caa a22 4500 469053658 CHVBK 20180323132837.0 cr unu---uuuuu 170328e19921001xx s 000 0 eng 10.1007/BF00130395 doi (NATIONALLICENCE)springer-10.1007/BF00130395 Enhancement of the solubilities of polycyclic aromatic hydrocarbons by weak hydrogen bonds with water [Elektronische Daten] [Paul Ruelle, Michel Buchmann, Hô Nam-Tran, Ulrich Kesselring] Summary: The thermodynamics of mobile order is applied to predict the aqueous solubility of liquid and solid aliphatic and polycyclic aromatic hydrocarbons. The solubility values are mainly determined by the magnitude of the hydrophobic effect. However, contrary to the solubilities of the alkanes, the solubilities of polycyclic aromatic hydrocarbons in water predicted in absence of solute-solvent hydrogen (H) bonds are systematically too low. This shows the contribution of weak specific interactions between the OH groups and the π electrons of the aromatic substances. According to the theory, these interactions are characterized by a stability bility constant Ko which can be derived from solubility data. At 25°C, this constant amounts to 80 cm3/mol, the order of magnitude of which can be explained by the competition of these intermolecular bonds with the rather weak self-association bonds in the secondary chains of water. ESCOM Science Publishers B.V., 1992 Solution thermodynamics nationallicence Solubility nationallicence Stability constant nationallicence Mobile order theory nationallicence Hydrocarbons nationallicence Hydrophobic effect nationallicence Ruelle Paul Institut d'Analyse Pharmaceutique, Ecole de Pharmacie, Université de Lausanne, B.E.P., CH-1015 Dorigny, Lausanne, Switzerland aut Buchmann Michel Institut d'Analyse Pharmaceutique, Ecole de Pharmacie, Université de Lausanne, B.E.P., CH-1015 Dorigny, Lausanne, Switzerland aut Nam-Tran Hô Institut d'Analyse Pharmaceutique, Ecole de Pharmacie, Université de Lausanne, B.E.P., CH-1015 Dorigny, Lausanne, Switzerland aut Kesselring Ulrich Institut d'Analyse Pharmaceutique, Ecole de Pharmacie, Université de Lausanne, B.E.P., CH-1015 Dorigny, Lausanne, Switzerland aut Journal of Computer-Aided Molecular Design Kluwer Academic Publishers 6/5(1992-10-01), 431-448 0920-654X 6:5<431 1992 6 10822 https://doi.org/10.1007/BF00130395 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/BF00130395 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Ruelle Paul Institut d'Analyse Pharmaceutique, Ecole de Pharmacie, Université de Lausanne, B.E.P., CH-1015 Dorigny, Lausanne, Switzerland aut NATIONALLICENCE 700 1- Buchmann Michel Institut d'Analyse Pharmaceutique, Ecole de Pharmacie, Université de Lausanne, B.E.P., CH-1015 Dorigny, Lausanne, Switzerland aut NATIONALLICENCE 700 1- Nam-Tran Hô Institut d'Analyse Pharmaceutique, Ecole de Pharmacie, Université de Lausanne, B.E.P., CH-1015 Dorigny, Lausanne, Switzerland aut NATIONALLICENCE 700 1- Kesselring Ulrich Institut d'Analyse Pharmaceutique, Ecole de Pharmacie, Université de Lausanne, B.E.P., CH-1015 Dorigny, Lausanne, Switzerland aut NATIONALLICENCE 773 0- Journal of Computer-Aided Molecular Design Kluwer Academic Publishers 6/5(1992-10-01), 431-448 0920-654X 6:5<431 1992 6 10822 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer