Prediction of octanol-water partition coefficients using a group contribution solvation model
Abstract
Using the recently derived group contribution solvation (GCS) model, the authors have developed a predictive model for the octanol-water partition coefficient (K{sub OW}), the GCSKOW model. In this model K{sub OW} is calculated from two molecular structure parameters, which take into account the size and shape effects, and one energy parameter that determines the attractive interactions between the solute and the solvent. On the basis of quantum mechanical studies, the authors found that for organic solutes with a single strong functional group, all these parameters can be obtained in a group contribution manner. Consequently, the authors present a database here for various functional group contributions in this new, easy-to-use model. The root-mean-square deviation of the predicted log K{sub OW} from the GCSKOW model for 226 solutes is found to be 0.14 (which corresponds to 38% in K{sub OW}), which is considerably less than those from the methods of Hansch and Leo (0.18 in log K{sub OW} or 51%), KOW-UNIFAC (0.21 or 62%), and LSER (0.23 or 71%).
- Authors:
- Publication Date:
- Research Org.:
- Univ. of Delaware, Newark, DE (US)
- Sponsoring Org.:
- National Science Foundation (NSF); USDOE
- OSTI Identifier:
- 20001009
- DOE Contract Number:
- FG02-85ER13436
- Resource Type:
- Journal Article
- Journal Name:
- Industrial and Engineering Chemistry Research
- Additional Journal Information:
- Journal Volume: 38; Journal Issue: 10; Other Information: PBD: Oct 1999; Journal ID: ISSN 0888-5885
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 40 CHEMISTRY; OCTANOLS; WATER; SEPARATION PROCESSES; PARTITION; MATHEMATICAL MODELS
Citation Formats
Lin, S T, and Sandler, S I. Prediction of octanol-water partition coefficients using a group contribution solvation model. United States: N. p., 1999.
Web. doi:10.1021/ie990391u.
Lin, S T, & Sandler, S I. Prediction of octanol-water partition coefficients using a group contribution solvation model. United States. https://doi.org/10.1021/ie990391u
Lin, S T, and Sandler, S I. 1999.
"Prediction of octanol-water partition coefficients using a group contribution solvation model". United States. https://doi.org/10.1021/ie990391u.
@article{osti_20001009,
title = {Prediction of octanol-water partition coefficients using a group contribution solvation model},
author = {Lin, S T and Sandler, S I},
abstractNote = {Using the recently derived group contribution solvation (GCS) model, the authors have developed a predictive model for the octanol-water partition coefficient (K{sub OW}), the GCSKOW model. In this model K{sub OW} is calculated from two molecular structure parameters, which take into account the size and shape effects, and one energy parameter that determines the attractive interactions between the solute and the solvent. On the basis of quantum mechanical studies, the authors found that for organic solutes with a single strong functional group, all these parameters can be obtained in a group contribution manner. Consequently, the authors present a database here for various functional group contributions in this new, easy-to-use model. The root-mean-square deviation of the predicted log K{sub OW} from the GCSKOW model for 226 solutes is found to be 0.14 (which corresponds to 38% in K{sub OW}), which is considerably less than those from the methods of Hansch and Leo (0.18 in log K{sub OW} or 51%), KOW-UNIFAC (0.21 or 62%), and LSER (0.23 or 71%).},
doi = {10.1021/ie990391u},
url = {https://www.osti.gov/biblio/20001009},
journal = {Industrial and Engineering Chemistry Research},
issn = {0888-5885},
number = 10,
volume = 38,
place = {United States},
year = {Fri Oct 01 00:00:00 EDT 1999},
month = {Fri Oct 01 00:00:00 EDT 1999}
}