Quantitative structure-property relationship of aromatic sulfur-containing carboxylates  

作　　者：LIUXin-hui YANGZhi-feng WANGLian-sheng 

机构地区：[1]StateKeyLaboratoryofEnvironmentalSimulationandPollutionControl,InstituteofEnvironmentalSciences,BeijingNormalUniversity,Beijing100875,China. [2]SchooloftheEnvironment,NanjingUniversity,Nanjing210093,China

出　　处：《Journal of Environmental Sciences》2003年第6期721-727,共7页环境科学学报（英文版）

基　　金：TheMajorStateBasicResearchDevelopmentProgram(G19990 4 36 0 5 )

摘　　要：Based on quantum chemical calculations, TLSER model(theoretical linear solvation energy relationships) and atomic charge approach were applied to model the partition properties(water solubility and octanol/water partition coefficient) of 96 aromatic sulfur-containing carboxylates, including phenylthio, phenylsulfinyl and phenylsulfonyl carboxylates. In comparison with TLSER models, the atomic charge models are more accurate and reliable to predict the partition properties of the kind of compounds. For the atomic charge models, the molecular descriptors are molecular surface area(S), molecular shape(O), weight(M W), net charges on carboxyl group(Q OC), net charges of nitrogen atoms(Q N), and the most negative atomic charge(q -) of the solute molecule. For water solubility(log S W) and octanol/water partition coefficient(log K OW), the correction coefficients r 2 adj(adjusted for degrees of freedom) are 0.936 and 0.938, and the standard deviations are 0.364 and 0.223, respectively.Based on quantum chemical calculations, TLSER model(theoretical linear solvation energy relationships) and atomic charge approach were applied to model the partition properties(water solubility and octanol/water partition coefficient) of 96 aromatic sulfur-containing carboxylates, including phenylthio, phenylsulfinyl and phenylsulfonyl carboxylates. In comparison with TLSER models, the atomic charge models are more accurate and reliable to predict the partition properties of the kind of compounds. For the atomic charge models, the molecular descriptors are molecular surface area(S), molecular shape(O), weight(M W), net charges on carboxyl group(Q OC), net charges of nitrogen atoms(Q N), and the most negative atomic charge(q -) of the solute molecule. For water solubility(log S W) and octanol/water partition coefficient(log K OW), the correction coefficients r 2 adj(adjusted for degrees of freedom) are 0.936 and 0.938, and the standard deviations are 0.364 and 0.223, respectively.

关 键 词：octanol/water partition coefficient water solubility atomic charge model TLSER quantum chemical descriptor 

分 类 号：X131.2[环境科学与工程—环境科学]