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Multi-stage synthetic routes: OCR A‑Level Chemistry A questions

OCR A-Level Chemistry A past-paper questions on 6.2.5.2 Multi-stage synthetic routes, 2016–2025, with mark schemes and examiner’s reports where available.

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  1. Q17

    June 2025 · Paper 2

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  2. Q4

    June 2023 · Paper 2

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  3. Q19

    June 2023 · Paper 2

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  4. Q22(b)

    June 2023 · Paper 2

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  6. Q4

    June 2022 · Paper 2

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  7. Q19(e)

    June 2022 · Paper 2

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  8. Q18(b)

    November 2021 · Paper 2

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  9. Q19(a)(ii)

    November 2021 · Paper 2

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  11. Q17(c)(ii)

    November 2020 · Paper 2

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  12. Q21(a)

    November 2020 · Paper 2

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  13. Q21(b)(i)

    November 2020 · Paper 2

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  14. Q15

    June 2019 · Paper 2

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  17. Q4(b)(i)

    June 2018 · Paper 3

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All 18 questions on Multi-stage synthetic routes, as a list
  1. June 2025, Paper 2, Q17 (6 marks): 17* This question is about an organic synthesis. A student plans a two-stage synthesis of compound F from compound D, as shown below. Cl OH OH O Stage 1 Stage 2
  2. June 2023, Paper 2, Q4 (1 mark): The structure of the painkiller paracetamol is shown below. OH O N H Paracetamol Which functional groups are present in paracetamol? A alcohol, amide B alcohol,
  3. June 2023, Paper 2, Q19 (6 marks): 19* A student intends to synthesise compound Z, as shown in the flowchart below. H Br H C C C H H H Stage 1 Intermediate 1 Stage 2 Intermediate 2 Stage 3 Br H H
  4. June 2023, Paper 2, Q22(b) (9 marks): Complete the flowchart by filling in each box. reagent(s) catalyst unsaturated alcohol diol (major product) reagent(s) H H reagent(s) C C H C O H acrolein carbo
  5. June 2023, Paper 3, Q3 (6 marks): 3* A chemist is investigating compound A, shown below, as a potential organic intermediate. O OH CN Compound A Describe the type of stereoisomerism shown by com
  6. June 2022, Paper 2, Q4 (1 mark): The skeletal formula of an organic compound is shown below. N OH O Which functional groups are present? A amide and alcohol B amide and carboxylic acid C amine
  7. June 2022, Paper 2, Q19(e) (6 marks): This question is about compounds that contain the carboxylic acid functional group. (e)* A student intends to synthesise compound I. O O NH2 Compound I Plan a s
  8. November 2021, Paper 2, Q18(b) (7 marks): Complete the flowchart for two synthetic routes to the amino acid valine. ester C7H14O3 O HO OH C5H10O3 acyl chloride C5H9O2Cl O H2N OH valine haloalkane C5H11N
  9. November 2021, Paper 2, Q19(a)(ii) (7 marks): Complete the flowchart below for the synthesis of two compounds starting from prenal. O NaBH4 prenal reagent(s): reagent(s): catalyst: reagent(s): reagent(s): c
  10. November 2021, Paper 2, Q19(b) (6 marks): This question is about organic synthesis. (b)* A student intends to synthesise compound A using the two-stage route below. O Stage 1 Stage 2 CH2 Cl Intermediate
  11. November 2020, Paper 2, Q17(c)(ii) (5 marks): The chemist develops a three-stage synthesis of compound D from compound C. Complete the flowchart. Show structures for organic compounds. reagent: catalyst: co
  12. November 2020, Paper 2, Q21(a) (5 marks): Salt H, (CH3)2CHNH3Cl , is used in the manufacture of garden weedkillers. The flowchart shows the synthesis of the salt H from propanone. Complete the flowchart
  13. November 2020, Paper 2, Q21(b)(i) (3 marks): Aspartame contains several functional groups. Apart from the benzene ring, name the functional groups in aspartame. [3]
  14. June 2019, Paper 2, Q15 (1 mark): The structure of a compound used to treat influenza is shown below. O O O HN NH2 O Which functional group(s) is/are in a molecule of the compound? 1 Ester 2 Sec
  15. June 2019, Paper 2, Q18(e)(i) (6 marks): Plan a two-stage synthesis to prepare 12.75 g of ester C starting from 2-methylpropanal, (CH3)2CHCHO. Assume the overall percentage yield of ester C from 2-meth
  16. June 2019, Paper 2, Q19(b)(iv) (7 marks): Complete the flowchart for the synthesis of compounds D and E from phenylethanone. O H3C C NaBH4 phenylethanone NaCN(aq) / H+(aq) H C H H C CH3 compound D Br C
  17. June 2018, Paper 3, Q4(b)(i) (2 marks): Name the functional groups present in paracetamol. [2]
  18. June 2018, Paper 3, Q4(b)(ii) (6 marks): This question is about two compounds used in medicine. (ii)* A chemist prepares a pure solid sample of paracetamol from 4-nitrophenol in two stages: H Stage 1 S

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