Edexcel A-Level Chemistry Paper 2, June 2023: Question 2
6 marks · Medium difficulty · Short Open Response
Answer questions related to the properties, reactions, combustion, conversion, infrared spectroscopy, carbon-13 NMR, and oxidation half-equations of various alcohols.
Practise this questionQuestion
Question text
2 This question is about alcohols.
(a) Ethanol is a fuel and can be made by either the fermentation of carbohydrates or
the hydration of ethene.
How is the ethanol formed by the fermentation of carbohydrates classified?
(1)
A a biofuel and non-renewable
B a biofuel and renewable
C a fossil fuel and non-renewable
D a fossil fuel and renewable
(b) Write the equation for the complete combustion of methanol.
State symbols are not required.
(1)
(c) Identify, by name or formula, the reagent(s) needed to convert propan-1-ol
into 1-iodopropane.
(1)
(d) A sample of pure propan-2-ol is analysed using infrared and
13C NMR spectroscopy.
(i) Which of these sets of wavenumber ranges, in cm–1, will be seen in the
infrared spectrum of propan-2-ol?
(1)
A 1485 – 1365, 2962 – 2853 and 3300 – 2500
B 1485 – 1365, 2962 – 2853 and 3750 – 3200
C 1669 – 1645, 2962 – 2853 and 3750 – 3200
D 1740 – 1720, 3300 – 2500 and 3750 – 3200
(ii) State the number of peaks in the 13C NMR spectrum of propan-2-ol.
(1)
(e) The equation for the oxidation of ethanol by acidified dichromate(VI) ions
is shown.
4 3CH CH OH + 2Cr O2– + 16H+ → 3CH COOH + 4Cr3+ + 11H O
32 2 7 3 2
Deduce the half-equation for the oxidation of ethanol to ethanoic*P71913A0428*acid.
State symbols are not required.
(1)
(Total for Question 2 = 6 marks)
Mark scheme
Show the mark scheme
Question Answer Mark
number
2(a) (1)
The only correct answer is B (a biofuel and renewable)
A is incorrect because ethanol is renewable using the fermentation process
C is incorrect because ethanol is made from plants and is renewable using the fermentation process
D is incorrect because ethanol is made from plants
Question
Answer Additional Guidance Mark
Number
2(b) Example of equation (1)
• balanced equation
CH3OH + 1½O2 → CO2 + 2H2O
or
2CH3OH + 3O2 → 2CO2 + 4H2O
Allow fractions e.g. 3/2 O2
Allow CH4O for methanol
Ignore state symbols
Question
Answer Additional Guidance Mark
Number
2(c) Allow name or formula but if both are given both (1)
must be correct.
• (red) phosphorus and iodine / P or P4 and I2
or Allow potassium or sodium iodide / KI or NaI and
phosphorus(III) iodide / PI3 phosphoric(V) acid / H3PO4
Allow white phosphorus and iodine
Allow hydrogen iodide / HI
Allow red phosphorus and PI3
Ignore solvent
Do not award phosphorus(V) iodide / PI5
Do not award KI and /or H2SO4
number
2(d)(i) −1 (1)
The only correct answer is B (1485 – 1365, 2962 – 2853 and 3750 − 3200 cm )
A is incorrect because 3300 − 2500 cm−1 is for an O-H in a carboxylic acid
C is incorrect because 1669 – 1645 cm−1 for C=C in an alkene
D is incorrect because 1740 – 1720 cm−1 is for C-O in an aldehyde and 3300 − 2500 cm−1 is for an O-H in a carboxylic acid
Question
Answer Additional Guidance Mark
Number
2(d)(ii) (1)
• 2 / two
Question
Answer Additional Guidance Mark
Number
2(e) Example of half-equation (1)
• half-equation
CH CH OH + H O → CH COOH + 4H+ + 4e−
32 2 3
Allow multiples
Allow −4e− on left hand side of equation
Ignore missing charge on electron
Ignore state symbols
(Total for Question 2 = 6 marks)
How to answer it
Properties, Reactions, and Analysis of Alcohols
What this question tests
This question assesses core organic chemistry topics relating to alcohols: classifications of biofuels, writing complete combustion equations, halogenoalkane synthesis reagents, infrared spectroscopy absorption interpretation, carbon-13 (¹³C) NMR environments, and constructing redox half-equations in acidic conditions.
