Deck 13: Unsaturated Hydrocarbons

Question 1

Which of the following addition polymers is produced from monomers that are dienes?

A) polyethylene
B) polypropylene
C) polyvinylchloride
D) natural rubber

Answer 1

natural rubber

Question 2

The bond angles associated with a carbon-carbon double bond in an alkene are

A) 18 $\degree$
B) 120 $\degree$
C) 109 $\degree$
D) 90 $\degree$

Answer 2

120 $\degree$

Question 3

The correct IUPAC name for CH₂=CH-CH=CH₂ is

A) 1,4-butene
B) 1,3-butadiene
C) 1,3-dibutene
D) 1,4-dibutene

Answer 3

1,3-butadiene

Question 4

With the catalyst AlCl₃ present, which reactant is needed to convert benzene to ethylbenzene?

A) CH₃-CH₃
B) CH₃-CH₂-Cl
C) CH₃-CH₂-OH
D) CH₂=CH₂

Question 5

Which of the following alkynes goes by the common name of acetylene?

A) ethyne
B) propyne
C) 1-butyne
D) 2-butyne

Question 6

Which of the following reactants can be used to convert an alkene to an alkane?

A) H₂
B) Cl₂
C) HCl
D) H₂O

Question 7

The correct IUPAC name for is

A) 1-methyl-2-cyclohexene
B) 2-methyl-1-cyclohexene
C) 1-methylcyclohexene
D) 3-methylcyclohexene

Question 8

Which of the following statements about the chemical properties of benzene is correct?

A) It readily undergoes both substitution reactions and addition reactions.
B) It readily undergoes substitution reactions but not addition reactions.
C) It readily undergoes addition reactions but not substitution reactions.
D) It does not undergo either substitution reactions or addition reactions.

Question 9

The common feature found in all unsaturated hydrocarbons is

A) one or more carbon-carbon double bonds
B) one or more carbon-carbon triple bonds
C) one or more carbon-carbon multiple bonds
D) one or more rings of carbon atoms

Question 10

How many total atoms are present in a molecule of benzene?

A) 8
B) 10
C) 12
D) 14

Question 11

Which of the following benzene derivatives is a monosubstituted benzene?

A) 4-butyltoluene
B) 1,2-diisopropylbenzene
C) 2-phenyl-2-hexene
D) 1,4-diphenylbenzene

Question 12

Which of the following addition polymers contains only carbon and hydrogen?

A) polystyrene
B) PVC
C) Teflon
D) saran

Question 13

Another name for p-diisopropylbenzene is

A) 1,2-diisopropylbenzene
B) 1,3-diisopropylbenzene
C) 1,4-diisopropylbenzene
D) 1,5-diisopropylbenzene

Question 14

Cis-trans isomerism is possible for which of the following alkenes?

A) CH₂=CH-CH₂-CH₂-CH₃
B) CH₃-CH=CH-CH₂-CH₃
C) CH₃-CH=CH₂
D) CH₂=CH-CH₂-CH₃

Question 15

Markovnikov's rule is needed to predict the product in the reaction between HCl and

A) CH₂=CH₂
B) CH₃-CH=CH-CH₃
C) CH₂=CH-CH₃
D) CH₃-CH₃

Question 16

The bonding in benzene differs from that of other unsaturated hydrocarbons in that each carbon atom participates in

A) one single bond and three double bonds
B) three single bonds and three double bonds
C) one single bond and one "delocalized" bond
D) three single bonds and one "delocalized" bond

Question 17

The IUPAC name for the hydrocarbon

A) 3-benzylhexane
B) 4-benzylhexane
C) 3-phenylhexane
D) 4-phenylhexane

Question 18

The correct IUPAC name for is

A) 2-methylpentene
B) 2-methyl-3,4-pentene
C) 2-methyl-3-pentene
D) 4-methyl-2-pentene

Question 19

A cycloalkene having only one carbon-carbon double bond will have the general formula

A) C_nH_2n+2
B) C_nH_2n
C) C_nH_2n-2
D) C_nH_2n-4

Question 20

Which of the following addition polymers is produced from a diene monomer?

A) polyethylene
B) polypropylene
C) PVC
D) natural rubber

Question 21

Which of the following addition polymers contain only two elements?

A) polyethylene
B) Teflon
C) PVC
D) more than one correct response
E) no correct response

Question 22

Characterize EACH of the three given statements as being TRUE or FALSE and then indicate the collective true-false status of the statements using the choices: (1) Unsaturated hydrocarbons have physical properties similar to those of saturated hydrocarbons.
(2) The catalyst in the alkylation of benzene is sulfuric acid.
(3) PVC and Saran Wrap are both addition polymers in which the element chlorine is present.

