Mes-PH(=O)OH | 50694-14-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Mes-PH(=O)OH
• CAS: 50694-14-9
• 化学式: C₆HCl₂F₄P
• 分子量: 250.947
• InChiKey: QRDMAXCLBIVVOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.66
• 重原子数：
  13.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  Mes-PH(=O)OH 在 水 作用下， 以 氯仿 为溶剂， 以99%的产率得到(2,3,5,6-tetrafluorophenyl)phosphinic acid
  参考文献：
  名称：

  P–C bond formation via P–H addition of a fluoroaryl phosphinic acid to ketones

  摘要：

  The synthesis, structure and reactivity of the fluoroaryl phosphinic acid HF(4)C(6)-P(O)HOH is reported and compared to a sterically comparable yet non-fluorinated analog with similar size. The fluoroaryl phosphinic acid undergoes reversible P-H addition to the carbonyl functionality of ketones under formation of a P-C bond which is retained in the resulting alpha-hydroxy phosphinic acid. The latter shows an extended 2D hydrogen bonded network in the solid state. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2010.07.008
• 作为产物：
  描述：

  N,N,N',N'-tetraethyl-1-(2,3,5,6-tetrafluorophenyl)phosphanediamine 在 盐酸 作用下， 以 乙醚 为溶剂， 反应 1.0h， 以58%的产率得到Mes-PH(=O)OH
  参考文献：
  名称：

  A fluoroaryl substituent with spectator function: Reactivity and structures of cyclic and acyclic HF4C6-substituted phosphanes

  摘要：

  The reactivity of a series of phosphanes with a fluoroaryl group (HF(4)C(6)-) carrying a spectator function in para position has been explored with respect to the formation of low coordinated and phosphorus rich phosphanes. An asymmetric diphosphene has been indentified as an intermediate in the synthesis of a linear 1,3-dihydrophosphane, while the symmetric diphosphene undergoes 2 + 2 cycloaddition under formation of the corresponding cyclotetraphosphetane for which a crystal structure could be obtained. Attempts to synthesize HF(4)C(6)-substituted iminophosphanes generally failed, which is attributed to the electronic nature of the corresponding precursors as suggested by quantum chemical calculations. (C) 2009 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2009.10.025