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Correlation analysis of the solubility of organic compounds: influence of the polarizability effect

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Abstract

Literature data on the solubility (Sol) and Gibbs energy of dissolution (ΔG°) reported for 26 series of derivatives of benzene, pyridine, and fluorocarbons in various solvents were considered using correlation analysis. An excess charge appears on the reaction center due to the formation of weak solute—solvent complexes, which results in the manifestation of polarizability effect. It was established for the first time that the values of Sol and ΔG° depend on the joint influence of inductive, resonant, polarization, and steric effects of substituents, whereas contribution of the polarizability effect reaches 50%.

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Funding

This work was financially supported by the Ministry of Science and Higher Education of the Russian Federation within the framework of the State Assignment.

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Authors and Affiliations

  1. G. A. Razuvaev Institute of Organometallic Chemistry, Russian Academy of Sciences, 49 ul. Tropinina, 603950, Nizhny Novgorod, Russian Federation

    N. M. Khamaletdinova, O. V. Kuznetsova & A. N. Egorochkin

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  1. N. M. Khamaletdinova
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  2. O. V. Kuznetsova
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  3. A. N. Egorochkin
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Corresponding author

Correspondence to O. V. Kuznetsova.

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No human or animal subjects were used in this research.

The authors declare no competing interests.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 6, pp. 1151–1157, June, 2022.

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Khamaletdinova, N.M., Kuznetsova, O.V. & Egorochkin, A.N. Correlation analysis of the solubility of organic compounds: influence of the polarizability effect. Russ Chem Bull 71, 1151–1157 (2022). https://doi.org/10.1007/s11172-022-3515-1

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  • DOI: https://doi.org/10.1007/s11172-022-3515-1

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