Abstract
The aqueous solubility of an organic compound can often be the major factor which controls its bioaccumulation. Many environmentally important compounds are not taken up into the food chain because they are simply too insoluble to build up an appreciable concentration in the aquatic environment. A knowledge of aqueous solubility is also essential for predicting the general environmental distribution of substances, notably the extent of partitioning from water into air, sediment, or particulate matter suspended in the water column. It is thus universally accepted that measurement or estimation of aqueous solubility is an essential prerequisite to hazard assessment for new and existing environmental chemicals.
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References
Banerjee, S., S. H. Yalkowsky, and S. C. Valvani: Water solubility and octanol/water partition coefficients of organics. Limitations of the solubility-partition coefficient correlation. Environ. Sci. Technol. 14, 1227 (1980).
Chiou, C. T., L. J. Peters, and V. H. Freed: Physical concepts of soil-water equilibria for nonionic organic compounds. Science 206, 831 (1979).
Ferguson, J., and H. Pirie: The toxicity of vapors to the grain weevil. Ann. Applied Biol. 35, 532 (1948).
Hansch, C., J. E. Quinlan, and G. L. Lawrence: The linear free-energy relationship between partition coefficients and the aqueous solubility of organic liquids. J. Org. Chem. 33, 347 (1968).
Mackay, D., and W. Y. Shiu: Aqueous solubility of polynuclear aromatic hydrocarbons, J. Chem. Eng. Data 22, 399 (1977).
Mackay, D., R. Mascarenhas, W. Y. Shiu, S. C. Valvani, and S. H. Yalkowsky: Aqueous solubility of polychlorinated biphenyls. Chemosphere 9, 257 (1980).
Nys, G. G., and R. F. Rekker: The concept of hydrophobic fragment constants (f-values). II. Extension of its applicability to the calculation of lipophilicities of aromatic and heteroarmatic structures. Eur. J. Med. Chem. 9, 361 (1974).
Valvani, S. C., S. H. Yalkowsky, and T. J. Roseman: Solubility and partitioning. IV. Aqueous solubility and octanol-water partition coefficients of liquid nonelectrolytes. J. Pharm. Sci. 70, 502 (1981).
Yalkowsky, S. H.: Solubility and partitioning. V. Dependence of solubility on melting point. J. Pharm. Sci. 70, 971 (1981).
Yalkowsky, S. H., and G. L. Flynn: Transport of alkyl homologs across synthetic and biological membranes. J. Pharm. Sci. 62, 210 (1973).
Yalkowsky, S. H., and S. C. Valvani: Solubility and partitioning. II. Relationship between aqueous solubilities, partition coefficients, and molecular surface areas of rigid aromatic hydrocarbons. J. Chem. Engin. Data 24, 127 (1979).
Yalkowsky, S. H., and S. C. Valvani: Solubility and partitioning. I. Solubility of nonelectrolytes in water. J. Pharm. Sci. 69, 912 (1980).
Yalkowsky, S. H., and S. C. Valvani Unpublished (1981).
Yalkowsky, S. H., R. J. Orr, and S.C. Valvani: Solubility and partitioning. III. The solubility of halobenzenes in water. I&EC Fundam. 18, 351 (1979).
Zwolinski, B. J., H. Eyring, and C. E. Reese: Diffusion and membrane permeability. J. Phys. Chem. 53, 1426 (1949).
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© 1983 Springer-Verlag New York Inc.
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Yalkowsky, S.H., Valvani, S.C., Mackay, D. (1983). Estimation of the aqueous solubility of some aromatic compounds. In: Gunther, F.A., Gunther, J.D. (eds) Residue Reviews. Residue Reviews, vol 85. Springer, New York, NY. https://doi.org/10.1007/978-1-4612-5462-1_5
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DOI: https://doi.org/10.1007/978-1-4612-5462-1_5
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