Aqueous solubilities of five N-(diethylaminothiocarbonyl)benzimido derivatives at T=298.15 K
authors Schroder, B; Martins, MAR; Coutinho, JAP; Pinho, SP
nationality International
journal CHEMOSPHERE
author keywords N-(diethylaminothiocarbonyl)benzimido derivatives; Aqueous solubility; COSMO-RS; Chemical space diagram
keywords COSMO-RS; PARTITION-COEFFICIENTS; N-ACYLTHIOUREAS; PREDICTION; BEHAVIOR; N-(THIOCARBAMOYL)BENZAMIDINES; CHLOROBENZENES; TAUTOMERISM; BENZAMIDINE; PERSISTENCE
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. (C) 2016 Elsevier Ltd. All rights reserved.
publisher PERGAMON-ELSEVIER SCIENCE LTD
issn 0045-6535
year published 2016
volume 160
beginning page 45
ending page 53
digital object identifier (doi) 10.1016/j.chemosphere.2016.06.042
web of science category Environmental Sciences
subject category Environmental Sciences & Ecology
unique article identifier WOS:000381172000006
  ciceco authors
  impact metrics
times cited (wos core): 1
journal impact factor (jcr 2016): 4.208
5 year journal impact factor (jcr 2016): 4.506
category normalized journal impact factor percentile (jcr 2016): 86.245
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