Edexcel A-Level Chemistry Paper 1, June 2017: Question 8
12 marks · Medium difficulty · Open Response
Calculate the concentration, determine pH changes, interpret titration curves, and explain acid strength of glycolic acid (2-hydroxyethanoic acid).
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Question text
8 2-Hydroxyethanoic acid, also known as glycolic acid, CH2OHCOOH, is an alpha hydroxy acid
used in some skincare products.
It has a K value of 1.5 × 10–4 mol dm–3.
a
The structure of glycolic acid is
H
O
H C C
OH
OH
(a) A solution of glycolic acid of concentration 0.1 mol dm–3 has a pH of 2.4
What is the approximate pH of the resulting solution after it has been diluted by a
factor of 100?
(1)
A 1.4
B 2.4
C 3.4
D 4.4
(b) Another solution of glycolic acid has a pH of 2.0
Calculate the concentration of this solution.
(3)
(c) The titration curve for adding glycolic acid to 25.0 cm3 of 0.100 mol dm–3 sodium hydroxide
is shown.
14 –
12 –
10 –
8 –
pH
6 –
4 –
2 –
05 10 15 20 25 30 35 40
Volume of glycolic acid / cm3
(i) Use the information given in your Data Booklet to select a suitable indicator*P48058A01928*
for this titration, including the colour change you would expect to see.
Justify your selection.
(3)
(ii) What is the concentration of this glycolic acid in mol dm–3?
(1)
A 0.080
B 0.100
C 0.125
D 0.250
(iii) The pH of the solution containing just sodium glycolate and water is
20 (1)
A 2.8 *P48058A02028*
B 6.0
C 8.3
D 11.0
(d) Glycolic acid has an acid dissociation constant of 1.5 × 10–4 mol dm–3 compared
with a value of 1.7 × 10–5 mol dm–3 for ethanoic acid.
(i) Give a possible explanation as to why the value of Ka for glycolic acid is
approximately ten times larger than that of ethanoic acid.
(2)
(ii) Complete the equation to show the conjugate acid-base pairs that would be
produced when pure samples of glycolic acid and ethanoic acid are mixed.
(1)
CH2OHCOOH + CH3COOH r … + …
(Total for Question 8 = 12 marks)
Mark scheme
Show the mark scheme
Question
Answer Mark
Number
8(a) The only correct answer is C (1)
A is not correct because this is for a 100-fold increase in concentration
B is not correct because this is for no change in concentration
D is not correct because this is for a 10000-fold decrease in concentration
Question
Answer Additional Guidance Mark
Number
8(b) Example of calculation (3)
calculation of [H+] (1) [H+] = 10―pH = 0.01 / 1 x 10-2 / 10-2 (mol dm―3)
expression relating K , [H+] and [CH OHCOOH] K = [H+]2
a 2 a
(1) [CH2OHCOOH]
or
[CH OHCOOH] = [H+]2
Ka
Allow [HA] in M2 and M3
calculation of [CH OHCOOH] (1) [CH OHCOOH] = 0.012
1.5 x 10―4
= 0.667 / 0.67 (mol dm―3)
Ignore SF except 1 SF
Ignore units
Correct answer with no working scores (3)
Question
Answer Additional Guidance Mark
Number
8(c)(i) Examples of indicators and colour changes (3)
named indicator (1) phenol red – red to orange / yellow
phenolphthalein ((in ethanol)) – red / pink to
matching colour change (1) colourless (do not allow purple or clear)
bromothymol blue – blue to yellow
M2 is conditional on a correct indicator in M1
Do not allow unsuitable indicators e.g. litmus
pH range (of indicator) / quoted range lies Stand alone mark
(completely) in the vertical region (on the titration Allow
curve) pKin (± 1) is in the vertical jump
or or
indicator will change colour in the vertical / straight pKin is nearest to the pH at the end /
/ steep region of the graph equivalence point
or or
pH range of indicator and pH range of vertical region indicator will change colour at the end /
of the graph stated, as long as they overlap (1) equivalence point
or
(because it is a) titration of a weak acid with
a strong base
Question
Answer Mark
Number
8(c)(ii) The only correct answer is C (1)
A is not correct because used the volumes the wrong way round
B is not correct because not used the volume of glycolic acid from the graph
D is not correct because used a 1:2 mole ratio
Question
Answer Mark
Number
8(c)(iii) The only correct answer is C (1)
A is not correct because this is the pH of glycolic acid
B is not correct because this is the pH at the end of the vertical jump in the curve
D is not correct because this is the pH at the start of the vertical jump
Question
Answer Additional Guidance Mark
Number
8(d)(i) An explanation that makes reference to the following (2)
points:
the O of the (extra) OH / hydroxyl group (in the 2 Allow reference to intramolecular hydrogen
/ alpha position / CH2OH) withdraws / attracts bonding
electrons (1)
stabilises the anion / CH OHCOO− ion Allow hydrogen ion / H+ more easily
or dissociates
weakens O-H bond in acid so hydrogen ion / H+
lost more easily (1)
Question
Answer Additional Guidance Mark
Number
8(d)(ii) (CH2OHCOOH + CH3COOH → ) Both correct for the mark (1)
CH OHCOO− + CH COOH + Allow formulae in either order
23 2
Allow formulae in brackets with charge outside
Allow displayed formulae
Do not allow CH C(OH) +
(Total for Question 8 = 12 marks)
How to answer it
Acids, Bases & Titration Curves Study Guide
What this question tests
This comprehensive question assesses your mastery of equilibria involving weak acids, calculation of pH following dilutions, interpretation and indicator selection from pH titration curves, structural explanations of acid strength (inductive effects), and identification of conjugate acid-base pairs.
