Deck 13: Unsaturated Hydrocarbons
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Deck 13: Unsaturated Hydrocarbons
1
The compound levonorgestrel,shown below,contains several different functional groups which allow it to be classified as more than one type of organic compound. Which compound classification type for levonorgestrel is incorrect? 
A)Alcohol
B)Alkene
C)Alkyne
D)Ketone
E)Aromatic

A)Alcohol
B)Alkene
C)Alkyne
D)Ketone
E)Aromatic
Aromatic
2
Which is NOT a valid IUPAC name of an alkene?
A)2,3-dimethyl-3-hexene
B)1-butene
C)1-ethylcyclopentene
D)2-butyl-3-methyl-2-nonene
A)2,3-dimethyl-3-hexene
B)1-butene
C)1-ethylcyclopentene
D)2-butyl-3-methyl-2-nonene
2-butyl-3-methyl-2-nonene
3
What is the IUPAC name of the following compound? 
A)1-ethyl-3-methylcyclohexene
B)1-ethyl-5-methylcyclohexene
C)2-ethyl-4-methylcyclohexene
D)3-ethyl-1-methylcyclohexene

A)1-ethyl-3-methylcyclohexene
B)1-ethyl-5-methylcyclohexene
C)2-ethyl-4-methylcyclohexene
D)3-ethyl-1-methylcyclohexene
1-ethyl-5-methylcyclohexene
4
The compounds 1-pentene and cis-2-pentene are an example of a pair of ________.
A)isotopes
B)stereoisomers
C)constitutional isomers
D)identical molecules
A)isotopes
B)stereoisomers
C)constitutional isomers
D)identical molecules
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5
The molecules cis-2-pentene and trans-2-pentene are an example of a pair of ________.
A)isotopes
B)stereoisomers
C)constitutional isomers
D)identical molecules
A)isotopes
B)stereoisomers
C)constitutional isomers
D)identical molecules
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6
Which fatty acid has the highest melting point?
A)CH3(CH2)12COOH
B)CH3(CH2)2CH=CH(CH2)8COOH
C)CH3(CH2)2CH=CH(CH2)2CH=CH(CH2)4COOH
D)CH3(CH2)14COOH
A)CH3(CH2)12COOH
B)CH3(CH2)2CH=CH(CH2)8COOH
C)CH3(CH2)2CH=CH(CH2)2CH=CH(CH2)4COOH
D)CH3(CH2)14COOH
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7
Which is the molecular formula of an alkyne?
A)C10H18
B)C9H18
C)C8H18
D)C10H20
A)C10H18
B)C9H18
C)C8H18
D)C10H20
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8
What is the product of the reaction 2-pentene + H2
?
A)Pentane
B)2-pentane
C)Ethane + propane
D)2-pentyne
?A)Pentane
B)2-pentane
C)Ethane + propane
D)2-pentyne
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9
Which fatty acid has the lowest melting point?
A)CH3(CH2)5CH=CH(CH2)7COOH
B)CH3(CH2)6COOH
C)CH3(CH2)4CH=CHCH2CH=CH(CH2)7COOH
D)CH3(CH2)24COOH
A)CH3(CH2)5CH=CH(CH2)7COOH
B)CH3(CH2)6COOH
C)CH3(CH2)4CH=CHCH2CH=CH(CH2)7COOH
D)CH3(CH2)24COOH
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10
What is the IUPAC name of this compound? 
A)Methylbenzene
B)2-methyl-1,3-cyclohexadiene
C)3-methyl-1,3-cyclohexadiene
D)1-methyl-1,2-cyclohexadiene
E)Toluene

