Exam code: H432
When bromine reacts with propene in an organic solvent at room temperature, what is the mechanism by which the bromine attacks the propene?
Electrophilic addition
Electrophilic substitution
Nucleophilic addition
Nucleophilic substitution
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Which of the following compounds will give a positive unsaturation test result with bromine water?
|  |  |  |
A | ✓ | ✓ | ✓ |
B | ✓ | X | ✓ |
C | ✓ | ✓ | X |
D | X | ✓ | ✓ |
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Which species will not undergo electrophilic addition with an alkene?
HBr
NaOH
Br2
H2SO4
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Which pair of chemicals will give a major and minor product when they undergo electrophilic addition?
Ethene + hydrogen bromide
Propene + bromine
But-1-ene + hydrogen bromide
But-1-ene + bromine
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Which is the most stable carbocation intermediate?
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Which monomer can form the following addition polymer?
Propene
But-1-ene
But-2-ene
Pent-1-ene
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Consider the reaction between but-1-ene and hydrogen bromide to form the minor product.
Which carbocation is formed in the electrophilic addition mechanism of this reaction?
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What is the bond angle around each carbon atom in the double bond of ethene?
90°
109.5°
120°
180°
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Polyvinyl chloride, PVC, is a common polymer with many everyday uses.
What is the correct IUPAC name for PVC?
Poly(chloroethane)
Poly(ethane chloride)
Poly(chloroethene)
Poly(ethene chloride)
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Ethene can undergo electrophilic addition to form ethanol.
What are the conditions needed for this reaction?
Hydrogen, heat and nickel catalyst
Steam, heat and nickel catalyst
Hydrogen, heat and acid catalyst
Steam, heat and acid catalyst
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Iodine monochloride (I−Cl) reacts with propene (CH3CH=CH2CH3CH=CH2) in an electrophilic addition reaction.
Which row represents the major product and the correct intermediate carbocation formed during this reaction?
Intermediate carbocation | Major product | |
|---|---|---|
A | Primary | 1-chloro-2-iodopropane |
B | Secondary | 2-chloro-1-iodopropane |
C | Primary | 2-chloro-1-iodopropane |
D | Secondary | 1-chloro-2-iodopropane |
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Which compound is formed when pent-2-ene reacts with bromine?
1,1-dibromopentane
1,2-dibromopentane
2,2-dibromopentane
2,3-dibromopentane
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Which molecule is a Z-isomer?
A |  |
B |  |
C |  |
D |  |
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What is the systematic name of the compound below?
E-2-bromobut-2-ene
Z-2-bromobut-2-ene
E-1,2-dimethyl-1-bromoethene
Z-1,2-dimethyl-1-bromoethene
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The displayed formula for a hydrocarbon is shown below.
How many σ and π bonds are present in a molecule of this hydrocarbon?
| σ bonds | π bonds |
A | 2 | 4 |
B | 10 | 2 |
C | 10 | 4 |
D | 12 | 2 |
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Three of the following displayed formulae represent the same isomer of C3H4Cl2 but one structure represents a different isomer, X. Which displayed formula represents X?
A |  |
B |  |
C |  |
D |  |
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A section of a polymer chain is shown below.
Identify the monomer that would give rise to this section of addition polymer.
E-But-2-ene
Z-But-2-ene
Methylpropene
Propene
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A molecule of a polymer contained the sequence shown.
Which monomer could produce this polymer by addition polymerisation?
CH3CCl =CHCl
CH2=CHCl
CHCl =CHCl
CH3CCl =CH2
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Isomers X and Y both react with HBr.
A mixture of X and Y is reacted with HBr.
Which three structures represent three different possible products of this reaction?
A | (CH3)2CHCBr3 | (CH3)2CBrCHBr2 | CH3CHBrCHBrCH3 |
B | (CH3)2CHCBr3 | (CH3)2CBrCHBr2 | CH3CBr2CHBrCH3 |
C | (CH3)2CBrCBr3 | (CH3)2CHCBr3 | CH3CBr2CHBrCH3 |
D | (CH3)2CBrCHBr2 | CHBr2CBr(CH3)CH3 | CH3CHBrCBr2CH3 |
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Limonene is an oil formed in the peel of citrus fruits.
Which product is formed when an excess of bromine, Br2 (l), reacts with limonene at room temperature in the dark?
A |  |
B |  |
C |  |
D |  |
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Which compound is produced in the reaction between hex-2-ene and steam?
(CH3)2CHCH2CH2CH2OH
CH3CH2CH2CH2CH(OH)CH3
CH3CH2CH(OH)CH2CH3
CH3CH2CH2CH2CH2CH2OH
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How many structural isomers of C5H10 react with bromine to form a dibromoalkane? (Do not include stereoisomers).
3
4
5
6
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How many σ (sigma) and π (pi) bonds are present in a molecule of phenylacetylene, C6H5CCH?
14 σ and 5 π
14 σ and 3 π
15 σ and 5 π
15 σ and 6 π
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The molecule below has two double bonds, labelled 1 and 2.
The arrangement around each double bond can be identified as E or Z. Which row in the table is correct for double bond 1 and double bond 2?
| Double bond 1 | Double bond 2 |
A | E | Z |
B | Z | E |
C | E | E |
D | Z | Z |
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There are many structural isomers with the molecular formula C4H7Br, including the following:
Of the isomers shown, determine how many
Show E/Z isomerism.
Show optical isomerism.
| Show E/Z isomerism | Show optical isomerism |
A | 2 | 1 |
B | 2 | 3 |
C | 3 | 1 |
D | 3 | 3 |
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Which statement about propene is correct?
The C-C bond is half as strong as the C=C bond.
It has E/Z isomers due to restricted rotation around the C=C bond.
It undergoes nucleophilic addition with bromine.
It is more reactive than propane due to the strain on the π bond.
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Which molecule does not show E/Z isomerism?
3-methylpent-2-ene
2,4-dimethylpent-2-ene
2,2-dimethylhex-3-ene
1-Propen-1-ylbenzene
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Which statement(s) is/are correct about 2-methylbut-1-ene?
In the reaction with steam and H2SO4, the major product formed is 2-methylbutan-2-ol.
During hydrohalogenation, the C=C bond induces a temporary dipole in the hydrogen halide.
The polymer formed can be hydrolysed in the presence of H2SO4.
1, 2 and 3
Only 1 and 2
Only 2 and 3
Only 1
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