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Edexcel IGCSE Chemistry

Topic questions Organic chemistry Free-radical substitution

Free-radical substitution

11 questions · 141 marks · about 2.5 hours

Free-radical substitution questions

Edexcel 4CH1 Free-radical substitution 11 questions

Chemistry Paper 1 June 2025, Question 9 17 marks

This question is about organic compounds.

(a)

Chloroethene (C2H3Cl) is a covalent molecule that is used to make poly(chloroethene).

This is the displayed formula of chloroethene.

Question 9, shown as an image
Question 9, shown as an image
Question 9, shown as an image
(a)(i)

Draw a dot‑and‑cross diagram of chloroethene.

Show only the outer shell electrons.

[2]
Reveal mark scheme Mark scheme for question 9(a)(i)
(a)(ii)

Describe, in terms of electrostatic attraction, what is meant by a covalent bond.

[2]
Reveal mark scheme Mark scheme for question 9(a)(ii)
(a)(iii)

Chloroethene is a monomer.

Draw the displayed formula of the repeat unit of poly(chloroethene).

[1]
Reveal mark scheme Mark scheme for question 9(a)(iii)
(a)(iv)

Poly(chloroethene) is non‑biodegradable.

There are two main methods used to dispose of poly(chloroethene).

Describe one problem caused by each method.

[4]
Reveal mark scheme Mark scheme for question 9(a)(iv)
(b)

An organic compound contains this percentage composition by mass.

C = 22.0% H = 4.6% Br = 73.4%

Calculate the empirical formula of this compound.

[3]
Reveal mark scheme Mark scheme for question 9(b)
(c)

Ethane and ethene undergo different types of reaction with bromine.

Describe the differences between these two reactions.

[5]
Reveal mark scheme Mark scheme for question 9(c)

Chemistry Paper 1 November 2024, Question 10 12 marks

This question is about alkanes and alkenes.

(a)

Ethane and ethene each react with bromine, but under different conditions.

(a)(i)

Give a reason why ethane does not undergo an addition reaction with bromine.

[1]
Reveal mark scheme Mark scheme for question 10(a)(i)
(a)(ii)

Complete the equation for the substitution reaction between ethane and bromine, including an essential condition for the reaction.

Question 10, shown as an image

condition

[2]
Reveal mark scheme Mark scheme for question 10(a)(ii)
(a)(iii)

Give the colour change that occurs when ethene reacts with bromine water.

[1]
(b)

The diagram shows the displayed formulae of two compounds in the homologous series of alkenes.

Question 10, shown as an image
Question 10, shown as an image
Question 10, shown as an image
(b)(i)

Compounds in the same homologous series have the same general formula.

Give two other characteristics of compounds in the same homologous series.

[2]
Reveal mark scheme Mark scheme for question 10(b)(i)
(b)(ii)

Explain why the alkenes in the diagram are isomers.

[2]
Reveal mark scheme Mark scheme for question 10(b)(ii)
(b)(iii)

Draw the displayed formula of another alkene that is an isomer of these two alkenes.

[1]
Reveal mark scheme Mark scheme for question 10(b)(iii)
(c)

The reaction used to make poly(ethene) can be represented by this equation.

Question 10, shown as an image
Question 10, shown as an image
Question 10, shown as an image

H H n

Describe the differences between the reactant and the product in this reaction.

Refer to carbon chain length, type of bond and state of matter in your answer.

[3]
Reveal mark scheme Mark scheme for question 10(c)

Chemistry Paper 1 June 2024 (R), Question 2 6 marks

This question is about methane, CH4

The diagram shows a Bunsen burner that uses methane.

Figure for question 2
(a)

During combustion, methane reacts with a gas in the air.

Give the name of this gas.

[1]
Reveal mark scheme Mark scheme for question 2(a)
(b)

Give the two products of the complete combustion of methane.

[2]
Reveal mark scheme Mark scheme for question 2(b)
(c)

During the incomplete combustion of methane, carbon monoxide forms.

(c)(i)

Give a reason why carbon monoxide forms during incomplete combustion.

[1]
Reveal mark scheme Mark scheme for question 2(c)(i)
(c)(ii)

State why carbon monoxide is poisonous.

