Download General Chemistry, 10e Cdn (Petrucci)

General Chemistry, 10e Cdn (Petrucci)
Chapter 26 Structures of Organic Compounds
1) A solid wedge line denotes a bond that sticks back behind the plane of the paper.
Answer: FALSE
Diff: 2
Type: TF
Reference: Section 26-1
2) Constitutional isomers have different bond connectivities, and as a consequence they have different
skeletal structures.
Answer: TRUE
Diff: 1
Type: TF
Reference: Section 26-1
3) Replacing the acidic hydrogen of a carboxylic acid with an organic group produces an amide.
Answer: FALSE
Diff: 2
Type: TF
Reference: Section 26-7
4) A Conformation is a set of all possible optical isomers of an organic compound of a given molecular
formula.
Answer: FALSE
Diff: 2
Type: TF
Reference: Section 26-2
5) Torsional or rotational energy is the difference in energy between the eclipsed and staggered
conformations in alkane structure
Answer: TRUE
Diff: 1
Type: TF
Reference: Section 26-2
6) Cis-trans isomerism is a type of isomerism generally known as stereoisomerism.
Answer: TRUE
Diff: 2
Type: TF
Reference: Section 26-3
7) Different forms of isomerism in organic compounds can be summarized as follows:
"Isomers can be constitutional or stereoisomers. Constitutional isomers are further divided in
enantiomers and diastereomers."
Answer: FALSE
Diff: 2
Type: TF
Reference: Section 26-4
8) When determining the priority of substituents is "A substituent atom of higher atomic number has
higher priority over a substituent atom with lower atomic number."
Answer: TRUE
Diff: 1
Type: TF
Reference: Section 26-4
1
© 2010 Pearson Education Canada
9) In alkene nomenclature "trans" stands for "on the same side" while "cis" means "across".
Answer: FALSE
Diff: 1
Type: TF
Reference: Section 26-5
10) Two structural features shared among all aromatic organic compounds are:
1) They all are flat, cyclic or linear molecules
2) They have a conjugated bonding system.
Answer: FALSE
Diff: 2
Type: TF
Reference: Section 26-6
11) In the rings of heterocyclic compounds we can find one or more atoms that are not carbon atoms
Answer: TRUE
Diff: 1
Type: TF
Reference: Section 26-7
12) The compound with formula C4H9N has two degrees of unsaturation.
Answer: FALSE
Diff: 1
Type: TF
Reference: Section 26-8
13) Choose the INCORRECT statement.
A) Hydrocarbons are compounds of carbon and hydrogen.
B) Skeletal isomerism is also called chain isomerism.
C) Isomers have the same chemical formula but differ with respect to the arrangement of atoms.
D) Saturated hydrocarbons have only single bonds connecting each atom.
E) Organic compounds can be obtained only from living tissue.
Answer: E
Diff: 1
Type: MC
Reference: Section 26-1
14) Choose the INCORRECT statement.
A) Latin prefixes provide information on the numbers of C atoms in a chain.
B) An alkane group used as a side chain group is called an alkyl group.
C) Di, tri, and tetra can be used to designate the number of side chain groups.
D) Positional isomers differ in the position on the main chain of the side chain group.
E) Functional groups are distinctive groupings of one or more atoms.
Answer: A
Diff: 1
Type: MC
Reference: Section 26-1
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15) The IUPAC name of tert-butyl group is:
A) 1,1-dimethylethyl
B) 1,1-dimethylethane
C) 1,2-dimethylethyl
D) 1-methylpropyl
E) 2-methylpropyl
Answer: A
Diff: 2
Type: MC
Reference: Section 26-1
16) What is the correct IUPAC name for the following structure?
A) 2-ethyl-3- methylheptane
B) 3, 5 - dimethyloctane
C) 4-methyl-6-ethylheptane
D) 4, 6 - dimethyloctane
E) 3, 5 - dimethyloctyl
Answer: B
Diff: 2
Type: MC
Reference: Section 26-1
3
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17) Which of the following classes of organic compounds and their general structural formulas have
been correctly matched?