Classifying Ethanol from Fermentation
✅ Correct Answer
B — a biofuel and renewable
💡 Key Knowledge
Fuels derived from biomass (plants/crops) are classified as biofuels. Because crops can be regrown continually over a short time frame, the fuel is considered renewable.
❌ Common Errors
Choosing option A or C. Students sometimes confuse fermentation products with fossil fuels, or forget that plant-derived fuels are naturally renewable.
Complete Combustion of Methanol
✅ Correct Answer
CH₃OH + 1.5O₂ → CO₂ + 2H₂O
(Or multiplied across by 2 to use whole numbers: 2CH₃OH + 3O₂ → 2CO₂ + 4H₂O )
🧠 Exam Technique
Always balance carbon first, hydrogen second, and leave oxygen (especially O₂) until the very end. Fractions like 1.5 or 3/2 are fully accepted by Edexcel.
❌ Common Errors
Forgetting to include oxygen as a reactant, or producing carbon monoxide ( CO ) or carbon ( C ) instead of carbon dioxide ( CO₂ ), which violates the "complete combustion" requirement.
Converting Propan-1-ol to 1-Iodopropane
✅ Correct Answer
Red phosphorus and iodine ( P + I₂ or P₄ + 6I₂ ) OR phosphorus(III) iodide ( PI₃ ).
💡 Key Knowledge
To substitute a hydroxyl group ( -OH ) with an iodine atom, we generate hydrogen iodide in situ using red phosphorus and iodine. Alternatively, pre-formed PI₃ can be used.
❌ Common Errors
Using potassium iodide and sulfuric acid ( KI + H₂SO₄ ). Sulfuric acid oxidises hydrogen iodide to iodine gas, preventing the formation of the desired 1-iodopropane. Also, do not confuse phosphorus(III) iodide ( PI₃ ) with phosphorus(V) iodide ( PI₅ , which does not exist stably).
Identifying Propan-2-ol IR Absorptions
✅ Correct Answer
B — 1485 – 1365 , 2962 – 2853 and 3750 – 3200 cm⁻¹
💡 Key Knowledge
Propan-2-ol contains an -OH alcohol group (broad peak at 3750 – 3200 cm⁻¹ ), C-H saturated alkane stretches ( 2962 – 2853 cm⁻¹ ), and C-H bending/fingerprint signals ( 1485 – 1365 cm⁻¹ ).
❌ Common Errors
Selecting wavenumber ranges associated with carboxylic acid -OH ( 3300 – 2500 cm⁻¹ ), which appears much broader and extends further down into lower wavenumbers.
Carbon Environments in Propan-2-ol
✅ Correct Answer
2 / two peaks
💡 Key Knowledge
Propan-2-ol ( CH₃CH(OH)CH₃ ) possesses a plane of symmetry through the central carbon and oxygen atom. Therefore, the two terminal methyl groups are chemically equivalent (1 environment), and the central carbon bonded to the -OH group forms the second unique carbon environment.
❌ Common Errors
Writing 3 peaks by counting every individual carbon atom without accounting for molecular symmetry.
Oxidation Half-Equation for Ethanol
✅ Correct Answer
CH₃CH₂OH + H₂O → CH₃COOH + 4H⁺ + 4e⁻
(Accepting valid multiples or electrons on the left as -4e⁻ )
🧠 Exam Technique
Construct half-equations methodically: balance the main organic carbon skeleton first, balance oxygen using water ( H₂O ), balance hydrogen using hydrogen ions ( H⁺ ), and finally balance overall charge using electrons ( e⁻ ).
❌ Common Errors
Failing to balance oxygen atoms correctly (forgetting the H₂O on the reactant side), or getting the electron count wrong due to miscalculating the change in oxidation state of carbon.
Topics
Organic Chemistry · Physical Chemistry · Topic 6: Organic Chemistry I · Topic 7: Modern Analytical Techniques I · Topic 17: Organic Chemistry II · Topic 5: Formulae, Equations and Amounts of Substance · Topic 3: Redox I · Topic 19: Modern Analytical Techniques II
Question and mark scheme from the Edexcel A-Level Chemistry examination, Paper 2, June 2023. QuestionVault is an independent revision resource; questions remain the copyright of the awarding body.