[1]
Reveal mark scheme Mark scheme for question 2(c)(ii)
(d)

The equation shows the reaction of methane with bromine.

Question 2, shown as an image

Give the name of this type of chemical reaction.

[1]
Reveal mark scheme Mark scheme for question 2(d)

Chemistry Paper 1 November 2023, Question 5 17 marks

Also involves Moles and amount of substance

This question is about alkanes and alkenes.

(a)

The alkane C4H10 exists as two isomers.

(a)(i)

State what is meant by the term isomers.

[2]
Reveal mark scheme Mark scheme for question 5(a)(i)
(a)(ii)

Draw the displayed formulae for the two isomers of C4H10

Figure for question 5
[2]
Reveal mark scheme Mark scheme for question 5(a)(ii)
(b)

Ethane (C2H6) can react with bromine.

(b)(i)

State the condition needed for ethane to react with bromine.

[1]
Reveal mark scheme Mark scheme for question 5(b)(i)
(b)(ii)

Complete the equation for this reaction.

Question 5, shown as an image
[1]
Reveal mark scheme Mark scheme for question 5(b)(ii)
(b)(iii)

Give the name for this type of reaction.

[1]
(c)

Explain why ethane is described as a saturated compound.

[2]
Reveal mark scheme Mark scheme for question 5(c)
(d)

State what you would observe when ethane and ethene are added separately to two samples of bromine water.

ethane

[2]
Reveal mark scheme Mark scheme for question 5(d)
(e)

ethene

Explain why straight‑chain alkenes always have the same empirical formula, but straight‑chain alkanes have different empirical formulae.

Refer to the molecular formulae of the alkanes C2H6 and C4H10 in your answer.

[3]
Reveal mark scheme Mark scheme for question 5(e)
(f)

An organic compound has this percentage composition by mass.

C = 19.2 % H = 4.0 % O = 12.8 % Br = 64.0 %

Calculate the empirical formula of this compound.

[3]
Reveal mark scheme Mark scheme for question 5(f)

Chemistry Paper 1 January 2023 (R), Question 3 15 marks

This question is about alkanes.

(a)

An alkane has the structural formula CH3CH2CH2CH3

Give the missing information for this alkane.

Figure for question 3
[4]
Reveal mark scheme Mark scheme for question 3(a)
(b)

There are two isomers of C4H10

(b)(i)

State what is meant by the term isomers.

[2]
Reveal mark scheme Mark scheme for question 3(b)(i)
(b)(ii)

Draw the displayed formula of each isomer of C4H10

Isomer 1
Isomer 2

[2]
Reveal mark scheme Mark scheme for question 3(b)(ii)
(c)

Methane reacts with bromine to form bromomethane and one other product.

(c)(i)

Give the formula of the other product.

[1]
Reveal mark scheme Mark scheme for question 3(c)(i)
(c)(ii)

What is the name of this type of reaction?

Question 3, shown as an image
[1]
Reveal mark scheme Mark scheme for question 3(c)(ii)
(c)(iii)

State the condition needed for this reaction to occur.

[1]
Reveal mark scheme Mark scheme for question 3(c)(iii)
(d)

When ethane (C2H6) burns in a plentiful supply of air, carbon dioxide and water are formed.

(d)(i)

Give a chemical equation for this reaction.

[2]
Reveal mark scheme Mark scheme for question 3(d)(i)
(d)(ii)

When the air supply is limited, incomplete combustion occurs.

Explain why a gas formed by incomplete combustion can cause a problem for humans.

[2]
Reveal mark scheme Mark scheme for question 3(d)(ii)

Chemistry Paper 1 January 2023, Question 7 12 marks

Also involves Amounts of substance in equations

Figure for question 7
(a)

Give a reason why compound X is not a hydrocarbon.

[1]
Reveal mark scheme Mark scheme for question 7(a)
(b)

Give the letter of the compound that is a saturated hydrocarbon with the empirical formula CH2

[1]
Reveal mark scheme Mark scheme for question 7(b)
(c)

Give the letter of the compound that produces nine moles of water when one mole undergoes complete combustion.

