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Aromaticity: WJEC A‑Level Chemistry questions

Every WJEC A-Level Chemistry exam question on 4.2 Aromaticity, 2016–2025, with its mark scheme and examiner’s report.

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1,204 questions

  1. Q1(a)

    Summer 2025 · Unit 4

    1 mark4.2 Aromaticity
    The whole paper ↗
    Summer 2025 Unit 4, question 1(a): The first stage in its production is the nitration of toluene (methylbenzene). State the reagent(s) used to nitrate aromatic hydrocarbons such as benzene and to

  2. Q4(b)

    Summer 2025 · Unit 4

    1 mark4.2 Aromaticity
    The whole paper ↗
    Summer 2025 Unit 4, question 4(b): Explain why the organic product from this reaction is not the compound shown below. [1] O– Na+ HO

  3. Q7(a)(i)

    Summer 2024 · Unit 4

    1 mark4.2 Aromaticity
    The whole paper ↗
    Summer 2024 Unit 4, question 7(a)(i): State the reagent(s) used for this reaction. [1]

  4. Q7(a)(ii)

    Summer 2024 · Unit 4

    1 mark4.2 Aromaticity
    The whole paper ↗
    Summer 2024 Unit 4, question 7(a)(ii): State the formula of the nitrogen-containing electrophile that takes part in this reaction. [1]

  5. Q10(a)

    Summer 2023 · Unit 4

    6 marks4.2 Aromaticity
    The whole paper ↗
    Summer 2023 Unit 4, question 10(a): Benzene reacts with bromine in the presence of a catalyst. Give the mechanism for this reaction and explain how the Br Br bond becomes polarised during the reac

  6. Q8(a)(i)

    Summer 2022 · Unit 4

    1 mark4.2 Aromaticity
    The whole paper ↗
    Summer 2022 Unit 4, question 8(a)(i): The first stage in the production of a particular polyamide is the hydrogenation of benzene at increased temperature and pressure. + 3H2 Suggest the name of a c

  7. Q9(a)(i)

    Summer 2022 · Unit 4

    1 mark4.2 Aromaticity
    The whole paper ↗
    Summer 2022 Unit 4, question 9(a)(i): Suggest a reagent(s) for stage 1 [1]

  8. Q9(c)

    Summer 2022 · Unit 4

    2 marks4.2 Aromaticity
    The whole paper ↗
    Summer 2022 Unit 4, question 9(c): (1-Methylethyl)benzene (commonly called cumene) can be prepared from benzene by a Friedel-Crafts reaction. H3C H CH3 C + (CH3)2CHCl + HCl cumene The products of

  9. Q11(a)(i)

    Summer 2019 · Unit 4

    6 marks4.2 Aromaticity
    The whole paper ↗
    Summer 2019 Unit 4, question 11(a)(i): A basic outline of the method is given below. Add 4.00 g of 2-hydroxybenzenecarboxylic acid to 100 cm3 of nitric acid of concentration 2 mol dm–3. Heat the mixt

  10. Q11(a)(iii)

    Summer 2019 · Unit 4

    2 marks4.2 Aromaticity
    The whole paper ↗
    Summer 2019 Unit 4, question 11(a)(iii): Several other products were obtained during this reaction. One of these products is compound J. Spectroscopy and analysis show that compound J is a substituted

  11. Q11(a)(iv)

    Summer 2019 · Unit 4

    1 mark4.2 Aromaticity
    The whole paper ↗
    Summer 2019 Unit 4, question 11(a)(iv): The yield of 2-hydroxy-5-nitrobenzenecarboxylic acid in this experiment is low. Suggest how the experiment could be modified to increase the yield of the requir

  12. Q7(a)(i)

    Summer 2018 · Unit 4

    2 marks4.2 Aromaticity
    The whole paper ↗
    Summer 2018 Unit 4, question 7(a)(i): Complete the mechanism for this reaction, which shows the nitration of chlorobenzene. You should use curly arrows and also show the structure of the intermediat

  13. Q7(a)(ii)

    Summer 2018 · Unit 4

    1 mark4.2 Aromaticity
    The whole paper ↗
    Summer 2018 Unit 4, question 7(a)(ii): State the type of mechanism occurring in this nitration. [1]

