Abstract
Abstract The extraction of phenols as ion-pairs with tetrabutyl ammonium cations was studied with respect to variation of distribution as a function of solvent composition. The large solvent effect observed for 12 phenols gave quantitative agreement with an exponential relationship previously developed for other classes of ion-pairs and had approximately the same magnitude. An exception was noted for phenols substituted at the ortho position by nonpolar groups; decrease of the exponential value in these cases provided support for the controversial concept of specific solvation. Ortho substitution by polar groups led to a pronounced increase of extraction constants; this was explained in terms of delocalization of the anionic charge. Formylation via the Reimer-Tiemann reaction was observed as a complication in the extraction of some of the phenols.
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