AQA A-Level Chemistry Paper 3, June 2022: Question 7
1 mark · Medium difficulty · Multiple Choice
Deduce the formula of an organic acid given the moles of carbon dioxide produced on combustion and the volume and concentration of sodium hydroxide needed for neutralisation.
Practise this questionQuestion
Question text
07 Complete combustion of 0.0100 mol of an organic acid produced 0.0200 mol of
carbon dioxide.
The same amount of the acid required 20 cm3 of 1.00 mol dm–3 NaOH (aq) for
neutralisation.
Which could be the formula of the acid?
[1 mark]
A HCOOH
B CH3COOH
C HOOCCOOH
D HOOCCH2COOH
Mark scheme
Show the mark scheme
7 C (AO3) 1 HOOCCOOH
How to answer it
Determining Formula from Combustion & Titration Data
This question assesses quantitative organic analysis (AO3): deducing molecular structure using empirical quantitative data. You must relate moles of CO₂ to the number of carbon atoms per molecule, and relate stoichiometric titration data with a strong base (NaOH) to the number of acidic carboxylic acid (–COOH) groups per molecule.
Deducing the Structure of the Organic Acid
1 Mark • Assessment Objective AO3
✅ Correct Answer: C (HOOCCOOH)
The correct option is C — ethanedioic acid (oxalic acid).
- Carbon count: 1 mole of acid gives 2 moles of CO₂, meaning each molecule contains exactly 2 carbon atoms.
- Acidic protons: 1 mole of acid reacts with 2 moles of NaOH, meaning each molecule contains 2 –COOH groups (it is diprotic).
- HOOCCOOH contains 2 carbons and 2 carboxylic groups, satisfying both pieces of evidence.
📐 Step-by-Step Deduction
1 Find number of carbon atoms per molecule:
Moles of acid = 0.0100 mol
Moles of CO₂ = 0.0200 mol
Ratio of C : Acid = 0.0200 / 0.0100 = 2 carbons per molecule.
Eliminates A (1 carbon) and D (3 carbons).
2 Find moles of NaOH used:
Volume = 20 cm³ = 20 / 1000 = 0.020 dm³
Concentration = 1.00 mol dm⁻³
Moles of NaOH = 0.020 dm³ × 1.00 mol dm⁻³ = 0.0200 mol
3 Determine proticity (number of –COOH groups):
Moles of NaOH : Moles of Acid = 0.0200 : 0.0100 = 2 : 1
Reaction equation: H₂A + 2NaOH → Na₂A + 2H₂O
The acid must be a dicarboxylic acid. Between B (monoprotic) and C (diprotic), only C is correct.
💡 Key Knowledge
- Combustion ratio: In complete combustion, all carbon in the organic compound converts to CO₂:
CnHmOx + ... → n CO₂ . Therefore, n = moles of CO₂ / moles of compound . - Carboxylic acid neutralisation: Each –COOH group supplies 1 H⁺ ion that reacts with 1 OH⁻ ion:
R–COOH + OH⁻ → R–COO⁻ + H₂O . - Monocarboxylic acids react in a 1 : 1 ratio with NaOH.
- Dicarboxylic acids react in a 1 : 2 ratio with NaOH.
🧠 Exam Technique & Strategy
- Two-step elimination: Use each piece of information sequentially to eliminate half the options:
- Step 1 (Combustion): Eliminates A (1 carbon) and D (3 carbons). Remaining: B and C.
- Step 2 (Titration): Eliminates B (monoprotic). Remaining: C.
- Quick mental math: In multiple-choice questions, spot the 1 : 2 ratio immediately: 0.0100 : 0.0200 means double the moles of both CO₂ and NaOH!
❌ Common Errors & Pitfalls
- Selecting B (CH₃COOH): Forgetting to test the titration data. Ethanoic acid has 2 carbons, but it is monoprotic and would only require 0.0100 mol of NaOH (10 cm³), not 20 cm³.
- Selecting D (HOOCCH₂COOH): Correctly recognising that a dicarboxylic acid is required, but failing to check carbon stoichiometry (propandioic acid has 3 carbons and would produce 0.0300 mol CO₂).
- Volume conversion omission: Forgetting to divide 20 cm³ by 1000 when calculating moles from concentration ( n = c × V ).
Topics
Physical Chemistry · Organic Chemistry · 3.1.2 Amount of Substance · 3.3.9 Carboxylic Acids and Derivatives
Question and mark scheme from the AQA A-Level Chemistry examination, Paper 3, June 2022. QuestionVault is an independent revision resource; questions remain the copyright of the awarding body.