Alk Enes

Edexcel Chemistry A-level - Alkenes
Questions
Q1.
Chloroalkanes can be formed from both alkenes and alkanes.
Ethene can be converted into chloroethane.
(i) Identify, by name or formula, the reagent for this conversion.

(1)
.............................................................................................................................................
(ii) Draw the mechanism for the conversion of ethene into chloroethane.
Include curly arrows, and any relevant lone pairs and dipoles.
(4)
(Total for question = 5 marks)

Q2.
Plastic products often have a symbol on them. Two of the symbols are shown.
The V on the symbol with the number 3 stands for vinyl or vinyl chloride.
The V is sometimes replaced by PVC, standing for polyvinyl chloride.
State the link between vinyl chloride and polyvinyl chloride.

(1)
.............................................................................................................................................
.............................................................................................................................................
.............................................................................................................................................
(Total for question = 1 mark)

Q3.
Plastic products often have a symbol on them. Two of the symbols are shown.
The symbols are used to sort the plastic products into groups of specific types of plastic
when they are thrown away.
Some plastic products can be cleaned and used again.
Give two other uses of waste plastic.

(2)
.............................................................................................................................................
.............................................................................................................................................
.............................................................................................................................................
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Q4.
This question concerns alkenes and some halogen compounds.
The alkene, propene, reacts with hydrogen chloride.
(i) This reaction is best described as

(1)
A electrophilic substitution
B electrophilic addition
C nucleophilic substitution
D nucleophilic addition
(ii) The reaction of propene with hydrogen chloride can produce two isomeric products:
1-chloropropane and 2-chloropropane are

(1)
A cis-trans isomers
B E/Z isomers
C structural isomers
D stereoisomers
(iii) Draw the mechanism for the reaction of propene with hydrogen chloride to produce
2-chloropropane. Include curly arrows, and any relevant dipoles and lone pairs.
(4)

Q5.
This question is about alkenes.
But-1-ene has the structure
(i) Draw the structure of the polymer formed when but-1-ene polymerises.
Include two repeat units.
(1)
(ii) Calculate the number of molecules in 70.0 g of but-1-ene.

[Avogadro constant = 6.02 × 1023 mol−1]
(2)

Q6.
Analysis shows that a compound has the molecular formula C4H8O2.
A student suggests that the compound could be either A or B.
Deduce a chemical test which would give a positive result for B but not for A.
Include the reagent and observation.
(2)
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Q7.
This is a question about dihalogenoalkanes.
Dihalogenoalkanes are formed when alkenes react with halogens.
(i) Complete the mechanism for the production of a dihalogenoalkane from

2-methylbut-1-ene and chlorine.
Include curly arrows and any relevant lone pairs.
(3)
(ii) Give the name of the dihalogenoalkane produced.

(1)
.............................................................................................................................................

Q8.
This is a question about polymerisation.
But-1-ene and cyclohexene both form addition polymers.
Draw a section of each polymer, showing two repeat units.

(2)

Q9.
2-methylbuta-1,3-diene can react with hydrogen bromide.
When 2-methylbuta-1,3-diene reacts with excess hydrogen bromide, several isomeric

products are possible. Give the structures of four isomeric products.
(4)

Q10.
This question concerns alkenes and some halogen compounds.
The halogenoalkane chloroethene is used to make the important polymer

poly(chloroethene), PVC.
(i) Draw a displayed formula of two repeat units of poly(chloroethene).

(1)
(ii) Some polymers are disposed of by incineration. Ignoring any economic considerations,
explain why incineration is not a suitable method for the disposal of poly(chloroethene).
(2)
.............................................................................................................................................
.............................................................................................................................................
.............................................................................................................................................
.............................................................................................................................................
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(iii) Chloroethene has a boiling temperature of 260 K and is known to be carcinogenic. Use
these facts to state one precaution that chemists should take when using this compound.
(1)
.............................................................................................................................................
.............................................................................................................................................

