Deck 13: Unsaturated Hydrocarbons

Question 1

What is the IUPAC name of this compound?

A)5-ethyl-4-methyl-4-heptene
B)3-ethyl-4-methyl-3-hexene
C)3-ethyl-4-methyl-4-heptene
D)3-ethyl-4-methyl-3-heptene
E)3-ethyl-4-propyl-2-pentene

Answer 1

D

Question 2

What is the IUPAC name for the compound CH₃CH=CHCH₂CH₃?

A)pentene
B)2, 3-pentene
C)3-pentene
D)2-pentene

Answer 2

D

Question 3

The compound levonorgestrel, shown below, contains several different functional groups which allow it to be classified as more than one type of organic compound. Which compound classification type for levonorgestrel is incorrect?

A)alcohol
B)alkene
C)alkyne
D)ketone
E)aromatic

Answer 3

E

Question 4

Which fatty acid has the lowest melting point?

A)CH₃(CH₂)₁₂COOH
B)CH₃(CH₂)₂CH=CH(CH₂)₈COOH
C)CH₃(CH₂)₂CH=CH(CH₂)₂CH=CH(CH₂)₄COOH
D)CH₃(CH₂)₁₄COOH

Question 5

Which name is a valid IUPAC name of an unsaturated hydrocarbon?

A)2, 3-dimethyl-3-hexyne
B)trans-1-hexene
C)trans-3-pentyne
D)5-butylcyclohexene
E)2-methyl-2-butene

Question 6

The molecules cis-2-pentene and trans-2-pentene are an example of a pair of

A)isotopes.
B)stereoisomers.
C)constitutional isomers.
D)identical molecules.

Question 7

Which is the molecular formula of an alkyne?

A)C₁₀H₁₈
B)C₉H₁₈
C)C₈H₁₈
D)C₁₀H₂₀

Question 8

Which types of compounds are saturated hydrocarbons?

A)alkenes
B)aromatic hydrocarbons
C)alkanes
D)alkynes
E)All of the hydrocarbons above are unsaturated hydrocarbons.

Question 9

What is the IUPAC name of this compound?

A)cis-3-pentene
B)cis-2-pentene
C)ethylpropene
D)1-methyl-2-ethylpentene
E)trans-3-pentene

Question 10

What is the structure of 3-methylcycloheptene?

A)
B)
C)
D)

Question 11

What product is formed from the reaction below?

A)
B)
C)
D)

Question 12

What is the IUPAC name of this compound?

A)5-ethyl-4-methyl-4-heptene
B)3-ethyl-4-methyl-3-hexene
C)3-ethyl-4-methyl-4-heptene
D)3-ethyl-4-methyl-3-heptene
E)3-ethyl-4-propyl-2-pentene

Question 13

Which structure is trans-3-hexene?

A)
B)
C)
D)

Question 14

What configuration of a double bond is more common in naturally occurring fatty acids?

A)cis
B)trans
C)cis and trans are equally likely to occur.

Question 15

Which fatty acid has the highest melting point?

A)CH₃(CH₂)₁₂COOH
B)CH₃(CH₂)₂CH=CH(CH₂)₈COOH
C)CH₃(CH₂)₂CH=CH(CH₂)₂CH=CH(CH₂)₄COOH
D)CH₃(CH₂)₁₄COOH

Question 16

What is the product of the reaction 2-pentene + H₂ ?

A)pentane
B)2-pentane
C)ethane + propane
D)2-pentyne

Question 17

What is the IUPAC name of this compound?

A)methylbenzene
B)2-methyl-1, 3-cyclohexadiene
C)3-methyl-1, 3-cyclohexadiene
D)1-methyl-1, 2-cyclohexadiene
E)toluene

Question 18

The compounds 1-pentene and cis-2-pentene are an example of a pair of

A)isotopes.
B)stereoisomers.
C)constitutional isomers.
D)identical molecules.

Question 19

What is the structure of 2-methyl-3-hexene?

