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Haloalkanes: OCR A‑Level Chemistry A questions

Every OCR A-Level Chemistry A exam question on 4.2.2 Haloalkanes, 2016–2025, with its mark scheme and examiner’s report.

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1,820 questions

  1. Q5(a)(iii)

    June 2025 · Paper 3

    The whole paper ↗
    June 2025 Paper 3, question 5(a)(iii): In the preparation, LiAl H4 behaves as a nucleophile. What is meant by the term nucleophile? [1]
  2. Q16

    June 2025 · AS Paper 1

    The whole paper ↗
    June 2025 AS Paper 1, question 16: Which equation is a propagation step in the catalytic breakdown of ozone? A C2F2Cl 2 C2F2Cl • + Cl • B O3 + O 2O2 C Cl • + Cl • Cl 2 D Cl O• + O Cl • + O2 Your
  3. Q18

    June 2025 · AS Paper 1

    The whole paper ↗
    June 2025 AS Paper 1, question 18: The hydrolysis of 1-iodopropane by aqueous potassium hydroxide takes place at a faster rate than 1-bromopropane. Which statement explains the different rates of
  4. Q5(d)(ii)

    June 2025 · AS Paper 2

    The whole paper ↗
    June 2025 AS Paper 2, question 5(d)(ii): State the name of the mechanism of the reaction in Stage 2. [1]
  5. Q3

    June 2024 · Paper 2

    The whole paper ↗
    June 2024 Paper 2, question 3: A student investigates the rate of hydrolysis of different iodoalkanes using aqueous silver nitrate in ethanol. What colour of precipitate is seen? A Brown B Cr
  6. Q8

    June 2024 · Paper 2

    The whole paper ↗
    June 2024 Paper 2, question 8: The CFC CCl 2F2 can cause the breakdown of ozone in the upper atmosphere. Which initiation step could occur with ultraviolet radiation to catalyse this breakdow
  7. Q5(a)(ii)

    June 2024 · Paper 3

    The whole paper ↗
    June 2024 Paper 3, question 5(a)(ii): Write an equation for the alkaline hydrolysis of 1-bromopropane. Show structures of organic compounds. [1]
  8. Q5(a)(iii)

    June 2024 · Paper 3

    The whole paper ↗
    June 2024 Paper 3, question 5(a)(iii): A student investigates the alkaline hydrolysis of 1-chloropropane using the same method as for 1-bromopropane. Predict, with reasons, how the appearance of the
  9. Q25(d)(i)

    June 2024 · AS Paper 1

    The whole paper ↗
    June 2024 AS Paper 1, question 25(d)(i): Write an equation for the hydrolysis of 2‑bromo‑2‑methylpropane. Show organic compounds as structures. [2]
  10. Q25(d)(ii)

    June 2024 · AS Paper 1

    The whole paper ↗
    June 2024 AS Paper 1, question 25(d)(ii): A student hydrolyses a chloroalkane, RCl, a bromoalkane, RBr, and an iodoalkane, RI. For a fair comparison, the student has chosen the same R group for each hal
  11. Q3(c)

    June 2023 · AS Paper 2

    The whole paper ↗
    June 2023 AS Paper 2, question 3(c): A student is studying the hydrolysis of haloalkanes. The equation for the alkaline hydrolysis of 2-bromopropane, CH3CHBrCH3, is shown below. CH3CHBrCH3 + OH– CH
  12. Q3(d)(i)

    June 2023 · AS Paper 2

    The whole paper ↗
    June 2023 AS Paper 2, question 3(d)(i): Complete the table below to show the formula and colour of each precipitate formed. Haloalkane Formula of precipitate Colour of precipitate 2-bromopropane 2-iod
  13. Q3(d)(ii)

    June 2023 · AS Paper 2

    The whole paper ↗
    June 2023 AS Paper 2, question 3(d)(ii): Predict which precipitate would form first and explain the difference in the rates of hydrolysis of 2-bromopropane and 2-iodopropane. [1]
  14. Q1

    June 2022 · Paper 2

    The whole paper ↗
    June 2022 Paper 2, question 1: Which statement is correct for the different rates of hydrolysis of RCl and RBr? A RBr is hydrolysed faster because Cl is more electronegative than Br. B RBr is
  15. Q14

    June 2022 · Paper 2

    The whole paper ↗
    June 2022 Paper 2, question 14: Which species could react as a nucleophile? 1 NH3 OH– 2 3 CH3NH2 A 1, 2 and 3 B Only 1 and 2 C Only 2 and 3 D Only 1 Your answer [1]
  16. Q3(b)

    June 2022 · Paper 3

    The whole paper ↗
    June 2022 Paper 3, question 3(b): Butan-1-ol reacts with sodium bromide and sulfuric acid to form 1-bromobutane by nucleophilic substitution. The mechanism for this reaction takes place by two s
  17. Q18

