Edexcel A-Level Chemistry AS Paper 2, June 2016: Question 3

11 marks · Hard difficulty · Extended Writing

Write an ionic equation for the hydrolysis of 2-bromobutane, devise an experiment to compare rates of halogenoalkane hydrolysis, draw a Maxwell-Boltzmann distribution curve at a higher temperature, and explain the effect of temperature on reaction rate.

Practise this question

Question

Exam question 3 about halogenoalkanes and kinetics. Part (a)(i) asks to write the ionic equation for the hydrolysis of 2-bromobutane showing structural formulae (1 mark). Part (a)(ii) asks to devise an experiment to compare rates of hydrolysis of 2-chlorobutane, 2-bromobutane, and 2-iodobutane, stating the trend and justifying the answer (6 marks). Part (b) shows a Maxwell-Boltzmann distribution curve of molecular energies. Part (b)(i) asks to draw the distribution curve for the same system at a higher temperature (1 mark), and part (b)(ii) asks to use the graph to explain why a small temperature increase causes a large increase in reaction rate (3 marks).
Question text

3 This question is about halogenoalkanes and kinetics.

(a) Some halogenoalkanes are hydrolysed by aqueous potassium hydroxide.

(i) Write the ionic equation for the hydrolysis of 2-bromobutane showing the

structural formulae for the organic molecules.

(1)

*(ii) Devise an experiment to compare the rates of hydrolysis of 2-chlorobutane,

2-bromobutane and 2-iodobutane.

State the trend in the rates of reaction. Justify your answer.

(6)

(b) The graph shows the Maxwell-Boltzmann distribution of molecular energies of a

gaseous system.

*P49838A0828*

fraction of

molecules

with energy, E

energy

(i) On the graph, draw the Maxwell-Boltzmann distribution for the same system

at a higher temperature.

(1)

(ii) Use the graph to explain why a small increase in temperature results in a large

increase in the rate of a gaseous reaction.

(3)

(Total for Question 3 = 11 marks)

Mark scheme

Show the mark scheme Mark scheme for question 3. Shows acceptable answers and additional guidance for each part, including the ionic equation, marking points for the 6-mark experimental design and trend justification (involving ethanol solvent, silver nitrate, timing precipitation, bond enthalpies), the modified Maxwell-Boltzmann curve with a shifted peak to the right and lower, and marking points for explaining temperature effects using collision theory and activation energy.

How to answer it

Halogenoalkanes and Kinetics Study Guide

What this question tests

This question assesses your understanding of nucleophilic substitution reactions of halogenoalkanes, carbon-halogen bond enthalpy trends down the group, practical design of reaction rate experiments using silver nitrate, and the interpretation of Maxwell-Boltzmann distribution curves in relation to temperature changes and reaction kinetics.

Question 3(a)(i)

Hydrolysis Ionic Equation

✅ Correct Answer

CH₃CH₂CHBrCH₃ + OH⁻ → CH₃CH₂CH(OH)CH₃ + Br⁻

(Also accepts CH₃CH₂CHBrCH₃ + H₂O → CH₃CH₂CH(OH)CH₃ + H⁺ + Br⁻ )

💡 Key Knowledge

  • An ionic equation must omit spectator ions (like K⁺).
  • Structural or displayed formulae must clearly show the location of the functional groups.

❌ Common Errors

  • Including potassium ions ( K⁺ ) in the equation when the question specifically asks for an ionic equation.
  • Using molecular formulae (e.g., C₄H₉Br ) instead of structural formulae for the organic compounds.
Marks: 1 mark
Question 3(a)(ii)

Comparing Rates of Hydrolysis (6-Mark Extended Response)

✅ Correct Answer / Indicative Content

  • Reagent / Solvent: Add ethanol as a common solvent to the halogenoalkanes in separate containers.
  • Fair Test: Use equal volumes/amounts of each halogenoalkane and warm the tubes in a water bath to a specified temperature.
  • Test Reagent: Add aqueous silver nitrate ( Ag⁺(aq) ) to each tube.
  • Measurement: Time how long it takes for a precipitate to form.
  • Trend: 2-iodobutane reacts fastest, 2-bromobutane is intermediate, and 2-chlorobutane is slowest.
  • Justification: Carbon-halogen bond enthalpy decreases down the group (C-I is weakest, C-Cl is strongest), requiring less energy to break the C-I bond.

🧠 Exam Technique & Structuring

This is a leveled response question (6 marks total: up to 4 marks for chemistry content, and up to 2 marks for the structure and logical flow of reasoning). To secure top-level marks:

  • Clearly separate your experimental method from your scientific explanation.
  • Ensure you explicitly mention controlling variables (fair test) and timing precipitate formation.

❌ Common Errors

  • Mentioning bond polarity or electronegativity instead of bond enthalpy as the primary reason for the rate differences.
  • Forgetting to add ethanol, meaning the halogenoalkane and aqueous silver nitrate will not mix properly.
Marks: 6 marks (4 for indicative chemical content + 2 for quality of written communication/structure)
Question 3(b)(i)

Maxwell-Boltzmann Distribution at Higher Temperature

✅ Correct Answer

An additional curve drawn with:

  • A lower peak than the original curve.
  • A peak shifted to the right (higher energy).
  • The curve crossing the original curve once on the tail and staying above it, approaching the energy axis asymptotically without touching or crossing back multiple times. Starts at the origin.

🧠 Exam Technique

When sketching temperature shifts: remember that the total area under the curve must remain constant because the total number of molecules does not change. A lower peak and a rightward shift automatically account for this.

Marks: 1 mark
Question 3(b)(ii)

Explaining Temperature Effects on Reaction Rate

✅ Correct Answer (3 Marking Points)

  1. Higher temperature gives molecules a higher kinetic energy, leading to more frequent collisions.
  2. A greater number / proportion of molecules have energy greater than or equal to the activation energy ( E ≥ Eₐ ), as shown by the area under the curve past Eₐ .
  3. Therefore, a greater proportion of collisions result in a successful reaction.

❌ Common Errors

  • Stating that the activation energy changes with temperature (it does not!).
  • Stating that the total area under the curve increases (violates the conservation of number of particles).
  • Using vague terms like "molecules move faster" without explicitly linking it to collision frequency or energy distribution.
Marks: 3 marks

Topics

Organic Chemistry · Physical Chemistry · Core Practicals · Topic 6: Organic Chemistry I · Topic 9: Kinetics I · Core Practical 4: Investigate the hydrolysis of halogenoalkanes

Question and mark scheme from the Edexcel A-Level Chemistry examination, AS Paper 2, June 2016. QuestionVault is an independent revision resource; questions remain the copyright of the awarding body.