A)
B)
C)(CH₃)₂C=CHCH₂CH₂CH₃
D)(CH₃)₂CHCH=CHCH₂CH₃

Question 20

Which is NOT a valid IUPAC name of an alkene?

A)2, 3-dimethyl-3-hexene
B)1-butene
C)1-ethylcyclopentene
D)2-butyl-3-methyl-2-nonene

Question 21

What reagent (and catalyst, if necessary)is needed to convert 2-methyl-2-pentene to the compound below?

A)H₂SO₄
B)H₂O, H₂SO₄
C)CH₃OH, H₂SO₄
D)H₂O
E)CH₃OH

Question 22

What is the structure of ortho-dichlorobenzene?

A)
B)
C)
D)

Question 23

How many different products are formed in the reaction of p-dibromobenzene with Cl₂, using FeCl₃ as a catalyst?

A)1
B)2
C)3
D)4

Question 24

How many different products are formed in the hydration reaction of 2-pentene?

A)1
B)2
C)3
D)None; 2-pentene does not undergo hydration.

Question 25

What product is formed in the hydration reaction shown below?

A)
B)
C)
D)

Question 26

What monomer is used to form the polymer below?

A)
B)
C)
D)

Question 27

How many different products are formed in the reaction of m-dibromobenzene with Cl₂, using FeCl₃ as a catalyst?

A)1
B)2
C)3
D)4

Question 28

What is the structure of anthracene?

A)
B)
C)
D)

Question 29

What product is formed in the hydration reaction shown below?

A)
B)
C)
D)

Question 30

What starting material in a hydrochlorination reaction would produce the compound below?

A)
B)
C)
D)

Question 31

What product results when benzene undergoes the chlorination reaction below?

A)
B)
C)
D)

Question 32

What is the product of the reaction below?

A)
B)
C)
D)

Question 33

The compounds o-chlorophenol and m-chlorophenol are examples of

A)molecules that are identical.
B)molecules that are constitutional isomers.
C)molecules that are stereoisomers.
D)molecules that are isotopes.

Question 34

What is the IUPAC name of the compound below?

A)5-amino-1, 3-dichloro-4-pentylbenzene
B)3, 5-dichloro-2-pentylaniline
C)1, 3-dichloro-5-nitro-4-pentylbenzene
D)3, 5-dichloro-2-pentane aminobenzene
E)2, 4-dichloro-1-pentylaniline

Question 35

Which synthetic polymer is not one of the six compounds, called the "Big Six, " that account for 76% of the synthetic polymers produced in the U.S. each year?

A)polyethylene terephthalate (PET)
B)polystyrene (PS)
C)polytetrafluoroethylene (Teflon)
D)high-density polyethylene (HDPE)
E)polypropylene (PP)

Question 36

What product is formed in the reaction below?

A)
B)
C)
D)

Question 37

What is the IUPAC name of the compound below?

A)1, 3-dichloro-2-oxybenzene
B)1, 3-dichloro-2-hydroxylbenzene
C)2, 6-dichlorophenol
D)1, 5-dichlorophenol

Question 38

What product is formed from the reaction below?

A)
B)
C)
D)

Question 39

What starting material in a hydrochlorination reaction would produce the compound below?

A)
B)
C)
D)

Question 40

How many different products are formed in the hydrogenation reaction of 2-pentene?

A)1
B)2
C)3
D)None; 2-pentene does not undergo hydrogenation.

Question 41

What product results when 1-heptene undergoes the halogenation reaction shown?

A)
B)
C)
D)

Question 42

When an oil is partially hydrogenated, all of the double bonds react with H₂, giving a product that has a higher melting point.

Question 43

Para-chlorotoluene is the name of an organic compound. Which of the following statements concerning the structure of this compound is false?

A)The compound is an alkene.
B)The compound contains a ring of carbon atoms.
C)A chlorine atom and a methyl group are substituents present in this compound.
D)The substituents that are present have a 1, 4 relationship.

