Deck 21: Organic Chemistry
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Deck 21: Organic Chemistry
1
What is the name of the compound whose skeleton structure (hydrogens at end of bonds)is shown below? 
A)trans-2-butene
B)cis-2-butene
C)1-butene
D)trans-3-butene
E)cis-3-butene

A)trans-2-butene
B)cis-2-butene
C)1-butene
D)trans-3-butene
E)cis-3-butene
cis-2-butene
2
Which of the following compounds cannot have cis-trans isomers?
i.H2C = CCl2
ii.H2C = CCH3Cl
iii.H3CClC = CCH3Cl
A)i only
B)ii only
C)iii only
D)both i and ii
E)All have cis-trans isomers
i.H2C = CCl2
ii.H2C = CCH3Cl
iii.H3CClC = CCH3Cl
A)i only
B)ii only
C)iii only
D)both i and ii
E)All have cis-trans isomers
both i and ii
3
What is the IUPAC name of the following molecule? 
A)5-methyl-2-hexene
B)2-methyl-4-hexene
C)5-methyl-2-hexyne
D)2-methyl-4-hexyne
E)2-methyl-4,5-hexyne

A)5-methyl-2-hexene
B)2-methyl-4-hexene
C)5-methyl-2-hexyne
D)2-methyl-4-hexyne
E)2-methyl-4,5-hexyne
5-methyl-2-hexyne
4
What is the name of the compound whose carbon skeleton is shown below? 
A)dichloromonobromomethyl-2,2,4,6-hexane
B)4-bromo-2,2-dichloro-6-methylhexane
C)3-bromo-5,5-dichloro-1-methylhexane
D)4-bromo-6,6-dichloroheptane
E)4-bromo-2,2-dichloroheptane

A)dichloromonobromomethyl-2,2,4,6-hexane
B)4-bromo-2,2-dichloro-6-methylhexane
C)3-bromo-5,5-dichloro-1-methylhexane
D)4-bromo-6,6-dichloroheptane
E)4-bromo-2,2-dichloroheptane
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5
What is the name of CH3CH2CH2CH2CH3?
A)pentrane
B)qunitane
C)pentacarbonduodecahydrogen
D)butane
E)pentane
A)pentrane
B)qunitane
C)pentacarbonduodecahydrogen
D)butane
E)pentane
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6
Complete the following equation: C3H6 + Br2 →
A)C3H5Br + HBr
B)C3H6Br2
C)C3H4Br2 + 2 HBr
D)C3H6Br + Br
E)C3H6 does not react with bromine.
A)C3H5Br + HBr
B)C3H6Br2
C)C3H4Br2 + 2 HBr
D)C3H6Br + Br
E)C3H6 does not react with bromine.
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7
What is the name of the compound whose structural diagram is shown below? 
A)sq-butane
B)neobutane
C)cyclobutane
D)n-butane
E)isobutane

A)sq-butane
B)neobutane
C)cyclobutane
D)n-butane
E)isobutane
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8
What is the name of the following molecule? 
A)1,4-dichlorohexatriene
B)1,4-dichlorocyclohexane
C)1,4-dichlorocyclohexene
D)p-dichlorobenzene
E)m-dichlorobenzene

A)1,4-dichlorohexatriene
B)1,4-dichlorocyclohexane
C)1,4-dichlorocyclohexene
D)p-dichlorobenzene
E)m-dichlorobenzene
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9
Consider the following basic structure.
This structure is characteristic of all the carbon atoms found in which of the following classifications of hydrocarbons?
A)alkanes
B)cycloalkanes
C)alkenes
D)alkynes
E)both a and b
This structure is characteristic of all the carbon atoms found in which of the following classifications of hydrocarbons?A)alkanes
B)cycloalkanes
C)alkenes
D)alkynes
E)both a and b
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10
A unknown hydrocarbon undergoes the following general reaction.
Which type of compound might X be?
A)alkane
B)cycloalkane
C)alkene
D)aromatic hydrocarbon
E)Any of the above is a possibility.
Which type of compound might X be?A)alkane
B)cycloalkane
C)alkene
D)aromatic hydrocarbon
E)Any of the above is a possibility.
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11
Match each molecule below with its correct classification: 

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12
What is the IUPAC name of the molecule whose carbon skeleton is shown below? 
A)nonane
B)2,3-dimethylheptane
C)1-ethyl-3,4-dimethylpentane
D)5-ethyl-2,3-dimethylpentane
E)2,3-dimethyl-5-ethylpentane

