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Title: 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}
}