Q11.
This question concerns iodine monochloride, ICl, a red-brown solid which melts at 27 °C to
form a red-brown liquid.
Iodine monochloride is used in measuring unsaturation in organic compounds.
Iodine monochloride is a polar molecule which adds rapidly to double bonds in a similar way
to hydrogen chloride. This reaction can be used to determine the degree of unsaturation in
oils.
(i) Add the dipole to a molecule of iodine monochloride.

(1)
(ii) Draw the mechanism for the addition of iodine monochloride to propene.
You should include all curly arrows and relevant lone pairs and dipoles.
(3)

Q12.
Answer the questions with a cross in the boxes you think are correct . If you
change your mind about an answer, put a line through the box and then mark your
new answer with a cross .
Methyl cinnamate, C10H10O2, is a white crystalline solid used in the perfume industry.
Methyl cinnamate undergoes an addition reaction in the dark with bromine.
(i) Draw the mechanism for the reaction between methyl cinnamate and bromine, Br2.
Include curly arrows, and relevant lone pairs and dipoles.
(4)
(ii) Deduce the number of optical isomers of the addition product that can exist.
(1)
A 2
B 3
C 4
D 8
(iii) When plane-polarised light is passed through an optical isomer, the plane of polarisation
is
(1)
A diffracted
B reflected
C refracted
D rotated

Q13.
* This question is about polymers.
Compare and contrast how each of these monomers forms a polymer.
Include equations, showing the formation of a single repeat unit for each polymer.
(6)

Q14.
Some plants are able to make terpenes by linking together several molecules of
2-methylbuta-1,3-diene, also known as isoprene.
The skeletal formula of 2-methylbuta-1,3-diene is
Predict the number of isoprene molecules that would be needed to make a single geraniol
molecule. Justify your answer.
(2)
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.............................................................................................................................................
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Q15.
Phenylethene, commonly known as styrene, is an important substance in the production of

polystyrene which is used for some types of plastic packaging. Phenylethene can be made
from benzene in a three-step synthesis.
Which reagent could produce a diol from phenylethene?

(1)
A acidified potassium dichromate(VI)
B acidified potassium manganate(VII)
C aqueous sodium hydroxide
D steam

Q16.
This question is about alkenes with the molecular formula C5H10.
Pent-2-ene reacts with hydrogen bromide, HBr, to form two bromoalkanes.
Complete the diagram to show the mechanism for the formation of 2-bromopentane in this
reaction.
Include curly arrows, and relevant lone pairs and dipoles.
(4)

Q17.
This question is about hydrocarbons.
Propene reacts with iodine monochloride, ICl, by an electrophilic addition mechanism.
Draw the mechanism for the reaction between propene and iodine monochloride to form the
major product.
Include the dipole on the ICl molecule, curly arrows and any relevant lone pairs of electrons.
(4)

Q18.
Answer the question with a cross in the box you think is correct . If you change
your mind about an answer, put a line through the box and then mark your new
answer with a cross .
Propene can be converted into a mixture of 1-chloropropane and

2-chloropropane, in which 2-chloropropane is the major product.
(i) Give the reagent required for this reaction.

(1)
.............................................................................................................................................
(ii) What is the type and mechanism of the reaction in (i)?

(1)
A electrophilic addition
B nucleophilic addition
C electrophilic substitution
D nucleophilic substitution

Q19.
Phenylethene, commonly known as styrene, is an important substance in the production of

polystyrene which is used for some types of plastic packaging. Phenylethene can be made
from benzene in a three-step synthesis.
Draw a section of the polymer, polystyrene, showing two repeat units.

(1)

Q20.
This question is about the synthesis and reactions of butane-1,4-diol.
Butane-1,4-diol can be synthesised from but-2-ene-1,4-diol, by reaction with a reagent, B.
(i) Identify reagent B and state suitable conditions for this reaction.
(2)
.............................................................................................................................................
.............................................................................................................................................
(ii) This reaction is best described as

(1)
A hydrolysis
B oxidation
C reduction
D substitution
(iii) Name one other commercially important product that can be manufactured by this type
of reaction with the alkene group.
(1)
.............................................................................................................................................

