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INTERNATIONAL AS
CHEMISTRY (9620)
Unit 2: Organic 1 and Physical 1

Tuesday 16 May 2023 07:00 GMT Time allowed: 1 hour 30 minutes

Materials
For this paper you must have:
• the Periodic Table/Data Sheet, provided as an insert For Examiner’s Use
• a ruler with millimetre measurements
Question Mark
• a scientific calculator, which you are expected to use where appropriate.
1
Instructions 2
• Use black ink or black ball-point pen. 3
• Fill in the boxes at the top of this page.
4
• Answer all questions.
• You must answer the questions in the spaces provided. Do not write 5
outside the box around each page or on blank pages. 6
• If you need extra space for your answer(s), use the lined pages at the end of
7
this book. Write the question number against your answer(s).
• All working must be shown. 8
• Do all rough work in this book. Cross through any work you do not 9
want to be marked.
TOTAL
Information
• The marks for questions are shown in brackets.
• The maximum mark for this paper is 70.

*JUN23CH0201*
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Answer all questions in the spaces provided. box

0 1 The halogenoalkane (CH3)3CBr reacts with water.

(CH3)3CBr + H2O → (CH3)3COH + HBr

0 1 . 1 Use IUPAC rules to name the alcohol produced.

[1 mark]

0 1 . 2 Calculate the percentage atom economy for this reaction as a way of producing this
alcohol.
Give your answer to 1 decimal place.
[2 marks]

Atom economy %

0 1 . 3 Use collision theory to suggest why the reaction is very slow at room temperature
even if the reactants are mixed thoroughly.
[1 mark]

0 1 . 4 Explain why the rate of reaction decreases as the reaction continues.

[2 marks]

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0 1 . 5 The same alcohol forms when (CH3)3CCl reacts with water. box

State why (CH3)3CCl reacts more slowly than (CH3)3CBr

[1 mark]

Turn over for the next question

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0 2 This question is about alkenes. box

But-1-ene reacts with concentrated sulfuric acid in an addition reaction.

The first step in the mechanism involves an electrophile.

0 2 . 1 State the meaning of the term addition reaction and the term electrophile.
[2 marks]

Addition reaction

Electrophile

0 2 . 2 Outline the mechanism for this reaction to form the major product.
[4 marks]

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But-1-ene also reacts with chlorine in an electrophilic addition reaction. box

0 2 . 3 Use IUPAC rules to name the product.

[1 mark]

0 2 . 4 Chlorine is a non-polar molecule but can react as an electrophile.

Explain why.
[2 marks]

Turn over for the next question

Turn over ►

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0 3 A student observed some experiments to identify four liquids: box

butanal, butanone, butanoic acid and butan-1-ol.

The student’s description of the experiments is shown.

The description contains some mistakes.

0 3 . 1 Identify a suitable reagent for Experiment 1.

Give the observation that would identify one of the liquids as butanoic acid.
[2 marks]

Reagent

Observation with butanoic acid

0 3 . 2 The observation in Experiment 2 contains a mistake.

Give the correct observation with butanal.

[1 mark]

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0 3 . 3 Experiment 3 is used to identify butan-1-ol. box

Draw the skeletal formula of the first organic product formed in this reaction.
[1 mark]

A teacher demonstrates the acid-catalysed elimination reaction of butan-1-ol using

concentrated phosphoric(V) acid.

0 3 . 4 Complete the diagram to show the apparatus that can be used to collect the gas
produced over water.
[1 mark]

0 3 . 5 Write an equation for the acid-catalysed elimination reaction of butan-1-ol.

Give the reagent and the observation for a test to identify the functional group in the
gas collected.
[3 marks]
Equation

Reagent

Observation

Turn over ►

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0 4 This question is about epoxyethane. box

0 4 . 1 Write an equation for the reaction of ethene with oxygen to form epoxyethane.
[1 mark]

0 4 . 2 Give one condition, other than temperature or pressure, used in the preparation of
epoxyethane.
[1 mark]

0 4 . 3 Complete the mechanism to show the reaction of one molecule of epoxyethane with
one molecule of water in acidic conditions.
[4 marks]

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0 4 . 4 One molecule of epoxyethane reacts with one molecule of ethanol. box

Draw the displayed formula of the product of this reaction.

[1 mark]

Turn over for the next question

Turn over ►

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0 5 Compounds D and E contain carbon, hydrogen and oxygen only. box

0 5 . 1 A 1.159 g sample of D (Mr = 122.0) is burnt completely in an excess of oxygen.

1.672 g of carbon dioxide and 0.855 g of water are formed.

Determine the molecular formula of D.

