Determination of Solubilities and n-Octanol/Water Partition Coefficients and QSPR Study for Substituted Phenols

• Published in: Bulletin of environmental contamination and toxicology 2008-04, Vol.80 (4), p.319-323
• Main Authors: Xie, Y. J, Liu, H, Liu, H. X, Zhai, Z. C, Wang, Z. Y
• Format: Article
• Language: English
• Subjects: 1-Octanol - chemistry; Algorithms; Aquatic Pollution; Chemical Phenomena; Chemistry, Physical; Correlation coefficient; Earth and Environmental Science; Ecotoxicology; Environment; Environmental Chemistry; Environmental Health; Geochemistry; Phenols; Phenols - chemistry; Phenols - toxicity; Pollution; Quantitative Structure-Activity Relationship; Soil Science & Conservation; Solubility; Solvents - chemistry; Spectrophotometry, Ultraviolet; Thermodynamics; Waste Water Technology; Water; Water - chemistry; Water Management; Water Pollution Control
• ISSN: 0007-4861; 1432-0800
• DOI: 10.1007/s00128-008-9369-x

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.