Abstract

The study of acid–base reactions in oxydipropionitrile (ODPN) by means of glass and hydrogen electrodes allows us to determine the pKA's of several acid–base pairs. Use of Strehlow's hypothesis leads to a correlation of acidity scales in water, acetonitrile and oxydipropionitrile. Because of solvent degradation in highly alkaline solution it proved impossible to determine the ionic product of the medium and consequently the pKB's of several acid–base pairs. The weak basicity of ODPN allows for the easy titration of very weak bases such as urea, DMSO, and HMPT in water. For weak acid the importance of homoconjugation is clearly shown leading to the weak ability of the medium to solvate both anions and protons. Some homoconjugation constants have been determined by the analysis of the potentiometric titration curves. Finally a study of the quinone–hydroquinone couple shows that this is also a pH indicator in ODPN. At the present time our studies provide a pK scale of practical use over 20 units. [Journal translation]

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