I) ester:
IV) Carboxylic acid:
II) Aldehyde:
V) Amide:
III) Ketone:
A) I), II), and V)
B) II), III), and V)
C) III), IV), and V)
D) I), IV), and V)
E) II), IV), and V)
Answer: D
Diff: 2
Type: MC
Reference: Section 26-1
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18) Find the structure for 2,3,5,7-tetramethyloctane
A)
B)
C)
D)
E)
Answer: A
Diff: 3
Type: MC
Reference: Section 26-1
19) How many primary, secondary, tertiary and quaternary carbon atoms are there in the structure of
2,4,6-trimetylheptane?
A) 5 primary, 2 secondary, 2 tertiary and 1 quaternary carbon atoms
B) 5 primary, 3 secondary, 2 tertiary and 0 quaternary carbon atoms
C) 4 primary, 4 secondary, 2 tertiary and 0 quaternary carbon atoms
D) 4 primary, 2 secondary, 2 tertiary and 2 quaternary carbon atoms
E) 5 primary, 2 secondary, 3 tertiary and 0 quaternary carbon atoms
Answer: E
Diff: 3
Type: MC
Reference: Section 26-1
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20) Which compound is the lowest boiling?
A) methane
B) ethene
C) ethane
D) cyclopropane
E) ethyne
Answer: A
Diff: 1
Type: MC
Reference: Section 26-2
21) Choose the INCORRECT statement.
A) In thermal cracking large hydrocarbon molecules are broken down into smaller molecules, ideally,
molecules in the gasoline range.
B) Reforming converts straight-chain hydrocarbons into branched-chain hydrocarbons.
C) Branched-chain hydrocarbons have higher octane numbers.
D) Alkylation is the joining of small hydrocarbon fragments to larger molecules.
E) Engine knocking is caused by the smooth firing of gasoline.
Answer: E
Diff: 1
Type: MC
Reference: Section 26-2
22) Define "conformation".
A) Conformations are different arrangements of bonds in space
B) Conformations are different structural representations of the same molecule.
C) Conformations are different spatial arrangements one structure can have
D) Conformations are two enantiomers.
E) Conformations are all possible structural isomers for a given molecular formula
Answer: C
Diff: 2
Type: MC
Reference: Section 26-2
23) What are skew conformations?
A) Skew conformations all possible conformations between the eclipsed and staggered extremes.
B) Skew conformations in which linear molecules get twisted.
C) Skew conformations are conformations that have the greatest energy
D) Skew conformations are conformations that have the lowest energy
E) Skew conformations are conformations that have the greatest energy barrier
Answer: A
Diff: 2
Type: MC
Reference: Section 26-2
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24) Which of the following methods are used for the laboratory alkane synthesis?
I)
catalytic addition of hydrogen to multiple carbon - carbon bonds
II) catalytic hydrogenation of aldehydes
III) from halogenated hydrocarbons and sodium
IV) from alkali metal salts of organic acids and alkali metal hydroxides
V) dehydrohalogenation of organic halogen compounds
A) I), II), and V)
B) II), III), and V)
C) I), III), and IV)
D) II), III), and IV)
E) III), IV) and V)
Answer: C
Diff: 2
Type: MC
Reference: Section 26-2
25) Reforming is:
A) a process that joins low molecular mass hydrocarbons into higher molecular mass hydrocarbons
B) a process that converts straight chain hydrocarbons to branched hydrocarbons
C) a process that converts unsaturated organic compounds to saturated ones
D) a process that breaks down high molecular mass hydrocarbons into low molecular mass
hydrocarbons
E) a process that converts branched hydrocarbons to straight chain hydrocarbons
Answer: B
Diff: 1
Type: MC
Reference: Section 26-2
26) Which of the following five positions would result in the most stable molecule for a large group like
t-butyl, -C(CH3)3?
A) equatorial position in boat cyclohexane
B) axial position in boat cyclohexane
C) two or more of these answers are equally stable
D) axial position in chair cyclohexane
E) equatorial position in chair cyclohexane
Answer: E
Diff: 2
Type: MC
Reference: Section 26-3
27) Choose the INCORRECT statement.
A) Axial H atoms are directed above and below the cyclohexane ring.
B) A substitution reaction typically involves a functional group replacing a hydrogen atom on a chain or
ring containing molecule.
C) A free radical is a compound with an unpaired electron.
D) LPG is linear polymerized gas.
