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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 highest 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 prediction of octanol/air partition coefficients by DFT calculations, which has remarkable accuracy and precision.
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Authors (4)
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Miroslava Nedyalkova
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Sergio Madurga
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Vasil Simeonov prof. dr hab. inż.
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Details
- Category:
- Articles
- Type:
- artykuły w czasopismach
- Published in:
-
Journal of Chemical Information and Modeling
no. 59,
pages 2257 - 2263,
ISSN: 1549-9596 - Language:
- English
- Publication year:
- 2019
- Bibliographic description:
- Nedyalkova M., Madurga S., Tobiszewski M., Simeonov V.: Calculating the Partition Coefficients of Organic Solvents in Octanol/Water and Octanol/Air// Journal of Chemical Information and Modeling -Vol. 59,iss. 5 (2019), s.2257-2263
- DOI:
- Digital Object Identifier (open in new tab) 10.1021/acs.jcim.9b00212
- Verified by:
- Gdańsk University of Technology
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