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http://hdl.handle.net/2445/156717
Title: | Calculating the partition coefficients of organic solvents in octanol/water and octanol/air |
Author: | Nedyalkova, Miroslava Madurga Díez, Sergio Tobiszewski, Marek Simeonov, Vasil |
Keywords: | Dissolvents orgànics Teoria del funcional de densitat Organic solvents Density functionals |
Issue Date: | 28-May-2019 |
Publisher: | American Chemical Society |
Abstract: | Partition coefficients define how a solute is distributed between two immiscible phases at equilibrium. The experimental estimation of partition coefficients in a complex system can be an expensive, difficult, and time-consuming process. Here a computational strategy to predict the distributions of a set of solutes in two relevant phase equilibria is presented. The octanol/water and octanol/air partition coefficients are predicted for a group of polar solvents using density functional theory (DFT) calculations in combination with a solvation model based on density (SMD) and are in excellent agreement with experimental data. Thus, the use of quantum-chemical calculations to predict partition coefficients from free energies should be a valuable alternative for unknown solvents. The obtained results indicate that the SMD continuum model in conjunction with any of the three DFT functionals (B3LYP, M06-2X, and M11) agrees with the observed experimental values. The ighest correlation to experimental data for the octanol/water partition coefficients was reached by the M11 functional; for the octanol/air partition coefficient, the M06-2X functional yielded the best performance. To the best of our knowledge, this is the first computational approach for the rediction of octanol/air partition coefficients by DFT calculations, which has remarkable accuracy and precision. |
Note: | Versió postprint del document publicat a: https://doi.org/10.1021/acs.jcim.9b00212 |
It is part of: | Journal of Chemical Information and Modeling, 2019, vol. 59, num. 5, p. 2257-2263 |
URI: | http://hdl.handle.net/2445/156717 |
Related resource: | https://doi.org/10.1021/acs.jcim.9b00212 |
ISSN: | 1549-9596 |
Appears in Collections: | Articles publicats en revistes (Ciència dels Materials i Química Física) |
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