E) Unsaturated usually means a double, triple or delocalized electron system is present in the molecule.
Answer: D
Diff: 1
Type: MC
Reference: Section 26-3
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28) Which of the following represent two different chair forms of methylcyclohexane?
A)
B)
C)
D)
E)
Answer: A
Diff: 1
Type: MC
Reference: Section 26-3
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© 2010 Pearson Education Canada
29) Find the answer that has correct both the two structures of cis-1-isopropyl-4-methylcyclohexane and
their relative stability (stability is indicated with ">" meaning "more stable than").
A)
B)
C)
D)
Answer: C
Diff: 1
Type: MC
Reference: Section 26-3
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30) Which of the following structures represent the structure of trans-1-bromo-2-methylcyclohexane?
A)
B)
C)
D)
E)
Answer: B
Diff: 2
Type: MC
Reference: Section 26-3
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31) Which of the following structures represents a structure of R isomer of 1-amino-2-propanol?
A)
B)
C)
D)
E)
Answer: B
Diff: 2
Type: MC
Reference: Section 26-4
32) Which statements regarding chiral compounds are correct?
I)
"Chiral carbon" is synonymous with "asymmetric carbon".
II) The presence of one chiral carbon in a structure results in two possible enantiomers.
III) Two enantiomers can be interconverted without breaking any bonds.
IV) Two chiral molecules are mirror images of each other.
V) Two chiral molecules have significantly different chemical properties.
A) II), III), and V)
B) I), II), and IV)
C) I), III), and IV)
D) II), IV) and V)
E) III), and V)
Answer: B
Diff: 2
Type: MC
Reference: Section 26-4
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33) There are three rules for assigning priorities:
Rule 1: A substituent atom of higher atomic number takes precedence over one of lower atomic number
Rule 2: If two substituent atoms attached to the stereocenter have the same priority, the atom on the
right of a hydrogen atom bonded to chiral carbon is a substituent of higher priority.
Rule 3: Double and triple bonds are treated as if they were single, and the atoms in them are duplicated
or triplicated at each end by the particular atoms at the other end of the multiple bond.
Which rule(s) is/are stated incorrectly?
A) rule 2
B) rules 1 and 3
C) rule 3
D) rules 2 and 3
E) rules 1 and 2
Answer: A
Diff: 2
Type: MC
Reference: Section 26-4
34) How many chiral carbon atoms can you find in the molecule below?
A) 0
B) 1
C) 2
D) 3
E) 4
Answer: D
Diff: 3
Type: MC
Reference: Section 26-4
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35) How many chiral carbon atoms can you find in the molecule below?
A) 1
B) 2
C) 3
D) 4
E) 5
Answer: D
Diff: 3
Type: MC
Reference: Section 26-4
36) You found an organic compound containing chiral carbon atom with the following four substituents:
HC≡C-, Cl-, O=C- and H2C=CH-. What would be the correct order of their priorities?
A) HC≡C- > O=C- > Cl- > H2C=CHB) Cl- > HC≡C- > O=C- > H2C=CHC) Cl- > O=C- > HC≡C- > H2C=CHD) Cl- > O=C-> H2C=CH- > HC≡CE) O=C- > Cl- > HC≡C- > H2C=CHAnswer: C
Diff: 2
Type: MC
Reference: Section 26-4
37) Give the name for CH3CH CHCH3.
A) 3-butene
B) 2-butene
C) 2-propene
D) 2-pentene
E) 2-butane
Answer: B
Diff: 1
Type: MC
Reference: Section 26-5
13
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38) Find the correct stereochemistries for the following four alkenes:
A) A is Z, B is Z, C is E, D is E
B) A is Z, B is E, C is Z, D is E
C) A is E, B is E, C is Z, D is E
D) A is E, B is E, C is Z, D is Z
E) A is Z, B is Z, C is E, D is Z
Answer: D
Diff: 3
Type: MC
Reference: Section 26-5
39) Choose the best configuration assignments for the three double bonds, labeled A, B and C, in the
following compound:
A) A is trans, B is trans, and C is Z
B) A is cis, B is cis, and C is Z
C) A is trans, B is trans, and C is E
D) A is trans, B is trans, and C is cis
E) A is trans, B is trans, and C is trans
Answer: A
Diff: 3
Type: MC
Reference: Section 26-5
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40) Why does benzene have a much higher boiling point (80°C) than hexane (69°C), even though they
have the same number of carbons?
