Journal
JOURNAL OF CHEMICAL THEORY AND COMPUTATION
Volume 1, Issue 4, Pages 643-652Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ct049841c
Keywords
-
Ask authors/readers for more resources
We report a computer simulation study on the hydration of benzene, which, despite being hydrophobic, is a weak hydrogen bond acceptor. The effect of benzene-water hydrogen bonding on the hydration free energy has been analyzed in terms of solute-solvent energies and entropies. Our calculations show that benzene-water hydrogen bonding restricts the number of arrangements possible for the water molecules resulting in a more unfavorable (negative) solute-solvent entropy change than observed for a 'nonpolar benzene' not capable of accepting water hydrogen bonds. More favorable hydration free energies of aromatic hydrocarbons in comparison with aliphatic hydrocarbons observed experimentally as well as in our calculations must therefore be a result of more favorable solute-solvent interaction energies. This result supports the view that lower aqueous solubilities of nonpolar molecules compared to polar molecules are due to a lack of favorable electrostatic interactions with water molecules. The calculated hydration free energy, enthalpy, entropy, and hydration heat capacity of benzene are in good agreement with experimentally reported values.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available