[1]
Reveal mark scheme Mark scheme for question 7(c)
(d)

Give the structural formula of compound Y.

[1]
Reveal mark scheme Mark scheme for question 7(d)
(e)

Explain why compounds W and Y are isomers.

[2]
Reveal mark scheme Mark scheme for question 7(e)
(f)

Compound Z reacts with bromine in the presence of ultraviolet radiation.

(f)(i)

Write a chemical equation for this reaction.

[2]
Reveal mark scheme Mark scheme for question 7(f)(i)
(f)(ii)

What is the name for this type of reaction?

Question 7, shown as an image
[1]
Reveal mark scheme Mark scheme for question 7(f)(ii)
(g)

Describe how the combustion of sulfur-free petrol in a car engine produces gases that can cause acid rain.

Do not refer to carbon dioxide in your answer.

[3]
Reveal mark scheme Mark scheme for question 7(g)

Chemistry Paper 1 June 2022, Question 5 11 marks

This question is about alkanes and alkenes.

(a)

The alkane C5H12 has three isomers.

(a)(i)

State what is meant by the term isomers.

[2]
Reveal mark scheme Mark scheme for question 5(a)(i)
(a)(ii)

Calculate the relative formula mass (Mr) of C5H12

Question 5, shown as an image
[1]
Reveal mark scheme Mark scheme for question 5(a)(ii)
(a)(iii)

This is the displayed formula of one of the isomers.

H H H H H

Question 5, shown as an image
Question 5, shown as an image

Give the name of this isomer.

[1]
Reveal mark scheme Mark scheme for question 5(a)(iii)
(a)(iv)

Draw the displayed formulae of the other two isomers.

Isomer 1
Isomer 2

[2]
Reveal mark scheme Mark scheme for question 5(a)(iv)
(b)

Ethane (C2H6) and ethene (C2H4) both react with bromine.

Describe the differences in the reactions of ethane and ethene with bromine.

Refer to the conditions, the products and the types of reaction involved.

[5]
Reveal mark scheme Mark scheme for question 5(b)

Chemistry Paper 2 June 2022 (R), Question 3 10 marks

This question is about alkanes.

(a)(i)

Which of these is the molecular formula of an alkane?

Question 3, shown as an image
[1]
Reveal mark scheme Mark scheme for question 3(a)(i)
(a)(ii)

Which of these has the same empirical formula and molecular formula?

Question 3, shown as an image
[1]
Reveal mark scheme Mark scheme for question 3(a)(ii)
(b)

In the presence of ultraviolet radiation, methane reacts with bromine to form bromomethane and hydrogen bromide.

(b)(i)

State the name of this type of reaction.

[1]
Reveal mark scheme Mark scheme for question 3(b)(i)
(b)(ii)

Give a chemical equation for this reaction.

[1]
Reveal mark scheme Mark scheme for question 3(b)(ii)
(c)

One mole of an alkane burns completely in oxygen.

The equation represents the reaction.

Question 3, shown as an image

The numbers x, y and z are used to balance the equation.

(c)(i)

The complete combustion of one mole of the alkane produces 220 g of carbon dioxide and 108 g of water.

Calculate the values of y and z.

[Mr of CO2 = 44 Mr of H2O = 18]

[2]
Reveal mark scheme Mark scheme for question 3(c)(i)
(c)(ii)

Determine the molecular formula of the alkane and the value of x.

[2]
Reveal mark scheme Mark scheme for question 3(c)(ii)
(d)

When an alkane burns in a limited supply of air, incomplete combustion occurs.

Explain why incomplete combustion of an alkane could be harmful to humans.

[2]
Reveal mark scheme Mark scheme for question 3(d)

Chemistry Paper 1 January 2022, Question 8 15 marks

Figure for question 8
(a)(i)

Give the letter of a compound not shown as a displayed formula.

[1]
Reveal mark scheme Mark scheme for question 8(a)(i)
(a)(ii)

Give the letter of a saturated compound with the general formula CnH2n

[1]
(a)(iii)

Name compound E.

[1]
(a)(iv)

Explain why compound A and compound D are isomers.

