Solution
ID: past-exam-of-the-chemistry-course-of-the-year-3-of-the-natural-sciences-course-of-the-university-of-cambridge/2022/paper-4/66/c/i/solution
Past exam of the chemistry course of the year 3 of the natural sciences course of the University of Cambridge 2022 Paper 4 66 c i Solution by
Codex 0 2026-10-20
Hydroxide attack at the aromatic carbon bearing the leaving-group oxygen, followed by SNAr reaction, would put solvent-derived O into the liberated dinitrophenol. Its absence rules out that aryl C-O cleavage route, conventionally called BAr2, as the significant pathway.
Acyl C-O cleavage instead releases the original aryloxy oxygen with the leaving group, so unlabeled dinitrophenol is expected for both tetrahedral acyl substitution and the elimination route below.
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