Deck 13: Alkenes, alkynes, and Aromatic Compounds

Question 1

Ethylene and acetylene are the common names for the molecules ________ and ________,respectively.

A)C₂H₆ and C₃H₈
B)C₂H₄ and C₂H₆
C)C₂H₂ and C₂H₆
D)C₂H₄ and C₃H₆
E)C₂H₄ and C₂H₂

Answer 1

C₂H₄ and C₂H₂

Question 2

The process used to produce simple alkenes is

A)cracking of alkanes.
B)smelting of ores.
C)distillation of crude oil.
D)polymerization of monomers.
E)condensation of small molecules.

Answer 2

cracking of alkanes.

Question 3

What is the IUPAC name of the molecule shown?

A)isopentene
B)3-methyl-1-butene
C)3-methyl-1,2-butene
D)2-methyl-3-butene
E)1,1-dimethyl-2-propene

Answer 3

3-methyl-1-butene

Question 4

What is the IUPAC name of the molecule shown?

A)2-methyl-3-methyl-2-hexene
B)dimethylhexene
C)2,3-dimethyl-2-hexene
D)octene
E)1,1,2-trimethyl-1-pentene

Question 5

What is the IUPAC name of the molecule shown?
CH₂=CHCH=CH₂

A)diethylene
B)1,1-butadiene
C)1,2-butadiene
D)1,3-butadiene
E)1,4-butadiene

Question 6

What is the IUPAC name of the molecule shown?

A)3-methyl-6-heptene
B)5-methyl-1-heptene
C)5-ethyl-1-hexene
D)2-ethyl-5-hexene
E)octene

Question 7

Which choice represents the carbon skeleton of 1,6-octadiene?

A)C=C=C-C-C-C-C-C
B)C-C=C-C-C=C-C-C
C)C=C-C-C=C-C=C-C
D)C-C=C-C-C-C-C=C
E)C-C=C-C=C-C-C-C

Question 8

Which of the following compounds is a saturated hydrocarbon?

A)acetylene
B)benzene
C)1,3-butadiene
D)ethylene
E)hexane

Question 9

How many hydrogen atoms are contained in a molecule of 1,4-hexadiene?

A)6
B)10
C)12
D)14
E)18

Question 10

On the basis of the number of carbon-hydrogen bonds,all of the following families of compounds can be considered unsaturated except

A)alkanes.
B)alkenes.
C)alkynes.
D)arenes.
E)none of the above

Question 11

Which of the following is a correct description of the difference between a saturated and an unsaturated hydrocarbon?

A)Saturated hydrocarbons are essentially water insoluble while unsaturated hydrocarbons are water soluble.
B)Unsaturated hydrocarbons are flammable but saturated hydrocarbons are not.
C)Saturated hydrocarbons do not contain multiple bonds between carbons but unsaturated hydrocarbons do contain multiple bonds.
D)Saturated hydrocarbons are composed of carbon and hydrogen but unsaturated hydrocarbons include atoms other than carbon and hydrogen.

Question 12

This question has three parts:
a.Sketch the carbon skeleton of 2,5-hexadiene.
b.Explain why this name is not correct.
c.Give the correct name and molecular formula of the compound with the carbon
skeleton you drew.

Question 13

Which molecule represents 4-ethyl-2-hexyne?

A)(CH₃CH₂)₂CHC≡CCH(CH₂CH₃)₂
B)(CH₃CH₂)₂CHC≡CCH₃
C)CH₃CH₂CH₂C≡CCH₃
D)CH₃CH₂CH₂CH₂C≡CCH₃
E)CH₃CH₂C≡CCH₂CH₂CH₃

Question 14

The cause of cis-trans isomerism is

A)stability of the double bond.
B)lack of rotation of the double bond.
C)strength of the double bond.
D)short length of the double bond.
E)vibration of the double bond.

Question 15

Which choice represents the carbon skeleton of 2,5-octadiene?

