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Electrophilic addition mechanisms: Edexcel International A Level Chemistry questions

Edexcel International A Level Chemistry past-paper questions on 5.2.2 Electrophilic addition mechanisms, 2019–2025, with mark schemes and examiner’s reports where available.

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  1. Q19

    June 2025 · AS Unit 1

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  2. Q25(b)(ii)

    January 2025 · AS Unit 1

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  3. Q19(a)(i)

    October 2024 · AS Unit 1

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  4. Q19(a)(ii)

    October 2024 · AS Unit 1

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  5. Q19(b)

    October 2024 · AS Unit 1

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  6. Q19(c)(i)

    June 2024 · AS Unit 1

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  7. Q19(c)(i)

    January 2024 · AS Unit 1

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  8. Q19(c)(ii)

    January 2024 · AS Unit 1

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  9. Q10(a)

    October 2023 · AS Unit 1

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  10. Q10(b)

    October 2023 · AS Unit 1

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  11. Q22(c)(i)

    January 2023 · AS Unit 1

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  12. Q22(c)(ii)

    January 2023 · AS Unit 1

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  13. Q15(c)(i)

    October 2022 · AS Unit 1

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  14. Q15(c)(ii)

    October 2022 · AS Unit 1

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  15. Q22(c)(i)

    June 2022 · AS Unit 1

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  16. Q22(c)(ii)

    June 2022 · AS Unit 1

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  17. Q22(c)(iii)

    June 2022 · AS Unit 1

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  18. Q21(b)(ii)

    January 2022 · AS Unit 1

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  19. Q23(d)

    June 2021 · AS Unit 1

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All 28 questions on Electrophilic addition mechanisms, as a list
  1. June 2025, AS Unit 1, Q19 (1 mark): Which is the correct mechanism for the electrophilic addition reaction between HBr and pent-1-ene to give the major product? H A CH2 CHCH2CH2CH3 CH3 CCH2CH2CH3
  2. January 2025, AS Unit 1, Q25(b)(ii) (2 marks): Explain why chlorine reacts with alkenes even though it is not a polar molecule. (2)
  3. October 2024, AS Unit 1, Q19(a)(i) (1 mark): Name the mechanism and type of reaction for Reaction 1. (1)
  4. October 2024, AS Unit 1, Q19(a)(ii) (3 marks): Explain why the structures of the intermediates in Reaction 1 mean that 2‑chloropropane is formed in greater yield than 1‑chloropropane. (3)
  5. October 2024, AS Unit 1, Q19(b) (4 marks): Reaction 2 proceeds in two stages. The equation for the first stage is shown. CH2 + H2SO4 → CH3CH(OSO2OH)CH3 CH3CH The mechanism for this reaction is the same a
  6. June 2024, AS Unit 1, Q19(c)(i) (4 marks): Using the simplest alkene as an example, draw the mechanism to show the reaction with liquid bromine. (4)
  7. January 2024, AS Unit 1, Q19(c)(i) (4 marks): Give the mechanism for this reaction. Include curly arrows and relevant dipoles and lone pairs. (4)
  8. January 2024, AS Unit 1, Q19(c)(ii) (2 marks): Explain why only a small amount of 1‑chloropropane is produced in this reaction. (2)
  9. October 2023, AS Unit 1, Q10(a) (1 mark): Which of these steps is most likely to occur in the reaction? H H H (1) A H C C C+ :Cl– H H H H H H B H C C C+ :Cl– H H H :Cl– H H + C H C C C H H H H :Cl– H H
  10. October 2023, AS Unit 1, Q10(b) (1 mark): The reaction of propene with hydrogen chloride is an example of (1) A free radical substitution B free radical addition C electrophilic substitution D electroph
  11. January 2023, AS Unit 1, Q22(c)(i) (4 marks): Complete the mechanism to show this reaction. Include curly arrows, and any relevant lone pairs and dipoles. (4) H Br H C C C H H H H Br
  12. January 2023, AS Unit 1, Q22(c)(ii) (2 marks): Explain why 1,2‑dibromopropane is the major product instead of 1,3‑dibromopropane. (2)
  13. October 2022, AS Unit 1, Q15(c)(i) (4 marks): Draw the mechanism for the formation of the major product of the reaction between 2‑methylpropene and hydrogen bromide, HBr. Include curly arrows, and relevant
  14. October 2022, AS Unit 1, Q15(c)(ii) (1 mark): Give the reason why your product in (c)(i) is the major product. (1)
  15. June 2022, AS Unit 1, Q22(c)(i) (1 mark): Name the type and mechanism of the reaction. (1)
  16. June 2022, AS Unit 1, Q22(c)(ii) (4 marks): The diagram shows a simplified structure of zingiberene, in which part of the molecule is represented by A. Complete the mechanism for the reaction of zingibere
  17. June 2022, AS Unit 1, Q22(c)(iii) (2 marks): For the reaction in (c)(ii) there are two possible products: A Br A Br I II Explain why I is the major product, by referring to your mechanism. (2)
  18. January 2022, AS Unit 1, Q21(b)(ii) (3 marks): Propene also reacts with hydrogen bromide, HBr. Give the mechanism for this reaction to form the major product. Include curly arrows, and relevant lone pairs an
  19. June 2021, AS Unit 1, Q23(d) (4 marks): Iodine monochloride, ICl, reacts with alkenes in a similar way to hydrogen bromide. Complete the mechanism for the reaction of iodine monochloride with propene
  20. June 2021, Unit 5, Q20(b) (4 marks): Bromine reacts with cyclohexene to form 1,2-dibromocyclohexane, and with benzene to form bromobenzene. Compare and contrast these reactions, considering the typ
  21. January 2021, AS Unit 1, Q20(d)(ii) (3 marks): Draw the mechanism for the formation of 1-bromo-2-chloropropane in this reaction. Include curly arrows, and relevant lone pairs. (3)
  22. January 2021, AS Unit 1, Q20(e) (3 marks): Propene reacts with steam in the presence of an acid catalyst to form a mixture of the alcohols propan-1-ol and propan-2-ol. Complete the mechanism for the form
  23. October 2020, AS Unit 1, Q21(b)(ii) (4 marks): This reaction is very similar to the reaction of ethene with bromine. Draw the mechanism for this reaction of cyclohexene with bromine. Include curly arrows, an
  24. January 2020, AS Unit 1, Q21(c)(i) (4 marks): Draw the mechanism for the reaction between ethene and chlorine to form 1,2-dichloroethane. Include curly arrows, and relevant lone pairs and dipoles. (4)
  25. January 2020, AS Unit 2, Q17(c) (2 marks): When dry hydrogen chloride gas reacts with 2-methylbut-2-ene, two isomeric chloroalkanes are formed. Give the structure of the major product and the reason why
  26. June 2019, AS Unit 1, Q20 (1 mark): Which is the major product of this reaction? H CH2CH3 o H Br + C C H H H H A H3C C C CH3 H Br H H B H C C CH2CH3 Br H H H C H3C C C CH2CH3 Br H H H D H3C C C CH
  27. January 2019, AS Unit 1, Q23(c) (4 marks): Draw the mechanism for the reaction between 2-methylpropene and bromine, Br2. Include curly arrows, and relevant lone pairs and dipoles. Use formula 1 to repres
  28. January 2019, AS Unit 1, Q23(d)(iv) (2 marks): Explain why 2-bromo-2-methylpropane is the major organic product in Reaction 2. (2)

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