Deck 12: Unsaturated Hydrocarbons
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Deck 12: Unsaturated Hydrocarbons
1
What is the IUPAC name for the compound shown below? 
A)2-methyl-1,4-pentadiene
B)2-methyl-2,4-dipentene
C)4-methyl-1,3-pentadiene
D)4-methyl-2,4-pentadiene

A)2-methyl-1,4-pentadiene
B)2-methyl-2,4-dipentene
C)4-methyl-1,3-pentadiene
D)4-methyl-2,4-pentadiene
4-methyl-1,3-pentadiene
2
Which of the following is the monomer used to produce Teflon ® ?
A)
B)
C)
D)
A)

B)

C)

D)


3
A portion of the structure of Acrilan ® is shown. What is the structure of the monomer? 
A)
B)
C)
D)

A)

B)

C)

D)


4
Which of the following compounds is trans -3-hexene?
A)
B)
C)
D)
A)

B)

C)

D)

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5
Select the major product that would result from the reaction below. CH3 − CH=CH2 + H2O 
A)CH3CH(OH)CH3
B)CH3CH2CH2OH
C)CH3CH2CH3
D)CH3CH2CH2SO4

A)CH3CH(OH)CH3
B)CH3CH2CH2OH
C)CH3CH2CH3
D)CH3CH2CH2SO4
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6
Which is the formula for an alkene?
A)CH3CHCH2
B)CH3CH2CH2
C)CH3CH3CH2
D)More than one response is correct.
A)CH3CHCH2
B)CH3CH2CH2
C)CH3CH3CH2
D)More than one response is correct.
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7
Which of the following represents an addition reaction?
A)HX + C4H8 → C4H9X
B)X2 + C3H6 → C3H5X + HX
C)C4H8 → C4H6 + H2
D)more than one response is correct
A)HX + C4H8 → C4H9X
B)X2 + C3H6 → C3H5X + HX
C)C4H8 → C4H6 + H2
D)more than one response is correct
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8
What number would be used to indicate the double bond position in the IUPAC name for CH3-CH2-CH=CH-CH3
A)1
B)2
C)3
D)4
A)1
B)2
C)3
D)4
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9
Which characteristic relates to alkenes but not the other hydrocarbon families?
A)saturation
B)halogen substitution
C)double bonds
D)triple bonds
A)saturation
B)halogen substitution
C)double bonds
D)triple bonds
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10
Which of the following is the correct IUPAC name for the following compound? 
A)5-bromo-1,3-cyclohexadiene
B)6-bromo-1,3-cyclohexadiene
C)2-bromo-1,4-cyclohexadiene
D)3-bromo-1,5-cyclohexadiene

A)5-bromo-1,3-cyclohexadiene
B)6-bromo-1,3-cyclohexadiene
C)2-bromo-1,4-cyclohexadiene
D)3-bromo-1,5-cyclohexadiene
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11
Select the major product that would result from the reaction below. CH3CH2CH=CH2 + HBr → __________
A)CH3(CHBr)2CH3
B)CH2CH2CH2CH3
C)CH3CHBrCH2CH3
D)CH3CH2CH2CH2Br
A)CH3(CHBr)2CH3
B)CH2CH2CH2CH3
C)CH3CHBrCH2CH3
D)CH3CH2CH2CH2Br
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12
Which of the following can exhibit geometric isomerism?
A)1-propene
B)1,2,2-tribromoethene
C)2,3-dimethyl-2-butene
D)1-bromo-1-propene
A)1-propene
B)1,2,2-tribromoethene
C)2,3-dimethyl-2-butene
D)1-bromo-1-propene
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13
What reagent or reagents is required for the conversion of cyclohexene to cyclohexane?
A)HCl
B)H2O and H2SO4
C)H2 and H2SO4
D)H2 and Pt
A)HCl
B)H2O and H2SO4
C)H2 and H2SO4
D)H2 and Pt
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14
What is the addition polymer produced from the monomer shown below? 
A)
B)
C)
D)

A)

B)

C)

D)

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15
Which of the following is the polymer produced from CH3 − CH=CH − Cl?
A)
B)
C)
D)
A)

B)

C)

D)

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16
In the IUPAC name for the following compound, the -Br group is located at what position of the compound shown? CH3CHBrCH=CH2
A)1
B)2
C)3
D)4
A)1
B)2
C)3
D)4
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17
Which of the following compounds could exhibit geometric isomerism?
A)
B)
C)
D)
A)

B)

C)

D)

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18
Which of the compounds below could correctly be called a cis compound?
A)
B)
C)
D)None of these
A)

B)

C)

