Ethyl methyl(trichloromethyl)phosphinate | 20543-88-8

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代烷
• 英文名称: Ethyl methyl(trichloromethyl)phosphinate
• 英文别名: Ethyl methyl(trichlormethyl)phosphinat；O-Aethyl-methyltrichlormethyl-phosphinat；methyl-trichloromethyl-phosphinic acid ethyl ester；Methyl-trichlormethyl-phosphinsaeure-aethylester；Phosphinic acid, methyl(trichloromethyl)-, ethyl ester；1-[methyl(trichloromethyl)phosphoryl]oxyethane
• CAS: 20543-88-8
• 化学式: C₄H₈Cl₃O₂P
• 分子量: 225.439
• InChiKey: SEBVMPIEIALLTK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  乙醇 、 生成 Ethyl methyl(trichloromethyl)phosphinate
  参考文献：
  名称：

  Dmitrieva,L.E. et al., Journal of general chemistry of the USSR, 1968, vol. 38, p. 154 - 155

  摘要：

  DOI：

文献信息

• New syntheses of 1-chloroalkylphosphinates
  作者：Xavier Morise、Philippe Savignac、Jean-Marc Denis

  DOI：10.1039/p19960002179

  日期：——

  Different approaches to the synthesis of 1-chloroalkylphosphinates are described. Initially, we tried to extend a reaction described by Kabachnik for the preparation of chloromethylphosphinic acid chlorides [R1(Cl)P(O)CH2Cl] to C-substituted derivatives. We also considered the possibility of synthesizing the title compounds by routes already described for the formation of diethyl 1-chloroalkylphosphonates. Although these methods have allowed us to obtain several of the desired phosphinates, they suffer from limitations that restrict their synthetic applications. Finally, we have developed a more general approach that allows the formation of a wide range of phosphinates. It involves a selective P–C bond formation by reaction of MeMgCl and PhMgCl with phosphonochloridates, which are prepared by P-chlorination of 1-chloroalkylphosphonates.

  描述了合成1-氯烷基膦酸酯的不同方法。最初，我们尝试扩展Kabachnik所描述的用于制备氯甲基膦酸氯化物[R1(Cl)P(O)CH2Cl]的反应，以适应C取代衍生物。我们还考虑了通过已描述的合成二乙基1-氯烷基膦酸酯的途径来合成目标化合物。尽管这些方法已使我们获得了几个所需的膦酸酯，但它们存在限制，从而限制了它们的合成应用。最后，我们开发了一种更通用的方法，允许形成广泛的膦酸酯。这涉及通过MeMgCl和PhMgCl与由1-氯烷基膦酸酯的P-氯化反应制备的膦酸氯化物的反应形成选择性的P–C键。
• Efimova,V.D. et al., Journal of general chemistry of the USSR, 1974, vol. 44, p. 51 - 56
  作者：Efimova,V.D. et al.

  DOI：——

  日期：——
• Dmitrieva,L.E. et al., Journal of general chemistry of the USSR, 1968, vol. 38, p. 154 - 155
  作者：Dmitrieva,L.E. et al.

  DOI：——

  日期：——