hydroxy diazinon | 34223-87-5

• 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: hydroxy diazinon
• 英文别名: o-Ethyl o-[6-methyl-2-(propan-2-yl)pyrimidin-4-yl] hydrogen phosphorothioate；ethoxy-hydroxy-(6-methyl-2-propan-2-ylpyrimidin-4-yl)oxy-sulfanylidene-λ5-phosphane
• CAS: 34223-87-5
• 化学式: C₁₀H₁₇N₂O₃PS
• 分子量: 276.296
• InChiKey: RWGHFWDEKMEFHU-UHFFFAOYSA-N

物化性质

• 沸点：
  342.6±44.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  96.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  二嗪磷 在 CuCl₂*2H₂O 作用下， 以 甲醇 、 水 为溶剂， 生成 hydroxy diazinon 、 Dihydroxy-(6-methyl-2-propan-2-ylpyrimidin-4-yl)oxy-sulfanylidene-lambda5-phosphane
  参考文献：
  名称：

  Divalent Metal Ion-Catalyzed Hydrolysis of Phosphorothionate Ester Pesticides and Their Corresponding Oxonates

  摘要：

  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.

  DOI：

  10.1021/es960499q

文献信息

• [EN] BICYCLO(3.1.0)HEXANE AMINES AND BICYCLO(4.1.0)-HEPTANE AMINES AS AGRICULTURAL FUNGICIDES
  申请人：E.I. DU PONT DE NEMOURS AND COMPANY

  公开号：WO1992004344A1

  公开（公告）日：1992-03-19

  (EN) The invention pertains to compounds of formula (I) including all geometrical isomers but restricted to the stereoisomers in which R1 and NR4R5 are $i(trans)- to one another, agricultural compositions containing them and their use as fungicides, wherein n is 1 or 2; m is 0 or 1; p is 0 or 1; Q is C, O or S; Y is O or CR6R7.(FR) L'invention concerne des composés de la formule (I) comprenant tous des isomères géométriques limités aux stéréo-isomères, dans laquelle R1 ainsi que NR4R5 sont $i(trans)- l'un par rapport à l'autre, compositions les contenant ainsi que leur emploi en tant que fongicides, et dans laquelle n représente 1 ou 2; m représente 0 ou 1; p représente 0 ou 1; Q représente C, O ou S; Y représente O ou CR6R7.
• 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.