Ch.13 Unsaturated Hydrocarbons Exam Questions Smith

General, Organic and Biological Chemistry, 4e (Smith)

Chapter 13 Unsaturated Hydrocarbons

1) Which is the molecular formula of an alkyne?

A) C10H18

B) C9H18

C) C8H18

D) C10H20

2) 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

3) 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

4) What is the IUPAC name of this compound?

CH2 = CHCH2CH2CH2C(CH3)3

A) 6,6-dimethyl-2-hexene

B) 2,2-dimethyl-6-heptene

C) 6,6-dimethyl-1-heptene

D) 6,6,6-trimethyl-1-hexene

5) 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

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

A)

B)

C) (CH3)2C=CHCH2CH2CH3

D) (CH3)2CHCH=CHCH2CH3

7) What is the structure of 3-methylcycloheptene?

A)

B)

C)

D)

8) What is the IUPAC name of the following compound?

A) 1-ethyl-3-methylcyclohexene

B) 1-ethyl-5-methylcyclohexene

C) 2-ethyl-4-methylcyclohexene

D) 3-ethyl-1-methylcyclohexene

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

A) Pentene

B) 2,3-pentene

C) 3-pentene

D) 2-pentene

10) 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

11) 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

12) Which structure is trans-3-hexene?

A)

B)

C)

D)

13) 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

14) 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

15) 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.

D) Double bonds to not naturally occur in fatty acids.

16) 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

17) Which fatty acid has the lowest melting point?

A) CH3(CH2)5CH=CH(CH2)7COOH

B) CH3(CH2)6COOH

C) CH3(CH2)4CH=CHCH2CH=CH(CH2)7COOH

D) CH3(CH2)24COOH

18) 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

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

A) Pentane

B) 2-pentane

C) Ethane + propane

D) 2-pentyne

20) What product is formed from the reaction below?

A)

B)

C)

D)

21) What product is formed from the reaction below?

A)

B)

C)

D)

22) What product is formed in the reaction below?

A)

B)

C)

D)

23) What product is formed in the hydration reaction shown below?

A)

B)

C)

D)

24) What product is formed in the hydration reaction shown below?

A)

B)

C)

D)

CH3CH2CH2CH2CH2C(CH3)3

25) 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 United States each year?

A) Polyethylene terephthalate (PET)

B) Polystyrene (PS)

C) Polytetrafluoroethylene (Teflon)

D) High-density polyethylene (HDPE)

E) Polypropylene (PP)

26) Which Recycling code indicates that a polymer is easier to recycle?

A) A low number

B) A high number

C) An even number

D) An odd number

E) Recycling codes do not indicate easy of recyclability.

27) What is the correct abbreviation for Poly(vinyl chloride) used in floor mats?

A) PP

B) PC

C) PS

D) PVC

E) LDPF

28) What is the structure of ortho-dichlorobenzene?

A)

B)

C)

D)

29) What is the IUPAC name for the compound below?

A) O-bromomethylbenzene

B) M-bromotoluene

C) 2-bromo-6-methylbenzene

D) O-bromophenol

30) 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

31) What is the structure of aniline?

A)

B)

C)

D)

32) What is the structure of anthracene?

A)

B)

C)

D)

33) What product results when benzene undergoes the chlorination reaction below?

A)

B)

C)

D)

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

A)

B)

C)

D)

35) What starting material in a hydrobromination reaction would produce the compound CH3CH2CH2Br?

A) CH3CH2=CH2

B) CH3CH2CH3

C) CH3CH2CH2OH

D)

36) 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

37) 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.

38) 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.

39) What monomer is used to form the polymer below?

A)

B)

C)

D)

40) 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

41) 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

42) 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

43) What is the product of the reaction below?

A)

B)

C)

D)

44) 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

45) 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.

46) 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.

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

A) Trans

B) Ortho

C) Para

D) Meta

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

A) Cis

B) Ortho

C) Para

D) Meta

49) 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.

50) What product is formed when the benzene is treated with HNO3 and H2SO4?

A)

B)

C)

D)

E) All would be effective.

51) Which set of reagents would be required to convert benzene in to chlorobenzene?

A) H2, Pd

B) H2O, H2SO4

C) HCl

D) Cl2, FeCl3

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

A)

B)

C)

D)

53) What product results when cyclopentene undergoes the halogenation reaction shown?

A)

B)

C)

D)

54) Hydrogenation is the addition of ________ to an alkene.

A) hydrogen (H)

B) hydrogen (H2)

C) hydroxide (OH-)

D) water (H2O)

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

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

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

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

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

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

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

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

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

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

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

66) The reaction below illustrates the polymerization of tetrafluoroethylene.

67) The reaction below illustrates the polymerization of polypropylene.

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

69) The common name for methylbenzene is aniline.

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

71) Phenols are antioxidants.

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

73) The nitration of benzene is illustrated in the reaction below.

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

75) Aniline can be formed by the hydrogenation of nitrobenzene.

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

77) Butter and lard are composed mostly of saturated fatty acids.

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

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

80) The IUPAC name of this compound is 3,3-dimethyl-1,4-pentadiene.

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

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

83) Naphthalene, shown below, is a planar molecule.

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

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

86) There are three constitutional isomers of molecular formula C4H8 that contain a double bond, and one of these isomers exhibits stereoisomerism.

87) The C=C bond in the structure below has a trans configuration.

88) All of the C=C bond in the structure below have a cis configuration.

89) An alkene has the general molecular formula CnH2n, where n is the number of carbons in the compound.

90) Alkynes have a general formula of CnH2n-2, where n is the number of carbons in the compound.

91) Each carbon atom in ethylene is tetrahedral.

92) Unsaturated hydrocarbons are compounds that contain fewer than the maximum number of hydrogen atoms per carbon atom.

93) Fatty acids are carboxylic acids (RCOOH) with long carbon chains.

94) Saturated fats are typically obtained from animal sources, while unsaturated oils are common in vegetable sources.

95) The compounds cis-2-hexene and trans-3-hexene are related as stereoisomers.

96) In 2-butene, when the two CH3 groups are on the opposite side of the double bond, the compound is called the ________ isomer. 

97) As the number of double bonds in a fatty acid increases, the melting point of the fatty acid ________. 

98) When an alkene undergoes a halogenation reaction, the product is a/an ________. 

99) A student incorrectly names a compound as 4,6-diethyl-5-heptene. The correct IUPAC name of this compound is ________. 

100) The IUPAC name of the compound below is ________.

101) The IUPAC name of the compound below is ________.

102) The prefix used to designate the relative position of the two substituents in methyl salicylate is ________.

103) Polymers are large molecules made up of repeating units of smaller molecules called ________ that are covalently bonded together. 

104) Alkenes and alkynes have ________ melting points and boiling points and are ________ in water.

A) high; insoluble

B) high; soluble

C) low; insoluble

D) low; soluble