A) All three statements are true.
B) Two of the three statements are true.
C) Only one of the statements is true.
D) None of the statements is true.

Question 23

For which of the following types of substituted benzenes is the specified number of constitutional isomers correct?

A) dichlorobenzenes; 3 isomers
B) trichlorobenzenes; 4 isomers
C) tetrachlorobenzenes; 4 isomers
D) more than one correct response
E) no correct response

Question 24

Characterize EACH of the three given statements as being TRUE or FALSE and then indicate the collective true-false status of the statements using the choices: (1) An allyl group contains three carbon atoms.
(2) Alkenes with one double bond have two fewer hydrogen atoms than their alkane counterparts.
(3) Both toluene and o-xylene are monosubstituted benzene derivatives.

A) All three statements are true.
B) Two of the three statements are true.
C) Only one of the statements is true.
D) None of the statements is true.

Question 25

The classification unsaturated hydrocarbon includes within it

A) both alkenes and cycloalkenes
B) both alkenes and alkynes
C) both cycloalkenes and aromatic hydrocarbons
D) more than one correct response
E) no correct response

Question 26

Which of the following alkenes is paired with an incorrect IUPAC name?

A) CH₂=CH-CH₂-CH₃; 1-butene
B) CH₃-CH=CH-CH₃; 2-butene
C) CH₃-CH₂-CH=CH₂; 3-butene
D) more than one correct response
E) no correct response

Question 27

Which of the following molecular formulas could not represent an alkene with one double bond?

A) C₆H₁₂
B) C₆H₆
C) C₅H₁₀
D) more than one correct response
E) no correct response

Question 28

Characterize EACH of the three given statements as being TRUE or FALSE and then indicate the collective true-false status of the statements using the choices: (1) Terpenes are alkenes that contain five double bonds.
(2) A vinyl group is formed when a hydrogen atom is removed from propylene.
(3) Commonly used catalysts for the hydrogenation of an alkene are the metals nickel and platinum.

A) All three statements are true.
B) Two of the three statements are true.
C) Only one of the statements is true.
D) None of the statements is true.

Question 29

For which of the following halogenated hydrocarbons is cis-trans isomerism possible?

A) 1,1-dichloroethene
B) 1,2-dichloroethene
C) 1,2-dichloroethyne
D) more than one correct response
E) no correct response

Question 30

Characterize EACH of the three given statements as being TRUE or FALSE and then indicate the collective true-false status of the statements using the choices: (1) Alkenes with two to four carbon atoms are gases at room temperature and pressure.
(2) Aromatic hydrocarbons do not readily undergo addition reactions.
(3) HDPE, LDPE, and Teflon are all ethene-based addition polymers.

A) All three statements are true.
B) Two of the three statements are true.
C) Only one of the statements is true.
D) None of the statements is true.

Question 31

Which of the following reactions involving benzene produces a disubstituted benzene as the organic product?

A) alkylation
B) bromination
C) chlorination
D) more than one correct response
E) no correct response

Question 32

Which of the following compounds contains three carbon atoms?

A) allyl bromide
B) vinyl chloride
C) acetylene
D) more than one correct response
E) no correct response

Question 33

Which of the following is an example of an alkenyl group?

A) ethenyl group
B) phenyl group
C) methylene group
D) more than one correct response
E) no correct response

Question 34

Which of the following reactions involving benzene require the presence of an AlCl₃ catalyst?

A) alkylation
B) bromination
C) chlorination
D) more than one correct response
E) no correct response

Question 35

Characterize EACH of the three given statements as being TRUE or FALSE and then indicate the collective true-false status of the statements using the choices: (1) o-xylene is a benzene derivative with two methyl substituents.
(2) A number is not needed to specify double bond position in the IUPAC names of ethene and propene.
(3) Hydrohalogenation is a symmetrical addition reaction.

A) All three statements are true.
B) Two of the three statements are true.
C) Only one of the statements is true.
D) None of the statements is true.

Question 36

Which of the following is a correct IUPAC name for a substituted cycloalkene?

A) 1-methyl-2-cyclopentene
B) 2-methyl-1-cyclopentene
C) 2-methylcyclopentene
D) more than one correct response
E) no correct response

Question 37

Which of the following is not a constitutional isomer of 1-pentene?

A) 2-pentene
B) 2-methyl-2-butene
C) cyclopentane
D) more than one correct response
E) no correct response

Question 38

The "building block" for terpene compounds is the

A) 4-carbon pheromone unit
B) 5-carbon isoprene unit
C) 5-carbon pheromone unit
D) more than one correct response
E) no correct response

Question 39

Which of the following is an incorrect IUPAC name for a disubstituted benzene?

