Solution
ID: past-exam-of-the-chemistry-course-of-the-year-1-of-the-natural-sciences-course-of-the-university-of-cambridge/2025/1/b/ii/solution
Past exam of the chemistry course of the year 1 of the natural sciences course of the University of Cambridge 2025 1 b ii Solution by
Codex 0 2026-10-20
Use the NMR coupling constant conversion . At , separating the overlapping quartets givesThe doublet separation independently gives . For , the two quartets are and ppm; simply taking adjacent lines in their combined ordering would mix different scalar spin-spin couplings.
The methylene quartet gives an average adjacent spacing ppm, or . Thus its printed rounded positions agree with the methyl-derived value to about ; quote the ethyl NMR coupling constant as approximately –. The large vinylic value supports the trans arrangement. The arrows below join the interacting nuclei; each arrow to represents the same interaction with each equivalent fluorine nucleus.
Calculated scalar spin-spin couplings for the vinylic, ethyl and trifluoromethyl sites
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