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Nucleophilic addition to carbonyls: OCR A‑Level Chemistry A questions

OCR A-Level Chemistry A past-paper questions on 6.1.2.2 Nucleophilic addition to carbonyls, 2016–2025, with mark schemes and examiner’s reports where available.

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  1. Q21(d)

    June 2025 · Paper 2

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  2. Q5(a)(iv)

    June 2025 · Paper 3

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  3. Q5(a)(v)

    June 2025 · Paper 3

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  5. Q22(a)(i)

    June 2023 · Paper 2

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  6. Q22(a)(ii)

    June 2023 · Paper 2

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  8. Q5

    November 2021 · Paper 2

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  9. Q19(c)(i)

    November 2020 · Paper 2

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  10. Q13

    June 2019 · Paper 2

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  13. Q22(c)(ii)

    June 2018 · Paper 2

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  14. Q6(a)(ii)

    June 2018 · Paper 3

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  15. Q6(a)(iv)

    June 2018 · Paper 3

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  17. Q5(a)(iv)

    June 2017 · Paper 3

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All 17 questions on Nucleophilic addition to carbonyls, as a list
  1. June 2025, Paper 2, Q21(d) (4 marks): Pyruvic acid reacts with NaBH4. Outline the mechanism for the reaction of pyruvic acid with NaBH4. Include curly arrows and relevant dipoles. O C H3C COOH [4]
  2. June 2025, Paper 3, Q5(a)(iv) (4 marks): The mechanism for Step 2 in the reduction of C6H5COOC2H5 is shown below. In the mechanism, LiAl H4 can be represented as H–. Complete the mechanism by adding cu
  3. June 2025, Paper 3, Q5(a)(v) (1 mark): Suggest why the student heated the mixture from Step 2 with dilute aqueous acid in Step 3. [1]
  4. 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
  5. June 2023, Paper 2, Q22(a)(i) (4 marks): Outline the reaction mechanism for this reaction, showing the intermediate and the organic product. The structure of acrolein has been provided. Include curly a
  6. June 2023, Paper 2, Q22(a)(ii) (1 mark): Name this type of mechanism. [1]
  7. June 2022, Paper 2, Q21 (6 marks): 21* Carbon-carbon bond formation is used in synthesis to increase the length of a carbon chain. Describe the formation of carbon–carbon bonds in aliphatic compo
  8. November 2021, Paper 2, Q5 (1 mark): 2-Methylcyclopentanone, shown below, is reacted with NaCN(aq)/H+(aq) to form an organic 5 product. O CH3 2-methylcyclopentanone Which statement is correct? A In
  9. November 2020, Paper 2, Q19(c)(i) (5 marks): Outline the mechanism for the reaction of F with NaCN(aq) and H+(aq) and state the name of the mechanism. The structure of F has been provided. Include relevant
  10. June 2019, Paper 2, Q13 (1 mark): A carbonyl compound is reacted with NaBH4. Which compound(s) could be formed? 1 2-Methylpentan-2-ol 2 2-Methylpentan-1-ol 3 3-Methylpentan-2-ol A 1, 2 and 3 B O
  11. June 2018, Paper 2, Q3 (1 mark): Which compound does not react with nucleophiles? A CH3CH2CHO B CH3CHCH2 C CH3CH2COCH3 D CH3CH2CH2Cl Your answer [1]
  12. June 2018, Paper 2, Q20(c) (5 marks): The flowchart below shows some reactions starting with cinnamaldehyde. Draw the structures of the missing organic compounds in the boxes and add the missing rea
  13. June 2018, Paper 2, Q22(c)(ii) (2 marks): Solketal has been investigated as a potential fuel additive. O HO O solketal Solketal is synthesised from propane-1,2,3-triol and a carbonyl compound. Construct
  14. June 2018, Paper 3, Q6(a)(ii) (1 mark): What type of reaction has taken place? [1]
  15. June 2018, Paper 3, Q6(a)(iv) (1 mark): A similar reaction takes place when propanone, (CH3)2CO, is mixed with OH–(aq) ions. Draw the structure of the organic product of this reaction. [1]
  16. June 2017, Paper 2, Q19(c)(i) (5 marks): Complete the flowchart by filling in each box. carbonyl compound reduction reagent(s): OH NaBr / H2SO4 compound K acid catalyst heat + structural isomers [5]
  17. June 2017, Paper 3, Q5(a)(iv) (2 marks): Propane-1,3-dithiol reacts with carbonyl compounds in a condensation reaction to form a cyclic organic sulfur product. Write an equation for the reaction of pro

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