title: Aqueous solubilities of five N-(diethylaminothiocarbonyl)benzimido derivatives at T = 298.15 K.
abstract: N-(diethylaminothiocarbonyl)benzimido derivatives are polar multifunctional substances. A set of these compounds was synthesised by successive substitution on the enamine side, resulting in similar substances with different polarities, providing a set of model compounds with respect to the study of substituent effects on physico-chemical properties. Experimental aqueous solubility data, at T = 298.15 K, of N-(diethylaminothiocarbonyl)benzamidine, PhCNH2NCSNEt2 (1),N-(diethylaminothiocarbonyl)-N'-phenylbenzamidine, PhCNHPhNCSNEt2 (2), N-(diethylaminothiocarbonyl)-N'-monoethylbenzamidine, PhCNHEtNCSNEt2 (3), N-(diethylaminothiocarbonyl)-N',N'-diethylbenzamidine, PhCNEt2NCSNEt2 (4), and N-(diethylaminothiocarbonyl)benzimido ethylester, PhCOEtNCSNEt2 (5) were measured at T = 298.15 K. The obtained data are supplemented by COSMO-RS aqueous solubility predictions as well as other environmentally important partition coefficients. This information is shown in a two-dimensional chemical space diagram, providing indications about the compartment into which the bulk of the compounds is likely to concentrate. The expected quality of COSMO-RS predictions for this type of screening exercise is illustrated on a set of pesticides with established thermophysical property data.
authors.affiliation: CICECO, Departamento de Química, Universidade de Aveiro, 3810-193, Aveiro, Portugal. Electronic address: bschroder@ua.pt.
authors.forename: Bernd
authors.initials: B
authors.lastname: Schröder
authors.affiliation: CICECO, Departamento de Química, Universidade de Aveiro, 3810-193, Aveiro, Portugal.
authors.forename: Mónia A R
authors.initials: MA
authors.lastname: Martins
authors.affiliation: CICECO, Departamento de Química, Universidade de Aveiro, 3810-193, Aveiro, Portugal.
authors.forename: João A P
authors.initials: JA
authors.lastname: Coutinho
authors.affiliation: LSRE-LCM, Escola Superior de Tecnologia e Gestão, Instituto Politécnico de Bragança, 5300-253, Bragança, Portugal.
authors.forename: Simão P
authors.initials: SP
authors.lastname: Pinho
mesh_terms: D001550:Benzamidines / Q000737:chemistry*; D008956:Models, Chemical; D010575:Pesticides / Q000737:chemistry*; D012995:Solubility; D013696:Temperature; D014867:Water / Q000737:chemistry
chemical_list: D001550:Benzamidines; D010575:Pesticides; D014867:Water
keywords: Aqueous solubility; COSMO-RS; Chemical space diagram; N-(diethylaminothiocarbonyl)benzimido derivatives