(3-Fluoro-benzoyl)-phosphonic acid dimethyl ester | 141543-22-8

• 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: (3-Fluoro-benzoyl)-phosphonic acid dimethyl ester
• 英文别名: Dimethoxyphosphoryl-(3-fluorophenyl)methanone
• CAS: 141543-22-8
• 化学式: C₉H₁₀FO₄P
• 分子量: 232.148
• InChiKey: UCMNHPFVUWPVGV-UHFFFAOYSA-N

物化性质

• 沸点：
  293.6±42.0 °C(Predicted)
• 密度：
  1.300±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-甲基吲哚 、 (3-Fluoro-benzoyl)-phosphonic acid dimethyl ester 在 indium(III) triflate 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以80%的产率得到dimethyl (3-fluorophenyl)bis(1-methyl-1H-indol-3-yl)methylphosphonate
  参考文献：
  名称：

  Indium triflate-catalyzed coupling of indoles with acyl phosphonates: synthesis of bis(indolyl)methane phosphonates

  摘要：

  The coupling reaction of N-methylindole with alkyl and aryl phosphonate is described. The reaction works in the presence of 10 mol % of indium triflate and furnished bis(indolyl)methane phosphonates in good yield and high selectivity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.03.061

文献信息

• Studies on Organophosphorus Compounds, 53: A New Procedure for the Synthesis of 1-Alkyl or 1-Aryl-1-hydroxy-2-nitroethylphoshonates under PTC Conditions
  作者：Chengye Yuan、Shuhua Cui、Guohong Wang、Hanzhen Feng、Deliang Chen、Chaozhong Li、Yixiang Ding、Ludwig Maier

  DOI：10.1055/s-1992-26081

  日期：——

  A series of dialkyl 1-alkyl- or 1-aryl-1-hydroxy-2-nitroethyl-phosphonates and 1-hydroxy-1-(nitromethyl)alkylphosphonates was prepared by nucleophilic addition of nitromethane to dialkyl acylphosphonates in the presence of potassium carbonate and tetrabutylammonium bromide.

  通过在碳酸钾和四丁基溴化铵的存在下，对二烷基酰基磷酸盐进行硝基甲烷的亲核加成，制备了一系列二烷基1-烷基或1-芳基-1-羟基-2-硝基乙基磷酸酯和1-羟基-1-(硝基甲基)烷基磷酸酯。
• N-cycloalkyl- and N-arylimidoylphosphonates
  作者：P. P. Onys’ko、D. V. Klyukovskii、A. V. Bezludnyi

  DOI：10.1134/s107036321509008x

  日期：2015.9

  Reaction of acetyl- and fluorobenzoylphosphonates with 2- and 3-trifluoromethyl-substituted cyclohexylamines or 2- and 3-trifluoromethylanilines has resulted in the formation of the corresponding iminophosphonates and/or in the cleavage of the C-P bond yielding the dialkyl phosphites. The sigma constants of N-[(trifluoromethyl)cyclohexyl]- and N-[(trifluoromethyl)phenyl]-substituted imidoylphosphoryl group have been determined by means of F-19 NMR spectroscopy.
• Indium triflate-catalyzed coupling of indoles with acyl phosphonates: synthesis of bis(indolyl)methane phosphonates
  作者：Teslima Dasbasi、Sidika Polat-Cakir、Meysun Abdullah、Ayhan S. Demir

  DOI：10.1016/j.tet.2011.03.061

  日期：2011.5

  The coupling reaction of N-methylindole with alkyl and aryl phosphonate is described. The reaction works in the presence of 10 mol % of indium triflate and furnished bis(indolyl)methane phosphonates in good yield and high selectivity. (C) 2011 Elsevier Ltd. All rights reserved.