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Geometric isomerism: cis-trans and E–Z: Edexcel International A Level Chemistry questions

Edexcel International A Level Chemistry past-paper questions on 5.1.2 Geometric isomerism: cis-trans and E–Z, 2019–2025, with mark schemes and examiner’s reports where available.

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  1. Q18

    June 2025 · AS Unit 1

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  2. Q20(a)(iii)

    June 2025 · Unit 5

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  3. Q20

    January 2025 · AS Unit 1

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  4. Q21(a)(i)

    January 2025 · AS Unit 1

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  5. Q21(a)(iii)

    January 2025 · AS Unit 1

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  6. Q16

    October 2024 · AS Unit 1

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  7. The start of question 19

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  8. Q19(c)(ii)

    June 2024 · AS Unit 1

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  9. Q19(d)

    June 2024 · AS Unit 1

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  10. The start of question 17

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  11. Q3(e)(ii)

    June 2024 (R) · AS Unit 3

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  12. The start of question 18

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  13. Q18(c)

    January 2024 · AS Unit 1

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  14. The start of question 11

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  15. Q20(a)(ii)

    October 2023 · AS Unit 1

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  16. Q20(b)(i)

    October 2023 · AS Unit 1

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  17. Q21(a)(v)

    October 2023 · AS Unit 2

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  18. Q14(b)