D)None of these
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19
Name a difference between a saturated and an unsaturated hydrocarbon.
A)Saturated hydrocarbons are composed of only carbon and hydrogen, and unsaturated hydrocarbons include other atoms than just carbon and hydrogen.
B)Saturated hydrocarbons do not contain multiple bonds between carbons, but unsaturated hydrocarbons do contain multiple bonds.
C)Unsaturated hydrocarbons are flammable but saturated hydrocarbons are not.
D)Saturated hydrocarbons are essentially insoluble. Unsaturated hydrocarbons are soluble.
A)Saturated hydrocarbons are composed of only carbon and hydrogen, and unsaturated hydrocarbons include other atoms than just carbon and hydrogen.
B)Saturated hydrocarbons do not contain multiple bonds between carbons, but unsaturated hydrocarbons do contain multiple bonds.
C)Unsaturated hydrocarbons are flammable but saturated hydrocarbons are not.
D)Saturated hydrocarbons are essentially insoluble. Unsaturated hydrocarbons are soluble.
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20
What is the IUPAC name for the compound shown below? 
A)3-ethyl-1-pentene
B)2-ethyl-2-pentene
C)3-ethyl-3-pentene
D)2-ethyl-1-pentene

A)3-ethyl-1-pentene
B)2-ethyl-2-pentene
C)3-ethyl-3-pentene
D)2-ethyl-1-pentene
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21
Which is a difference between butene and cyclobutene?
A)They are isomers.
B)Cyclobutene has 2 double bonds, butene does not.
C)The location of the double bond is terminal in cyclobutene, but between interior carbons in butene.
D)Cyclobutene is missing more hydrogens than is butene.
A)They are isomers.
B)Cyclobutene has 2 double bonds, butene does not.
C)The location of the double bond is terminal in cyclobutene, but between interior carbons in butene.
D)Cyclobutene is missing more hydrogens than is butene.
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22
Acetylene is commercially useful as a fuel for torches and as
A)a starting material for plastics.
B)an industrial solvent.
C)an ingredient in pesticides.
D)a component in paint formulations.
A)a starting material for plastics.
B)an industrial solvent.
C)an ingredient in pesticides.
D)a component in paint formulations.
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23
Which of the following is a useful organic solvent?
A)aniline
B)toluene
C)naphthalene
D)phenacetin
A)aniline
B)toluene
C)naphthalene
D)phenacetin
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24
Identify the statement about lycopene that is true.
A)Lycopene is known as Vitamin C.
B)Lycopene gives watermelon their red color.
C)Raw tomatoes are a better source of lycopene than cooked tomatoes.
D)Lycopene should not be eaten with fatty foods.
A)Lycopene is known as Vitamin C.
B)Lycopene gives watermelon their red color.
C)Raw tomatoes are a better source of lycopene than cooked tomatoes.
D)Lycopene should not be eaten with fatty foods.
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25
Which of the following compounds is not considered aromatic?
A)
B)
C)
D)
A)

B)

C)

D)

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26
Select the product of the following reaction. 
A)
B)
C)
D)

A)

B)

C)

D)

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27
Which of the following is the correct name for the compound shown? 
A)2-chlorophenol
B)2-chlorotoluene
C)2-chloroaniline
D)1-chloroaniline

A)2-chlorophenol
B)2-chlorotoluene
C)2-chloroaniline
D)1-chloroaniline
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28
Which of the following is the correct IUPAC name for the compound CH2 − C ≡ C − CH2 − CH2 − Br?
A)4-bromopentyne
B)1-bromo-2-pentyne
C)1-bromo-3-pentyne
D)5-bromo-2-pentyne
A)4-bromopentyne
B)1-bromo-2-pentyne
C)1-bromo-3-pentyne
D)5-bromo-2-pentyne
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29
Which of the following structures violates the octet rule?
A)
B)
C)
D)
A)

B)

C)

D)

