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Correlation of the Solubility Behavior of Crystalline 1-Nitronapthalene in Organic Solvents With the Abraham Solvation Parameter Model

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Abstract

The Abraham solvation parameter model is used to calculate the numerical values of the solute descriptors for 1-nitronaphthalene from experimental solubilities in organic solvents. The mathematical correlations take the form of

log10 (C S /C W ) = c + e E + s S + a A + b B + v V

log10 (C S /C G ) = c + e E + s S + a A + b B + l L

where CS and CW refer to the solute solubility (molarity) in the organic solvent and water, respectively, CG is the solute gas phase concentration, E is the solute excess molar refraction, V is the McGowan volume of the solute, A and B are measures of the solute hydrogen-bond acidity and hydrogen-bond basicity, S denotes the solute dipolarity/polarizability descriptor, and L is the logarithm of the solute gas phase dimensionless Ostwald partition coefficient into hexadecane at 298 K. The remaining symbols in the above expressions are known solvent coefficients, which have been determined previously for a large number of gas/solvent and water/solvent systems. The Abraham solvation parameter model was found to describe the experimental solubility data of 1-nitronaphthalene to within an overall standard deviation of 0.099 log units.

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Authors and Affiliations

  1. Department of Chemistry, University of North Texas, Denton, Texas, P.O. Box 305070, 76203-5070

    Kaci R. Hoover & William E. Acree Jr.

  2. Department of Chemistry, University College London, 20 Gordon Street, London, WC1H 0AJ, United Kingdom

    Michael H. Abraham

Authors
  1. Kaci R. Hoover
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  2. William E. Acree Jr.
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  3. Michael H. Abraham
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Correspondence to William E. Acree Jr..

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Hoover, K.R., Acree, W.E. & Abraham, M.H. Correlation of the Solubility Behavior of Crystalline 1-Nitronapthalene in Organic Solvents With the Abraham Solvation Parameter Model. J Solution Chem 34, 1121–1133 (2005). https://doi.org/10.1007/s10953-005-7691-2

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  • DOI: https://doi.org/10.1007/s10953-005-7691-2

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