    June 2023 · Unit 4

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  19. Q20

    January 2023 · AS Unit 1

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All 43 questions on Geometric isomerism: cis-trans and E–Z, as a list
  1. June 2025, AS Unit 1, Q18 (1 mark): Which molecule has a geometric isomer? A B C D
  2. June 2025, Unit 5, Q20(a)(iii) (1 mark): Only one isomer of cinnamic acid is produced in Step X. Draw the other geometric isomer of cinnamic acid. (1)
  3. January 2025, AS Unit 1, Q20 (1 mark): Which structure is a Z‑isomer? A Cl H HO B Cl Br C Cl Cl Cl D
  4. January 2025, AS Unit 1, Q21(a)(i) (2 marks): Draw the displayed formulae of chloroethene and one geometric isomer of 1‑chloropropene. (2) chloroethene 1‑chloropropene
  5. January 2025, AS Unit 1, Q21(a)(iii) (3 marks): Explain why 1‑chloropropene exists as two geometric isomers, but chloroethene does not. (3)
  6. October 2024, AS Unit 1, Q16 (1 mark): The molecule shown has two double bonds. 1 2 Which is the correct identification for each double bond? Double bond 1 Double bond 2 A E E B E Z C Z E D Z Z
  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, AS Unit 1, Q19(c)(ii) (1 mark): Name this compound by applying IUPAC rules. (1)
  9. June 2024, AS Unit 1, Q19(d) (2 marks): Explain the meaning of “trans” in “trans” fats, using a skeletal formula showing four carbon atoms in your answer. (2)
  10. June 2024, Unit 4, Q17(a)(ii) (2 marks): The third structural isomer has two stereoisomers. Draw these stereoisomers. (2) Stereoisomer 1 Stereoisomer 2
  11. June 2024 (R), AS Unit 3, Q3(e)(ii) (1 mark): State the IUPAC name for maleic acid. (1)
  12. January 2024, AS Unit 1, Q18(a) (4 marks): Deduce a possible structure and name for each compound. (4) Possible structure of A Possible structure of B Name Name Possible structure of C Possible structure
  13. January 2024, AS Unit 1, Q18(c) (2 marks): Give two reasons why compounds A and B exist as geometric isomers. (2)
  14. 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
  15. October 2023, AS Unit 1, Q20(a)(ii) (2 marks): Explain why X can exist as geometric isomers. (2)
  16. October 2023, AS Unit 1, Q20(b)(i) (1 mark): Give the IUPAC name for Y. (1)
  17. October 2023, AS Unit 2, Q21(a)(v) (1 mark): X does not show geometric isomerism. Draw a possible displayed formula of X. (1)
  18. June 2023, Unit 4, Q14(b) (1 mark): What is the IUPAC name for maleic acid? (1) OH HO O C C O C C H H maleic acid A (E)-but-2-enedioic acid B (Z)-but-2-enedioic acid C (E)-1,2-ethenedioic acid D (
  19. January 2023, AS Unit 1, Q20 (1 mark): Which molecule can exist as E‑Z isomers? A 2‑chloro‑4‑ethylhex‑3‑ene B 3‑chloro‑2‑methylhex‑2‑ene C 2,3‑dimethylhex‑2‑ene D 2,5‑dichlorohex‑3‑ene
  20. January 2023, AS Unit 2, Q14 (1 mark): CH3CH2CHBrCH2CH2CH3 is heated with ethanolic potassium hydroxide. How many alkene products are possible? A one B two C three D four
  21. October 2022, AS Unit 1, Q5 (1 mark): Which structure has the name E‑2‑bromo‑3‑chloropent‑2‑ene? Br A Cl Br Cl B Cl C Br Br D Cl Use this space for any rough working. Anything you write in this spac
  22. October 2022, AS Unit 1, Q15(b) (4 marks): Another way to produce iso‑octane is by reacting iso‑butane with 2‑methylpropene. + iso‑butane 2‑methylpropene iso‑octane Draw the skeletal formulae of four iso
  23. June 2022, AS Unit 1, Q18 (1 mark): What is the IUPAC name for the compound with the structure shown? H3C CH3 C C H Cl A cis-2-chlorobut-2-ene B trans-2-chlorobut-2-ene C E-2-chlorobut-2-ene D Z-2
  24. January 2022, AS Unit 1, Q21(c)(ii) (1 mark): On the skeletal formula, draw a circle around the part of the molecule that gives rise to the geometric isomerism of alpha-ocimene. (1)
  25. January 2022, AS Unit 1, Q21(c)(iii) (1 mark): Draw the skeletal formula of the other geometric isomer of alpha-ocimene. (1)
  26. October 2021, AS Unit 1, Q11(a) (1 mark): What is the skeletal formula of E-2-chlorobut-2-ene? (1) Cl A B Cl C Cl D Cl
  27. October 2021, AS Unit 1, Q15(b)(ii) (2 marks): One of the products of this cracking reaction is but-1-ene. Give the skeletal formulae for the other three alkene isomers of C4H8 (2)
  28. October 2021, AS Unit 2, Q20(d) (3 marks): In another experiment, 2-bromobutane is heated with ethanolic potassium hydroxide and an elimination reaction occurs. Draw the skeletal formulae of the three po
  29. 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
  30. June 2021, AS Unit 1, Q23(b)(ii) (2 marks): Give the structures and names of the two geometric isomers with the molecular formula C4H8 . (2) Structure of geometric isomer 1 Structure of geometric isomer 2
  31. January 2021, AS Unit 1, Q21(e)(i) (2 marks): Explain why beta-farnesene exhibits geometric isomerism and has only two geometric isomers. You may label the structure and use this in your answer. (2)
  32. January 2021, AS Unit 1, Q21(e)(ii) (2 marks): Draw the skeletal formula of the geometric isomer of E-beta-farnesene, giving a reason why this is named the Z-isomer. (2)
  33. January 2021, AS Unit 1, Q21(f)(ii) (1 mark): State the number of geometric isomers of alpha-farnesene. (1)
  34. October 2020, AS Unit 1, Q20(b)(i) (1 mark): State why isoprene does not have geometric isomers. (1)
  35. October 2020, AS Unit 1, Q20(b)(ii) (1 mark): A related molecule does show geometric isomerism. Cl Draw the geometric isomer of this molecule. (1)
  36. October 2020, AS Unit 1, Q20(b)(iii) (1 mark): Give a reason why a double bond may result in geometric isomerism. (1)
  37. October 2020, AS Unit 2, Q12(a) (1 mark): What is the name of compound L? OH L (1) A Z‑oct‑3‑en‑3‑ol B E‑oct‑3‑en‑3‑ol C Z‑oct‑5‑en‑3‑ol D E‑oct‑5‑en‑3‑ol
  38. October 2020, Unit 5, Q22(c)(iii) (1 mark): Give a reason why azo violet exists as geometric isomers. (1)
  39. January 2020, AS Unit 1, Q17 (1 mark): The polymers shown are all made from single monomers. Which polymer is made from a monomer that has geometric isomers? H CH3 H CH3 A C C C C H H H H H CH3 CH3 H
  40. January 2020, AS Unit 2, Q17(b)(iii) (2 marks): Explain whether or not these two alkenes show geometric isomerism. (2)
  41. June 2019, AS Unit 1, Q19 (1 mark): But-2-ene shows geometric isomerism. H H C C H3C CH3 What are the prefixes that could be used in naming this isomer? cis / trans E / Z A cis E B cis Z C trans E
  42. January 2019, AS Unit 1, Q15 (1 mark): What is the systematic name of compound X? Cl Compound X A E-2-chlorobut-2-ene B Z-2-chlorobut-2-ene C E-3-chlorobut-2-ene D Z-3-chlorobut-2-ene Use this space
  43. January 2019, AS Unit 1, Q23(b) (1 mark): Give a reason why 2-methylpropene does not show geometric isomerism. (1)

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