    June 2022 · AS Paper 1

    The whole paper ↗
    June 2022 AS Paper 1, question 18: When heated with NaOH(aq), 1-chlorobutane is hydrolysed at a slower rate than 1-bromobutane. Which statement explains the different rates? A The C–Br bond entha
  18. Q26(a)

    June 2022 · AS Paper 1

    The whole paper ↗
    June 2022 AS Paper 1, question 26(a): 1-Chloropropane, C2H5CH2Cl , can be hydrolysed with aqueous sodium hydroxide, NaOH. Outline the mechanism for this reaction. The structure of 1-chloropropane ha
  19. Q17(a)

    November 2021 · Paper 2

    The whole paper ↗
    November 2021 Paper 2, question 17(a): Freon-13, is a CFC with the molecular formula CCl F3. In the upper atmosphere, the presence of Freon-13 can lead to ozone depletion. Explain, with the aid of eq
  20. Q1(f)

    November 2021 · Paper 3

    The whole paper ↗
    November 2021 Paper 3, question 1(f): The ester, methyl ethanoate, can be synthesised by reacting a haloalkane with a carboxylate ion. The mechanism is nucleophilic substitution. Outline the mechani
All 40 questions on Haloalkanes, as a list
  1. June 2025, Paper 3, Q5(a)(iii) (1 mark): In the preparation, LiAl H4 behaves as a nucleophile. What is meant by the term nucleophile? [1]
  2. June 2025, AS Paper 1, Q16 (1 mark): Which equation is a propagation step in the catalytic breakdown of ozone? A C2F2Cl 2 C2F2Cl • + Cl • B O3 + O 2O2 C Cl • + Cl • Cl 2 D Cl O• + O Cl • + O2 Your
  3. June 2025, AS Paper 1, Q18 (1 mark): The hydrolysis of 1-iodopropane by aqueous potassium hydroxide takes place at a faster rate than 1-bromopropane. Which statement explains the different rates of
  4. June 2025, AS Paper 2, Q5(d)(ii) (1 mark): State the name of the mechanism of the reaction in Stage 2. [1]
  5. June 2024, Paper 2, Q3 (1 mark): A student investigates the rate of hydrolysis of different iodoalkanes using aqueous silver nitrate in ethanol. What colour of precipitate is seen? A Brown B Cr
  6. June 2024, Paper 2, Q8 (1 mark): The CFC CCl 2F2 can cause the breakdown of ozone in the upper atmosphere. Which initiation step could occur with ultraviolet radiation to catalyse this breakdow
  7. June 2024, Paper 3, Q5(a)(ii) (1 mark): Write an equation for the alkaline hydrolysis of 1-bromopropane. Show structures of organic compounds. [1]
  8. June 2024, Paper 3, Q5(a)(iii) (3 marks): A student investigates the alkaline hydrolysis of 1-chloropropane using the same method as for 1-bromopropane. Predict, with reasons, how the appearance of the
  9. June 2024, AS Paper 1, Q25(d)(i) (2 marks): Write an equation for the hydrolysis of 2‑bromo‑2‑methylpropane. Show organic compounds as structures. [2]
  10. June 2024, AS Paper 1, Q25(d)(ii) (2 marks): A student hydrolyses a chloroalkane, RCl, a bromoalkane, RBr, and an iodoalkane, RI. For a fair comparison, the student has chosen the same R group for each hal
  11. June 2023, AS Paper 2, Q3(c) (3 marks): A student is studying the hydrolysis of haloalkanes. The equation for the alkaline hydrolysis of 2-bromopropane, CH3CHBrCH3, is shown below. CH3CHBrCH3 + OH– CH
  12. June 2023, AS Paper 2, Q3(d)(i) (2 marks): Complete the table below to show the formula and colour of each precipitate formed. Haloalkane Formula of precipitate Colour of precipitate 2-bromopropane 2-iod
  13. June 2023, AS Paper 2, Q3(d)(ii) (1 mark): Predict which precipitate would form first and explain the difference in the rates of hydrolysis of 2-bromopropane and 2-iodopropane. [1]
  14. June 2022, Paper 2, Q1 (1 mark): Which statement is correct for the different rates of hydrolysis of RCl and RBr? A RBr is hydrolysed faster because Cl is more electronegative than Br. B RBr is
  15. June 2022, Paper 2, Q14 (1 mark): Which species could react as a nucleophile? 1 NH3 OH– 2 3 CH3NH2 A 1, 2 and 3 B Only 1 and 2 C Only 2 and 3 D Only 1 Your answer [1]
  16. June 2022, Paper 3, Q3(b) (4 marks): Butan-1-ol reacts with sodium bromide and sulfuric acid to form 1-bromobutane by nucleophilic substitution. The mechanism for this reaction takes place by two s
  17. June 2022, AS Paper 1, Q18 (1 mark): When heated with NaOH(aq), 1-chlorobutane is hydrolysed at a slower rate than 1-bromobutane. Which statement explains the different rates? A The C–Br bond entha
