63
Which property of thiols makes them useful as additives to natural gas?
A)flammability
B)solubility
C)odor
D)color
E)disinfectant
A)flammability
B)solubility
C)odor
D)color
E)disinfectant
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64
Compounds with the -OH group attached to an aromatic ring are known as
A)alcohols.
B)alkyl halides.
C)ethers.
D)hydroxyls.
E)phenols.
A)alcohols.
B)alkyl halides.
C)ethers.
D)hydroxyls.
E)phenols.
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65
What is the IUPAC name of the compound shown?
CH3CH2CH2OCH3
A)1,2-etherbutane
B)methyl propyl ether
C)propyl methyl ether
D)butyl ether
E)isobutyl ether
CH3CH2CH2OCH3
A)1,2-etherbutane
B)methyl propyl ether
C)propyl methyl ether
D)butyl ether
E)isobutyl ether
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66
Ether molecules are polar,but do not form hydrogen bonds with other ether molecules because
A)the molecules are generally too large.
B)there is no hydrogen atom bonded to the oxygen.
C)there are too many hydrogen atoms on the molecules to bond with just one oxygen atom.
D)only binary compounds form hydrogen bonds.
E)ether molecules are so reactive that they never have an opportunity to form hydrogen bonds.
A)the molecules are generally too large.
B)there is no hydrogen atom bonded to the oxygen.
C)there are too many hydrogen atoms on the molecules to bond with just one oxygen atom.
D)only binary compounds form hydrogen bonds.
E)ether molecules are so reactive that they never have an opportunity to form hydrogen bonds.
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67
All of the following are properties of ethers except
A)the molecules are polar,but do not form hydrogen bonds with other ether molecules.
B)low molecular weight ethers are flammable and evaporate easily.
C)ethers dissolve readily in water in all proportions.
D)ethers are relatively unreactive except for flammability.
E)ethers dissolve many organic compounds readily.
A)the molecules are polar,but do not form hydrogen bonds with other ether molecules.
B)low molecular weight ethers are flammable and evaporate easily.
C)ethers dissolve readily in water in all proportions.
D)ethers are relatively unreactive except for flammability.
E)ethers dissolve many organic compounds readily.
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68
Oxidation reactions are defined differently in organic chemistry than they are in inorganic chemistry.Give the definition of both and explain their similarities.
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69
Organic compounds which are sulfur analogs of alcohols are referred to as
A)sulfuric alcohols.
B)disulfides
C)halides.
D)thiols.
E)carbonyls.
A)sulfuric alcohols.
B)disulfides
C)halides.
D)thiols.
E)carbonyls.
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70
Which of the following alcohols would not be able to be oxidized with any type of oxidizing agent?
A)

B)

C)

D)

E)All compounds will react.
A)

B)

C)

D)

E)All compounds will react.
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71
What is the IUPAC name of the compound shown? 
A)2-thiobutane
B)3-thiobutanol
C)2-butanethiol
D)1-methyl-1-thiopropane
E)1-methyl-1-propanethiol

A)2-thiobutane
B)3-thiobutanol
C)2-butanethiol
D)1-methyl-1-thiopropane
E)1-methyl-1-propanethiol
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72
What is the systematic name of the following compound? 
A)2-methoxy propane
B)2-ethoxy propane
C)ethyl methyl ether
D)diethyl ether

A)2-methoxy propane
B)2-ethoxy propane
C)ethyl methyl ether
D)diethyl ether
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73
The most characteristic feature of thiols is
A)odor.
B)solubility in water.
C)reactivity with water.
D)boiling point.
E)color.
A)odor.
B)solubility in water.
C)reactivity with water.
D)boiling point.
E)color.
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74
The simplest aromatic alcohol,recognized by its strong medicinal odor and used as a disinfectant is
A)ethanol.
B)glycerol.
C)glycol.
D)methanol.
E)phenol.
A)ethanol.
B)glycerol.
C)glycol.
D)methanol.
E)phenol.
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75
Which molecule would be the most acidic?
A)dimethyl ether
B)ethanol
C)phenol
D)water
E)1-hexanol
A)dimethyl ether
B)ethanol
C)phenol
D)water
E)1-hexanol
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76
Which compound is sometimes called carbolic acid?
A)ethanol
B)methanol
C)glycerol
D)ether
E)phenol
A)ethanol
B)methanol
C)glycerol
D)ether
E)phenol
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77
When phenol acts as an acid,a ________ ion is produced.
A)phenyl
B)benzyl
C)phenolate
D)phenolic
E)phenoxide
A)phenyl
B)benzyl
C)phenolate
D)phenolic
E)phenoxide
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78
All of the following can be classified as alkyl halides except
A)styrene,the monomer used to make foam coffee cups.
B)chloroform,an anesthetic.
C)iodoform,an disinfectant.
D)methyl bromide,an insecticide.
E)CFC's used as refrigerants.
A)styrene,the monomer used to make foam coffee cups.
B)chloroform,an anesthetic.
C)iodoform,an disinfectant.
D)methyl bromide,an insecticide.
E)CFC's used as refrigerants.
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79
When a thiol is oxidized the product is
A)an aldehyde.
B)a ketone.
C)sulfuric acid.
D)a disulfide.
E)an alkene.
A)an aldehyde.
B)a ketone.
C)sulfuric acid.
D)a disulfide.
E)an alkene.
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80
Which molecule would be considered a derivative of phenol?
A)

B)

C)

D)

E)

A)

B)

C)

D)

E)

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