O,O-dimethyl (2,2,2-trichloro-1-methoxyethyl)phosphoramidate | 70743-02-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 英文名称: O,O-dimethyl (2,2,2-trichloro-1-methoxyethyl)phosphoramidate
• 英文别名: MCPA；(2,2,2-trichloro-1-methoxy-ethyl)-phosphoramidic acid dimethyl ester；2,2,2-trichloro-N-dimethoxyphosphoryl-1-methoxyethanamine
• CAS: 70743-02-1
• 化学式: C₅H₁₁Cl₃NO₄P
• 分子量: 286.479
• InChiKey: AFOPFZXKISVDGH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.32
• 重原子数：
  14.0
• 可旋转键数：
  5.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  56.79
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  trichloro(1,2,2,2-tetrachloroethylimino)-λ5-phosphane 、 甲醇 生成 O,O-dimethyl (2,2,2-trichloro-1-methoxyethyl)phosphoramidate
  参考文献：
  名称：

  SCHNELL M.; ERFURT G.; ZINNER H., J. PRAKT. CHEM., 1979, 321, NO 2, 293-298

  摘要：

  DOI：

文献信息

• Mechanisms of Composition Change and Toxic Potentiation of Chloramidophos Emulsifiable Concentrate during Storage
  作者：Shanshan Zhou、Datong Zhang、Huayun Yang、Ying Zhang、Weiping Liu

  DOI：10.1021/jf803188f

  日期：2009.2.11

  Storage instability is one of the serious problems that greatly restrict pesticide use. Routine checks on the composition and toxicity of 30% emulsifiable concentrates (EC) of chloramidophos (CP) during storage indicated that 78.6% of the active ingredient had decreased, whereas the anti-acetylcholinesterase (AChE) activity of the formulation was potentiated by 3.5 times. To understand the mechanism for these changes, detailed knowledge of the products present and their effects on anti-AChE potential deserves attention. It was likely that the basis for these changes was methanol, the cosolvent of CP EC, because when the purified CP was stored in methanol at 50 degrees C for 2 weeks, CP drop and toxic potentiation similar to those observed in CP EC also appeared. The major products of the CP-methanol reaction mixture were isolated and identified by HPLC and GC-MS, respectively, and their inhibitory potentials against AChE and effectiveness as potentiators were assessed. Following redetermination of the main product (O, S-dimethyl-[(2,2,2)-trichloro-1-methoxyethyllphosphoramidothioate (MCP)) and high anti-AChE material (methamidophos), which were preconfirmed in the reaction mixture in CP EC, it was successfully demonstrated that the majority of CP in the formulation had been transformed to a new stable compound, MCP. Meanwhile, formation of another product, methamidophos, resulted in toxic potentiation.
• Schnell,M. et al., Journal fur praktische Chemie (Leipzig 1954), 1979, vol. 321, p. 293 - 298
  作者：Schnell,M. et al.

  DOI：——

  日期：——