Concepedia

Acid−Base Equilibria in Nonpolar Media. Absolute p<i>K</i><sub>a</sub> Scale of Bases in Tetrahydrofuran

Gemma Garrido, Eve Koort, Clara Ràfols, Elisabeth Bosch, Toomas Rodima, Ivo Leito, Martı́ Rosés

The Journal of Organic Chemistry · 2006 · 87 citations · 20 references

DOI

Concepts

Abstract

The acidity constants (pKa) of 11 bases (amines, anilines, pyridines, pyrrolidines, and iminophosphoranes) have been determined in tetrahydrofuran by potentiometry, complemented by conductometric measurements. The pK(a) values of the studied bases cover a wide absolute pH range of acidity in tetrahydrofuran, from 7.4 to 21.7. From the pK(a) values obtained, a scale of absolute acidity in tetrahydrofuran has been established, which has allowed calculation of the absolute pKa values of 77 bases from literature relative pK(a) data.

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