A)nonane
B)2,3-dimethylheptane
C)1-ethyl-3,4-dimethylpentane
D)5-ethyl-2,3-dimethylpentane
E)2,3-dimethyl-5-ethylpentane
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13
A certain compound is a gas at room temperature and undergoes only substitution reactions.Which of the following is most likely to be this compound?
A)C4H10
B)C6H10
C)C7H14
D)C9H18
E)Any of is a possibility
A)C4H10
B)C6H10
C)C7H14
D)C9H18
E)Any of is a possibility
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14
What is the name of the following molecule: 
A)1-chlorohexatriene
B)1-chlorocyclohexane
C)chlorocyclohexane
D)chlorocyclohexene
E)chlorobenzene

A)1-chlorohexatriene
B)1-chlorocyclohexane
C)chlorocyclohexane
D)chlorocyclohexene
E)chlorobenzene
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15
What are the IUPAC and common names for the alkene with the molecular formula C2H4?
IUPAC name Common name
A)acetylene ethyne
B)ethyne acetylene
C)ethylene ethene
D)ethene ethylene
E)ethyne ethene
IUPAC name Common name
A)acetylene ethyne
B)ethyne acetylene
C)ethylene ethene
D)ethene ethylene
E)ethyne ethene
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16
Which of the following compounds is/are not classified as hydrocarbons?
i.C10H22
ii.CH3CH2CH2CH3
iii.CH3CH2OH
iv.CH2O
A)i and ii
B)iii and iv
C)ii, iii, and iv
D)All are hydrocarbons
E)None is a hydrocarbon
i.C10H22
ii.CH3CH2CH2CH3
iii.CH3CH2OH
iv.CH2O
A)i and ii
B)iii and iv
C)ii, iii, and iv
D)All are hydrocarbons
E)None is a hydrocarbon
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17
Consider the following structure.The central atom is carbon and the outer atoms are hydrogen.
If one of the outer atoms was removed,the resulting structure would have which of the following names?
A)methane
B)methyl
C)cyclomethyl
D)ethyl
E)ethane
If one of the outer atoms was removed,the resulting structure would have which of the following names?A)methane
B)methyl
C)cyclomethyl
D)ethyl
E)ethane
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18
Which of the following would be classified as organic?
i.HCOOH
ii.CO32-
iii.CN-
iv.CH4
v.CH3OH
A)ii and iii
B)iv and v
C)i, iv, and v
D)i, ii, and iii
E)All are organic substances.
i.HCOOH
ii.CO32-
iii.CN-
iv.CH4
v.CH3OH
A)ii and iii
B)iv and v
C)i, iv, and v
D)i, ii, and iii
E)All are organic substances.
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19
What is the product of the hydrogenation of trans-2-pentene?
A)isopentane
B)neopentane
C)cis-2-pentane
D)trans-2-pentane
E)n-pentane
A)isopentane
B)neopentane
C)cis-2-pentane
D)trans-2-pentane
E)n-pentane
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20
Which of the following compounds are classified as alkenes? Assume that none of the compounds listed is a cycloalkane.
i.C5H10
ii.C7H16
iii.C4H8
iv.C10H22
v.CH4
A)i and iii
B)ii and iv
C)ii, iv, and v
D)iii, iv, and v
E)All are alkenes
i.C5H10
ii.C7H16
iii.C4H8
iv.C10H22
v.CH4
A)i and iii
B)ii and iv
C)ii, iv, and v
D)iii, iv, and v
E)All are alkenes
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21
Which of the following compounds is/are (a)carboxylic acid(s)?
i.CH3-COOH
ii.CH3-COO-CH3
iii.CH3-OH
iv.CH3-O-CH3
v.CH3-NH2
A)i only
B)ii only
C)iv only
D)i, ii, and iii
E)i, iii, and v
i.CH3-COOH
ii.CH3-COO-CH3
iii.CH3-OH
iv.CH3-O-CH3
v.CH3-NH2
A)i only
B)ii only
C)iv only
D)i, ii, and iii
E)i, iii, and v
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22
Which of the following compounds is/are (an)amine(s)?
i.CH3-NH2
ii.(CH3)2-NH
iii.(CH3)3-N
iv.CH3-CO-NH2
v.CH3(CH2)2-CO-NH2
A)i only
B)iv only
C)iv and v
D)i, ii, and iii
E)All are amines
i.CH3-NH2
ii.(CH3)2-NH
iii.(CH3)3-N
iv.CH3-CO-NH2
v.CH3(CH2)2-CO-NH2
A)i only
B)iv only
C)iv and v
D)i, ii, and iii
E)All are amines
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23
Which of the following alcohols is most soluble in water?
A)CH3CH2OH
B)CH3(CH2)3OH
C)CH3(CH2)5OH
D)CH3(CH2)7OH
E)CH3(CH2)9OH
A)CH3CH2OH
B)CH3(CH2)3OH
C)CH3(CH2)5OH
D)CH3(CH2)7OH
E)CH3(CH2)9OH
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24
Which of the following compounds is/are (an)ester(s)?
i.CH3-COOH
ii.CH3-COO-CH3
iii.CH3-OH
iv.CH3-O-CH3
v.CH3-NH2
A)i only
B)ii only
C)iv only
D)i, ii, and iii
E)i, iii, and v
i.CH3-COOH
ii.CH3-COO-CH3
iii.CH3-OH
iv.CH3-O-CH3
v.CH3-NH2
A)i only
B)ii only
C)iv only
D)i, ii, and iii
E)i, iii, and v
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25
Which of the following compounds is/are (a)ketone(s)?
i.CH3-OH
ii.CH3-CO-CH3
iii.CH3-O-CH3
iv.CH3-CHO
v.CH3-COO-CH3
A)ii only
B)ii, iii, and v
C)ii, iii, iv, and v
D)i, ii, iii, and iv
E)All are ketones
i.CH3-OH
ii.CH3-CO-CH3
iii.CH3-O-CH3
iv.CH3-CHO
v.CH3-COO-CH3
A)ii only
B)ii, iii, and v
C)ii, iii, iv, and v
D)i, ii, iii, and iv
E)All are ketones
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26
Which of the following is the best classification for the molecule shown below? 
A)Primary amine
B)Secondary amine
C)Tertiary amine
D)Amino acid
E)Protein

