AQA A-Level Chemistry Paper 2, 2024: Question 5
5 marks · Medium difficulty · Practical Techniques & Data Analysis
Test-Tube Reactions to Identify Organic Compounds
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Question text
05 This question is about simple test-tube reactions to identify organic liquids.
05.1 Silver nitrate solution can be used to distinguish between
propanoyl chloride and 1-chloropropane.
Give the observations you would expect when a few drops of silver nitrate solution are
added to separate samples of propanoyl chloride and 1-chloropropane.
[2 marks]
Observation with propanoyl chloride
Observation with 1-chloropropane
05.2 Three unlabelled bottles are known to contain either propan-1-ol, propanal, or
propanone.
A sample of each liquid is warmed with a few drops of Fehling’s solution.
Identify the liquid that reacts with Fehling’s solution and give the expected
observation.
Suggest a further simple test-tube reaction that can be used to distinguish between
the remaining two liquids.
Give the expected observation with the liquid that reacts.
[3 marks]
Liquid that reacts with Fehling’s solution
Observation
Further test
Observation
Mark scheme
Show the mark scheme
Question Answers Additional Comments/Guidelines Mark
M1 Misty / white / steamy fumes M1 (immediate) White precipitate forms
05.1
M2 No visible change M2 White precipitate forms slowly (2 x AO3)
M1 Propanal AND (blue solution gives a brick) red precipitate
If M1 incorrect, allow ECF for suitable tests on remaining liquids
(Warm with)
warm with a named (Warm with)
acidified
M2 add Na carboxylic acid with acidified potassium
potassium 3
05.2 conc H2SO4 manganate (VII)
dichromate (VI) (3 x AO3)
Propan-1-ol /
Propan-1-ol /
alcohol Propan-1-ol/ Propan-1-ol /
alcohol
AND alcohol alcohol
M3 AND
(orange AND AND
(purple solution)
solution) goes effervescence fruity smell
goes colourless
green
How to answer it
Simple Test-tube Reactions to Identify Organic Liquids
What this question tests
Distinguishing an acid chloride (propanoyl chloride) from a chloroalkane (1-chloropropane) using silver nitrate, and using Fehling’s solution to pick out an aldehyde (propanal), then suggesting a second quick test to separate a primary alcohol (propan-1-ol) from a ketone (propanone).
Examiner tips: many missed the misty fumes (HCl) and immediate AgCl with acid chlorides, and forgot to link their second test to a clear observation.
Propanoyl chloride vs 1-chloropropane
✅ Correct observations
- Propanoyl chloride: misty/steamy HCl fumes; an immediate white precipitate of AgCl forms.
- 1-Chloropropane: no immediate change; a white precipitate forms slowly on standing/warming.
💡 Key knowledge
- Acid chlorides hydrolyse rapidly in water to give HCl (misty fumes) → Cl⁻ immediately available for AgCl.
- Chloroalkanes are far less reactive in water; halide release is slow, so AgCl appears slowly.
❌ Common errors
- Forgetting the fumes of HCl with acid chlorides.
- Writing the same observation for both samples.
Propan-1-ol, Propanal, Propanone
✅ With Fehling’s solution
Liquid that reacts: propanal (the aldehyde).
Observation: blue solution → brick-red precipitate of Cu₂O on warming.
🧠 Further simple test to distinguish the other two
Test: warm with acidified potassium dichromate(VI) , K₂Cr₂O₇/H⁺ .
Expected observation: with propan-1-ol solution goes orange → green; propanone gives no change.
💡 Alternatives also credited
- Na(s) test: effervescence with propan-1-ol (H₂), none with propanone.
- Esterification smell: fruity odour with propan-1-ol + carboxylic acid/conc H₂SO₄, no reaction for ketone.
- Acidified KMnO₄: purple → colourless with propan-1-ol; no change with propanone.
❌ Common errors
- Saying “blue → red solution” (must be a brick-red precipitate).
- Giving a valid test but not stating the observation.
Final takeaways
💡 Key knowledge
- Acid chloride + H₂O → HCl + carboxylic acid; AgNO₃ picks up Cl⁻ instantly.
- Aldehydes reduce Fehling’s/Tollens’; ketones generally do not.
- Primary alcohols are oxidised by K₂Cr₂O₇/H⁺ (orange → green).
🧠 Exam technique
- Always pair a named test with a clear observation.
- Use specific words: “misty/steamy fumes of HCl”, “brick-red precipitate”.
Topics
Required Practicals · Organic Chemistry · Required Practical 6: Tests for alcohol, aldehyde, alkene and carboxylic acid · 3.3.3 Halogenoalkanes · 3.3.6 Organic Analysis · 3.3.8 Aldehydes and Ketones
Question and mark scheme from the AQA A-Level Chemistry examination, Paper 2, 2024. QuestionVault is an independent revision resource; questions remain the copyright of the awarding body.