A) Benzene has fewer hydrogens than hexane.
B) Benzene is much more polar than hexane which enhances the attractive forces between molecules
and raises the boiling point.
C) Benzene is planar and has delocalized electron density which increases the attractive forces between
molecules and raises the boiling point.
D) Hexane has more Kekulé structures than benzene.
E) Benzene can covalently bond to another benzene molecule which increases its boiling point.
Answer: C
Diff: 2
Type: MC
Reference: Section 26-6
41) Can 1,3,5-hexatriene be considered an aromatic compound? Why do you think so?
A) Yes, because it contains alternating double and single bonds.
B) No, because the molecule is not a flat ring.
C) Yes, because its double bonds contain 4n+2 electrons (n = 1).
D) No, because the structure is not based on benzene ring.
E) Yes, because the molecule has a delocalized π electron cloud.
Answer: B
Diff: 2
Type: MC
Reference: Section 26-6
42) The terms ortho, meta and para are used to describe the substitution on benzene ring. What do they
stand for?
A) Ortho stands for two adjacent substituents, meta for two substituents with one carbon between them
and para for two substituents with two carbon atoms between them
B) Ortho stands for two cis substituents, meta for two trans substituents and para for two opposite
substituents.
C) Ortho stands for two adjacent substituents, meta for two different adjacent substituents and para for
two substituents with one carbon atoms between them
D) Ortho stands for two substituents with one carbon atom between them, meta for two substituents with
two carbons between them and para for two substituents with three carbon atoms between them
E) Ortho stands for two substituents with two carbon atoms between them, meta for two substituents
with three carbons between them and para for two substituents with four carbon atoms between them
Answer: A
Diff: 2
Type: MC
Reference: Section 26-6
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© 2010 Pearson Education Canada
43) CH3(C=O)CH3 is a(n):
A) ether
B) ketone
C) ester
D) aldehyde
E) carboxylic acid
Answer: B
Diff: 1
Type: MC
Reference: Section 26-7
44) To produce an ether from methanol, one can use:
A) reacting alkene with water in a presence of a strong mineral acid
B) alcohol and concentrated H2SO4
C) KOH in alcohol
D) Cu, heat
E) reacting alcohol with sodium
Answer: B
Diff: 2
Type: MC
Reference: Section 26-7
45) The diol, ethylene glycol, is used extensively as an antifreeze additive in automobile radiators. What
properties of ethylene glycol make it a good antifreeze?
A) Ethylene glycol coats the radiator to prevent crystallization of ice at low temperatures.
B) Ethylene glycol has a higher boiling point than water and is soluble in water.
C) Ethylene glycol has a lower boiling point than water and is soluble in water.
D) Ethylene glycol forms a film on the surface of the water to prevent ice formation in the radiator.
E) Ethylene glycol will remain in the radiator after the water evaporates. This prevents freezing in cold
climates.
Answer: B
Diff: 2
Type: MC
Reference: Section 26-7
46) Which class of compounds is the least reactive?
A) ethers
B) alcohols
C) ketones
D) alkyl halides
E) aldehydes
Answer: A
Diff: 2
Type: MC
Reference: Section 26-7
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© 2010 Pearson Education Canada
47) An alcohol of formula C3H8O in which there are only three different kinds of hydrogens is:
A) 2-propanol
B) 1-propanol
C) cyclopropanol
D) ethanol
E) CH3CH2CH2OH
Answer: A
Diff: 3
Type: MC
Reference: Section 26-5
48) Which methods can be used to prepare alcohols?
I)
addition of H2O to alkenes in the presence of H2SO4
II) reacting alkanes with a concentrated solution of MOH
III) hydrolysis of alkyl halides
IV) methanol can be prepared from CO and H2 in the presence of a heterogeneous catalyst
V) removing one oxygen atom from a carboxylic acid
A) I), II) and IV)
B) I), III), and IV)
C) II), III), and V)
D) I), II), and V)
E) II), IV) and V)
Answer: B
Diff: 3
Type: MC
Reference: Section 26-7
49) Choose the INCORRECT statement.
A) CH3CH2CH2CH2CH2NH2 is an amine.
