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Electrophilic substitution of arenes: OCR A‑Level Chemistry A questions

OCR A-Level Chemistry A past-paper questions on 6.1.1.2 Electrophilic substitution of arenes, 2016–2025, with mark schemes and examiner’s reports where available.

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  1. The start of question 20

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  2. Q20(c)(ii)

    June 2025 · Paper 2

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  3. Q21(a)(i)

    June 2024 · Paper 2

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    The start of question 21

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  4. The start of question 21

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  5. Q18(a)

    June 2023 · Paper 2

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  6. The start of question 20

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  7. The start of question 20

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  9. The start of question 17

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  10. Q17(a)(ii)

    November 2020 · Paper 2

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  11. Q17(a)(iii)

    November 2020 · Paper 2

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  12. The start of question 19

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  13. Q18(b)

    June 2018 · Paper 2

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  14. The start of question 6

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  15. Q17(a)(i)

    June 2017 · Paper 2

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  16. The start of question 17

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All 16 questions on Electrophilic substitution of arenes, as a list
  1. June 2025, Paper 2, Q20(c)(i) (1 mark): Suggest a reagent and halogen carrier that could be used in Stage 1 of Synthesis 1. [1]
  2. June 2025, Paper 2, Q20(c)(ii) (5 marks): Stage 2 of Synthesis 1 is the conversion of methylbenzene to compound G. Outline the mechanism for the reaction in Stage 2. Show the role of H2SO4 as a catalyst
  3. June 2024, Paper 2, Q21(a)(i) (1 mark): What is meant by the term electrophile? [1]
  4. June 2024, Paper 2, Q21(a)(ii) (5 marks): Outline the mechanism for this reaction, including the role of Al Cl 3 as a halogen carrier. [5]
  5. June 2023, Paper 2, Q18(a) (5 marks): Outline the mechanism for this reaction, including the role of H2SO4 as a catalyst. [5]
  6. June 2022, Paper 2, Q20(a)(iii) (4 marks): Compound J is substituted at the 2- and 4- positions by chlorine in the presence of a catalyst. Outline the mechanism for the 4 substitution of compound J by ch
  7. June 2022, Paper 2, Q20(d)(i) (2 marks): Add the reagents for each stage of this synthesis. CH2CH2OH Compound J CH2CH2OH CH2CH2OH Reduction NO2 NH2 [2]
  8. November 2020, Paper 2, Q15 (1 mark): Which compound(s) could be prepared by reacting benzene with an acyl chloride in the presence of a halogen carrier? CH2COCH3 1 CHO 2 COCH3 3 A 1, 2 and 3 B Only
  9. November 2020, Paper 2, Q17(a)(i) (2 marks): Draw the structures of the organic product of each reaction. Organic product with B Organic product with C [2]
  10. November 2020, Paper 2, Q17(a)(ii) (3 marks): Explain the relative resistance to chlorination of compound C compared with compound B. [3]
  11. November 2020, Paper 2, Q17(a)(iii) (5 marks): Outline the mechanism for the reaction of compound C with chlorine. Show the role of the halogen carrier. [5]
  12. June 2019, Paper 2, Q19(b)(iii) (5 marks): In the synthesis of compounds D and E, benzene is first reacted with ethanoyl chloride, CH3COCl, to form phenylethanone, shown below. O H3C C phenylethanone The
  13. June 2018, Paper 2, Q18(b) (3 marks): Methylbenzene reacts with sulfur trioxide, SO3, to form D, shown below. CH3 O O S O– D The electrophile in this reaction is SO3. Complete the mechanism for the
  14. 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
  15. June 2017, Paper 2, Q17(a)(i) (5 marks): Outline the mechanism for this nitration of benzoic acid. Show how H2SO4 behaves as a catalyst. [5]
  16. June 2017, Paper 2, Q17(b)(i) (1 mark): State the trend in the relative ease of nitration of phenol, benzene, and benzoic acid. [1]

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