A) 2,3-dichlorobenzene
B) 1-bromo-4-chlorobenzene
C) 1-bromo-3-methylbenzene
D) more than one correct response
E) no correct response

Question 40

Markovnikov's rule is needed to predict the organic product in which of the following reactions?

A) 2-butene + HCl
B) 1-butene + H₂ (Ni catalyst)
C) cyclobutene + H₂O (H₂SO₄ catalyst)
D) more than one correct response
E) no correct response

Question 41

Characterize EACH of the three given statements as being TRUE or FALSE and then indicate the collective true-false status of the statements using the choices: (1) The molecule 1,3-butadiene contains eight hydrogen atoms.
(2) Two carbon rings that share a pair of carbon atoms are said to be fused.
(3) The prefix para- is used to indicate 1,3-disubstitution on a benzene ring.

A) All three statements are true.
B) Two of the three statements are true.
C) Only one of the statements is true.
D) None of the statements is true.

Question 42

Characterize EACH of the three given statements as being TRUE or FALSE and then indicate the collective true-false status of the statements using the choices: (1) Ethene is both a plant hormone and a high-volume industrial chemical.
(2) Carotenoids, compounds which give odor to flowers and plants, have a system of conjugated double bonds as a structural feature.
(3) The process of vision in the human eye involves changes in which carbon-carbon double bonds are converted to carbon-carbon triple bonds.

A) All three statements are true.
B) Two of the three statements are true.
C) Only one of the statements is true.
D) None of the statements is true.

Question 43

For the pair of compounds, select a correct characterization from the response list: cyclohexene and benzene.

A) are constitutional isomers
B) have the same number of carbon atoms but are not constitutional isomers
C) both exist as cis-trans isomers
D) one but not the other exists in cis-trans forms

Question 44

For the pair of compounds, select a correct characterization from the response list: 1-butyne and 1,3-butadiene.

A) are constitutional isomers
B) have the same number of carbon atoms but are not constitutional isomers
C) both exist as cis-trans isomers
D) one but not the other exists in cis-trans forms

Question 45

Characterize EACH of the three given statements as being TRUE or FALSE and then indicate the collective true-false status of the statements using the choices: (1) Ethene and ethane molecules have the same geometrical shape.
(2) Two double bonds are present in the compound allyl chloride.
(3) Cis-trans isomerism is possible in both 1-butene and 2-butene.

A) All three statements are true.
B) Two of the three statements are true.
C) Only one of the statements is true.
D) None of the statements is true.

Question 46

From the response list, select the correct molecular formula for 2,3-dimethyl-2-pentene.

A) C₇H₈
B) C₇H₁₀
C) C₇H₁₂
D) C₇H₁₄

Question 47

For the following reaction, select a correct product characterization from the response list.

A) An alkane is formed.
B) An alkene is formed.
C) An aromatic hydrocarbon is formed.
D) Markovnikov's rule is needed to predict the major organic product.

Question 48

For the following reaction, select a correct product characterization from the response list.

A) An alkane is formed.
B) An alkene is formed.
C) An aromatic hydrocarbon is formed.
D) Markovnikov's rule is needed to predict the major organic product.

Question 49

From the response list, select the correct molecular formula for 1,3-heptadiene.

A) C₇H₈
B) C₇H₁₀
C) C₇H₁₂
D) C₇H₁₄

Question 50

For the following reaction, select a correct product characterization from the response list.

A) An alkane is formed.
B) An alkene is formed.
C) An aromatic hydrocarbon is formed.
D) Markovnikov's rule is needed to predict the major organic product.

Question 51

From the response list, select the correct molecular formula for toluene.

A) C₇H₈
B) C₇H₁₀
C) C₇H₁₂
D) C₇H₁₄

Question 52

From the response list, select the correct molecular formula for 2-methylcyclohexene.

A) C₇H₈
B) C₇H₁₀
C) C₇H₁₂
D) C₇H₁₄

Question 53

Characterize EACH of the three given statements as being TRUE or FALSE and then indicate the collective true-false status of the statements using the choices: (1) The aluminum chloride catalyzed reaction between benzene and ethyl chloride produces chlorobenzene.
(2) The compound 2-methyl-1,3-cyclopentadiene has the molecular formula C₆H₈.
(3) The biochemical activity of pheromones is highly dependent on whether the carbon-carbon double bonds present are in cis- or trans- configurations.

A) All three statements are true.
B) Two of the three statements are true.
C) Only one of the statements is true.
D) None of the statements is true.

