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Proton NMR: Edexcel International A Level Chemistry questions

Edexcel International A Level Chemistry past-paper questions on 15.E.3 Proton NMR, 2019–2025, with mark schemes and examiner’s reports where available.

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  1. Q16

    June 2025 · Unit 4

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  2. Q13(b)

    June 2025 · Unit 5

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  3. Q17(d)(ii)

    June 2025 (A) · Unit 5

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  4. Q17(a)

    January 2025 · Unit 4

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  5. Q17(b)(i)

    January 2025 · Unit 4

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  6. Q17(b)(ii)

    January 2025 · Unit 4

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  7. Q17(b)(iii)

    January 2025 · Unit 4

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  8. Q16(b)

    January 2025 · Unit 5

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  9. Q17(b)

    January 2025 · Unit 5

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  10. Q16(b)(i)

    October 2024 · Unit 4

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  11. Q16(b)(ii)

    October 2024 · Unit 4

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  12. Q19(e)(ii)

    October 2024 · Unit 5

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  13. Q14

    June 2024 · Unit 4

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  14. Q1(c)(ii)

    June 2024 · Unit 6

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  15. Q18(d)(i)

    January 2024 · Unit 4

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  16. Q18(d)(ii)

    January 2024 · Unit 4

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  17. Q10(b)

    January 2024 · Unit 5

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  18. Q17(b)(ii)

    October 2023 · Unit 4

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  19. Q17(b)(iii)

    October 2023 · Unit 4

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  20. Q17(b)(iv)