A)C=C=C-C-C-C-C-C
B)C-C=C-C-C=C-C-C
C)C=C-C-C=C-C=C-C
D)C-C=C-C-C-C-C=C
E)C-C=C-C=C-C-C-C

Question 16

How many hydrogen atoms are contained in a molecule of cyclopentene?

A)5
B)6
C)8
D)10
E)12

Question 17

The organic chemical produced in the largest quantities in the U.S.is

A)benzene.
B)ethylene
C)octane.
D)polyethylene.
E)sulfuric acid.

Question 18

Which choice represents the carbon skeleton of 2,4-octadiene?

A)C=C=C-C-C-C-C-C
B)C-C=C-C-C=C-C-C
C)C=C-C-C=C-C=C-C
D)C-C=C-C-C-C-C=C
E)C-C=C-C=C-C-C-C

Question 19

In organic chemistry,the term unsaturated means a molecule

A)that has the maximum number of carbon-hydrogen bonds possible.
B)with a specific six-membered ring structure.
C)that contains one or more multiple bonds between carbon atoms.
D)that can react by taking up one or more water molecules.
E)that is formed from many smaller molecules.

Question 20

This question has three parts:
a.Sketch the carbon skeleton of 3-ethyl-2,5-hexadiene.
b.Explain why this name is not correct.
c.Give the correct name and molecular formula of the compound with the carbon skeleton you drew.

Question 21

An addition reaction can best be described as a reaction in which

A)a hydrogen reacts with oxygen to produce CO₂,H₂O,and energy.
B)two reactants combine to form one new product with no extra atoms.
C)a single reactant splits into two products.
D)two reactants exchange atoms to give two new products.
E)a single reactant undergoes reorganization of its chemical bonds,producing an isomer of the reactant.

Question 22

Alkenes and simple aromatics are similar in all of the following properties except

A)solubility in non-polar solvents.
B)insolubility in water.
C)flammability.
D)nonpolarity.
E)lack of toxicity.

Question 23

Which of the following is a correct line angle drawing for cis-3-heptene?

A)

B)

C)

D)

Question 24

The name of the molecule shown is

A)cis-3-chloro-2-pentene.
B)trans-3-chloro-2-pentene.
C)cis-3-chloro-3-pentene.
D)trans-3-chloro-3-pentene.
E)monochloro-2-cis-pentene.

Question 25

The term used to describe the geometry of a carbon atom involved in a triple bond is

A)distorted tetrahedral.
B)linear.
C)perpendicular.
D)tetrahedral.
E)trigonal planar.

Question 26

What is the ideal angle between the H-C-C bond in ethylene?

A)120°
B)109.5°
C)180°
D)90°
E)none of the above

Question 27

What is the ideal angle between the H-C-H bond in methane?

A)120°
B)109.5°
C)180°
D)90°
E)none of the above

Question 28

What is the ideal angle between the H-C-C bond in acetylene?

A)120°
B)109.5°
C)180°
D)90°
E)none of the above

Question 29

Cis-trans isomerism occurs when

A)a branched alkane has a halogen added to two adjacent carbon atoms.
B)an alkene is hydrated according to Markovnikov's Rule.
C)the carbons in an alkene double bond each have two different substituent groups.
D)the carbons in the para position of an aromatic have the same substituent groups.
E)hydrogen is added to both of the carbon atoms in a double bond.

Question 30

The term used to describe the geometry of a carbon atom involved in a double bond is

A)distorted tetrahedral.
B)linear.
C)perpendicular.
D)tetrahedral.
E)trigonal planar.

Question 31

The name of the molecule shown is

A)2-chloro-3-methylene-butane.
B)3-chloro-2-methylene-butane.
C)3-chloro-2-methyl-1-butene.
D)cis-3-chloro-2-methyl-2-butene.
E)trans-3-chloro-2-methyl-2-butene.

