Fluorine-19 nuclear magnetic resonance studies of tetraethylammonium fluoride in glacial ethanoic acid

Abstract
The 19F n.m.r. spectra of solutions of tetraethylammonium fluoride in glacial ethanoic acid are consistent with F(MeCO2H)x being the only significant fluoride species at concentrations above 0.01 mole fraction (0.004 mol kg–1). Below this the fluoride signal shifts upfield indicating an equilibrium involving a protonated fluoride postulated as [HF ⋯ H+⋯ O2CMe]. The chemical shifts [p.p.m. (CFCl3)] of these species in this medium are –123 [F(MeCO2H)x ] and –217 [HF ⋯ H+⋯ O2CMe]. There is no evidence for HF2 as previously assumed.

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