  18. June 2022, AS Paper 1, Q26(a) (3 marks): 1-Chloropropane, C2H5CH2Cl , can be hydrolysed with aqueous sodium hydroxide, NaOH. Outline the mechanism for this reaction. The structure of 1-chloropropane ha
  19. November 2021, Paper 2, Q17(a) (3 marks): Freon-13, is a CFC with the molecular formula CCl F3. In the upper atmosphere, the presence of Freon-13 can lead to ozone depletion. Explain, with the aid of eq
  20. November 2021, Paper 3, Q1(f) (3 marks): The ester, methyl ethanoate, can be synthesised by reacting a haloalkane with a carboxylate ion. The mechanism is nucleophilic substitution. Outline the mechani
  21. November 2021, AS Paper 1, Q24(c)(i) (2 marks): Choose a reagent for this reaction and complete the equation for this reaction. Your equation should show the structure of alcohol C. CH3 H H3C C C H + + Reagen
  22. November 2020, Paper 2, Q14 (1 mark): Which of the following reactions produce propan-1-ol? 1 The alkaline hydrolysis of 1-chloropropane. 2 The acid hydrolysis of propyl methanoate. 3 The acid hydro
  23. November 2020, AS Paper 2, Q5(d)(ii) (3 marks): Outline the mechanism for the alkaline hydrolysis of (CH3)2CHCH2CH2Br. The structure of (CH3)2CHCH2CH2Br has been provided. Show curly arrows, relevant lone pai
  24. November 2020, AS Paper 2, Q5(d)(iii) (1 mark): Name this type of mechanism. [1]
  25. November 2020, AS Paper 2, Q5(e) (2 marks): The student decides to prepare alcohol A using the same method as in (d) but using the chloroalkane (CH3)2CHCH2CH2Cl instead of the bromoalkane, (CH3)2CHCH2CH2B
  26. June 2019, Paper 2, Q6 (1 mark): What is the organic product of the reaction below? CH2Cl KOH(aq) Cl CH2OH A Cl CH2Cl B OH CH2OH C OH HO CH2Cl D Cl Your answer [1]
  27. June 2019, Paper 2, Q18(a)(ii) (5 marks): In the boxes, draw the organic products for the reactions of the functional groups in ester A shown below. Each reaction forms two organic products. + H+(aq) O
  28. June 2019, Paper 2, Q20(b)(ii) (1 mark): What is the role of OH− in this mechanism? [1]
  29. June 2019, AS Paper 2, Q3(a)(i) (3 marks): Outline the mechanism for this reaction. Include curly arrows, relevant dipoles and the final product(s). H CH3CH2CH2CH2 C I H [3]
  30. June 2019, AS Paper 2, Q3(a)(ii) (1 mark): 1-Iodopentane can also be hydrolysed by water using aqueous silver nitrate, with ethanol as the solvent. A student uses this method to compare the rates of hydr
  31. June 2019, AS Paper 2, Q3(a)(iii) (2 marks): 1-Iodopentane was found to react faster than 1-bromopentane. Explain why. [2]
  32. June 2018, Paper 2, Q8 (1 mark): The breakdown of ozone is catalysed by NO radicals. Which equation is a propagation step in the mechanism for this process? A NO + O2 → N + O3 B NO + O2 → NO2 +
  33. June 2018, Paper 2, Q19(a) (2 marks): The rate of hydrolysis of a haloalkane depends on the halogen present. State and explain how the halogen in the haloalkane affects the rate of hydrolysis. [2]
  34. June 2018, Paper 2, Q19(b) (3 marks): Chlorocyclohexane is hydrolysed with aqueous sodium hydroxide. Outline the mechanism for this reaction. Show curly arrows, relevant dipoles and the products. Cl
  35. June 2018, Paper 2, Q19(c)(ii) (3 marks): Analyse the information to identify E, F and G. Show your working. [3]
  36. June 2018, AS Paper 1, Q25(b)(i) (3 marks): Outline the mechanism for this reaction. Show curly arrows and relevant dipoles. [3]
  37. June 2017, Paper 2, Q1 (1 mark): A chemist compares the rates of hydrolysis of 1-chloropropane and 1-bromopropane in ethanol. Which reagent in aqueous solution should be used? A Silver chloride
  38. June 2016, AS Paper 1, Q19 (1 mark): A reaction sequence is shown below: → Step 1 CH3CH=CHCH3 + HBr CH3CH2CHBrCH3 → Step 2 CH3CH2CHBrCH3 + NaOH CH3CH2CH(OH)CH3 + NaBr Which type of reaction mechani
  39. June 2016, AS Paper 1, Q20 (1 mark): When heated with NaOH(aq), 1-iodobutane is hydrolysed at a much faster rate than 1-chlorobutane. Which statement explains the different rates? The C–I bond enth
  40. June 2016, AS Paper 2, Q4(c) (2 marks): NO radicals catalyse the breakdown of ozone in the stratosphere. Write two equations to show how NO radicals catalyse this breakdown. [2]

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