Question 54

Characterize EACH of the three given statements as being TRUE or FALSE and then indicate the collective true-false status of the statements using the choices: (1) Four double bonds are present in 1,6-heptadiyne.
(2) Markovnikov's rule is needed to predict the major product formed in the reaction between water and 2-butene.
(3) The compound benzene contains both localized and delocalized bonds.

A) All three statements are true.
B) Two of the three statements are true.
C) Only one of the statements is true.
D) None of the statements is true.

Question 55

For the following reaction, select a correct product characterization from the response list.

A) An alkane is formed.
B) An alkene is formed.
C) An aromatic hydrocarbon is formed.
D) Markovnikov's rule is needed to predict the major organic product.

Question 56

From the response list, select the correct molecular formula for 3-heptyne.

A) C₇H₈
B) C₇H₁₀
C) C₇H₁₂
D) C₇H₁₄

Question 57

For the pair of compounds, select a correct characterization from the response list: o-diethylbenzene and 1,3-diethylbenzene.

A) are constitutional isomers
B) have the same number of carbon atoms but are not constitutional isomers
C) both exist as cis-trans isomers
D) one but not the other exists in cis-trans forms

Question 58

For the pair of compounds, select a correct characterization from the response list: 2-pentene and 2-butene.

A) are constitutional isomers
B) have the same number of carbon atoms but are not constitutional isomers
C) both exist as cis-trans isomers
D) one but not the other exists in cis-trans forms

Question 59

For the pair of compounds, select a correct characterization from the response list: 3-methylcyclobutene and 3,4-dimethylcyclobutene.

A) are constitutional isomers
B) have the same number of carbon atoms but are not constitutional isomers
C) both exist as cis-trans isomers
D) one but not the other exists in cis-trans forms

Question 60

For the following reaction, select a correct product characterization from the response list.

A) An alkane is formed.
B) An alkene is formed.
C) An aromatic hydrocarbon is formed.
D) Markovnikov's rule is needed to predict the major organic product.

Question 61

For the following reaction situation, select a correct product characterization using the response list: Benzene + two Cl₂

A) monochlorinated hydrocarbon
B) dichlorinated hydrocarbon
C) trichlorinated hydrocarbon
D) tetrachlorinated hydrocarbon

Question 62

For the following polymer, select a correct polymer characterization using the response list: Teflon.

A) polymer in which all attachments to the carbon chain are identical
B) polymer in which two different monomers are involved
C) polymer in which the monomer is a substituted diene
D) polymer in which the monomer is a monosubstituted ethene

Question 63

For the following reaction situation, select a correct product characterization using the response list: Cyclohexene + one Cl₂

A) monochlorinated hydrocarbon
B) dichlorinated hydrocarbon
C) trichlorinated hydrocarbon
D) tetrachlorinated hydrocarbon

Question 64

For the following polymer, select a correct polymer characterization using the response list: poly(vinyl chloride).

A) polymer in which all attachments to the carbon chain are identical
B) polymer in which two different monomers are involved
C) polymer in which the monomer is a substituted diene
D) polymer in which the monomer is a monosubstituted ethene

Question 65

For the following polymer, select a correct polymer characterization using the response list: saran.

A) polymer in which all attachments to the carbon chain are identical
B) polymer in which two different monomers are involved
C) polymer in which the monomer is a substituted diene
D) polymer in which the monomer is a monosubstituted ethene

Question 66

For the following polymer, select a correct polymer characterization using the response list: polyethylene.

A) polymer in which all attachments to the carbon chain are identical
B) polymer in which two different monomers are involved
C) polymer in which the monomer is a substituted diene
D) polymer in which the monomer is a monosubstituted ethene

Question 67

For the following reaction situation, select a correct product characterization using the response list: 1,3-cyclohexadiene + one Cl₂

A) monochlorinated hydrocarbon
B) dichlorinated hydrocarbon
C) trichlorinated hydrocarbon
D) tetrachlorinated hydrocarbon

Question 68

For the following polymer, select a correct polymer characterization using the response list: natural rubber.

A) polymer in which all attachments to the carbon chain are identical
B) polymer in which two different monomers are involved
C) polymer in which the monomer is a substituted diene
D) polymer in which the monomer is a monosubstituted ethene

Question 69

For the following reaction situation, select a correct product characterization using the response list: 1-hexyne + one Cl₂

A) monochlorinated hydrocarbon
B) dichlorinated hydrocarbon
C) trichlorinated hydrocarbon
D) tetrachlorinated hydrocarbon

Question 70

For the following reaction situation, select a correct product characterization using the response list: 1,4-hexadiene + two Cl₂

A) monochlorinated hydrocarbon
B) dichlorinated hydrocarbon
C) trichlorinated hydrocarbon
D) tetrachlorinated hydrocarbon