Question 32

What is the IUPAC name of the compound shown?

A)trans-4,6-dimethyl-2-heptene
B)cis-4,6-dimethyl-2-heptene
C)trans-2-nonene
D)cis-2-nonene
E)trans-2,4-dimethyl-5-heptene

Question 33

All of the following are general properties of alkenes except

A)soluble in non-polar (organic)solvents.
B)low boiling points.
C)flammable.
D)less reactive than the corresponding alkanes.
E)may exist as cis-trans isomers.

Question 34

The name of the molecule shown is

A)cis-3-chloro-2-pentene.
B)trans-3-chloro-2-pentene.
C)cis-3-chloro-3-pentene.
D)trans-3-chloro-3-pentene.
E)monochloro-2-cis-pentene.

Question 35

The bond angle about a carbon atom involved in a triple bond is

A)90°.
B)105°.
C)109.5°.
D)120°.
E)180°.

Question 36

Which of the following alkenes can exhibit cis-trans isomerism?

A)1,1-dibromobutene
B)1-pentene
C)2-methyl-2-octene
D)3-octene
E)none of these

Question 37

An elimination reaction can best be described as a reaction in which

A)a hydrocarbon reacts with oxygen to produce CO₂,H₂O,and energy.
B)two reactants combine to form one new product with no extra atoms.
C)a single reactant splits into two products.
D)two reactants exchange atoms to give two new products.
E)a single reactant undergoes reorganization of its chemical bonds,producing an isomer of the reactant.

Question 38

Alkanes and alkenes are similar in all of the following properties except

A)solubility in non-polar solvents.
B)insolubility in water.
C)flammability.
D)reactivity.
E)lack of toxicity.

Question 39

The bond angle about a carbon atom involved in a double bond is

A)90°.
B)105°.
C)109.5°.
D)120°.
E)180°.

Question 40

Which molecule can have cis-trans isomers?

A)CH₃CH=C(CH₃)₂
B)(CH₃)₂C=CHCH₃
C)(CH₃)₂C=C(CH₃)₂
D)CH₃CH=CHCl
E)CH₃CH=CCl₂

Question 41

A substitution reaction can best be described as a reaction in which

A)a hydrocarbon reacts with oxygen to produce CO₂,H₂O,and energy.
B)two reactants combine to form one new product with no extra atoms.
C)a single reactant splits into two products.
D)two reactants exchange atoms to give two new products.
E)a single reactant undergoes reorganization of its chemical bonds,producing an isomer of the reactant.

Question 42

According to Markovnikov's rule,when HCl reacts with the molecule shown,which product will result?
(CH₃)₂C=CHCH₃ + HCl → ?????

A)(CH₃)₂CHCHClCH₃
B)(CH₃)₂CClCH₂CH₃
C)(CH₃)₂CClCHClCH₃
D)(CH₃)₂CHCH₂CH₂Cl
E)Cl₂CHCHClCH₃

Question 43

Which of the following reactions involves addition of two different elements to an alkene?

A)bromination
B)chlorination
C)hydrohalogenation
D)hydrogenation
E)none of the above

Question 44

Which reactant should be used to convert propene to 1,2-dichloropropane?

A)Cl₂
B)H₂
C)NaCl
D)HCl
E)BrCl

Question 45

The commonly accepted mechanism for explaining alkene reactions involves formation of

A)carbocations.
B)carbanions.
C)carbon atoms with 10 electrons.
D)carbon atoms with four electrons.
E)carbon atoms which have lost all their electrons.

Question 46

A rearrangement reaction can best be described as a reaction in which

A)a hydrocarbon reacts with oxygen to produce CO₂,H₂O,and energy.
B)two reactants combine to form one new product with no extra atoms.
C)a single reactant splits into two products.
D)two reactants exchange atoms to give two new products.
E)a single reactant undergoes reorganization of its chemical bonds,producing an isomer of the reactant.

