title: Synthesis and QSPR study on environment-related properties of polychlorinated diphenyl sulfides (PCDPSs).
abstract: Twenty-nine congeners of polychlorinated diphenyl sulfide (PCDPS) theoretically possible were synthesized and purified, and their octanol-water partition coefficients (logK(ow)) and high performance liquid chromatography capacity factors (HPLC-logk') were determined. Then the constitutional and structural descriptors were obtained respectively to establish 2D models and comparative molecular similarity indices analysis (CoMSIA) method was used to establish 3D models. All the models were robust and predictive, indicating that the electrostatic effect may be the primary factor influencing the two properties of PCDPS. The logK(ow) and logk' values of all PCDPS congeners were predicted based on these models. The establishment of linear equation on logK(ow) between PCDPS and chlorinated or brominated diphenyl ether (PCDE, PBDE) was attempted, and the hydrophobic differences were considered to relate with the size of the molecules.
authors.affiliation: State Key Laboratory of Pollution Control and Resources Reuse, School of Environment, Nanjing University, Jiangsu, Nanjing 210046, PR China.
authors.forename: Jiaqi
authors.initials: J
authors.lastname: Shi
authors.forename: Xuesheng
authors.initials: X
authors.lastname: Zhang
authors.forename: Ruijuan
authors.initials: R
authors.lastname: Qu
authors.forename: Ying
authors.initials: Y
authors.lastname: Xu
authors.forename: Zunyao
authors.initials: Z
authors.lastname: Wang
mesh_terms: D017606:Chlorine Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid; D004987:Ethers / Q000737:chemistry; D055768:Halogenated Diphenyl Ethers / Q000737:chemistry; D057927:Hydrophobic and Hydrophilic Interactions; D011078:Polychlorinated Biphenyls / Q000737:chemistry; D021281:Quantitative Structure-Activity Relationship; D013440:Sulfides / Q000138:chemical synthesis* / Q000737:chemistry; D014867:Water / Q000737:chemistry
chemical_list: D017606:Chlorine Compounds; D004987:Ethers; D055768:Halogenated Diphenyl Ethers; D013440:Sulfides; D014867:Water; C058905:2,2',4,4',5-pentachlorodiphenyl ether; C086401:pentabromodiphenyl ether; C444009:diphenyl sulfide; D011078:Polychlorinated Biphenyls