title: Studying thermodynamic aspects of sublimation, solubility and solvation processes and crystal structure analysis of some sulfonamides.
abstract: Crystal structures of N-(2-chlorophenyl)-benzene-sulfonamide (I), N-(2,3-dichlorophenyl)-benzene-sulfonamide (II), N-(4-chlorophenyl)-benzene-sulfonamide (III) were solved by X-ray diffraction method. Temperature dependencies of saturated vapor pressure and thermodynamic functions of sublimation process were calculated (I: DeltaG(sub)(298)=50.4kJmol(-1); DeltaH(sub)(298)=114+/-1kJmol(-1); DeltaS(sub)(298)=213+/-3Jmol(-1)K(-1); II: DeltaG(sub)(298)=54.1kJmol(-1); DeltaH(sub)(298)=124.9+/-1.6kJmol(-1); DeltaS(sub)(298)=237+/-5Jmol(-1)K(-1); III: DeltaG(sub)(298)=49.9kJmol(-1); DeltaH(sub)(298)=98.6+/-1.9kJmol(-1); DeltaS(sub)(298)=163+/-5Jmol(-1)K(-1)). Thermochemical parameters of fusion process for the compounds were obtained. Enthalpies of evaporation were estimated from enthalpies of sublimation and fusion. Temperature dependencies of the solubility in water, n-octanol and n-hexane were measured. The thermodynamic functions of solubility and solvation processes were deduced. Specific and non-specific solvation terms were distinguished using the transfer from the "inert"n-hexane to the other solvents. The transfer processes of the molecules from water to n-octanol were analyzed and main driven forces were established.
authors.affiliation: Department of Computer-Aided Molecular Design, Institute of Physiologically Active Compounds, Russian Academy of Sciences, 142432 Chernogolovka, Russia. glp@isc-ras.ru
authors.forename: German L
authors.initials: GL
authors.lastname: Perlovich
authors.forename: Nadezda N
authors.initials: NN
authors.lastname: Strakhova
authors.forename: Vladimir P
authors.initials: VP
authors.lastname: Kazachenko
authors.forename: Tatyana V
authors.initials: TV
authors.lastname: Volkova
authors.forename: Valery V
authors.initials: VV
authors.lastname: Tkachev
authors.forename: Klaus-Jürgen
authors.initials: KJ
authors.lastname: Schaper
authors.forename: Oleg A
authors.initials: OA
authors.lastname: Raevsky
mesh_terms: D020003:1-Octanol / Q000737:chemistry; D002152:Calorimetry, Differential Scanning; D003460:Crystallization; D006586:Hexanes / Q000737:chemistry; D012995:Solubility; D012997:Solvents / Q000737:chemistry*; D013449:Sulfonamides / Q000138:chemical synthesis / Q000737:chemistry*; D013696:Temperature; D013816:Thermodynamics; D014867:Water / Q000737:chemistry; D014961:X-Ray Diffraction
chemical_list: D006586:Hexanes; D012997:Solvents; D013449:Sulfonamides; D014867:Water; C026385:n-hexane; D020003:1-Octanol