Question 47

When an alkene undergoes hydrogenation,the product is an

A)alkane.
B)alkene.
C)alkyne.
D)aromatic.
E)alcohol.

Question 48

The starting material for polymerization reactions is a(an)

A)alkane.
B)catalyst.
C)isomer.
D)monomer.
E)dimer.

Question 49

The monomer used to make the polymer polyvinyl chloride is:

A)CH₂=CF₂
B)CF₂=CF₂
C)CH₂=CHCl
D)CH₂=CHCN
E)CH₂=CH-C₆H₅

Question 50

What is the name of the product when 1-pentene reacts with Cl₂?

A)1,1-dichloropentane
B)1,2-dichloropentane
C)2,2-dichloropentane
D)2,3-dichloropentane

Question 51

Chemical reactions involving double bonds are generally referred to as ________ reactions.

A)substitution
B)addition
C)oxidation
D)reduction
E)combustion

Question 52

When 2-butene reacts completely with bromine,the product is

A)2-bromobutane.
B)3-bromobutane.
C)1,2-dibromobutane.
D)1,3-dibromobutane.
E)2,3-dibromobutane.

Question 53

In the addition of HX to a double bond,the hydrogen goes to the carbon that already has more hydrogens.This is a statement of

A)the double bond rule.
B)LeChatelier's principle.
C)Markovnikov's rule.
D)the rule of "less is better".
E)Zatseff's rule.

Question 54

All of the following are examples of addition reactions of alkenes except

A)bromination.
B)chlorination.
C)hydration.
D)hydrogenation.
E)oxidation.

Question 55

The addition of HF to 2-butene produces

A)2-fluorobutane.
B)1-fluorobutane.
C)1,2-difluorobutane.
D)2,3-difluorobutane.
E)The reaction doesn't occur.

Question 56

When an alkene undergoes a hydration reaction the product is an

A)alkane.
B)alkyne.
C)aromatic.
D)alcohol.
E)ether.

Question 57

Which reactant should be used to convert propene to 2-chloropropane?

A)Cl₂
B)H₂
C)NaCl
D)HCl
E)BrCl

Question 58

What will be the major product of the following reaction?

A)

B)

C)

D)

Question 59

Markovnikov's Rule refers to the

A)orientation an unsymmetrical reagent will take when added to an unsymmetrical alkene.
B)temperature difference observed in the boiling points of cis and trans alkenes.
C)rate of hydrogen addition to an alkene with alkyl group substituents.
D)color of a molecule containing multiple double bonds.
E)ideal bond angle between substituents on a double bond.

Question 60

The monomer unit used to produce polypropylene is

A)CH₂=CH₂.
B)CH₂=CHCH₃.
C)CH₃CH₂CH₂CH₃.
D)CH₂=CHCH₂Cl.
E)CHCl=CH₂.

Question 61

Another name for o-nitrotoluene is

A)1-nitrotoluene.
B)2-nitrotoluene.
C)3-nitrotoluene.
D)4-nitrotoluene.

Question 62

The concept that explains the properties of aromatic compounds based on a structure that is an average among two possible structures is

A)double bonding.
B)oxidation.
C)resonance.
D)cis-trans isomerism.
E)polymerization.

Question 63

Match the following.
resonance

A)another name for 1,2-dichlorobenzene
B)the common name for hydroxybenzene
C)another name for 1,4-dichlorobenzene
D)a term describing a hydrocarbon in which additional C÷H bonds can be formed
E)another name for 1,3-dichlorobenzene
F)a simple molecule that can be joined with many others to form a large molecule
G)a term describing a hydrocarbon which has the maximum number of CH bonds possible
H)refers to a class of compounds containing a specific 6-membered ring structure with delocalized electrons
I)the common name for aminobenzene
J)a concept used to describe a molecule structure as an average of two or more similar structures
K)the common name for 1,2-dimethlybenzene
L)the term used when a benzene ring is a side chain or substituent group; abbreviated as C₆H₅^-
M)a large molecule made from many smaller molecules,often of only one or two kinds

Question 64

When the aromatic ring is named as a side chain or functional group,it is referred to as the ________ group.

