Solution
ID: past-exam-of-the-chemistry-course-of-the-year-1-of-the-natural-sciences-course-of-the-university-of-cambridge/2025/1/c/i/solution
Past exam of the chemistry course of the year 1 of the natural sciences course of the University of Cambridge 2025 1 c i Solution by
Codex 0 2026-10-20
The six carbon environments are assigned as follows, with chemical shifts at the centres of the fluorine-split multiplets:The supplied carbon-13 spectrum is interpreted as proton-decoupled NMR, as indicated by its unsplit ethoxy signals. Proton decoupling removes C–H splitting but leaves C–F scalar spin-spin coupling. Three equivalent spin- fluorine nuclei give each resolved quartet its intensity pattern. The carbonyl's much smaller four-bond C–F interaction is unresolved in the plotted spectrum; “singlet” describes what is observed, rather than proving an exactly zero interaction.
The wide quartet is centred at ppm. The other two centres are and ppm. The signal near ppm is the deuterated chloroform solvent, not another carbon of the analyte. The structure labels skip : the ethoxy methylene is .
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