A)Primary amine
B)Secondary amine
C)Tertiary amine
D)Amino acid
E)Protein
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27
Which of the following compounds is/are (an)ether(s)?
i.CH3-CO-CH3
ii.CH3CH2-OH
iii.C2H5-O-C2H5
iv.CH3(CH2)5-OH
v.CH3-CH3
A)i only
B)ii only
C)iii only
D)ii and iv
E)i, ii, iii, and iv
i.CH3-CO-CH3
ii.CH3CH2-OH
iii.C2H5-O-C2H5
iv.CH3(CH2)5-OH
v.CH3-CH3
A)i only
B)ii only
C)iii only
D)ii and iv
E)i, ii, iii, and iv
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28
What is the name of the following? 
A)ethyl formanate
B)dimethyl ether
C)dimethyl ester
D)methyl acetate
E)propanoic acid

A)ethyl formanate
B)dimethyl ether
C)dimethyl ester
D)methyl acetate
E)propanoic acid
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29
What is the IUPAC name of the following molecule:
CH3CH2-O-CH2CH3
A)2-oxybutanether
B)ethyl ethanoate
C)diethyl butanoate
D)diethyl alcohol
E)diethyl ether
CH3CH2-O-CH2CH3
A)2-oxybutanether
B)ethyl ethanoate
C)diethyl butanoate
D)diethyl alcohol
E)diethyl ether
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30
What is the IUPAC name of the following molecule: 
A)3-butanol
B)2-butanol
C)1-methyl-1-propanol
D)3-methyl-3-propanol
E)isobutyl alcohol

A)3-butanol
B)2-butanol
C)1-methyl-1-propanol
D)3-methyl-3-propanol
E)isobutyl alcohol
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31
What is the name of the following? 
A)dihydrogennitromethyl
B)formanamide
C)methylamine
D)primaryamine
E)methyl ammonia

A)dihydrogennitromethyl
B)formanamide
C)methylamine
D)primaryamine
E)methyl ammonia
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32
What is the name of the reaction between an acid and an alcohol?
A)Protonization
B)Isomerization
C)Acidification
D)Oxidation
E)Esterification
A)Protonization
B)Isomerization
C)Acidification
D)Oxidation
E)Esterification
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33
What are the reactants in the commercial preparation of acetaldehyde,CH3CHO?
A)A secondary alcohol and oxygen
B)A primary alcohol and oxygen
C)An aldehyde and oxygen
D)Acetylene and water
E)A ketone and hydrogen
A)A secondary alcohol and oxygen
B)A primary alcohol and oxygen
C)An aldehyde and oxygen
D)Acetylene and water
E)A ketone and hydrogen
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34
What is the product of the reaction between benzene and Cl2,with FeCl3 as a catalyst?
A)chlorobenzene + HCl
B)dichlorohexane
C)chlorohexane + HCl
D)dichlorohexene
E)dichlorohexene + HCl
A)chlorobenzene + HCl
B)dichlorohexane
C)chlorohexane + HCl
D)dichlorohexene
E)dichlorohexene + HCl
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35
Which of the following compounds is/are (an)aldehyde(s)?
i.CH3-OH
ii.CH3-CO-CH3
iii.CH3-O-CH3
iv.CH3-CHO
v.CH3-COO-CH3
A)ii only
B)iii only
C)iv only
D)i and iv
E)ii, iii, and v
i.CH3-OH
ii.CH3-CO-CH3
iii.CH3-O-CH3
iv.CH3-CHO
v.CH3-COO-CH3
A)ii only
B)iii only
C)iv only
D)i and iv
E)ii, iii, and v
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36
What is the name of the following? 
A)methanone
B)methyl carbonyl
C)acetone
D)formaldehyde
E)acetaldehyde

