Arylphosphonic acids. I. Substituent effects on their first and second dissociations

K Nagarajan, KP Shelly, RR Perkins…

Index: Nagarajan, K.; Shelly, Kevin P.; Perkins, R. R.; Stewart, Ross Canadian Journal of Chemistry, 1987 , vol. 65, p. 1729 - 1733

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Citation Number: 24

Abstract

Thermodynamic p K 1 and p K 2 values of 36 arylphosphonic acids have been determined. The p K values of the meta and para compounds are correlated well by the σ n parameter, suggesting that there is little conjugation between the phosphonic group and the aromatic ring; the ρ values of the first and second dissociations are 0.923 and 1.140, respectively. The- PO3H-group itself appears to be electron donating, contrary to earlier literature reports. ...