|
authors |
Schroder, B; Martins, MAR; Coutinho, JAP; Pinho, SP |
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nationality |
International |
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journal |
CHEMOSPHERE |
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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. |
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publisher |
PERGAMON-ELSEVIER SCIENCE LTD |
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issn |
0045-6535 |
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year published |
2016 |
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volume |
160 |
|
beginning page |
45 |
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ending page |
53 |
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digital object identifier (doi) |
10.1016/j.chemosphere.2016.06.042 |
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web of science category |
Environmental Sciences |
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subject category |
Environmental Sciences & Ecology |
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unique article identifier |
WOS:000381172000006
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