O-Methyl-O-<2,4,5-trichlor-phenyl>-thiophosphorsaeure | 46417-28-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机硫代磷酸及其衍生物
• 英文名称: O-Methyl-O-<2,4,5-trichlor-phenyl>-thiophosphorsaeure
• 英文别名: Hydroxy-methoxy-sulfanylidene-(2,4,5-trichlorophenoxy)-lambda5-phosphane；hydroxy-methoxy-sulfanylidene-(2,4,5-trichlorophenoxy)-λ5-phosphane
• CAS: 46417-28-1
• 化学式: C₇H₆Cl₃O₃PS
• 分子量: 307.522
• InChiKey: YEKOXYNZVGGKTL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  70.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  皮蝇磷 在 二乙胺 作用下， 以 乙醚 为溶剂， 生成 O-Methyl-O-<2,4,5-trichlor-phenyl>-thiophosphorsaeure
  参考文献：
  名称：

  Mel'nikov,N.N. et al., Journal of general chemistry of the USSR, 1961, vol. 31, # 11, p. 3361 - 3365

  摘要：

  DOI：

文献信息

• Divalent Metal Ion-Catalyzed Hydrolysis of Phosphorothionate Ester Pesticides and Their Corresponding Oxonates
  作者：Jean M. Smolen、Alan T. Stone

  DOI：10.1021/es960499q

  日期：1997.6.1

  The divalent metal ion-catalyzed hydrolysis of thionate (P=S) and oxonate (P=O) organophosphorus pesticides has been examined in light of three possible catalysis mechanisms: (1) metal ion coordination of the thionate sulfur or oxonate oxygen to enhance the electrophilicity of the phosphorus electrophilic site; (2) metal ion coordination and induced deprotonation of water to create a reactive nucleophile; and (3) metal ion coordination of the leaving group to facilitate its exit. The effect of the following metals at a concentration of 1 mM was examined: COII, Ni-II, Cu-II, Zn-II and Pb-II. These metal ions were chosen for their ability to complex organic ligands and inorganic nucleophiles. Of these metal ions, Cu-II possesses properties most suitable for all three catalytic mechanisms and serves as the most effective catalyst for the five thionate esters (chlorpyrifos-methyl, zinophos, diazinon, parathion-methyi, and ronnel) and the two oxonate esters (chlorpyrifos-methyl oxon and paraoxon) included in this study. A decrease in the degree of Cu-II catalysis at high pH arises from solubility limitations. Pb-II nearly matches Cu-II as a catalyst for oxonate esters, but is a less effective catalyst for thionate esters. Catalysis by Co-II, Ni-II, and Zn-II is negligible. Phenolate product analysis indicates that metal catalysis in some instances shifts hydrolysis from alkyl carbon-centered pathways to phosphorus-centered pathways.
• Mel'nikov,N.N. et al., Journal of general chemistry of the USSR, 1961, vol. 31, # 11, p. 3361 - 3365
  作者：Mel'nikov,N.N. et al.

  DOI：——

  日期：——