Deck 13: Alkenes, alkynes, and Aromatic Compounds

Question 1

Which of the following is a correct line bond structure for 2,5- dimethyl-3-hexyne?

A)

B)

C)

D)

E)

Answer 1

Question 2

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

Answer 2

5-methyl-1-heptene

Question 3

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

Answer 3

2,3-dimethyl-2-hexene

Question 4

What is the IUPAC name of the molecule shown?
CH₂=CH-CH=CH₂

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

Question 5

Which of the following compounds is a saturated hydrocarbon?

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

Question 6

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 7

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 8

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 9

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

Question 10

Draw both the condensed and line bond structures for

A)1,3,3-trimethyl cyclohexene
B)6-ethyl-3-methyl-4-octyne

Question 11

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 12

Which of the following compounds contains an alkyne functional group?

A)CH₃CH₂CH₂CH₂CH₃
B)
C)CH₃CH(CH₃)CH₂CH₂CH₃
D)CH₃CCCH₂CH₃
E)both B and D

Question 13

Which of the following compounds contains an alkene functional group?

A)CH₃CH₂CH₂CH₂CH₃
B)
C)
D)CH₃CH(CH₃)CH₂CH₂CH₃
E)CH₃CCCH₂CH₃

Question 14

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 15

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 16

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

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

Question 17

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 18

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 19

Which of the following is a correct line bond structure for 2,3-dimethyl-3-hexene?

A)

B)

C)

D)

E)

Question 20

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 21

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 22

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

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

Question 23

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 24

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

A)
B)
C)
D)

Question 25

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 26

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 27

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 28

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 29

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 30

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 31

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 32

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 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

When an alkene undergoes hydrogenation,the product is an

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

Question 35

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 36

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 37

When an alkene undergoes a hydration reaction the product is an

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

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

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

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

Question 40

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 41

The monomer unit used to produce polypropylene is

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

Question 42

Predict the product of the following reaction:

A)

B)

C)

D)

E)

Question 43

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 44

Which of the following reagents could be used to convert 2-butene to butane?

A)Cl₂
B)HCl
C)H₂,Pd
D)H₂O
E)H₂SO₄

Question 45

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

A)Cl₂
B)H₂
C)NaCl
D)HCl
E)BrCl

Question 46

Predict the product of the following reaction:

A)

B)

C)

D)

E)

Question 47

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

A)Cl₂
B)H₂
C)NaCl
D)HCl
E)BrCl

Question 48

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 49

What will be the major product of the following reaction?

A)

B)

C)

D)

Question 50

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 51

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 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

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 54

The starting material for polymerization reactions is a(an)

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

Question 55

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 56

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 57

The monomer used to make the polymer Teflon is

A)CH₂=CF_2.
B)CF₂=CF_2.
C)CH₂=CHCl.
D)CH₂=CHCN.
E)CH₂=CH-C₆H_5.

Question 58

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 59

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 60

The monomer used to make the polymer polyvinyl chloride is

A)CH₂=CF_2.
B)CF₂=CF_2.
C)CH₂=CHCl.
D)CH₂=CHCN.
E)CH₂=CH-C₆H_5.

Question 61

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

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

Question 62

Another name for o-nitrotoluene is

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

Question 63

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 64

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 65

What reagent is used in the nitration of benzene?

A)HNO₃,H₂SO₄
B)FeBr₃,Br₂
C)HNO₃
D)H₂SO₄
E) H₂,Pd

Question 66

Match the following.
unsaturated

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

Question 67

The structure shown is

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

Question 68

The most common reactions involving aromatics are ________ reactions.

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

Question 69

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 70

Match the following.
resonance

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

Question 71

Match the following.
polymer

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

Question 72

Match the following.
phenol

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

Question 73

What reagent is used in the bromination of benzene?

A)HNO₃,H₂SO₄
B)FeBr₃,Br₂
C)HNO₃
D)H₂SO₄
E) H₂,Pd

Question 74

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 75

Match the following.
monomer

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

Question 76

Match the following.
saturated

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

Question 77

Which of the following is(are)aromatic compounds?

A)

B)

C)

D)None of these are aromatic.
E)All of these are aromatic.

Question 78

All of the following are common reactions of benzene except

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

Question 79

What reagent is used in the sulfonation of benzene?

A)HNO₃,H₂SO₄
B)FeBr₃,Br₂
C)HNO₃
D)H₂SO₄
E) H₂,Pd

Question 80

What is the name of the following compound?

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