    October 2023 · Unit 4

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All 54 questions on Proton NMR, as a list
  1. June 2025, Unit 4, Q16 (6 marks): *16 Proton NMR spectroscopy and mass spectrometry give detailed information about the structure of organic compounds. Discuss the similarities and differences i
  2. June 2025, Unit 5, Q13(b) (1 mark): Four students sketched the high-resolution proton NMR spectrum of 2,3-dimethylbutane. Which sketch is most likely to be correct? (1) A B 2 1 0 2 1 0 C D 2 1 0 2
  3. June 2025 (A), Unit 5, Q17(d)(ii) (3 marks): The high resolution proton NMR spectrum of methyl orange has several peaks, some of which are very close together. Predict the chemical shift and the relative i
  4. January 2025, Unit 4, Q17(a) (3 marks): There are four ester isomers with the molecular formula C4H8O2 . Their displayed formulae are shown. H H H O O H H H H C C H C C C H O C C O C H H H H H H H Est
  5. January 2025, Unit 4, Q17(b)(i) (2 marks): The displayed formulae of two of these esters are shown. H H H H O H C H C H O C H C H H C C O C H H O C H C C H H H H H H H Ester X Ester W Esters W and X both
  6. January 2025, Unit 4, Q17(b)(ii) (4 marks): The displayed formulae of two different esters are shown in the boxes. Label the displayed formulae of the two esters Y and Z to show the proton environments an
  7. January 2025, Unit 4, Q17(b)(iii) (1 mark): Draw the displayed formula of the C5H10O2 ester which has only 2 peaks in its low-resolution proton NMR structure. (1)
  8. January 2025, Unit 5, Q16(b) (1 mark): Which compound does not have the same number of peaks in the low‑resolution proton NMR spectrum and in the 13C NMR spectrum? (1) A compound W B compound X C com
  9. January 2025, Unit 5, Q17(b) (1 mark): In a high‑resolution proton NMR spectrum of asparagine, what would be the splitting pattern for the protons indicated by the arrow? O NH2 C CH2 H2N C COOH H (1)
  10. October 2024, Unit 4, Q16(b)(i) (2 marks): Complete the labelling of this structure to show each of the other proton environments in X, clearly linking any that are the same. (2)
  11. October 2024, Unit 4, Q16(b)(ii) (3 marks): Describe three ways in which the high resolution 1H NMR spectrum can be used to distinguish between the methyl groups in X, other than a. (3)
  12. October 2024, Unit 5, Q19(e)(ii) (1 mark): Identify with an asterisk (*) the carbon atom environment in α-ionone which would be expected to produce a peak with a quartet splitting pattern in a high resol
  13. June 2024, Unit 4, Q14 (1 mark): The high resolution 1H NMR spectrum of an ester is shown. 9H 3H 2H 4 3 2 1 0 δ / ppm What is the skeletal formula of this ester? Use the Data Booklet as a sourc
  14. June 2024, Unit 6, Q1(c)(ii) (1 mark): A low resolution proton NMR spectrum of A shows four peaks with relative areas of 1:2:2:1. Deduce which of the structures in (c)(i) is correct, by identifying t
  15. January 2024, Unit 4, Q18(d)(i) (2 marks): Label the displayed formula to show the protons responsible for these two peaks. (2) H H O H H C C C O C H H O H H
  16. January 2024, Unit 4, Q18(d)(ii) (2 marks): Complete the table to show the expected number of hydrogen atoms and expected splitting pattern for peaks J and K. (2) Number of Splitting δ / ppm Peak hydrogen
  17. January 2024, Unit 5, Q10(b) (1 mark): Which of the esters will not have a doublet in its high resolution proton NMR spectrum? (1) A P B Q C R D S
  18. October 2023, Unit 4, Q17(b)(ii) (3 marks): Complete the table below to give the number of peaks in a low resolution 1H NMR spectrum of each isomer. (3) Name Skeletal formula Number of peaks O butanoic ac
  19. October 2023, Unit 4, Q17(b)(iii) (1 mark): One of the 1H NMR spectra has a peak with a chemical shift, δ, greater than 10 ppm. Identify the isomer, and the proton environment responsible for this peak. (
  20. October 2023, Unit 4, Q17(b)(iv) (2 marks): The high resolution 1H NMR spectrum of one of the isomers contains a multiplet of five peaks (a quintet). Explain, with reference to the structure of one of the
  21. October 2023, Unit 5, Q21(e) (2 marks): The high resolution proton (1H) NMR spectra of acetylsalicylic acid and methyl salicylate both contain four peaks from the protons on the benzene ring and two o
  22. June 2023, Unit 4, Q19(a)(ii) (6 marks): The high resolution proton NMR spectrum of one of these isomers is shown. 5 4 3 2 1 0 Chemical shift, δ / ppm Deduce which isomer is present in the sample, expl
  23. June 2023, Unit 4, Q22(a) (3 marks): Sketch the low resolution proton NMR spectrum of Tris (C4H11NO3). Use your Data Booklet. (3) 10 9 8 7 6 5 4 3 2 1 0 Chemical shift, δ / ppm
  24. January 2023, Unit 4, Q18(b)(iii) (3 marks): A simplified high resolution proton NMR spectrum of X is shown. The numbers above the peaks are the relative peak areas. Note that the chemical shifts for X are
  25. January 2023, Unit 5, Q11(b) (1 mark): What are the expected splitting patterns in the high resolution proton NMR spectrum of valine for the protons shown in bold? (1) Splitting pattern for Splitting