A)Methylbenzene
B)2-methyl-1,3-cyclohexadiene
C)3-methyl-1,3-cyclohexadiene
D)1-methyl-1,2-cyclohexadiene
E)Toluene
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11
What is the IUPAC name for the compound CH3CH=CHCH2CH3?
A)Pentene
B)2,3-pentene
C)3-pentene
D)2-pentene
A)Pentene
B)2,3-pentene
C)3-pentene
D)2-pentene
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12
Which name is a valid IUPAC name of an unsaturated hydrocarbon?
A)2,3-dimethyl-3-hexyne
B)Trans-1-hexene
C)Trans-3-pentyne
D)5-butylcyclohexene
E)2-methyl-2-butene
A)2,3-dimethyl-3-hexyne
B)Trans-1-hexene
C)Trans-3-pentyne
D)5-butylcyclohexene
E)2-methyl-2-butene
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13
What is the IUPAC name of this compound? CH2 = CHCH2CH2CH2C(CH3)3
A)6,6-dimethyl-2-hexene
B)2,2-dimethyl-6-heptene
C)6,6-dimethyl-1-heptene
D)6,6,6-trimethyl-1-hexene
A)6,6-dimethyl-2-hexene
B)2,2-dimethyl-6-heptene
C)6,6-dimethyl-1-heptene
D)6,6,6-trimethyl-1-hexene
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14
What configuration of a double bond is more common in naturally occurring fatty acids?
A)Cis
B)Trans
C)Cis and trans are equally likely to occur.
D)Double bonds to not naturally occur in fatty acids.
A)Cis
B)Trans
C)Cis and trans are equally likely to occur.
D)Double bonds to not naturally occur in fatty acids.
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15
What product is formed from the reaction below? 
A)
B)
C)
D)

A)

B)

C)

D)

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16
What is the IUPAC name of this compound? 
A)5-ethyl-4-methyl-4-heptene
B)3-ethyl-4-methyl-3-hexene
C)3-ethyl-4-methyl-4-heptene
D)3-ethyl-4-methyl-3-heptene
E)3-ethyl-4-propyl-2-pentene

A)5-ethyl-4-methyl-4-heptene
B)3-ethyl-4-methyl-3-hexene
C)3-ethyl-4-methyl-4-heptene
D)3-ethyl-4-methyl-3-heptene
E)3-ethyl-4-propyl-2-pentene
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17
What is the structure of 3-methylcycloheptene?
A)
B)
C)
D)
A)

B)

C)

D)

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18
What is the structure of 2-methyl-3-hexene?
A)
B)
C)(CH3)2C=CHCH2CH2CH3
D)(CH3)2CHCH=CHCH2CH3
A)

B)

C)(CH3)2C=CHCH2CH2CH3
D)(CH3)2CHCH=CHCH2CH3
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19
Which structure is trans-3-hexene?
A)
B)
C)
D)
A)

B)

C)

D)

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20
What is the IUPAC name of this compound? 
A)cis-3-pentene
B)cis-2-pentene
C)Ethylpropene
D)1-methyl-2-ethylpentene
E)Trans-3-pentene

A)cis-3-pentene
B)cis-2-pentene
C)Ethylpropene
D)1-methyl-2-ethylpentene
E)Trans-3-pentene
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21
What product results when benzene undergoes the chlorination reaction below? 
A)
B)
C)
D)

A)

B)

C)

D)

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22
What monomer is used to form the polymer below? 
A)
B)
C)
D)

A)

B)

C)

D)

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23
What product is formed in the reaction below? 
A)
B)
C)
D)

A)

B)

C)

D)

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24
What reagent (and catalyst,if necessary)is needed to convert 2-methyl-2-pentene to the compound below? 
A)H2SO4
B)H2O,H2SO4
C)CH3OH,H2SO4
D)H2O
E)CH3OH

A)H2SO4
B)H2O,H2SO4
C)CH3OH,H2SO4
D)H2O
E)CH3OH
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25
How many different products are formed in the reaction of p-dibromobenzene with Cl2,using FeCl3 as a catalyst?
A)1
B)2
C)3
D)4
A)1
B)2
C)3
D)4
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26
How many different products are formed in the hydrogenation reaction of 2-pentene?
A)1
B)2
C)3
D)None; 2-pentene does not undergo hydrogenation.
A)1
B)2
C)3
D)None; 2-pentene does not undergo hydrogenation.
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27
What starting material in a hydrochlorination reaction would produce the compound below? 
A)
B)
C)
D)

A)

B)

C)

D)

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28
Which synthetic polymer is not one of the six compounds,called the "Big Six," that account for 76% of the synthetic polymers produced in the United States each year?
A)Polyethylene terephthalate (PET)
B)Polystyrene (PS)
C)Polytetrafluoroethylene (Teflon)
D)High-density polyethylene (HDPE)
E)Polypropylene (PP)
A)Polyethylene terephthalate (PET)
B)Polystyrene (PS)
C)Polytetrafluoroethylene (Teflon)
D)High-density polyethylene (HDPE)
E)Polypropylene (PP)
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29
What is the structure of ortho-dichlorobenzene?
A)
B)
C)
D)
A)