Q21.
This question is about the synthesis of organic compounds.
A student suggested the following plan for the synthesis of pentanoic acid from
but-2-en-1-ol.
(i) LiAlH4 is a source of hydride ions, H−.

Give a possible reason why LiAlH4 cannot be used to reduce alkenes.
(1)
.............................................................................................................................................
.............................................................................................................................................
.............................................................................................................................................
(ii) Give a suitable reagent and condition for Step 1.

(2)
.............................................................................................................................................
(iii) Step 2 is incorrect because alcohols can only be converted to nitriles via an intermediate
compound.
Identify a suitable intermediate compound by name or formula.
(1)
.............................................................................................................................................
(iv) Step 3 involves the hydrolysis of a nitrile.
Give the additional reagent that should be added after heating under reflux with
aqueous sodium hydroxide, to produce
pentanoic acid.
(1)
.............................................................................................................................................

Q22.
This question is about alkenes.
Two reactions of ethene are shown.
Complete the table.

(3)

Mark Scheme
Q1.
Q2.
Q3.
Q4.
Q5.
Q6.
Q7.
Q8.
Q9.
Q10.
Q11.
Q12.
Q13.
Q14.
Q15.
Q16.
Q17.
Q18.
Q19.
Q20.
Q21.
Q22.

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Edexcel Chemistry A-level - Alkenes

Chloroalkanes can be formed from both alkenes and alkanes.

Ethene can be converted into chloroethane.

(i) Identify, by name or formula, the reagent for this conversion.

(Total for question = 5 marks)

State the link between vinyl chloride and polyvinyl chloride.

(Total for question = 1 mark)

Some plastic products can be cleaned and used again.

Give two other uses of waste plastic.

(Total for question = 2 marks)

This question concerns alkenes and some halogen compounds.

The alkene, propene, reacts with hydrogen chloride.

(i) This reaction is best described as

1-chloropropane and 2-chloropropane are

(Total for question = 6 marks)

This question is about alkenes.

But-1-ene has the structure

(ii) Calculate the number of molecules in 70.0 g of but-1-ene.

(Total for question = 3 marks)

Analysis shows that a compound has the molecular formula C4H8O2.

A student suggests that the compound could be either A or B.

(Total for question = 2 marks)

This is a question about dihalogenoalkanes.

Dihalogenoalkanes are formed when alkenes react with halogens.

(i) Complete the mechanism for the production of a dihalogenoalkane from

(ii) Give the name of the dihalogenoalkane produced.

(Total for question = 4 marks)

This is a question about polymerisation.

But-1-ene and cyclohexene both form addition polymers.

Draw a section of each polymer, showing two repeat units.

(Total for question = 2 marks)

2-methylbuta-1,3-diene can react with hydrogen bromide.

When 2-methylbuta-1,3-diene reacts with excess hydrogen bromide, several isomeric

(Total for question = 4 marks)

This question concerns alkenes and some halogen compounds.

The halogenoalkane chloroethene is used to make the important polymer

(i) Draw a displayed formula of two repeat units of poly(chloroethene).

(Total for question = 4 marks)

Iodine monochloride is used in measuring unsaturation in organic compounds.

(i) Add the dipole to a molecule of iodine monochloride.

(Total for question = 4 marks)

Methyl cinnamate undergoes an addition reaction in the dark with bromine.

(Total for question = 6 marks)

* This question is about polymers.

Compare and contrast how each of these monomers forms a polymer.

(Total for question = 6 marks)

(Total for question = 2 marks)

Phenylethene, commonly known as styrene, is an important substance in the production of

Which reagent could produce a diol from phenylethene?

(Total for question = 1 mark)

This question is about alkenes with the molecular formula C5H10.

Pent-2-ene reacts with hydrogen bromide, HBr, to form two bromoalkanes.

(Total for question = 4 marks)

This question is about hydrocarbons.

Propene reacts with iodine monochloride, ICl, by an electrophilic addition mechanism.

(Total for question = 4 marks)

Propene can be converted into a mixture of 1-chloropropane and

(i) Give the reagent required for this reaction.

(ii) What is the type and mechanism of the reaction in (i)?

(Total for question = 2 marks)