A)phenyl
B)benzyl
C)xylyl
D)toluyl
E)benzoyl

Question 65

Match the following.
monomer

A)another name for 1,2-dichlorobenzene
B)the common name for hydroxybenzene
C)another name for 1,4-dichlorobenzene
D)a term describing a hydrocarbon in which additional C÷H bonds can be formed
E)another name for 1,3-dichlorobenzene
F)a simple molecule that can be joined with many others to form a large molecule
G)a term describing a hydrocarbon which has the maximum number of CH bonds possible
H)refers to a class of compounds containing a specific 6-membered ring structure with delocalized electrons
I)the common name for aminobenzene
J)a concept used to describe a molecule structure as an average of two or more similar structures
K)the common name for 1,2-dimethlybenzene
L)the term used when a benzene ring is a side chain or substituent group; abbreviated as C₆H₅^-
M)a large molecule made from many smaller molecules,often of only one or two kinds

Question 66

The name of the polymer formed from CH₂=CH₂ is

A)polyethylene.
B)polypropylene.
C)polystyrene.
D)polyvinyl chloride.
E)none of the above

Question 67

What is the name of the following compound?

A)o-ethylphenol
B)m-ethylphenol
C)p-ethylphenol
D)m-ethylbenzene

Question 68

Which phrase most accurately describes the structure common to all aromatic compounds?

A)a six-membered ring with 3 double and 3 single bonds
B)a ring described as 1,3,5-hexatriene
C)identical bonds between all 6 carbon atoms,with 6 electrons moving freely
D)a six-membered ring with easily broken carbon-carbon bonds
E)none of the above

Question 69

All of the following are common reactions of benzene except

A)bromination.
B)chlorination.
C)hydrogenation.
D)nitration.
E)sulfonation.

Question 70

Match the following.
unsaturated

A)another name for 1,2-dichlorobenzene
B)the common name for hydroxybenzene
C)another name for 1,4-dichlorobenzene
D)a term describing a hydrocarbon in which additional C÷H bonds can be formed
E)another name for 1,3-dichlorobenzene
F)a simple molecule that can be joined with many others to form a large molecule
G)a term describing a hydrocarbon which has the maximum number of CH bonds possible
H)refers to a class of compounds containing a specific 6-membered ring structure with delocalized electrons
I)the common name for aminobenzene
J)a concept used to describe a molecule structure as an average of two or more similar structures
K)the common name for 1,2-dimethlybenzene
L)the term used when a benzene ring is a side chain or substituent group; abbreviated as C₆H₅^-
M)a large molecule made from many smaller molecules,often of only one or two kinds

Question 71

Using systematic names,the structure shown could be called

A)1,2-dimethylbenzene.
B)1,3-dimethylbenzene.
C)para-dimethylbenzene.
D)ortho-dimethylbenzene.
E)meta-dimethylbenzene.

Question 72

Match the following.
meta-dichlorobenzene

A)another name for 1,2-dichlorobenzene
B)the common name for hydroxybenzene
C)another name for 1,4-dichlorobenzene
D)a term describing a hydrocarbon in which additional C÷H bonds can be formed
E)another name for 1,3-dichlorobenzene
F)a simple molecule that can be joined with many others to form a large molecule
G)a term describing a hydrocarbon which has the maximum number of CH bonds possible
H)refers to a class of compounds containing a specific 6-membered ring structure with delocalized electrons
I)the common name for aminobenzene
J)a concept used to describe a molecule structure as an average of two or more similar structures
K)the common name for 1,2-dimethlybenzene
L)the term used when a benzene ring is a side chain or substituent group; abbreviated as C₆H₅^-
M)a large molecule made from many smaller molecules,often of only one or two kinds