B)

C)

D)

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30
How many different products are formed in the hydration reaction of 2-pentene?
A)1
B)2
C)3
D)None; 2-pentene does not undergo hydration.
A)1
B)2
C)3
D)None; 2-pentene does not undergo hydration.
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31
What is the IUPAC name for the compound below? 
A)O-bromomethylbenzene
B)M-bromotoluene
C)2-bromo-6-methylbenzene
D)O-bromophenol

A)O-bromomethylbenzene
B)M-bromotoluene
C)2-bromo-6-methylbenzene
D)O-bromophenol
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32
What is the correct abbreviation for Poly(vinyl chloride)used in floor mats?
A)PP
B)PC
C)PS
D)PVC
E)LDPF
A)PP
B)PC
C)PS
D)PVC
E)LDPF
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33
What is the IUPAC name of the compound below? 
A)1,3-dichloro-2-oxybenzene
B)1,3-dichloro-2-hydroxylbenzene
C)2,6-dichlorophenol
D)1,5-dichlorophenol

A)1,3-dichloro-2-oxybenzene
B)1,3-dichloro-2-hydroxylbenzene
C)2,6-dichlorophenol
D)1,5-dichlorophenol
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34
What product is formed in the hydration reaction shown below? 
A)
B)
C)
D)

A)

B)

C)

D)

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35
What is the structure of aniline?
A)
B)
C)
D)
A)

B)

C)

D)

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36
What is the structure of anthracene?
A)
B)
C)
D)
A)

B)

C)

D)

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37
Which Recycling code indicates that a polymer is easier to recycle?
A)A low number
B)A high number
C)An even number
D)An odd number
E)Recycling codes do not indicate easy of recyclability.
A)A low number
B)A high number
C)An even number
D)An odd number
E)Recycling codes do not indicate easy of recyclability.
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38
What product is formed from the reaction below? 
A)
B)
C)
D)

A)

B)

C)

D)

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39
What product is formed in the hydration reaction shown below? 
A)
B)
C)
D) CH3CH2CH2CH2CH2C(CH3)3

A)

B)

C)

D) CH3CH2CH2CH2CH2C(CH3)3
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40
What starting material in a hydrobromination reaction would produce the compound CH3CH2CH2Br?
A)CH3CH2=CH2
B)CH3CH2CH3
C)CH3CH2CH2OH
D)
A)CH3CH2=CH2
B)CH3CH2CH3
C)CH3CH2CH2OH
D)

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41
How many different products are formed in the reaction of m-dibromobenzene with Cl2,using FeCl3 as a catalyst?
A)1
B)2
C)3
D)4
A)1
B)2
C)3
D)4
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42
What product is formed when the benzene is treated with HNO3 and H2SO4?
A)
B)
C)
D)
E)All would be effective.
A)

B)

C)

D)

E)All would be effective.
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43
What product results when cyclopentene undergoes the halogenation reaction shown? 
A)
B)
C)
D)

A)

B)

C)

D)

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44
Which term correctly describes the relative position of the two substituents on the benzene ring in the compound below? 
A)Trans
B)Ortho
C)Para
D)Meta

A)Trans
B)Ortho
C)Para
D)Meta
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45
Fats are solids at room temperature and are generally formed from fatty acids having a large number of double bonds in their carbon chains.
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46
The addition of water to an alkene is called a hydrogenation reaction.
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47
Essential fatty acids cannot be synthesized by the human body and therefore must be obtained in the diet.
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48
What product results when 1-heptene undergoes the halogenation reaction shown? 
A)
B)
C)
D)

A)

B)

C)

D)

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49
What is the IUPAC name of the compound below? 
A)5-amino-1,3-dichloro-4-pentylbenzene
B)3,5-dichloro-2-pentylaniline
C)1,3-dichloro-5-nitro-4-pentylbenzene
D)3,5-dichloro-2-pentane aminobenzene
E)2,4-dichloro-1-pentylaniline

A)5-amino-1,3-dichloro-4-pentylbenzene
B)3,5-dichloro-2-pentylaniline
C)1,3-dichloro-5-nitro-4-pentylbenzene
D)3,5-dichloro-2-pentane aminobenzene
E)2,4-dichloro-1-pentylaniline
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50
Which term correctly describes the relative position of the two substituents on the benzene ring in the compound below? 
A)Cis
B)Ortho
C)Para
D)Meta

