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The structure and stability of benzene: Edexcel International A Level Chemistry questions

Edexcel International A Level Chemistry past-paper questions on 18.1.1 The structure and stability of benzene, 2019–2025, with mark schemes and examiner’s reports where available.

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  1. Q16(a)(iii)

    June 2025 · Unit 5

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  2. Q16(b)

    June 2025 · Unit 5

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  3. Q16(c)

    June 2025 · Unit 5

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  4. Q11

    June 2025 (A) · Unit 5

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  5. Q10(a)

    October 2024 · Unit 5

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  6. Q10(b)

    October 2024 · Unit 5

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  7. Q7

    June 2024 · Unit 5

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  8. Q13(a)

    January 2024 · Unit 5

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  9. Q13(b)

    January 2024 · Unit 5

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  10. Q13(c)

    January 2024 · Unit 5

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  11. Q13(d)

    January 2024 · Unit 5

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  12. Q15

    June 2023 · Unit 5

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  13. Q23

    June 2023 · Unit 5

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  14. Q10

    October 2022 · Unit 5

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  15. The start of question 19

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  16. Q19(c)

    October 2021 · Unit 5

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  17. Q19(d)(i)

    October 2021 · Unit 5

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  18. Q19(d)(ii)

    October 2021 · Unit 5

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  19. Q19(e)

    October 2021 · Unit 5

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  20. Q9

    June 2021 · Unit 5

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All 27 questions on The structure and stability of benzene, as a list
  1. June 2025, Unit 5, Q16(a)(iii) (2 marks): Explain why the bond enthalpy value calculated in (a)(ii) is not the exact mean of the carbon-carbon double bond and carbon-carbon single bond enthalpies that w
  2. June 2025, Unit 5, Q16(b) (2 marks): Describe how all the carbon-carbon bonds in benzene are formed. (2)
  3. June 2025, Unit 5, Q16(c) (2 marks): State one chemical property and one physical property of benzene which would not be shown by the compound with the Kekulé structure. (2)
  4. June 2025 (A), Unit 5, Q11 (1 mark): Which is the best technique to show that the carbon‑carbon bonds in benzene are all the same length? A infrared spectroscopy B mass spectrometry C high resoluti
  5. October 2024, Unit 5, Q10(a) (1 mark): Evidence for the aromaticity of this compound is that the carbon-carbon bonds in the ten-carbon ring (1) A alternate in length between single and double bonds B
  6. October 2024, Unit 5, Q10(b) (1 mark): The aromaticity is due to the formation of pi (π) bonds as a result of overlap of (1) A s and p orbitals B p and d orbitals C p orbitals D d orbitals
  7. June 2024, Unit 5, Q7 (1 mark): Which type of data is not used as evidence for the structure or stability of the benzene ring? A infrared spectroscopy B mass spectrometry C thermochemical D X‑
  8. January 2024, Unit 5, Q13(a) (2 marks): Explain how the results of X‑ray diffraction experiments on benzene suggest a delocalised structure rather than the Kekulé structure. (2)
  9. January 2024, Unit 5, Q13(b) (2 marks): The compound 1,2‑dichlorobenzene exists as only one structure. Explain how this supports the delocalised structure of benzene rather than the Kekulé structure.
  10. January 2024, Unit 5, Q13(c) (1 mark): State how the enthalpy changes of hydrogenation for cyclohexene and benzene provide evidence for the delocalised structure. ΔH = –118 kJ mol–1 + H2 → + 3H2 → ΔH
  11. January 2024, Unit 5, Q13(d) (3 marks): Describe the structure of benzene in terms of the atomic orbitals involved, the bonds formed and the delocalised electrons. (3)
  12. June 2023, Unit 5, Q15 (1 mark): What is the total number of delocalised electrons in anthracene? anthracene A 6 B 10 C 14 D 18
  13. June 2023, Unit 5, Q23 (6 marks): *23 Some thermochemical, X-ray diffraction and bromination information on benzene and cyclohexene is shown. Thermochemical data Compound Enthalpy of hydrogenati
  14. October 2022, Unit 5, Q10 (1 mark): How many σ bonds and π bonds are there in a molecule of benzene? σ bonds π bonds A 6 3 B 6 6 C 12 3 D 12 6
  15. October 2021, Unit 5, Q19(a) (2 marks): Describe a chemical test, including the result, that could distinguish the Dewar structure from benzene. (2)
  16. October 2021, Unit 5, Q19(c) (2 marks): Explain how X‑ray diffraction shows that benzene has a delocalised structure and not a Kekulé structure. (2)
  17. October 2021, Unit 5, Q19(d)(i) (2 marks): Draw a labelled enthalpy level diagram showing the relative thermodynamic stability of the Ladenburg structure, the Dewar structure and benzene. Include the ent
  18. October 2021, Unit 5, Q19(d)(ii) (1 mark): Give a possible reason why the isomerisation of the Dewar structure to benzene has a lower activation energy than that of the Ladenburg structure to benzene. (1
  19. October 2021, Unit 5, Q19(e) (2 marks): The enthalpy change of hydrogenation of hex‑3‑ene is –118 kJ mol–1. + H2 The table shows the enthalpy changes of hydrogenation of two further alkenes containing
  20. June 2021, Unit 5, Q9 (1 mark): Benzene is sometimes represented by a Kekulé structure. Kekulé structure of benzene If this were the only structure of benzene, what would be the total number o
  21. June 2021, Unit 5, Q20(a)(i) (2 marks): Using the standard enthalpies of combustion of cyclohexene and cyclohexa-1,4-diene, calculate a value for the enthalpy of combustion of the theoretical compound
  22. June 2021, Unit 5, Q20(a)(ii) (3 marks): Explain the difference between the enthalpy of combustion of ‘cyclohexa-1,3,5-triene’ calculated in (a)(i) and the enthalpy of combustion of benzene given in th
  23. January 2021, Unit 5, Q10 (1 mark): The delocalised electrons in benzene result from the overlap of A s orbitals to form σ bonds B s orbitals to form π bonds C p orbitals to form σ bonds D p orbit
  24. January 2021, Unit 5, Q11 (1 mark): The reaction of ethene with bromine occurs under normal laboratory conditions but the reaction of benzene with bromine to form bromobenzene requires heat and th
  25. January 2021, Unit 5, Q24(a)(i) (3 marks): The bonding represented by this diagram of caffeine differs from that given in the passage. Explain what this diagram indicates about the bonding in caffeine, s
  26. October 2020, Unit 5, Q1 (1 mark): The enthalpy change of hydrogenation of cyclohexene is −120 kJ mol−1. + H2 What is the approximate enthalpy change of hydrogenation of benzene, in kJ mol−1? A −
  27. October 2020, Unit 5, Q2 (1 mark): Which orbitals overlap to form the ring of delocalised electrons in benzene and what type of bond is formed? Orbitals overlapping Type of bond A p π B p σ C s a

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