  26. October 2022, Unit 5, Q21(b)(i) (3 marks): Explain why only one of the two possible structural formulae of R can give these data. (3)
  27. October 2022, Unit 5, Q21(b)(ii) (3 marks): In the high resolution proton NMR data for the R group in coniine, the peak for proton environment 2 is a sextet. Deduce the splitting patterns for proton envir
  28. October 2022, Unit 6, Q3(e)(i) (2 marks): Explain the peaks in the NMR spectrum between 2.2 and 2.4 ppm. O CH3CH2CH2C OCH2CH3 ethyl butanoate (2)
  29. October 2022, Unit 6, Q3(e)(ii) (3 marks): Predict how the high resolution proton NMR spectrum of ethyl propanoate will differ from that of ethyl butanoate in terms of the number of peaks and their split
  30. June 2022, Unit 4, Q1(a) (1 mark): How many peaks are there in the low resolution proton NMR spectrum of 2‑methylpropan‑2‑ol? (1) A one B two C three D four
  31. June 2022, Unit 4, Q1(b) (1 mark): Which compound has three peaks with relative peak areas of 3 : 2 : 1 in its low resolution proton NMR spectrum? (1) A propanal B propane C propan‑1‑ol D propan‑
  32. June 2022, Unit 4, Q1(c) (1 mark): Which compound does not have a singlet peak in its high resolution proton NMR spectrum? (1) A butanoic acid B butanone C butanal D butan‑1‑ol Use this space for
  33. June 2022, Unit 6, Q2(c) (2 marks): The high resolution proton NMR spectrum of E is shown. P Q 11 10 9 8 7 6 5 4 3 2 1 0 δ / ppm The relative numbers of protons responsible for the singlet peaks s
  34. January 2022, Unit 5, Q15(b) (7 marks): The high resolution proton NMR spectrum of Q is shown. Area under curve 5 2 2 3 10 9 8 7 6 5 4 3 2 1 0 δ (ppm) Deduce the structure of Q. Justify your answer by
  35. January 2022, Unit 6, Q2(c) (2 marks): The high resolution proton NMR spectrum of X contains only two singlets with relative peak areas of 3 : 2. Draw the structure of X, identifying the two proton e
  36. January 2022, Unit 6, Q2(d)(iii) (2 marks): Explain how the low resolution proton NMR spectrum of Y would confirm which of your structures in (d)(ii) is correct. Chemical shifts are not required. (2)
  37. January 2022, Unit 6, Q2(e)(ii) (3 marks): The high resolution proton NMR spectrum of Z contains four peaks (J, K, L and M). Peak J has the highest chemical shift, showing that this proton environment is
  38. October 2021, Unit 4, Q16(c) (5 marks): A simplified high resolution proton (1H) NMR spectrum of compound X is shown. 12 10 8 6 4 2 0 δ / ppm Explain how the number of peaks in the 1H NMR spectrum, to
  39. October 2021, Unit 5, Q19(b) (2 marks): State one similarity and one difference you would expect in the low resolution proton NMR spectrum of the Ladenburg structure and that of benzene. You must incl
  40. June 2021, Unit 4, Q17(c)(i) (1 mark): Label the three remaining hydrogen environments B, C and D on the structure. (1) CH3 CH3 C O C H2 C C H2 CH3 H3C A O
  41. June 2021, Unit 4, Q17(c)(ii) (3 marks): Complete the table. (3) Hydrogen Splitting pattern Relative environment of peak peak area A triplet 3 B C D
  42. June 2021, Unit 5, Q16 (1 mark): In the high resolution proton NMR spectrum of propan-2-ol, CH3CHOHCH3 there are A one singlet, one doublet and a heptet B one singlet, two doublets and a heptet
  43. June 2021, Unit 5, Q19(c) (6 marks): A simplified high resolution proton NMR spectrum of Y is shown. The relative peak areas are given near each peak. 9 3 TMS 1 12.0 10.0 8.0 6.0 4.0 2.0 0.0 Chemic
  44. June 2021, Unit 6, Q3(a)(ii) (1 mark): the most peaks in its low resolution proton NMR spectrum. (1)
  45. June 2021, Unit 6, Q3(a)(iii) (1 mark): three peaks with relative peak area 3:2:3 in its low resolution proton NMR spectrum. (1)
  46. June 2021, Unit 6, Q3(a)(iv) (1 mark): one triplet and one quartet as the only peaks in its high resolution proton NMR spectrum. (1)
  47. January 2021, Unit 4, Q17(d)(iv) (3 marks): Data from the high resolution proton NMR spectrum of E is shown. Chemical shift, į Peak Splitting pattern Relative peak area / ppm for TMS A 4.02 triplet 2 B 2.
  48. January 2021, Unit 5, Q24(d)(i) (1 mark): Identify the other proton environments of acetoin on the structure and label them B, C etc. (1)
  49. January 2021, Unit 5, Q24(d)(ii) (2 marks): Complete the table to show the splitting pattern in the high resolution proton NMR spectrum of acetoin. (2) Proton environment Splitting pattern A
  50. 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
  51. October 2020, Unit 4, Q17(b)(i) (3 marks): Isomer E contains an ether functional group (R-O-R) and a ketone functional group. The low resolution proton NMR spectrum of isomer E has four peaks. The displa
  52. October 2020, Unit 6, Q2(b)(ii) (4 marks): A simplified high resolution proton NMR spectrum of Q is shown. The relative peak areas are given above each set of peaks. 6 1 TMS 1 12.0 10.0 8.0 6.0 4.0 2.0 0
  53. January 2020, Unit 4, Q16(a)(i) (2 marks): Identify which groups of hydrogen atoms are responsible for each peak in the spectrum by adding the labels w, x, y and z to the appropriate parts of this displa
  54. January 2020, Unit 4, Q16(a)(ii) (2 marks): Explain the splitting patterns of the peaks at 4.2 ppm and 1.3 ppm. (2)

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