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30
Which is a difference between butyne and cyclobutyne?
A)Cyclobutyne does not exist.
B)Butyne's multiple bond is interior, cyclobutyne is not between interior carbons.
C)Cyclobutyne burns much hotter than butyne because of the greater unsaturation.
D)None of these
A)Cyclobutyne does not exist.
B)Butyne's multiple bond is interior, cyclobutyne is not between interior carbons.
C)Cyclobutyne burns much hotter than butyne because of the greater unsaturation.
D)None of these
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31
A major source of aromatic compounds is _____ .
A)coal tar
B)plants
C)animals
D)soils
A)coal tar
B)plants
C)animals
D)soils
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32
Naphthalene is used as _____ .
A)an explosive
B)moth repellent
C)a pain reliever
D)a solvent
A)an explosive
B)moth repellent
C)a pain reliever
D)a solvent
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33
What is the correct name for
?
A)3-phenyl-1-propene
B)1-phenyl-1-propene
C)1-phenyl-2-propene
D)3-phenyl-2-propene
?A)3-phenyl-1-propene
B)1-phenyl-1-propene
C)1-phenyl-2-propene
D)3-phenyl-2-propene
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34
The addition of two moles of hydrogen to an alkyne produces an _____ .
A)alkane
B)alkene
C)aromatic
D)alkyl halide
A)alkane
B)alkene
C)aromatic
D)alkyl halide
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35
Which is the formula for an alkyne?
A)CH3CH2CCH2
B)CH3CH2CH2CH3
C)CH3CH2CCH
D)CH3CH2CCH2
A)CH3CH2CCH2
B)CH3CH2CH2CH3
C)CH3CH2CCH
D)CH3CH2CCH2
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36
What is the characteristic of aromatic compounds that is responsible for them being named aromatic compounds?
A)The compounds have a pleasant smell.
B)These compounds contain a benzene ring or structural relative.
C)A requirement is to contain a hydrocarbon chain that is either saturated or unsaturated and at least 3 carbons long.
D)There is more than one correct response.
A)The compounds have a pleasant smell.
B)These compounds contain a benzene ring or structural relative.
C)A requirement is to contain a hydrocarbon chain that is either saturated or unsaturated and at least 3 carbons long.
D)There is more than one correct response.
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37
The benzene ring as a branch is called a _____ group.
A)hexyl
B)benzyl
C)phenol
D)phenyl
A)hexyl
B)benzyl
C)phenol
D)phenyl
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38
Which is a characteristic of alkenes and alkynes, but not a characteristic of alkanes?
A)Alkynes are not flammable, the others are flammable.
B)Alkenes all have a scent similar to the aromatic compounds, but the alkanes and alkenes have a scent that is extremely sharp.
C)Alkanes have only single bonds between carbons.
D)There is more than one correct response.
A)Alkynes are not flammable, the others are flammable.
B)Alkenes all have a scent similar to the aromatic compounds, but the alkanes and alkenes have a scent that is extremely sharp.
C)Alkanes have only single bonds between carbons.
D)There is more than one correct response.
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39
Another acceptable name for 1-ethyl-3-methylbenzene is _____ .
A)m -ethylmethyltoluene
B)o -ethylmethyltoluene
C)p -ethylmethyltoluene
D)m -ethyltoluene
A)m -ethylmethyltoluene
B)o -ethylmethyltoluene
C)p -ethylmethyltoluene
D)m -ethyltoluene
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40
Which is a difference between butane and butene?
A)butane burns and butene does not
B)the presence of a double bond
C)they are isomers
D)the presence of a triple bond
A)butane burns and butene does not
B)the presence of a double bond
C)they are isomers
D)the presence of a triple bond
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41
Name the following compound. 
A)5-bromo-2-hexyne
B)bromo-4-hexyne
C)1-bromo-1-methyl-3-pentyne
D)none of these are correct

A)5-bromo-2-hexyne
B)bromo-4-hexyne
C)1-bromo-1-methyl-3-pentyne
D)none of these are correct
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42
How many pi bonds are in the following two molecules, respectively from left to right? 
A)2, 1
B)1, 2
C)2, 2
D)4, 3

A)2, 1
B)1, 2
C)2, 2
D)4, 3
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43
Indicate the hybridization on each of the carbon atoms designated by a number in the following molecule. 
A)1 - sp , 2 - sp 2
B)1 - sp3 , 2 - sp 2
C)1 - sp2 , 2 - sp 3
D)1 - sp3 , 2 - sp

A)1 - sp , 2 - sp 2
B)1 - sp3 , 2 - sp 2
C)1 - sp2 , 2 - sp 3
D)1 - sp3 , 2 - sp
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44
Indicate the geometry around each of the carbon atoms in the following molecule. 
A)1 - triangular, 2- tetrahedral, 3 - linear
B)1 - linear, 2- tetrahedral, 3 - triangular
C)1 - tetrahedral, 2- tetrahedral, 3 - linear
D)1 - triangular, 2- linear, 3 - tetrahedral

A)1 - triangular, 2- tetrahedral, 3 - linear
B)1 - linear, 2- tetrahedral, 3 - triangular
C)1 - tetrahedral, 2- tetrahedral, 3 - linear
D)1 - triangular, 2- linear, 3 - tetrahedral
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45
What type of hybridization is associated with the carbons in ethene?
A)sp
B)sp 2
C)sp 3
D)sp 4
A)sp
B)sp 2
C)sp 3
D)sp 4
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46
Name the following aromatic compound. 
A)1,5-diethylbenzene
B)p -diethylbenzene
C)o -diethylbenzene
D)1,3-diethylbenzene

