Premium
Monte Carlo simulations of the hydration of substituted benzenes with OPLS potential functions
Author(s) -
Jorgensen William L.,
Nguyen Toan B.
Publication year - 1993
Publication title -
journal of computational chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.907
H-Index - 188
eISSN - 1096-987X
pISSN - 0192-8651
DOI - 10.1002/jcc.540140207
Subject(s) - chemistry , monte carlo method , computational chemistry , benzene , intermolecular force , hydrogen bond , benzonitrile , opls , toluene , thermodynamics , molecular dynamics , molecule , organic chemistry , physics , mathematics , water model , statistics
Intermolecular potential functions have been developed for use in computer simulations of substituted benzenes. Previously reported optimized potentials for liquid simulations (OPLS) for benzene and organic functional groups were merged and tested by computing free energies of hydration for toluene, p ‐xylene, phenol, anisole, benzonitrile, p ‐cresol, hydroquinone, and p ‐dicyanobenzene. The calculations featured Monte Carlo simulations at 25°C and 1 atm with statistical perturbation theory. The average difference between the computed results and experimental data for the absolute free energies of hydration is 0.5 kcal/mol. The AM1‐SM2 method is also found to perform well in predicting the free energies of hydration for the substituted benzenes. In addition, the Monte Carlo simulations provided details on the hydration of the substituted benzenes, in particular for the solute–water hydrogen bonding. © 1993 John Wiley & Sons, Inc.