Part (a): Dilution and pH
Multiple-choice question assessing the effect of dilution on weak acid pH
✅ Correct Answer: C (3.4)
Diluting a weak acid by a factor of 100 increases its pH by 1 unit (since [H⁺] decreases by a factor of 10, following pH = -log[H⁺]). Wait—let's check carefully using the dissociation approximation: [H⁺] = √(Ka × [HA]) . If concentration drops by a factor of 100 (10⁻²), the square root means [H⁺] drops by a factor of 10 ( √10⁻² = 10⁻¹ ). Therefore, pH increases by 1 unit from 2.4 to 3.4.
❌ Common Errors
Selecting A (1.4)—mistaking dilution for an increase in concentration (100-fold increase). Selecting B (2.4)—assuming no change in pH upon dilution.
Part (b): Calculating Concentration from pH
Step-by-step weak acid calculation (3 marks)
📐 Step-by-Step Calculation
- Find [H⁺] from pH:
[H⁺] = 10⁻ᵖᴴ = 10⁻²·⁰ = 0.010 mol dm⁻³ (1 mark) - State the Ka expression:
Ka = [H⁺]² / [CH₂OHCOOH] (assuming [H⁺] = [A⁻] ) (1 mark) - Rearrange and calculate concentration:
[CH₂OHCOOH] = (0.010)² / (1.5 × 10⁻⁴) = 0.667 mol dm⁻³ (1 mark)
🧠 Exam Technique & Mark Scheme Guidance
- Allow [HA] in place of the formula.
- Accept 0.67 mol dm⁻³ . Ignore units if omitted, but always include them for good practice.
- A correct final answer with no working scores all 3 marks, but showing steps guarantees partial credit if an arithmetic slip occurs.
Part (c)(i): Indicator Selection & Justification
Choosing a suitable indicator from the titration curve (3 marks)
💡 Key Knowledge: Indicator Requirements
- Mark 1: Name a suitable indicator (e.g., Phenolphthalein or Phenol red).
- Mark 2: State the exact matching colour change (e.g., phenolphthalein: pink/red to colourless, or phenol red: red to yellow). Do not allow "clear".
- Mark 3: Justify selection by stating that the indicator's pH range lies entirely within the vertical/steep region of the titration curve.
❌ Common Pitfalls
Choosing an indicator like methyl orange (pH range 3.1–4.4), which changes colour way too early in the acidic buffer region before the steep equivalence point vertical jump (~pH 7 to 11).
Parts (c)(ii) & (c)(iii): Titration Curve Analysis
Interpreting volume and equivalence points from the graph
✅ Part (ii) Answer: C (0.125 mol dm⁻³)
Using c₁V₁ = c₂V₂ or moles relationship: At equivalence/inflection, read the volume of glycolic acid added from the x-axis (20.0 cm³) against 25.0 cm³ of 0.100 mol dm⁻³ NaOH.
Calculations: Moles NaOH = 25 × 0.100 / 1000 = 0.0025 mol .
Conc acid = 0.0025 / 0.0200 = 0.125 mol dm⁻³ .
✅ Part (iii) Answer: C (8.3)
At the equivalence point, the solution contains sodium glycolate (salt of a weak acid and strong base). Hydrolysis of the glycolate ion makes the solution alkaline. Looking at the steep vertical inflection midpoint or salt pH, 8.3 is the correct alkaline pH value.
Part (d)(i): Explaining Acid Strength Differences
Comparing Ka values of glycolic acid and ethanoic acid (2 marks)
💡 Key Knowledge: Inductive Effects
- Mark 1: The oxygen atom of the extra hydroxyl ( -OH ) group in the alpha position (-CH₂OH) is electronegative and withdraws/attracts electrons via the inductive effect.
- Mark 2: This negative inductive effect stabilises the resulting carboxylate anion ( CH₂OHCOO⁻ ) by spreading/delocalising the negative charge, weakening the O-H bond and making the proton easier to lose.
🧠 Top-Level Response Markers
To secure both marks, candidates must explicitly link the electronegative oxygen / electron-withdrawing group to the stabilisation of the anion, rather than just stating general differences.
Part (d)(ii): Conjugate Acid-Base Pairs
Completing the proton-transfer equation (1 mark)
✅ Correct Equation
CH₂OHCOOH + CH₃COOH → CH₂OHCOO⁻ + CH₃COOH₂⁺
🧠 Mark Scheme Details
- 1 mark for both correct species on the product side.
- Allow formulae in either order.
- Make sure charges are clearly written as superscripts on the right side of the ions ( CH₂OHCOO⁻ and CH₃COOH₂⁺ ).
Topics
Physical Chemistry · Organic Chemistry · Topic 12: Acid-base Equilibria · Topic 6: Organic Chemistry I
Question and mark scheme from the Edexcel A-Level Chemistry examination, Paper 1, June 2017. QuestionVault is an independent revision resource; questions remain the copyright of the awarding body.