Question 44

When 4, 4-dimethyl-2-pentene adds H₂ in the presence of a metal catalyst, the product is 4, 4-dimethylpentane.

Question 45

Essential fatty acids cannot be synthesized by the human body and therefore must be obtained in the diet.

Question 46

Fats are solids at room temperature and are generally formed from fatty acids having a large number of double bonds in their carbon chains.

Question 47

Which term correctly describes the relative position of the two substituents on the benzene ring in the compound below?

A)trans
B)syn
C)para
D)meta

Question 48

All commercially available sunscreens contain a benzene ring in the structure of the active ingredient. Which of the following compounds might be effective as an active ingredient in a commercial sunscreen?

A)
B)
C)
D)
E)All would be effective.

Question 49

What is the IUPAC name for the compound below?

A)benzene
B)hexane
C)toluene
D)cyclohexane

Question 50

All commercially available sunscreens contain a benzene ring in the structure of the active ingredient. Which of the following compounds might be effective as an active ingredient in a commercial sunscreen?

A)
B)
C)
D)
E)All would be effective.

Question 51

Which term correctly describes the relative position of the two substituents on the benzene ring in the compound below?

A)trans
B)syn
C)para
D)meta

Question 52

Which statement concerning the compound 1-ethylcyclohexene is false?

A)It contains a ring of six carbons.
B)It contains one C=C bond.
C)It contains a two carbon substituent on the parent carbon chain.
D)It is a saturated hydrocarbon.

Question 53

The addition of water to an alkene is called a hydrogenation reaction.

Question 54

When an alkene undergoes an addition reaction, new atoms replace the hydrogen atoms on the carbons that are part of the double bond.

Question 55

Partial hydrogenation of soybean oil has the effect of decreasing the number of carbon-carbon double bonds in the oil.

Question 56

An organic compound is classified as aromatic if it is cyclic and has a fragrant odor.

Question 57

The double bonds in naturally occurring fatty acids are typically trans.

Question 58

What product results when 1-heptene undergoes the halogenation reaction shown?

A)
B)
C)
D)

Question 59

Saturated oils are more susceptible than unsaturated fats to oxidation, giving them a longer shelf life.

Question 60

Saturated and unsaturated fatty acids have a similar 3-D shape.

Question 61

Naphthalene, shown below, is a planar molecule.

Question 62

The compound 2, 3-dimethyl-2-butene has cis and trans stereoisomers.

Question 63

The nitration of benzene is illustrated in the reaction below.

Question 64

When benzo[a]pyrene is oxidized in the body, a potent carcinogen is formed.

Question 65

Aniline can be formed by the hydrogenation of nitrobenzene.

Question 66

The IUPAC name of this compound is 3, 4-dimethyl-2, 4, 6-octatriene.

Question 67

Aromatic hydrocarbons and alkenes undergo the same kind of addition reactions.

Question 68

Compounds containing two or more benzene rings that share carbon-carbon bonds are called polycyclic aromatic hydrocarbons (PAHs).

Question 69

The reaction below illustrates the polymerization of tetrafluoroethylene.

Question 70

The common name for methylbenzene is aniline.

Question 71

When benzene undergoes a sulfonation reaction the product is the compound shown below.

Question 72

Cis and trans isomers are constitutional isomers that differ in the location of a C=C bond.

Question 73

The IUPAC name of this compound is 5-butyl-5-methyl-3-heptyne.

Question 74

The IUPAC name of this compound is 3, 4-dimethyl-2, 4, 6-octatriene.

Question 75

A common functional group in many antioxidants is a carbonyl group on a benzene ring.

Question 76

Phenols are antioxidants.

Question 77

In the structure below, all of the carbon atoms have a trigonal planar shape.

Question 78

The reaction below illustrates the polymerization of tetrafluoroethylene.

Question 79

Butter and lard are composed mostly of saturated fatty acids.

Question 80

Markovnikov's rule is used to predict the addition products of benzene.