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Electrophilic addition and Markownikoff's rule: OCR A‑Level Chemistry A questions

OCR A-Level Chemistry A past-paper questions on 4.1.3.4 Electrophilic addition and Markownikoff's rule, 2016–2025, with mark schemes and examiner’s reports where available.

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  2. The start of question 16

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  3. Q24(c)(i)

    June 2025 · AS Paper 1

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  4. Q24(c)(ii)

    June 2025 · AS Paper 1

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  6. Q5(b)(i)

    June 2024 · AS Paper 2

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  7. Q5(b)(ii)

    June 2024 · AS Paper 2

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  8. Q16(a)(ii)

    June 2022 · Paper 2

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  9. Q21(a)(ii)

    June 2022 · AS Paper 1

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  10. Q16(b)(i)

    November 2021 · Paper 2

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  11. Q16(b)(ii)

    November 2021 · Paper 2

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  12. Q24(a)

    November 2021 · AS Paper 1

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  13. Q24(b)(ii)

    November 2021 · AS Paper 1

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  14. Q25(b)

    November 2020 · AS Paper 1

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  15. Q16(a)(i)

    June 2019 · Paper 2

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  16. Q16(a)(ii)

    June 2019 · Paper 2

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  17. Q16

    June 2019 · AS Paper 1

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  18. Q20(d)

    June 2018 · Paper 2

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  20. Q6(b)(ii)

    June 2018 · AS Paper 2

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All 28 questions on Electrophilic addition and Markownikoff's rule, as a list
  1. June 2025, Paper 2, Q8 (1 mark): Ethene can be reacted with hydrogen bromide. Which statement about this reaction is correct? H– acts as a nucleophile. A Br+ acts as an electrophile. B Hδ+ — Br
  2. June 2025, Paper 2, Q16(e) (3 marks): The flowchart below shows some reactions of compound C. Complete the flowchart to show the missing reagent, catalyst and the structures of the organic products.
  3. June 2025, AS Paper 1, Q24(c)(i) (5 marks): Outline the mechanism for the formation of the major product, compound A. The structure of (CH3)2C=CH2 has been provided. Include curly arrows and relevant dipo
  4. June 2025, AS Paper 1, Q24(c)(ii) (1 mark): Explain why compound A is the major product. [1]
  5. June 2024, Paper 2, Q19 (6 marks): 19* Alkenes and carbonyl compounds take part in addition reactions. Describe one addition reaction of an alkene and one addition reaction of a carbonyl compound
  6. June 2024, AS Paper 2, Q5(b)(i) (4 marks): Outline the mechanism for the reaction of but-1-ene with HBr to form 2-bromobutane. Include curly arrows, relevant dipoles and the structure of the product. H C
  7. June 2024, AS Paper 2, Q5(b)(ii) (2 marks): During this reaction, a small amount of 1-bromobutane is also produced. Explain why 2-bromobutane is the major product. [2]
  8. June 2022, Paper 2, Q16(a)(ii) (3 marks): Outline the mechanism for the reaction of hydrocarbon A with bromine. The structure of hydrocarbon A has been provided. Include curly arrows and relevant dipole
  9. June 2022, AS Paper 1, Q21(a)(ii) (5 marks): (CH3)3CCH=CH2 decolourises bromine. Outline the reaction mechanism for the reaction of (CH3)3CCH=CH2 and bromine. The structure of (CH3)3CCH=CH2 has been provid
  10. November 2021, Paper 2, Q16(b)(i) (4 marks): Outline the reaction mechanism for the formation of this major organic product. The structure of but-1-ene has been provided. Include curly arrows and relevant
  11. November 2021, Paper 2, Q16(b)(ii) (2 marks): Explain why one organic product is formed in a much greater quantity than the other organic product. [2]
  12. November 2021, AS Paper 1, Q24(a) (4 marks): Outline the reaction mechanism for Reaction 1. The structures of methylpropene and compound A have been provided. Include curly arrows and relevant dipoles. CH3
  13. November 2021, AS Paper 1, Q24(b)(ii) (1 mark): Show the structure for compound B. [1]
  14. November 2020, AS Paper 1, Q25(b) (4 marks): Propene also reacts with bromine. Outline the mechanism for the reaction of propene with bromine, Br2. The structure of propene has been provided. Show curly ar
  15. June 2019, Paper 2, Q16(a)(i) (4 marks): Outline the reaction mechanism for the formation of one of the organic products. Include curly arrows and relevant dipoles. [4]
  16. June 2019, Paper 2, Q16(a)(ii) (2 marks): Explain why one of the organic products forms in a much greater quantity than the other organic product. [2]
  17. June 2019, AS Paper 1, Q16 (1 mark): Which statement about an electrophile is correct? A It is an electron pair acceptor. B It is a proton donor. C It is a negative ion. D It is a species with an u
  18. June 2018, Paper 2, Q20(d) (6 marks): Cinnamaldehyde and methylcinnamaldehyde are naturally occurring organic compounds. CHO CHO cinnamaldehyde methylcinnamaldehyde (d)* Methylcinnamaldehyde reacts
  19. June 2018, Paper 3, Q6(b) (6 marks): This question is about organic reactions. (b)* Many organic reactions use electrophiles as reagents. Explain the role of electrophiles in organic chemistry. You
  20. June 2018, AS Paper 2, Q6(b)(ii) (3 marks): Outline the mechanism for reaction 2. Include curly arrows, charges and relevant dipoles. [3]
  21. June 2017, Paper 2, Q16(d)(i) (1 mark): Suggest how an HBr molecule can act as an electrophile. [1]
  22. June 2017, Paper 2, Q16(d)(ii) (2 marks): Draw the structures of the two organic compounds E and F. E F [2]
  23. June 2017, Paper 2, Q16(d)(iii) (3 marks): Outline the mechanism of the reaction between compound D and hydrogen bromide to form either compound E or compound F. Include curly arrows and relevant dipoles
  24. June 2017, Paper 2, Q16(d)(iv) (1 mark): Which of E or F is the major organic product? Explain your answer. Major organic product Explanation [1]
  25. June 2017, AS Paper 1, Q21(a)(i) (3 marks): Complete the flowchart to show the organic products formed in the reactions. Cl Cl H Br2 H2/ Ni C C H3C H 2-chloropropene steam major product [3]
  26. June 2017, AS Paper 2, Q6(b) (4 marks): Cyclohexene is reacted with bromine to prepare the organic compound F. Give the structure of compound F and outline the mechanism for this reaction. Include cur
  27. 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
  28. June 2016, AS Paper 2, Q3(c) (6 marks): Compound A is an alkene. H3C CH3 C C H CH3 compound A (c)* Compound A reacts with hydrogen bromide to form a mixture of two different organic products. H3C CH3

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