A)methanone
B)methyl carbonyl
C)acetone
D)formaldehyde
E)acetaldehyde
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37
Which of the following compounds is/are (an)amide(s)?
i.CH3-NH2
ii.(CH3)2-NH
iii.(CH3)3-N
iv.CH3-CO-NH2
v.CH3(CH2)2-CO-NH2
A)i only
B)iv only
C)iv and v
D)i, ii, and iii
E)All are amides
i.CH3-NH2
ii.(CH3)2-NH
iii.(CH3)3-N
iv.CH3-CO-NH2
v.CH3(CH2)2-CO-NH2
A)i only
B)iv only
C)iv and v
D)i, ii, and iii
E)All are amides
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38
Which of the following is the product of the dehydration reaction (140°C,continuous addition of ethanol)of two molecules of ethanol? One water molecule and one molecule of...
A)methyl ethyl ketone
B)methyl acetate
C)butane
D)butene (butylene)
E)diethyl ether
A)methyl ethyl ketone
B)methyl acetate
C)butane
D)butene (butylene)
E)diethyl ether
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39
What are the products of the reaction between acetic acid and ammonia?
A)Ammonium acetate and hydrogen
B)Methylamine and methanoic acid
C)Nitroacetic acid and hydrogen
D)Dimethylamine and water
E)Acetamide and water
A)Ammonium acetate and hydrogen
B)Methylamine and methanoic acid
C)Nitroacetic acid and hydrogen
D)Dimethylamine and water
E)Acetamide and water
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40
Which of the following compounds are alcohols?
i.CH3-CO-CH3
ii.CH3CH2-OH
iii.C2H5-O-C2H5
iv.CH3(CH2)5-OH
v.CH3-CH3
A)i and iii
B)ii and iv
C)i, ii, and iii
D)i, ii, iii, and iv
E)All are alcohols
i.CH3-CO-CH3
ii.CH3CH2-OH
iii.C2H5-O-C2H5
iv.CH3(CH2)5-OH
v.CH3-CH3
A)i and iii
B)ii and iv
C)i, ii, and iii
D)i, ii, iii, and iv
E)All are alcohols
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41
What functional group is necessarily present in the monomers from which chain-growth polymers are formed?
A)Carboxylic acid
B)Ether
C)Ketone
D)Alkene
E)Alcohol
A)Carboxylic acid
B)Ether
C)Ketone
D)Alkene
E)Alcohol
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42
What types of reactants are necessary to form a polymer chain by repeated condensation reactions?
A)A carboxylic acid and an ether
B)A carboxylic acid and an ester
C)A ketone and an ether
D)A ketone and an ester
E)A dicarboxylic acid and a dialcohol
A)A carboxylic acid and an ether
B)A carboxylic acid and an ester
C)A ketone and an ether
D)A ketone and an ester
E)A dicarboxylic acid and a dialcohol
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43
Which of the following is the best definition of the term polymer?
A)A molecule consisting of two or more mer functional groups
B)A chemical compound formed by bonding two or more monomers
C)A chemical compound formed from the reaction of two or more alkanes
D)A molecule that has a regularly repeating double bonded carbon group
E)A molecule that has a regularly repeating benzene bonded to the main carbon chain
A)A molecule consisting of two or more mer functional groups
B)A chemical compound formed by bonding two or more monomers
C)A chemical compound formed from the reaction of two or more alkanes
D)A molecule that has a regularly repeating double bonded carbon group
E)A molecule that has a regularly repeating benzene bonded to the main carbon chain
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44
Which of the following statements is/are incorrect?
i.Nylon is an example of a step-growth polymer
ii.The most effective way of making a polymer with mechanical strength is to use a dialcohol that gives linear chains
iii.A cross-linked polyester will have high mechanical strength
A)i only
B)ii only
C)iii only
D)i and ii
E)i and iii
i.Nylon is an example of a step-growth polymer
ii.The most effective way of making a polymer with mechanical strength is to use a dialcohol that gives linear chains
iii.A cross-linked polyester will have high mechanical strength
A)i only
B)ii only
C)iii only
D)i and ii
E)i and iii
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45
Consider the segment of a polymer shown below.
Which of the following correctly describes the reaction producing this polymer?
A)The reaction involves condensation.
B)The product is a copolymer.
C)The monomer is a halogenated alkene.
D)The reaction occurs by a step-growth mechanism.
E)All of these correctly characterize the reaction.
Which of the following correctly describes the reaction producing this polymer?A)The reaction involves condensation.
B)The product is a copolymer.
C)The monomer is a halogenated alkene.
D)The reaction occurs by a step-growth mechanism.
E)All of these correctly characterize the reaction.
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