B) CH3CH2OCH2CH2CH3 is an ether.
C) CH3CH2CH2CH2CH2OH is an alcohol.
D)
O
CH3CH2CH2CH2CH is a ketone.
E) CH3CH2CH2CH=CH2 is an alkene.
Answer: D
Diff: 1
Type: MC
Reference: Section 26-7
17
© 2010 Pearson Education Canada
50) Provide names for compounds A, B and C:
A) A is 3-chloro-4-methylpentanal, B is meta-chlorophenol and C is 3-(2methylcyclohexyl)cyclopentanecarboxylic acid
B) A is 3-chloro-4-methylpentanol, B is meta-chlorophenol and C is 3-(2methylcyclohexyl)cyclopentanecarboxylic acid
C) A is 3-chloro-4-methylpentanal, B is ortho-chlorophenol and C is 3-(3methylcyclohexyl)cyclopentanecarboxylic acid
D) A is 3-chloro-4-methylpentanon, B is meta-chlorophenol and C is 3-(2methylcyclohexyl)cyclopentanal
E) A is 4-chloro-3-methylpentanal, B is para-chlorophenol and C is 3-(2methylcyclohexyl)cyclopentanecarboxylic acid
Answer: A
Diff: 3
Type: MC
Reference: Section 26-7
51) Which two simple functional groups make carboxyl group?
A) Aldehyde and keto groups
B) Aldehyde and hydroxyl groups
C) Keto and hydroxyl groups
D) Ester and hydroxyl groups
E) Ester and ether groups
Answer: C
Diff: 1
Type: MC
Reference: Section 26-7
52) Which class of compounds is most oxidized?
A) alkanes
B) alcohols
C) acids
D) aldehydes
E) ketones
Answer: C
Diff: 2
Type: MC
Reference: Section 26-7
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© 2010 Pearson Education Canada
53) What are heterocyclic compounds?
A) They are cyclic compounds in which carbon has one or more substituents that are neither hydrogen
or another carbon atom
B) They are cyclic compounds in which two or more carbon rings are connected with C-C bons (for
example biphenyl)
C) They are cyclic compounds in which carbon ring is connected to another ring not containing carbon
atoms
D) They are cyclic compounds in which one or more atoms are not carbon atoms
E) They are cyclic compounds that can have more than one stable conformation
Answer: D
Diff: 1
Type: MC
Reference: Section 26-7
54) Which of the following synthetic procedures are plausible?
I)
synthesis of esters from alcohols and acids
II) synthesis of ethers from acids and alcohols
III) synthesis of amides from acids and amines
IV) synthesis of alcohols from alkanes and water
V) synthesis of aldehydes from alcohols and oxidizing agents
A) I), III), and IV)
B) I), III), and V)
C) II), III), and V)
D) II), III), and IV)
E) III), IV), and V)
Answer: B
Diff: 3
Type: MC
Reference: Section 26-7
55) Compound A easily reacts with water to give compound B. Compound B on the other hand can be
oxidized to produce compound C. Both B and C can be further oxidized to produce D. To which classes
of organic compounds A, B, C and D most likely belong?
A) A is an alkane, B is an alcohol, C is an aldehyde and D is a carboxylic acid
B) A is an alkene, B is an ether, C is an aldehyde and D is a carboxylic acid
C) A is an alkene, B is an alcohol, C is a ketone and D is a carboxylic acid
D) A is an alkene, B is an alcohol, C is an aldehyde and D is an ester
E) A is an alkene, B is an alcohol, C is an aldehyde and D is a carboxylic acid
Answer: E
Diff: 3
Type: MC
Reference: Section 26-7
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© 2010 Pearson Education Canada
56) Calculate the degree of unsaturation for the following molecules:
Molecule I: C3H4
Molecule II: C5H10
Molecule III: C4H6
A) For molecule I the degree of unsaturation is 2, for molecule II the degree of unsaturation is 1 and for
molecule III the degree of unsaturation is 1.
B) For molecule I the degree of unsaturation is 2, for molecule II the degree of unsaturation is 0 and for
molecule III the degree of unsaturation is 2.
C) For molecule I the degree of unsaturation is 2, for molecule II the degree of unsaturation is 1 and for
molecule III the degree of unsaturation is 2.
