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Chirality and optical isomers: Edexcel International A Level Chemistry questions

Edexcel International A Level Chemistry past-paper questions on 15.A.1 Chirality and optical isomers, 2019–2025, with mark schemes and examiner’s reports where available.

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  1. Q20(a)(i)

    June 2025 · Unit 5

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  2. The start of question 19

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  3. Q19(c)(ii)

    June 2025 (A) · Unit 5

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  4. Q16(a)

    January 2025 · Unit 5

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  5. Q3(a)

    October 2024 · Unit 4

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  6. Q19(a)(i)

    October 2024 · Unit 4

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  8. Q8

    June 2024 · Unit 4

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  9. Q10(b)(ii)

    June 2024 · Unit 5

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  10. The start of question 11

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  11. Q9

    January 2024 · Unit 5

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  12. The start of question 10

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  13. Q15(a)(ii)

    January 2024 · Unit 5

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  17. Q6

    June 2023 · Unit 4

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  18. Q25(e)

    June 2023 · Unit 5

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  19. Q19(c)(iv)

    January 2023 · Unit 5

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  20. Q15(b)

    October 2022 · Unit 4

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All 33 questions on Chirality and optical isomers, as a list
  1. June 2025, Unit 5, Q20(a)(i) (1 mark): Draw an asterisk (*) on the chiral carbon in phenylalanine. (1)
  2. June 2025 (A), Unit 5, Q19(a)(v) (3 marks): Alanine exists as two optical isomers. Explain how this type of isomerism occurs, stating how the isomers may be distinguished. (3)
  3. June 2025 (A), Unit 5, Q19(c)(ii) (2 marks): G has two chiral centres. Suggest a structure for G. (2)
  4. January 2025, Unit 5, Q16(a) (1 mark): Which compound is an optically active amino acid? (1) A compound W B compound X C compound Y D compound Z
  5. October 2024, Unit 4, Q3(a) (1 mark): How many chiral centres are present in nandrolone? (1) A six B seven C eight D nine
  6. October 2024, Unit 4, Q19(a)(i) (1 mark): State what is meant by the term stereoisomer. (1)
  7. October 2024, Unit 5, Q19(e)(i) (3 marks): Compare and contrast the stereoisomerism of these two molecules. On the structures, circle any features of the molecules that give rise to stereoisomerism. (3)
  8. June 2024, Unit 4, Q8 (1 mark): How many chiral centres are in the molecule shown? O O A 4 B 5 C 6 D 7 Use this space for any rough working. Anything you write in this space will gain no credi
  9. June 2024, Unit 5, Q10(b)(ii) (1 mark): What is the maximum number of chiral centres in the dipeptides in (b)(i)? (1) A 0 B 1 C 2 D 3
  10. January 2024, Unit 4, Q11(a) (1 mark): Carvone shows (1) A geometric and optical isomerism B geometric isomerism only C optical isomerism only D neither geometric nor optical isomerism
  11. January 2024, Unit 5, Q9 (1 mark): A dipeptide has the molecular formula C7H12N2O3 . The dipeptide is hydrolysed to form two amino acids. One of the amino acids produced does not have a chiral ce
  12. January 2024, Unit 5, Q10(c) (1 mark): Which of the esters could rotate the plane of plane‑polarised monochromatic light? (1) A Q only B Q and R C Q, R and S D R and S
  13. January 2024, Unit 5, Q15(a)(ii) (2 marks): The OH group is shown attached to the carbon chain by a wedge‑shaped bond. Suggest why the bond between the carbon chain and the OH group is shown as a wedge. (
  14. January 2024, Unit 5, Q17(d)(i) (2 marks): Explain why the tetrahedral complex [Co(NH3)ClBrI] exists as two optical isomers. (2)
  15. January 2024, Unit 5, Q17(d)(ii) (1 mark): Complete the diagram showing the two optical isomers of the tetrahedral complex. (1) Co Co
  16. June 2023, Unit 4, Q5 (1 mark): Which pair of compounds can form a racemic mixture when mixed? CH2OH CH2OH A H H C2H5 CH2OH HO H3C CH2OH CH2OH B H H C2H5 C2H5 HO HO CH3 CH3 C H HO C2H4OH CH2OH
  17. June 2023, Unit 4, Q6 (1 mark): Metoprolol is a drug used to treat heart problems. The structure of metoprolol is shown. OH H O N CH3 CH3 H3C O How many chiral centres are there in a molecule
  18. June 2023, Unit 5, Q25(e) (1 mark): Articaine is a chiral molecule. Indicate any chiral centres on the structure of articaine. (1) O S O NH NH O articaine
  19. January 2023, Unit 5, Q19(c)(iv) (1 mark): Circle the two chiral carbon atoms in aspartame on the structure shown. (1) NH2 O H N OH O O O
  20. October 2022, Unit 4, Q15(b) (2 marks): Lactic acid is a chiral molecule, existing as a pair of non-superimposable mirror images called enantiomers. Complete the 3D diagrams of the enantiomers of lact
  21. October 2022, Unit 5, Q21(c) (2 marks): Explain, using a diagram, which type of stereoisomerism is shown by coniine. In your diagram use R to represent the alkyl group. (2)
  22. June 2022, Unit 4, Q17(c)(ii) (1 mark): State why the product formed in (c)(i) does not show optical isomerism. (1)
  23. June 2022, Unit 6, Q4(b)(i) (1 mark): Identify the chiral carbon on the diagram. (1)
  24. January 2022, Unit 4, Q8 (1 mark): Menthol has a number of medicinal uses. It can be extracted from the peppermint plant. The structure of menthol is OH How many chiral centres are there in one m
  25. January 2022, Unit 4, Q19(b) (2 marks): The organic products of this reaction are enantiomers. Draw the three‑dimensional structures of these enantiomers. (2)
  26. October 2021, Unit 4, Q10 (1 mark): Citronellol is found in rose and geranium oils. OH citronellol The type(s) of stereoisomerism shown by citronellol is A optical and geometric isomerism B optica
  27. June 2021, Unit 4, Q8(a) (1 mark): What is the number of chiral centres in a molecule of menthol? (1) A 1 B 2 C 3 D 4
  28. June 2021, Unit 4, Q13 (1 mark): How many optical isomers does this molecule have? Br OH Cl A 2 B 3 C 6 D 8
  29. June 2021, Unit 4, Q14 (1 mark): Which of these structures is not identical to the others? OH H3C OH OH Cl CH2CH3 C C C C Cl Cl CH2CH3 CH2CH3 Cl H3CH2C CH3 OH CH3 H3C Structure A Structure B St
  30. January 2021, Unit 4, Q17(a)(i) (1 mark): The structure of lactic acid is H COOH COOH C HO HO CH CH3 Give a reason why lactic acid shows optical isomerism. (1)
  31. October 2020, Unit 4, Q17(a) (4 marks): Isomers A, B, C and D are structural isomers that all react with aqueous sodium carbonate to produce carbon dioxide. Isomer A is a straight-chain compound. Isom
  32. October 2020, Unit 5, Q22(d) (1 mark): Phenylalanine is an amino acid that exists as optical isomers. The structure of one of the optical isomers is shown. Complete the diagram to show the other opti
  33. January 2020, Unit 4, Q2 (1 mark): Which of these molecules can rotate the plane of plane-polarised light? A H2NCH2COOH B HOCH2CH2COOH C ClCH2C(CH3)(Cl)COOH D H2NC(CH3)2COOH

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