Abstract
DURING the course of our investigation of acid-base equilibria in N-(substituted phenyl)glycines it has become apparent that the well-known Ebert–Wegscheider1 assumption equating the inductive effect of a carboxy group with that of a carboethoxy or carbomethoxy group is invalid when applied to these acids. This assumption has been widely used to evaluate the microscopic or individual constants for the following reactions2 : from the experimentally measured ionization exponents pK1 and pK2, K B being assumed equal to the ionization constant, K E, for the reaction : The zwitterion constant K Z for the equilibrium : is readily calculated from the relation
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References
Ebert, L. J., Z. physik. Chem., 121, 385 (1926).
Edsall, J. T., and Blanchard, M. H., J. Amer. Chem. Soc., 55, 2337 (1933).
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BRYSON, A., DAVIES, N. & SERJEANT, E. Zwitterion Ratios of N-(Substituted Phenyl)Glycines : the Non-Validity of the Ebert–Wegscheider Assumption. Nature 195, 996–997 (1962). https://doi.org/10.1038/195996a0
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DOI: https://doi.org/10.1038/195996a0
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