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CAIE A-Level Chemistry 37.4.1 Proton NMR Interpretation

Practise completing proton NMR assignments from chemical shift, integration and n+1 splitting evidence.

Syllabus
2028–2030
Course
Chemistry 9701
Level
A2

Exam points

  • assign each signal’s δ range to a plausible proton environment using the supplied data table
  • convert integration ratios into relative proton counts and ensure they fit the molecular formula
  • use n neighbouring equivalent protons to predict n+1 splitting, then test all assignments against one structure

37.4.1—Proton NMR interpretation question 1

[Maximum number: 4]

Amino acids are molecules that contain −NH2-\mathrm{NH}_{2} and -COOH functional groups.
Glycine, H2NCH2COOH\mathrm{H}_{2} \mathrm{NCH}_{2} \mathrm{COOH}, is the simplest stable amino acid.

Compound V is another amino acid.

The proton (1H)\left({ }^{1} \mathrm{H}\right) NMR spectrum of V shows hydrogen atoms in five different environments, a , b , c, d and e, as shown in Fig. 6.2.

Fig. 6.2

Fig. 6.2

Table 6.1

Table 6.1

Complete Table 6.2 for the proton (1H)\left({ }^{1} \mathrm{H}\right) NMR spectrum of V taken in CDCl3\mathrm{CDCl}_{3}.

Table 6.2

Table 6.2

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