Organic Mass Spectrometry · 1991 · 19 citations · 13 references
Natural SciencesChemistryAnalytical ChemistryMass Spectrometric AnalysisPhysical ChemistryChemical Reaction KineticsMass Spectrometry
Abstract Loss of CO from the molecular ions ([CH 3 OC 6 H 4 COF] + ˙) of o ‐, m ‐ and p ‐anisoyl fluorides has been investigated by mass‐analysed ion kinetic energy (MIKE) spectrometry. This reaction involves fluorine atom migration from the carbonyl group to the benzene ring. In the cases of o ‐ and p ‐anisoyl fluorides, the fluorine atom migrates via a three‐membered transition state to form the molecular ions ([CH 3 OC 6 H 4 F] + ˙) of o ‐ and p ‐fluoroanisoles, respectively. On the other hand, in the case of m ‐anisoyl fluoride, the fluorine atom migrates from the carbonyl group to the benzene ring via a three‐ or four‐membered transition state.
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