Q8(b). Identification of an aromatic diester
Identify C₁₂H₁₄O₄: UV 225, 265 nm; IR 2900, 2800, 1720, 1030, 860 cm⁻¹; ¹H NMR 1.48 (6H, t, J = 7 Hz), 4.4 (4H, q, J = 7 Hz), 8.1 (4H, s); MS 222, 194, 177 (base peak), 149.
Model answer
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Coversstructure elucidationdiethyl terephthalate¹H NMRmass spectrometry fragmentationIR ester band
All parts of Question 8
- 8(a)(i) Methylcyclohexenes by mass spectrometry5 marks
- 8(a)(ii) Hydroxy-methoxyacetophenone assignment5 marks
- 8(b) Identification of an aromatic diester10 marks
- 8(c)(i) Oxidative coupling of acetic anhydride5 marks
- 8(c)(ii) Cyclopentenone photocycloadditions5 marks
- 8(d) Photochemical cycloaddition and cleavage5 marks
- 8(e) IR distinctions between functional groups5 marks