[2]
(b)

Compound F reacts with bromine in the presence of ultraviolet radiation.

(b)(i)

Complete the equation for the reaction.

[1]
Reveal mark scheme Mark scheme for question 8(b)(i)
(b)(ii)

Give the name of this type of reaction.

[1]
Reveal mark scheme Mark scheme for question 8(b)(ii)
(c)
(c)(i)

Another compound, G, has this percentage composition by mass.

C = 37.8 % H = 6.3 % C l = 55.9 %

Show by calculation that the empirical formula of compound G is C2H4Cl

[3]
Reveal mark scheme Mark scheme for question 8(c)(i)
(c)(ii)

The relative formula mass (Mr) of G is 127

Determine the molecular formula of G.

[2]
Reveal mark scheme Mark scheme for question 8(c)(ii)
(d)

Compound E is used to make an addition polymer.

(d)(i)
Figure for question 8
[2]
Reveal mark scheme Mark scheme for question 8(d)(i)
(d)(ii)

Give one problem caused by the disposal of addition polymers.

[1]
Reveal mark scheme Mark scheme for question 8(d)(ii)

Chemistry Paper 1 November 2020 (R), Question 3 14 marks

This question is about alkenes and alkanes.

(a)

Complete the table by giving the missing information about the alkene with the molecular formula C3H6

Figure for question 3
[4]
Reveal mark scheme Mark scheme for question 3(a)
(b)

Alkenes are unsaturated compounds.

(b)(i)

State what is meant by the term unsaturated.

[1]
Reveal mark scheme Mark scheme for question 3(b)(i)
(b)(ii)

Describe a test to show that a compound is unsaturated.

[2]
Reveal mark scheme Mark scheme for question 3(b)(ii)
(c)

When the alkane methane reacts with chlorine, the products are chloromethane (CH3Cl) and hydrogen chloride gas.

(c)(i)

Give a chemical equation for this reaction.

[1]
Reveal mark scheme Mark scheme for question 3(c)(i)
(c)(ii)

What is the name of this type of reaction?

Question 3, shown as an image
[1]
Reveal mark scheme Mark scheme for question 3(c)(ii)
(c)(iii)

State the condition needed for this reaction to occur.

[1]
Reveal mark scheme Mark scheme for question 3(c)(iii)
(d)

When ethane reacts with chlorine, one of the products of the reaction has the formula C2H4Cl2

There are two isomers with this formula.

(d)(i)

State what is meant by the term isomers.

[2]
Reveal mark scheme Mark scheme for question 3(d)(i)
(d)(ii)

Draw the displayed formulae of the two isomers with the formula C2H4Cl2

Figure for question 3
[2]
Reveal mark scheme Mark scheme for question 3(d)(ii)

Chemistry Paper 1 November 2020, Question 5 12 marks

(a)

Chlorine, bromine and iodine are elements in the Periodic Table.

Explain how the position of these elements in the Periodic Table depends on their electronic configurations.

[2]
Reveal mark scheme Mark scheme for question 5(a)
(b)

Chlorine reacts with methane to form CH3Cl and HCl

(b)(i)

State the condition necessary for this reaction.

[1]
Reveal mark scheme Mark scheme for question 5(b)(i)
(b)(ii)

Give the equation for this reaction.

[1]
Reveal mark scheme Mark scheme for question 5(b)(ii)
(b)(iii)

The bonds in a molecule of CH3Cl are covalent.

Explain, in terms of electrostatic attractions, what is meant by a covalent bond.

[2]
Reveal mark scheme Mark scheme for question 5(b)(iii)
(b)(iv)
Figure for question 5 Figure for question 5
[2]
Reveal mark scheme Mark scheme for question 5(b)(iv)
(b)(v)

CH3Cl has a simple molecular structure.

Explain why CH3Cl has a low boiling point.

[2]
Reveal mark scheme Mark scheme for question 5(b)(v)
(c)

Graphite is another substance that contains covalent bonds.

The diagram shows the structure of graphite.

Figure for question 5

Most covalent substances do not conduct electricity.

Explain why graphite is able to conduct electricity.

[2]
Reveal mark scheme Mark scheme for question 5(c)

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