methyl dimethylphosphonothioacetate | 3699-85-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: methyl dimethylphosphonothioacetate
• 英文别名: -thioessigsaeure-S-methylester；Methylmercaptocarbonylmethanphosphonsaeure-dimethylester；(O,O-Dimethyl-phosphono)-thioessigsaeure-S-methylester；S-methyl 2-dimethoxyphosphorylethanethioate
• CAS: 3699-85-2
• 化学式: C₅H₁₁O₄PS
• 分子量: 198.18
• InChiKey: PYBQIPBJCIXGCY-UHFFFAOYSA-N

物化性质

• 沸点：
  266.5±23.0 °C(Predicted)
• 密度：
  1.2832 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  77.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl dimethylphosphonothioacetate 在 四丁基硫酸氢铵 、 甲基三辛基氯化铵 、 potassium carbonate 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 10.0h， 生成 methyl α-methylsulfanyl dimethylphosphono β-phenylthiopropanoate
  参考文献：
  名称：

  Selective Formation of Methyl α-Methylsulfanyl Dimethylphosphonothioacetate and Thiopropanoate by Phase Transfer Catalysis

  摘要：

  The sulfanylation of methyl dimethylphosphonothioacetate was investigated by a phase transfer catalysis procedure which was shown to be superior to the noncatalytic method. The possibility of electrophilic substitution of the alpha-sulfanylated phosphonothioacetate to give a quaternary alpha-carbon atom is shown by the reaction with methyl iodide.

  DOI：

  10.1080/10426500390228729
• 作为产物：
  描述：

  S-methyl α-chlorothioacetate 、 三甲氧基磷 生成 methyl dimethylphosphonothioacetate
  参考文献：
  名称：

  1-Thiovinyl phosphates and related materials

  摘要：

  DOI：

  10.1021/jo01276a037

文献信息

• Voronkova,V.V. et al., Journal of general chemistry of the USSR, 1966, vol. 35, p. 2198 - 2204
  作者：Voronkova,V.V. et al.

  DOI：——

  日期：——
• 1-Thiovinyl phosphates and related materials
  作者：Loyal Francis Ward、Richard R. Whetstone、Glenn E. Pollard、Donald David Phillips

  DOI：10.1021/jo01276a037

  日期：1968.12
• Selective Formation of Methyl α-Methylsulfanyl Dimethylphosphonothioacetate and Thiopropanoate by Phase Transfer Catalysis
  作者：Blanka Wladislaw、Mauro A. Bueno、Liliana Marzorati、Isabel C. Calegão、Claudio Di Vitta

  DOI：10.1080/10426500390228729

  日期：2003.9.1

  The sulfanylation of methyl dimethylphosphonothioacetate was investigated by a phase transfer catalysis procedure which was shown to be superior to the noncatalytic method. The possibility of electrophilic substitution of the alpha-sulfanylated phosphonothioacetate to give a quaternary alpha-carbon atom is shown by the reaction with methyl iodide.