diethyl [(ethoxyethylthio)phosphinyl]methylphosphonate | 178955-39-0

• 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: diethyl [(ethoxyethylthio)phosphinyl]methylphosphonate
• 英文别名: 1-[Ethoxy-[[ethoxy(ethylsulfanyl)phosphoryl]methyl]phosphoryl]oxyethane
• CAS: 178955-39-0
• 化学式: C₉H₂₂O₅P₂S
• 分子量: 304.284
• InChiKey: HVWFGWNWVGCLPO-UHFFFAOYSA-N

物化性质

• 沸点：
  377.8±44.0 °C(Predicted)
• 密度：
  1.177±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  17
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  87.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  diethyl [(ethoxyethylthio)phosphinyl]methylphosphonate 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Synthesis of P-chiral enephosphonic acid derivatives

  摘要：

  An efficient and convenient synthesis of chiral enephosphonic acid derivatives (enephosphonates, enephosphonamides, enephosphinates) was reported by a two-step procedure involving alkylidenediphosphorylation of nucleophiles followed by a Horner-Emmons olefination. Depending on the selected strategy, the synthesis could be executed according to a one-pot or a two-step reaction sequence. Regioselectivity of Horner-Emmons reaction and P-31-NMR study of diphosphorylated anions were described. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(02)01889-2
• 作为产物：
  描述：

  甲基膦酸二乙酯 、 二氯磷酸乙酯 、 乙硫醇 在 正丁基锂 作用下， 生成 diethyl [(ethoxyethylthio)phosphinyl]methylphosphonate
  参考文献：
  名称：

  One-Pot Alkylidenediphosphorylation of Nucleophiles

  摘要：

  亲核试剂的直接膦酰亚烷基膦酰化是通过二氯磷酸酯或甲基膦酰二氯的一锅单二烷基膦酰基烷基化，然后原位亲核取代亚烷基二磷酸化中间体的氯原子来实现的。

  DOI：

  10.1055/s-1996-4283

文献信息

• Synthesis of P-chiral enephosphonic acid derivatives
  作者：Claude Grison、Corinne Comoy、David Chatenet、Philippe Coutrot

  DOI：10.1016/s0022-328x(02)01889-2

  日期：2002.11

  An efficient and convenient synthesis of chiral enephosphonic acid derivatives (enephosphonates, enephosphonamides, enephosphinates) was reported by a two-step procedure involving alkylidenediphosphorylation of nucleophiles followed by a Horner-Emmons olefination. Depending on the selected strategy, the synthesis could be executed according to a one-pot or a two-step reaction sequence. Regioselectivity of Horner-Emmons reaction and P-31-NMR study of diphosphorylated anions were described. (C) 2002 Elsevier Science B.V. All rights reserved.
• One-Pot Alkylidenediphosphorylation of Nucleophiles
  作者：Claude Grison、Philippe Coutrot、Stéphane Joliez、Laurence Balas

  DOI：10.1055/s-1996-4283

  日期：1996.6

  Direct phosphonylalkylidenephosphinylation of nucleophiles is achieved by one-pot mono dialkylphosphonoalkylation of dichlorophosphates or methylphosphonic dichloride followed, in situ, by nucleophilic substitution of the chlorine atom of the alkylidenediphosphorylated intermediate.

  亲核试剂的直接膦酰亚烷基膦酰化是通过二氯磷酸酯或甲基膦酰二氯的一锅单二烷基膦酰基烷基化，然后原位亲核取代亚烷基二磷酸化中间体的氯原子来实现的。