A)Cis
B)Ortho
C)Para
D)Meta
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51
Which set of reagents would be required to convert benzene in to chlorobenzene?
A)H2,Pd
B)H2O,H2SO4
C)HCl
D)Cl2,FeCl3
A)H2,Pd
B)H2O,H2SO4
C)HCl
D)Cl2,FeCl3
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52
Para-chlorotoluene is the name of an organic compound. Which of the following statements concerning the structure of this compound is false?
A)The compound is an alkene.
B)The compound contains a ring of carbon atoms.
C)A chlorine atom and a methyl group are substituents present in this compound.
D)The substituents that are present have a 1,4 relationship.
A)The compound is an alkene.
B)The compound contains a ring of carbon atoms.
C)A chlorine atom and a methyl group are substituents present in this compound.
D)The substituents that are present have a 1,4 relationship.
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53
Which statement concerning the compound 1-ethylcyclohexene is false?
A)It contains a ring of six carbons.
B)It contains one C=C bond.
C)It contains a two carbon substituent on the parent carbon chain.
D)It is a saturated hydrocarbon.
A)It contains a ring of six carbons.
B)It contains one C=C bond.
C)It contains a two carbon substituent on the parent carbon chain.
D)It is a saturated hydrocarbon.
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54
The double bonds in naturally occurring fatty acids are typically trans.
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55
All commercially available sunscreens contain a benzene ring in the structure of the active ingredient. Which of the following compounds might be effective as an active ingredient in a commercial sunscreen?
A)
B)
C)
D)
E)All would be effective.
A)

B)

C)

D)

E)All would be effective.
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56
The compounds o-chlorophenol and m-chlorophenol are examples of ________.
A)molecules that are identical
B)molecules that are constitutional isomers
C)molecules that are stereoisomers
D)molecules that are isotopes
A)molecules that are identical
B)molecules that are constitutional isomers
C)molecules that are stereoisomers
D)molecules that are isotopes
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57
What is the product of the reaction below? 
A)
B)
C)
D)

A)

B)

C)

D)

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58
Hydrogenation is the addition of ________ to an alkene.
A)hydrogen (H)
B)hydrogen (H2)
C)hydroxide (OH-)
D)water (H2O)
A)hydrogen (H)
B)hydrogen (H2)
C)hydroxide (OH-)
D)water (H2O)
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59
When an alkene undergoes an addition reaction,new atoms replace the hydrogen atoms on the carbons that are part of the double bond.
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60
When 4,4-dimethyl-2-pentene adds H2 in the presence of a metal catalyst,the product is 4,4-dimethylpentane.
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61
The common name for methylbenzene is aniline.
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62
Compounds containing two or more benzene rings that share carbon-carbon bonds are called polycyclic aromatic hydrocarbons (PAHs).
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63
A common functional group in many antioxidants is a carbonyl group on a benzene ring.
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64
Phenols are antioxidants.
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65
The IUPAC name of this compound is 5-butyl-5-methyl-3-heptyne. 

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66
An organic compound is classified as aromatic if it is cyclic and has a fragrant odor.
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67
The reaction below illustrates the polymerization of polypropylene. 

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68
The reaction below illustrates the polymerization of tetrafluoroethylene. 

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69
When an oil is partially hydrogenated,all of the double bonds react with H2,giving a product that has a higher melting point.
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70
Saturated oils are more susceptible than unsaturated fats to oxidation,giving them a longer shelf life.
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71
Markovnikov's rule is used to predict the addition products of benzene.
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72
The IUPAC name of this compound is 3,4-dimethyl-2,4,6-octatriene. 

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73
Saturated and unsaturated fatty acids have a similar 3-D shape.
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74
The nitration of benzene is illustrated in the reaction below. 

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75
Aniline can be formed by the hydrogenation of nitrobenzene.
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76
Aromatic hydrocarbons and alkenes undergo the same kind of addition reactions.
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77
Partial hydrogenation of soybean oil has the effect of decreasing the number of carbon-carbon double bonds in the oil.
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78
Butter and lard are composed mostly of saturated fatty acids.
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79
When benzene undergoes a sulfonation reaction the product is the compound shown below. 

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80
The IUPAC name of this compound is 3,3-dimethyl-1,4-pentadiene. 

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