Abstract
1. Potentiometric titration in nitromethane at 25°C has been used to determine dissociation constants for 16 mono-substituted benzoic acids. 2. Bronsted and Hammett equations have been set up for the compound series under study here. 3. The data of the literature have been used to evaluate the nitromethane autoprotolysis constant, pKS≥24. 4. The relative differentiating action of nitromethane with respect to other solvents has been evaluated from the slopes of the Bronsted and Hammett plots and the values of the autoprotolysis constant. The differentiating action of nitromethane with respect to acids is greater than that of acids with respect to alcohols and acetone, but less than that of DMSO, acetonitrile, and DMF. 5. Study has been made of the dissociation of the aminobenzoic acids in nitromethane. Solutions of p-aminobenzoic acid are free of zwitterions, while solutions of the m-aminobenzoic acid contain these ions to the extent of 50%.
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