D) For molecule I the degree of unsaturation is 2, for molecule II the degree of unsaturation is 2 and for
molecule III the degree of unsaturation is 2.
E) For molecule I the degree of unsaturation is 2, for molecule II the degree of unsaturation is 1 and for
molecule III the degree of unsaturation is 1.
Answer: C
Diff: 2
Type: MC
Reference: Section 26-8
57) What is the degree of unsaturation for the following compounds?
A) For A the degree of unsaturation is 1, for B is 6 and for C is 5.
B) For A the degree of unsaturation is 1, for B is 5 and for C is 6.
C) For A the degree of unsaturation is 0, for B is 6 and for C is 5.
D) For A the degree of unsaturation is 1, for B is 6 and for C is 4.
E) For A the degree of unsaturation is 1, for B is 4 and for C is 5.
Answer: A
Diff: 3
Type: MC
Reference: Section 26-8
58) How many skeletal isomers for C6H14 can be drawn?
A) 6
B) 3
C) 8
D) 5
E) 2
Answer: D
Diff: 1
Type: BI
Reference: Section 26-1
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© 2010 Pearson Education Canada
59) Name the functional groups in the molecule below:
A) ester, ether, amine, keto
B) carboxyl, ether, amine, keto
C) ester, ether, amine, aldehyde
D) ester, ether, amide, aldehyde
E) ester, carboxyl, amine, keto
Answer: C
Diff: 3
Type: BI
Reference: Section 26-1
60) What is the IUPAC name for the following molecule?
A) 2-bromo-4-isopropyl-3-methylbutane
B) 2-bromo-3,5-dimethylhexane
C) 3,5-dimethyl-2-bromohexane
D) 2-bromo-3-methyl-4-propylbutane
E) 2-bromo-5,5,3-trimethylpentane
Answer: B
Diff: 2
Type: BI
Reference: Section 26-1
61) C3H8O has how many skeletal isomers?
A) 2
B) 4
C) 5
D) 6
E) 3
Answer: E
Diff: 2
Type: BI
Reference: Section 26-1
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© 2010 Pearson Education Canada
62) C4H10O has how many skeletal isomers?
A) 11
B) 12
C) 8
D) 7
E) 6
Answer: D
Diff: 2
Type: BI
Reference: Section 26-1
63) How many different structural isomers are there of the compound dichlorobutane?
A) 6
B) 8
C) 9
D) 5
E) 7
Answer: C
Diff: 2
Type: BI
Reference: Section 26-1
64) Give the name for CH3CH2CHBrCH3.
A) 2-bromobutane
B) 3-bromobutane
C) 2-bromopropane
D) 3-bromopropane
E) 3-bromylpentane
Answer: A
Diff: 2
Type: BI
Reference: Section 26-2
65) What are the possible positions for hydrogen on the chair conformation of cyclohexane?
A) staggered and eclipsed
B) axial and equatorial
C) equatorial and apical
D) longitudinal and latitudinal
E) chair and boat
Answer: B
Diff: 1
Type: BI
Reference: Section 26-3
66) The burning of alkanes to produce carbon dioxide and water is known as what type of reaction?
A) thermal cracking
B) reforming
C) radical substitution
D) oxidation
E) alkylation
Answer: D
Diff: 1
Type: BI
Reference: Section 26-2
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67) Combustion of 493 mg of a hydrocarbon gave 1549 mg CO2 and 633.9 mg H2O. What is the
molecular formula if the molecular weight is subsequently found to be 42?
A) CO2
B) CH2
C) C6H12
D) C2H2O
E) C3H6
Answer: E
Diff: 3
Type: BI
Reference: Section 26-2
68) Which of the following has the lowest melting point: cyclohexane, hexane, benzene?
A) cyclohexane
B) hexane
C) benzene
D) They have approximately the same melting point.
E) There is not enough information to determine.
Answer: B
Diff: 2
Type: BI
Reference: Section 26-2
69) Give the condensed structural formula for 3-bromopentane.
A) CH3CH2CHBrCH2CH2CH3
B) CH3CHBrCH2CH2CH3
C) (CH3)3CHBrCH2CH3
D) CH3CH2CHBrCH2CH3
E) CH3CH2CBr3CH2CH3
Answer: D
Diff: 2
Type: BI
Reference: Section 26-2
70) If an ethyl group is substituted for one hydrogen of cyclohexane, what would be the preferred
position of that ethyl substituent on the ring?
