O,O-diethyl 1,1-difluoro-3-(trimethylsilyl)prop-2-enylphosphonate | 873957-75-6

• 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: O,O-diethyl 1,1-difluoro-3-(trimethylsilyl)prop-2-enylphosphonate
• 英文别名: [(E)-3-diethoxyphosphoryl-3,3-difluoroprop-1-enyl]-trimethylsilane
• CAS: 873957-75-6
• 化学式: C₁₀H₂₁F₂O₃PSi
• 分子量: 286.331
• InChiKey: OPLAQYGOGLMMHH-CMDGGOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.28
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  O,O-diethyl 1,1-difluoro-3-(trimethylsilyl)prop-2-enylphosphonate 在 四丁基氟化铵 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 1.0h， 以100%的产率得到O,O-diethyl 1,1-difluoroprop-2-enylphosphonate
  参考文献：
  名称：

  Phosphonodifluoromethyl and Phosphonothiodifluoromethyl Radicals. Generation and Addition onto Alkenes and Alkynes

  摘要：

  Selanylated difluorornethylphosphonates and difluoromethylphosphonothioates are good precursors to phosphonodifluoromethyl and phosphonothiodifluoromethyl radicals, respectively. When generated in the presence of alkenes and a hydrogen donor, the corresponding alpha,alpha-difluorinated alkylphosphonates C, ID. or alkylphosphonothioates are produced in fair to good yields. The use of alkynes results in the formation of alpha,alpha-difluorinated allyl derivatives in useful yields. The presence of the sulfur atom in phosphono-thiodifluoromethyl radicals usually translates into higher isolated yields.

  DOI：

  10.1021/jo051511c
• 作为产物：
  描述：

  二氟甲基膦酸二乙酯 在 偶氮二异丁腈 、 三正丁基氢锡 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 12.25h， 生成 O,O-diethyl 1,1-difluoro-3-(trimethylsilyl)prop-2-enylphosphonate
  参考文献：
  名称：

  Phosphonodifluoromethyl and Phosphonothiodifluoromethyl Radicals. Generation and Addition onto Alkenes and Alkynes

  摘要：

  Selanylated difluorornethylphosphonates and difluoromethylphosphonothioates are good precursors to phosphonodifluoromethyl and phosphonothiodifluoromethyl radicals, respectively. When generated in the presence of alkenes and a hydrogen donor, the corresponding alpha,alpha-difluorinated alkylphosphonates C, ID. or alkylphosphonothioates are produced in fair to good yields. The use of alkynes results in the formation of alpha,alpha-difluorinated allyl derivatives in useful yields. The presence of the sulfur atom in phosphono-thiodifluoromethyl radicals usually translates into higher isolated yields.

  DOI：

  10.1021/jo051511c