Prediction of the n-hexane/water and 1-octanol/water partition coefficients for environmentally relevant compounds using molecular simulation

Nuno M. Garrido, Ioannis Economou, António J. Queimada, Miguel Jorge, Eugénia A. Macedo

Research output: Contribution to journalArticle

25 Citations (Scopus)

Abstract

In recent years molecular simulation has emerged as a useful tool to predict physical properties of complex chemical systems. A methodology to estimate the n-hexane/water and 1-octanol/water partition coefficients of environmentally relevant solutes, namely substituted alkyl-aromatic molecules, chlorobenzenes, polychlorinated biphenyls (PCBs) and polychlorinated diphenyl ethers (PCDEs) using molecular simulation is elucidated here. The partition coefficients are calculated based on the absolute solvation Gibbs energies in each phase which are estimated from molecular dynamics simulations employing the thermodynamic integration approach. Very encouraging results, with average absolute deviations of 0.4 log P units are presented. Consequently, this molecular-based approach with a strong physical background can provide reliable prediction of the partition coefficients in different solvent pairs without the a priori knowledge of experimental data.

Original languageEnglish
Pages (from-to)1929-1938
Number of pages10
JournalAICHE Journal
Volume58
Issue number6
DOIs
Publication statusPublished - Jun 2012
Externally publishedYes

Fingerprint

1-Octanol
Hexane
Chlorobenzenes
Water
Polychlorinated Biphenyls
Solvation
Gibbs free energy
Molecular Dynamics Simulation
Polychlorinated biphenyls
Thermodynamics
Molecular dynamics
Ethers
Physical properties
Molecules
Computer simulation
n-hexane
polychlorinated diphenyl ethers

ASJC Scopus subject areas

  • Biotechnology
  • Environmental Engineering
  • Chemical Engineering(all)

Cite this

Prediction of the n-hexane/water and 1-octanol/water partition coefficients for environmentally relevant compounds using molecular simulation. / Garrido, Nuno M.; Economou, Ioannis; Queimada, António J.; Jorge, Miguel; Macedo, Eugénia A.

In: AICHE Journal, Vol. 58, No. 6, 06.2012, p. 1929-1938.

Research output: Contribution to journalArticle

Garrido, Nuno M. ; Economou, Ioannis ; Queimada, António J. ; Jorge, Miguel ; Macedo, Eugénia A. / Prediction of the n-hexane/water and 1-octanol/water partition coefficients for environmentally relevant compounds using molecular simulation. In: AICHE Journal. 2012 ; Vol. 58, No. 6. pp. 1929-1938.
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