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Comment on “Thermodynamic Modelling for Solubility of 3-Methyl-2-nitrobenzoic Acid in Nine Organic Solvents from T (283.15–318.15 K) and Dissolution Properties”

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Abstract

Questions are raised regarding whether or not the curve-fit equation coefficients reported by He and cowokers for the Kamlet and Taft linear solvent energy relationship model are meaningful. One of the calculated coefficients suggests that the solubility of 2-nitro-3-methylbenzoic acid decreases with increasing hydrogen-bond acidity of the solvent. The Abraham general solvation parameter model is suggested as a better model for obtaining information regarding molecular interactions between 2-nitro-3-methylbenzoic acid and surrounding solvent molecules.

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References

  1. He, Q., Zheng, M., Farajtabar, A., Zhao, H.: Thermodynamic modelling for solubility of 3-methyl-2-nitrobenzoic acid in nine organic solvents from T (283.15–318.15 K) and dissolution properties. J. Solution Chem. 47, 1224–1245 (2018)

    Article  CAS  Google Scholar 

  2. Knofczynski, T.G., Mundfrom, D.: Samples sizes when using multiple regression for prediction. Educ. Psychol. Meas. 68, 431–442 (2008)

    Article  Google Scholar 

  3. Austin, P.C., Steyerberg, E.W.: The number of subjects per variable required in linear regression analyses. J. Clin. Epidemiol. 68, 627–639 (2015)

    Article  PubMed  Google Scholar 

  4. Li, X., Liu, Y., Cao, Y., Cong, Y., Farajtabar, A., Zhao, H.: Solubility modeling, solvent effect, and preferential solvation of thiamphenicol in cosolvent mixtures of methanol, ethanol, N,N-dimethylformamide, and 1,4-dioxane with water. J. Chem. Eng. Data 63, 2219–2227 (2018)

    Article  CAS  Google Scholar 

  5. Abraham, M.H.: Scales of solute hydrogen-bonding: their construction and application to physicochemical and biochemical processes. Chem. Soc. Rev. 22, 73–83 (1993)

    Article  CAS  Google Scholar 

  6. Abraham, M.H., Smith, R.E., Luchtefeld, R., Boorem, A.J., Luo, R., Acree Jr., W.E.: Prediction of solubility of drugs and other compounds in organic solvents. J. Pharm. Sci. 99, 1500–1515 (2010)

    Article  CAS  PubMed  Google Scholar 

  7. Abraham, M.H., Acree, W.E.: Descriptors for cyclooctasulfur: estimation of watersolvent partition coefficients, solubilities in solvents, and physicochemical properties. ACS Omega 3, 5516–5521 (2018)

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  8. Abraham, M.H., Acree Jr., W.E.: Descriptors for the α,ω-dicarboxylic acids from oxalic acid to sebacic acid. Fluid Phase Equilib. 467, 17–24 (2018)

    Article  CAS  Google Scholar 

  9. Hart, E., Klein, A., Zha, O., Wadawadigi, A., Qian, E., Dunn, S., Herron, J., Kankolongo, K., Ryan, S., Acree Jr., W.E., Abraham, M.H.: Determination of Abraham model solute descriptors for monomeric 3,4,5-trimethoxybenzoic acid from experimental solubility data in organic solvents measured at 298.2 K. Phys. Chem. Liq. 56, 381–390 (2018)

    Article  CAS  Google Scholar 

  10. Abraham, M.H., Acree Jr., W.E.: Gas–solvent and water–solvent partition of trans-stilbene at 298 K. J. Mol. Liq. 238, 58–61 (2017)

    Article  CAS  Google Scholar 

  11. Acree Jr., W.E., Bowen, K.R., Horton, M.Y., Abraham, M.H.: Computation of Abraham model solute descriptors for 3-methyl-4-nitrobenzoic acid from measured solubility data. Phys. Chem. Liq. 55, 482–491 (2017)

    Article  CAS  Google Scholar 

  12. Hart, E., Ramirez, A.M., Cheeran, S., Barrera, M., Horton, M.Y., Wadawadigi, A., Acree Jr., W.E., Abraham, M.H.: Determination of Abraham model solute descriptors for 2-methyl-3-nitrobenzoic acid from measured solubility data in alcohol, alkyl ether, alkyl acetate and 2-alkoxyalcohol mono-solvents. Phys. Chem. Liq. 55, 796–804 (2017)

    Article  CAS  Google Scholar 

  13. Abraham, M.H., Acree Jr., W.E.: Descriptors for pentane-2,4-dione and its derivatives. J. Solution Chem. 46, 1625–1638 (2017)

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  14. Hoover, K.R., Coaxum, R., Pustejovsky, E., Acree, W.E., Abraham, M.H.: Thermochemical behavior of dissolved carboxylic acid solutes: Part 5—Mathematical correlation of 3,5-dinitrobenzoic acid solubilities with the Abraham solvation parameter model. Phys. Chem. Liq. 42, 457–466 (2004)

    Article  CAS  Google Scholar 

  15. Ye, S., Saifullah, M., Grubbs, L.M., McMillan-Wiggins, M.C., Acosta, P., Mejorado, D., Flores, I., Acree, W.E., Abraham, M.H.: Determination of the Abraham model solute descriptors for 3,5-dinitro-2-methylbenzoic acid from measured solubility data in organic solvents. Phys. Chem. Liq. 49, 821–829 (2011)

    Article  CAS  Google Scholar 

  16. Acree Jr., W.E., Horton, M.Y., Higgins, E., Abraham, M.H.: Commentary on “measurement and correlation of the solubility of telmisartan (form a) in nine different solvents from 277.85 to 338.35 K”. J. Solution Chem. 45, 1902–1905 (2016)

    Article  CAS  Google Scholar 

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Correspondence to William E. Acree Jr..

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Acree, W.E., Abraham, M.H. Comment on “Thermodynamic Modelling for Solubility of 3-Methyl-2-nitrobenzoic Acid in Nine Organic Solvents from T (283.15–318.15 K) and Dissolution Properties”. J Solution Chem 48, 163–166 (2019). https://doi.org/10.1007/s10953-019-00851-9

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  • DOI: https://doi.org/10.1007/s10953-019-00851-9

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