A)1,5-diethylbenzene
B)p -diethylbenzene
C)o -diethylbenzene
D)1,3-diethylbenzene
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47
According to Markovnikov's rule, when 3-methyl-1-butene undergoes and addition reaction with HCl, the chlorine will end up on which main chain carbon?
A)#1
B)#2
C)#3
D)#4
A)#1
B)#2
C)#3
D)#4
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48
The ability to detect light is based, in part, to a change of one from of retinal to another. Specifically, what is this change?
A)a cis to trans conversion
B)a trans to cis conversion
C)A hydrogenation reaction
D)A dehydrogenation reaction
A)a cis to trans conversion
B)a trans to cis conversion
C)A hydrogenation reaction
D)A dehydrogenation reaction
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49
Which of the following compounds is not possible?
A)
B)
C)
D)
A)

B)

C)

D)

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50
Which of the following could exhibit cis\trans isomerism?
A)propene
B)1,2-dichloropropene
C)1-butene
D)2-butene
A)propene
B)1,2-dichloropropene
C)1-butene
D)2-butene
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51
Which of the following is a reasonable representation of an sp2 hybridized orbital?
A)
B)
C)
D)
A)

B)

C)

D)

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52
What type of hybridization is associated with alkyne bonding?
A)sp
B)sp2
C)sp3
D)sp4
A)sp
B)sp2
C)sp3
D)sp4
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53
Poly (vinyl chloride), PVC, is used for water pipes and synthetic leather. What is the monomer of the PVC polymer shown below? 
A)
B)
C)
D)

A)

B)

C)

D)

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54
Starting with cyclopentene, indicate which of the following reactants would produce the product listed.
A)
B)
C)
D)
A)

B)

C)

D)

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55
Which of the following will not reduce your cancer risk?
A)not smoking
B)being active
C)maintaining proper weight
D)cooking meats at high temperatures
A)not smoking
B)being active
C)maintaining proper weight
D)cooking meats at high temperatures
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56
What would the reaction of hydrogen fluoride with ethene be an example of?
A)hydration
B)halogenation
C)hydrohalogenation
D)fluorination
A)hydration
B)halogenation
C)hydrohalogenation
D)fluorination
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57
The following compound is a(n)____. 
A)vitamin
B)industrial solvent
C)amino acid
D)monomer for polystyrene

A)vitamin
B)industrial solvent
C)amino acid
D)monomer for polystyrene
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58
Lycopene has been shown to prevent certain types of cancer. Which of the following is not a good source of lycopene?
A)tomatoes
B)pink grapefruit
C)guava
D)green beans
A)tomatoes
B)pink grapefruit
C)guava
D)green beans
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59
Color is a property associated with which type of hydrocarbon?
A)alkanes
B)alkenes
C)alkynes
D)cycloalkanes
A)alkanes
B)alkenes
C)alkynes
D)cycloalkanes
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60
Which of the following accurately depicts o -iodotoluene?
A)
B)
C)
D)
A)

B)

C)

D)

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61
Benzene is an alkene with more than one multiple bond.
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62
The reaction of bromine with an alkene can be detected by which of the following?
A)formation of hydrogen gas
B)loss of bromine solution color
C)precipitate formation
D)color change from red to green
A)formation of hydrogen gas
B)loss of bromine solution color
C)precipitate formation
D)color change from red to green
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63
An alkene with one multiple bond can be converted to an alkane by hydration.
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64
The general formula for an alkene is CnH2n.
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65
The general formula for an alkyne is CnH2n.
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66
The addition of bromine to an alkene results in an alkane because one bond of the multiple bond is broken.
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67
Two moles of hydrogen gas would be required to convert one mole of 2-butyne into butane.
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68
CH3CH2CH2CH2 is the formula for a saturated hydrocarbon.
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69
2-butyne can exist as cis - and trans - isomers.
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70
Alkenes must have at least two carbon atoms.
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71
Alkenes can only have one double bond.
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72
Polymers are compounds that are composed of repeating units chemically bound to each other.
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73
The physical properties of alkynes are very different from those of alkenes.
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74
A characteristic of alkynes is a region of strong polarity caused by the multiple bond.
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75
Phenyl is the name given to the ion produced when benzene loses one hydrogen, making it a substituent.
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76
One of the halogenation reactions occurs when a halogen, a member of group VIIA, reacts with alkene.
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77
Markovnikov's rule indicates that in the addition of H-X to an alkene, the hydrogen becomes attached to the carbon atom that is already bonded to more hydrogens.
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78
The same substances which add to double bonds can add to triple bonds.
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79
Which of the following can be used to represent a phenyl branch when drawing an organic structure?
A)
B)
C)
D)More than one answer is correct.
A)

B)

C)

D)More than one answer is correct.
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80
Cyclic compounds do not undergo halogenation reactions.
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