A) axial position
B) equatorial position
C) chair position
D) boat position
E) twist boat conformation
Answer: B
Diff: 2
Type: BI
Reference: Section 26-3
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71) Which of the following compounds is(are) chiral?
A) I
B) II
C) III
D) I + II
E) II + III
Answer: A
Diff: 1
Type: BI
Reference: Section 26-4
72) Which of the following compounds is(are) chiral?
A) I
B) II
C) III
D) I + II
E) II + III
Answer: B
Diff: 1
Type: BI
Reference: Section 26-4
73) Which of the following chiral compounds is(are) S enantiomer(s)?
A) I
B) II
C) III
D) I + II
E) II + III
Answer: A
Diff: 2
Type: BI
Reference: Section 26-4
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74) Which of the following chiral compounds is(are) R enantiomer(s)?
A) I
B) II
C) III
D) II + III
E) I + II
Answer: C
Diff: 2
Type: BI
Reference: Section 26-4
75) Are the following three pairs of structural formulas (pairs A, B, and C) representing identical
molecules, conformers of the same molecule, or enantiomers?
A) A is a pair of identical molecules, B is a pair of enantiomers and C is a pair of conformers
B) A and C are pairs of conformers, and B is a pair of enantiomers
C) A is a pair of conformers, B is a pair of enantiomers and C is a pair of identical molecules
D) A is a pair of identical molecules, B and C are pairs of enantiomers
E) A and B are pairs of enantiomers, and C is a pair of conformers
Answer: A
Diff: 3
Type: BI
Reference: Section 24-4
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76) Provide IUPAC names for the following compounds:
A) A is (3S)-3-bromo-2,3-dimethylpentane, B is (2S)-1,2-dibromopentane and C is (3R)-3-fluoro-3methylhexane
B) A is (3R)-3-bromo-2,3-dimethylpentane, B is (2S)-1,2-dibromopentane and C is (3R)-3-fluoro-3methylhexane
C) A is (3S)-3-bromo-2,3-dimethylpentane, B is (2R)-1,2-dibromopentane and C is (3R)-3-fluoro-3methylhexane
D) A is (3S)-3-bromo-2,3-dimethylpentane, B is (2S)-1,2-dibromopentane and C is (3S)-3-fluoro-3methylhexane
E) A is (3R)-3-bromo-2,3-dimethylpentane, B is (2S)-1,2-dibromopentane and C is (3S)-3-fluoro-3methylhexane
Answer: A
Diff: 3
Type: BI
Reference: Section 26-4
77) Give the condensed structural formula for 3-methyl-3-hexene.
A) CH3CH2CH(CH3)CH=CHCH3
B) CH3CH2C(CH3)2CH=CHCH3
C) (CH3)3CCH=CHCH3
D) CH3CH2C(CH3)=CHCH2CH3
E) (CH3)6CCH2CH=CH2
Answer: D
Diff: 2
Type: BI
Reference: Section 26-5
78) What is the condensed structural formula for 2-pentyne?
A) CH2 CHCH2CH2CH3
B) CH3C CCH2CH3
C) CH3CH CHCH2CH3
D) CH3C CCH3
E) CH3CH CCH2CH2CH3
Answer: B
Diff: 2
Type: BI
Reference: Section 26-5
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79) What is the complete systematic name for the following molecule?
A) 3-pentene
B) 3-hexene
C) cis-3-hexene
D) trans-3-hexene
E) cis-3-hexyne
Answer: C
Diff: 2
Type: BI
Reference: Section 26-5
80) Which of the following compounds is(are) E configuration(s)?
A) I
B) II
C) III
D) I + II
E) II + III
Answer: C
Diff: 2
Type: BI
Reference: Section 26-5
81) Which of the following compounds is(are) Z configuration(s)?
A) I
B) II
C) III
D) I + II
E) I + II + III
Answer: D
Diff: 2
Type: BI
Reference: Section 26-5
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82) The two benzene substituents of the common analgesic shown below are considered in what relation
to one another?