[5 marks]

Molecular formula

0 5 . 2 The empirical formula of compound E (Mr = 62.0) is CH3O

E is a symmetrical molecule.

The infrared spectrum of E has a broad absorption between 3230 – 3550 cm–1

Identify the functional group present in E.

Give the structural formula of E.

[2 marks]

Functional group

Structural formula

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0 6 This question is about halogenoalkanes. box

Methane reacts with chlorine in the presence of UV light to form several products
including chloromethane.

0 6 . 1 The initiation step for this reaction is

•
Cl2 → 2Cl
Write an equation for each of the two propagation steps to form chloromethane.
[2 marks]

0 6 . 2 Write an equation for a termination step that forms chloromethane.

[1 mark]

0 6 . 3 Write an equation for a termination step that forms a hydrocarbon.

[1 mark]

0 6 . 4 State why several organic products containing chlorine form when methane reacts
with chlorine in the presence of UV light.
[1 mark]

Turn over ►

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When warmed, 2-bromopropane reacts with potassium cyanide in a box

nucleophilic substitution reaction.

0 6 . 5 Give the condition, other than warming, for this reaction.

[1 mark]

0 6 . 6 Draw the structure of the nucleophile in the reaction of 2-bromopropane with

potassium cyanide.
Include all lone pairs and the charge on the correct atom.
[1 mark]

0 6 . 7 Use IUPAC rules to name the organic product of the reaction between
2-bromopropane and potassium cyanide.
[1 mark]

0 6 . 8 2-Bromopropane reacts with hot ethanolic sodium hydroxide to form propene.

Name and outline the mechanism for this reaction.

[4 marks]

Name of mechanism

Mechanism

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0 6 . 9 2-Bromobutane also reacts with hot sodium hydroxide dissolved in ethanol. box

In this reaction, three isomeric alkenes are formed.

Explain how all three different isomers are formed.

Include the names of the isomers in your answer.
[4 marks]

16

Turn over for the next question

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0 7 An equilibrium is established when P and Q react in aqueous solution to form R. box

P(aq) + Q(aq) ⇌ R(aq)

The equilibrium constant (Kc) can be written as

[R]
Kc =
[P][Q]

0 7 . 1 Some P and 0.20 mol of Q are mixed and allowed to reach equilibrium.

The volume of the mixture is 500 cm3

At equilibrium 0.10 mol of R is present.

Calculate the amount, in moles, of P used at the start.

Kc = 30.0 mol–1 dm3

[5 marks]

Amount of P mol

0 7 . 2 How does the value of Kc change when the concentration of Q is increased?

Tick () one box.

[1 mark]

Kc decreases.

Kc does not change.

Kc increases.

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0 7 . 3 How does the equilibrium concentration of R change if a catalyst is added? box

Tick () one box.

[1 mark]

Concentration of R decreases.

Concentration of R does not change.

Concentration of R increases.

0 7 . 4 The enthalpy change for this reaction, ΔH = –29.0 kJ mol–1

Give one advantage and one disadvantage of using a low temperature to produce R.
[2 marks]

Advantage

Disadvantage
9

Turn over for the next question

Turn over ►

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0 8 This question is about the atmosphere. box

Global warming is caused when some gases in the atmosphere absorb radiation
travelling away from the Earth. These gases are called greenhouse gases.

0 8 . 1 Identify the type of radiation absorbed by greenhouse gases.

[1 mark]

0 8 . 2 Table 1 shows data about some greenhouse gases.

Table 1

Relative Approximate concentration

Substance absorption per in the atmosphere
molecule / parts per million (ppm)
CO2 1 412
CH4 30 1.7
N2O 160 0.31
CCl2F2 25 000 0.00024

Use the data in Table 1 to explain why, of these gases, carbon dioxide has the
biggest impact on global warming.
[1 mark]

0 8 . 3 Sulfur dioxide is an atmospheric pollutant.

It is produced by the combustion of CH3CH2SH, an impurity in fossil fuels.

Write an equation to show the formation of sulfur dioxide by the complete combustion
of CH3CH2SH
[1 mark]

0 8 . 4 State how sulfur dioxide is removed from flue gases.

[1 mark]

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0 9 This question is about polymers formed from alkenes. box

0 9 . 1 Name the polymer that has this repeating unit.

[1 mark]

0 9 . 2 State why poly(propene) has a much higher melting point than propene.
[1 mark]

0 9 . 3 Polymer S and polymer T are made from the same monomer but by different
processes.
The chains in S are more branched than the chains in T.

Suggest one difference in the physical properties of S compared with T.

[1 mark]

END OF QUESTIONS

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