  14. Q5

    Summer 2017 · Unit 4

    1 mark4.2 Aromaticity
    The whole paper ↗
    Summer 2017 Unit 4, question 5: The gas chromatogram shows peaks for the products formed by the Friedel-Crafts alkylation of methylbenzene at 0 °C. 36 18 13 A B C CH3 CH3 CH3 CH3 CH3 CH3 A B C

  15. Q12(c)(i)

    Summer 2017 · Unit 4

    1 mark4.2 Aromaticity
    The whole paper ↗
    Summer 2017 Unit 4, question 12(c)(i): The addition of hydrogen bromide to resveratrol results in the compound whose formula is shown below. OH HO Br OH Explain why this addition does not involve the

  16. Q13(b)

    Summer 2017 · Unit 4

    3 marks4.2 Aromaticity
    The whole paper ↗
    Summer 2017 Unit 4, question 13(b): The bromination of methylbenzene using electrophilic substitution gives a mixture of 2-bromomethylbenzene and 4-bromomethylbenzene. CH3 Br + HBr CH3 Br2 FeBr3 C
All 16 questions on Aromaticity, as a list
  1. Summer 2025, Unit 4, Q1(a) (1 mark): The first stage in its production is the nitration of toluene (methylbenzene). State the reagent(s) used to nitrate aromatic hydrocarbons such as benzene and to
  2. Summer 2025, Unit 4, Q4(b) (1 mark): Explain why the organic product from this reaction is not the compound shown below. [1] O– Na+ HO
  3. Summer 2024, Unit 4, Q7(a)(i) (1 mark): State the reagent(s) used for this reaction. [1]
  4. Summer 2024, Unit 4, Q7(a)(ii) (1 mark): State the formula of the nitrogen-containing electrophile that takes part in this reaction. [1]
  5. Summer 2023, Unit 4, Q10(a) (6 marks): Benzene reacts with bromine in the presence of a catalyst. Give the mechanism for this reaction and explain how the Br Br bond becomes polarised during the reac
  6. Summer 2022, Unit 4, Q8(a)(i) (1 mark): The first stage in the production of a particular polyamide is the hydrogenation of benzene at increased temperature and pressure. + 3H2 Suggest the name of a c
  7. Summer 2022, Unit 4, Q9(a)(i) (1 mark): Suggest a reagent(s) for stage 1 [1]
  8. Summer 2022, Unit 4, Q9(c) (2 marks): (1-Methylethyl)benzene (commonly called cumene) can be prepared from benzene by a Friedel-Crafts reaction. H3C H CH3 C + (CH3)2CHCl + HCl cumene The products of
  9. Summer 2019, Unit 4, Q11(a)(i) (6 marks): A basic outline of the method is given below. Add 4.00 g of 2-hydroxybenzenecarboxylic acid to 100 cm3 of nitric acid of concentration 2 mol dm–3. Heat the mixt
  10. Summer 2019, Unit 4, Q11(a)(iii) (2 marks): Several other products were obtained during this reaction. One of these products is compound J. Spectroscopy and analysis show that compound J is a substituted
  11. Summer 2019, Unit 4, Q11(a)(iv) (1 mark): The yield of 2-hydroxy-5-nitrobenzenecarboxylic acid in this experiment is low. Suggest how the experiment could be modified to increase the yield of the requir
  12. Summer 2018, Unit 4, Q7(a)(i) (2 marks): Complete the mechanism for this reaction, which shows the nitration of chlorobenzene. You should use curly arrows and also show the structure of the intermediat
  13. Summer 2018, Unit 4, Q7(a)(ii) (1 mark): State the type of mechanism occurring in this nitration. [1]
  14. Summer 2017, Unit 4, Q5 (1 mark): The gas chromatogram shows peaks for the products formed by the Friedel-Crafts alkylation of methylbenzene at 0 °C. 36 18 13 A B C CH3 CH3 CH3 CH3 CH3 CH3 A B C
  15. Summer 2017, Unit 4, Q12(c)(i) (1 mark): The addition of hydrogen bromide to resveratrol results in the compound whose formula is shown below. OH HO Br OH Explain why this addition does not involve the
  16. Summer 2017, Unit 4, Q13(b) (3 marks): The bromination of methylbenzene using electrophilic substitution gives a mixture of 2-bromomethylbenzene and 4-bromomethylbenzene. CH3 Br + HBr CH3 Br2 FeBr3 C

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