A) ortho
B) para
C) meta
D) trans
E) 1,3
Answer: B
Diff: 1
Type: BI
Reference: Section 26-6
83) Which of the following four molecules are aromatic?
A) A, C, D
B) A, B, D
C) B, D
D) A, D
E) B, C
Answer: A
Diff: 2
Type: BI
Reference: Section 26-6
84) Give the condensed structural formula for 2-butanone.
A) HCOCH2CH2CH3
B) CH3CH2CH2CHO
C) HCOCH2CH2CHO
D) CH3CH2COCH2CH3
E) CH3COCH2CH3
Answer: E
Diff: 2
Type: BI
Reference: Section 26-7
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85) The common ether used in anesthesia has the IUPAC name ________.
A) diethyl ether
B) methyl ethyl ether
C) none of these
D) methyl ether
E) 2-butyl ether
Answer: A
Diff: 2
Type: BI
Reference: Section 26-7
86) Give the condensed structural formula for propanone.
A) CH3COCH3
B) CH3CH2CHO
C) CH3OCH2CH3
D) CH3OCH3
E) CH3CH2CO
Answer: A
Diff: 2
Type: BI
Reference: Section 26-7
87) Give the name for CH3CH2CH2COCH2CH3.
A) 4-hexanone
B) 3-hexanone
C) 3-butanone
D) 3-hexanol
E) 4-hexanoic acid
Answer: B
Diff: 2
Type: BI
Reference: Section 26-7
88) Give the name for (CH3)3CCHO.
A) 2, 2-dimethylpropanone
B) 2-methylbutanol
C) 1, 1, 1-trimethylethanol
D) 2, 2-dimethylpropanal
E) ethylethanol
Answer: D
Diff: 2
Type: BI
Reference: Section 26-7
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89) To produce an organic ester, one uses a carboxylic acid and a(n) ________.
A) alkyl halide
B) alkane
C) alcohol
D) aldehyde
E) ketone
Answer: C
Diff: 1
Type: BI
Reference: Section 26-7
90) Give the name for HCOOH.
A) methanone alcohol
B) methanal alcohol
C) ethanoic or acetic acid
D) methanaldehyde
E) methanoic or formic acid
Answer: E
Diff: 2
Type: BI
Reference: Section 26-7
91) Give the condensed structural formula for 2-methylpropanoic acid.
A) (CH3)2CHCOOH
B) (CH3)2CHCHO
C) (CH3)2CHCH2COOH
D) (CH3)2COOH
E) CH3CH2COOH
Answer: A
Diff: 2
Type: BI
Reference: Section 26-7
92) Give the condensed structural formula for methyl butanoate.
A) CH3COOCH2CH2CH2CH3
B) HCOOCH2CH2CH2CH3
C) CH3CH2CH2COOCH3
D) CH3CH2CH2COOCH3
E) CH3CH2CH2COOH
Answer: C
Diff: 2
Type: BI
Reference: Section 26-7
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93) What class of amine is found in the analgesic codeine (shown below)?
A) tertiary amine
B) secondary amine
C) aromatic amine
D) quaternary amine
E) dimethylamine
Answer: A
Diff: 1
Type: BI
Reference: Section 26-7
94) Which of the following is the most soluble in water?
A) I
B) II
C) III
D) IV
E) V
Answer: C
Diff: 1
Type: BI
Reference: Section 26-7
95) Name the following compound: CH3CH2NHCH3.
A) aminopropane
B) aminomethylethane
C) methylaminoethane
D) propylamine
E) ethylmethylamine
Answer: E
Diff: 1
Type: BI
Reference: Section 26-7
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© 2010 Pearson Education Canada
96) Compounds I) to V) are all cyclic compounds. How many heterocyclic compounds are among them?
A) 1
B) 2
C) 3
D) 4
E) 5
Answer: D
Diff: 1
Type: BI
Reference: Section 26-7
97) How many noncyclic isomers including geometric isomers of C4H8 exist?
A) 1
B) 2
C) 3
D) 4
E) 5
Answer: D
Diff: 3
Type: BI
Reference: Section 26-8
98) Calculate the degree of unsaturation for the molecule below:
A) 3
B) 5
C) 7
D) 9
E) 11
Answer: D
Diff: 3
Type: BI
Reference: Section 26-8
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