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AQA-7405-3-CHEMISTRY QUESTION PAPER 3-A LEVEL-21Jun2024.

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AQA-7405-3-CHEMISTRY QUESTION PAPER 3-A LEVEL-21Jun2024. 0 1 The structure of 2-hydroxybenzenecarboxylic acid is shown. 0 1 . 1 Give the equation for the reaction of 2-hydroxybenzenecarboxylic acid with methanol. In your equation, include the skeletal formula of the organic product. [2 marks] Aspirin is produced from 2-hydroxybenzenecarboxylic acid by reaction with ethanoic anhydride in the presence of concentrated phosphoric acid. Method 1. Add 2-hydroxybenzenecarboxylic acid to a conical flask. 2. Add excess ethanoic anhydride. 3. Add a few drops of concentrated phosphoric acid. 4. Heat the flask to 85 °C for 10 minutes. 5. Cool the flask and pour the contents into 150 cm3 of cold water. 6. Filter and wash the impure solid aspirin. 7. Recrystallise the aspirin using a 50:50 mixture of water and ethanol. 8. Check the purity of the aspirin. 0 1 . 2 Aspirin can also be produced by reacting 2-hydroxybenzenecarboxylic acid with ethanoyl chloride. State why ethanoic anhydride is preferred to ethanoyl chloride for this preparation. [1 mark] *03* Turn over ► IB/M/Jun24/7405/3 Do not write outside the 0 1 box . 3 Give the name of the mechanism for the reaction of 2-hydroxybenzenecarboxylic acid with ethanoic anhydride. [1 mark] 0 1 . 4 Suggest the role of the concentrated phosphoric acid. [1 mark] 0 1 . 5 Suggest why reflux is not essential when the flask is heated to 85 °C for 10 minutes. [1 mark] 0 1 . 6 Complete and label the diagram to show how the impure solid is filtered. [2 marks] Question 1 continues on the next page *04* IB/M/Jun24/7405/3 Do not write outside the box 0 1 . 7 Suggest the identity of two impurities present in the filtered solid aspirin before it is washed in Step 6 of the method. [2 marks] Impurity 1 Impurity 2 0 1 . 8 Describe the recrystallisation process used

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AQA
Please write clearly in block capitals.

Centre number Candidate number


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I declare this is my own work.


A-level


ES
CHEMISTRY
Paper 3 B
Friday 21 June 2024 Morning Time allowed: 2 hours
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Materials
For this paper you must have:
TH

For Examiner’s Use
• the Periodic Table/Data Booklet, provided as an insert (enclosed)
• a ruler with millimetre measurements Question Mark
• a scientific calculator, which you are expected to use where appropriate. 1
2
Instructions
3
• Use black ink or black ball-point pen.
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• Fill in the boxes at the top of this page. 4
• Answer all questions. 5
• You must answer the questions in the spaces provided. Do not write outside Section B
the box around each page or on blank pages.
• If you need extra space for your answer(s), use the lined pages at the end of TOTAL
A




this book. Write the question number against your answer(s).
• All working must be shown.
• Do all rough work in this book. Cross through any work you do not
want to be marked.

Information
• The marks for questions are shown in brackets.
• The maximum mark for this paper is 90.

Advice
• You are advised to spend 70 minutes on Section A and 50 minutes on Section B.




IB/M/Jun24/G4006/E8 7405/3
Page 1 of 40

,000002

2
Do not write
outside the
Section A box


Answer all questions in this section.


0 1 The structure of 2-hydroxybenzenecarboxylic acid is shown.




0 1 . 1 Give the equation for the reaction of 2-hydroxybenzenecarboxylic acid with methanol.




T
In your equation, include the skeletal formula of the organic product.




ES
[2 marks]




B
Aspirin is produced from 2-hydroxybenzenecarboxylic acid by reaction with
E
ethanoic anhydride in the presence of concentrated phosphoric acid.
TH

Method

1. Add 2-hydroxybenzenecarboxylic acid to a conical flask.
2. Add excess ethanoic anhydride.
3. Add a few drops of concentrated phosphoric acid.
4. Heat the flask to 85 °C for 10 minutes.
5. Cool the flask and pour the contents into 150 cm3 of cold water.
LL




6. Filter and wash the impure solid aspirin.
7. Recrystallise the aspirin using a 50:50 mixture of water and ethanol.
8. Check the purity of the aspirin.
A




0 1 . 2 Aspirin can also be produced by reacting 2-hydroxybenzenecarboxylic acid with
ethanoyl chloride.

State why ethanoic anhydride is preferred to ethanoyl chloride for this preparation.
[1 mark]




*02*
IB/M/Jun24/7405/3
Page 2 of 40

,000003

3
Do not write
outside the
0 1 . 3 Give the name of the mechanism for the reaction of box

2-hydroxybenzenecarboxylic acid with ethanoic anhydride.
[1 mark]




0 1 . 4 Suggest the role of the concentrated phosphoric acid.
[1 mark]




0 1 . 5 Suggest why reflux is not essential when the flask is heated to 85 °C for 10 minutes.
[1 mark]




T
ES
0 1 . 6 Complete and label the diagram to show how the impure solid is filtered.
B [2 marks]
E
TH
LL
A




Question 1 continues on the next page


Turn over ►


*03*
IB/M/Jun24/7405/3
Page 3 of 40

, 000004

4
Do not write
outside the
0 1 . 7 box
Suggest the identity of two impurities present in the filtered solid aspirin before it is
washed in Step 6 of the method.
[2 marks]

Impurity 1

Impurity 2



0 1 . 8 Describe the recrystallisation process used to purify the aspirin.

Include the method and apparatus used.
[6 marks]




T
ES
B
E
TH
LL
A




*04*
IB/M/Jun24/7405/3
Page 4 of 40

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