Determination of solubilities and n-octanol/water partition coefficients and QSPR study for substituted phenols.
A shake-flask method was employed to determine the water solubility (-lgS (w)) and n-octanol/water partition coefficient (lgK (ow)) of 20 substituted phenols at 298.15 K. And optimized calculation was carried out at B3LYP/6-311G** level with DFT method. Afterwards the obtained parameters were taken as theoretical descriptors to establish the QSPR models for predicting -lgS (w) and lgK (ow), in which the conventional correlation coefficients (R (2)) are 0.9800 and 0.9941, respectively. The two models were further validated by variance inflation factors (VIF) and t-test. Upon comparison, the stability and predictive power are more advantageous than those based on AM1 molecular orbital method and molecular connectivity method.
Xie
Y J
YJ
School of Biological and Chemical Engineering, Jiaxing University, Zhejiang, Jiaxing, 314001, People's Republic of China.
Liu
H
H
Liu
H X
HX
Zhai
Z C
ZC
Wang
Z Y
ZY
D020003:1-Octanol / Q000737:chemistry*; D000465:Algorithms; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D010636:Phenols / Q000737:chemistry* / Q000633:toxicity; D021281:Quantitative Structure-Activity Relationship; D012995:Solubility; D012997:Solvents / Q000737:chemistry*; D013056:Spectrophotometry, Ultraviolet; D013816:Thermodynamics; D014867:Water / Q000737:chemistry*
D010636:Phenols; D012997:Solvents; D014867:Water; D020003:1-Octanol