Question 73

Match the following.
phenol

A)another name for 1,2-dichlorobenzene
B)the common name for hydroxybenzene
C)another name for 1,4-dichlorobenzene
D)a term describing a hydrocarbon in which additional C÷H bonds can be formed
E)another name for 1,3-dichlorobenzene
F)a simple molecule that can be joined with many others to form a large molecule
G)a term describing a hydrocarbon which has the maximum number of CH bonds possible
H)refers to a class of compounds containing a specific 6-membered ring structure with delocalized electrons
I)the common name for aminobenzene
J)a concept used to describe a molecule structure as an average of two or more similar structures
K)the common name for 1,2-dimethlybenzene
L)the term used when a benzene ring is a side chain or substituent group; abbreviated as C₆H₅^-
M)a large molecule made from many smaller molecules,often of only one or two kinds

Question 74

Match the following.
phenyl

A)another name for 1,2-dichlorobenzene
B)the common name for hydroxybenzene
C)another name for 1,4-dichlorobenzene
D)a term describing a hydrocarbon in which additional C÷H bonds can be formed
E)another name for 1,3-dichlorobenzene
F)a simple molecule that can be joined with many others to form a large molecule
G)a term describing a hydrocarbon which has the maximum number of CH bonds possible
H)refers to a class of compounds containing a specific 6-membered ring structure with delocalized electrons
I)the common name for aminobenzene
J)a concept used to describe a molecule structure as an average of two or more similar structures
K)the common name for 1,2-dimethlybenzene
L)the term used when a benzene ring is a side chain or substituent group; abbreviated as C₆H₅^-
M)a large molecule made from many smaller molecules,often of only one or two kinds

Question 75

The term delocalization means "not limited to a particular place or area." Explain how this term describes the behavior of electrons in aromatic compounds.

Question 76

The structure shown is

A)meta-xylene.
B)para-xylene.
C)phenol.
D)toluene.
E)aniline.

Question 77

The most common reactions involving aromatics are ________ reactions.

A)addition
B)elimination
C)oxidation
D)reduction
E)substitution

Question 78

Match the following.
saturated

A)another name for 1,2-dichlorobenzene
B)the common name for hydroxybenzene
C)another name for 1,4-dichlorobenzene
D)a term describing a hydrocarbon in which additional C÷H bonds can be formed
E)another name for 1,3-dichlorobenzene
F)a simple molecule that can be joined with many others to form a large molecule
G)a term describing a hydrocarbon which has the maximum number of CH bonds possible
H)refers to a class of compounds containing a specific 6-membered ring structure with delocalized electrons
I)the common name for aminobenzene
J)a concept used to describe a molecule structure as an average of two or more similar structures
K)the common name for 1,2-dimethlybenzene
L)the term used when a benzene ring is a side chain or substituent group; abbreviated as C₆H₅^-
M)a large molecule made from many smaller molecules,often of only one or two kinds

Question 79

Which of the following is not the common name of an aromatic compound?

A)xylene
B)phenol
C)acetone
D)toluene
E)aniline

Question 80

Match the following.
polymer

A)another name for 1,2-dichlorobenzene
B)the common name for hydroxybenzene
C)another name for 1,4-dichlorobenzene
D)a term describing a hydrocarbon in which additional C÷H bonds can be formed
E)another name for 1,3-dichlorobenzene
F)a simple molecule that can be joined with many others to form a large molecule
G)a term describing a hydrocarbon which has the maximum number of CH bonds possible
H)refers to a class of compounds containing a specific 6-membered ring structure with delocalized electrons
I)the common name for aminobenzene
J)a concept used to describe a molecule structure as an average of two or more similar structures
K)the common name for 1,2-dimethlybenzene
L)the term used when a benzene ring is a side chain or substituent group; abbreviated as C₆H₅^-
M)a large molecule made from many smaller molecules,often of only one or two kinds