1-diphenylphosphinylcyclopropanecarboxilic acid | 131304-01-3

• 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: 1-diphenylphosphinylcyclopropanecarboxilic acid
• 英文别名: 1-(Diphenylphosphoryl)cyclopropanecarboxylic acid；1-diphenylphosphorylcyclopropane-1-carboxylic acid
• CAS: 131304-01-3
• 化学式: C₁₆H₁₅O₃P
• 分子量: 286.267
• InChiKey: QGXVXRRVJPZEKR-UHFFFAOYSA-N

物化性质

• 熔点：
  175-176 °C
• 沸点：
  448.6±28.0 °C(Predicted)
• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-diphenylphosphinylcyclopropanecarboxilic acid 在 吡啶 、 氯化亚砜 作用下， 以 氯仿 为溶剂， 反应 1.0h， 生成 1-(Diphenyl-phosphinoyl)-cyclopropanecarbonyl chloride
  参考文献：
  名称：

  Some properties of 1-phosphorus(IV)-substituted cycloalkanecarboxylic acids and their derivatives

  摘要：

  An x-ray structural study of single crystals of 1-diphenylphosphinyl-cyclo-propane- and 1-diphenylphosphinylcyclobutanecarboxylic acids was conducted. 1-Phosphorylated cycloalkanecarboxylic acid amides were obtained from the corresponding acids by the reaction with thionyl chloride with subsequent treatment with primary and secondary amines. It was shown that the reaction of 1-phosphorylated 1-functional substituted cycloalkanes with trimethylbromosilane takes place with preservation of the cyclic structure and yields phosphoric acid silyl esters, and the corresponding cycloalkylphosphonic and cycloalkylphosphinic acids were synthesized by their hydrolysis in soft conditions.

  DOI：

  10.1007/bf00864348
• 作为产物：
  描述：

  乙基(二苯基磷酰)乙酸酯 在 sodium hydroxide 、 potassium carbonate 作用下， 以 乙醇 、 二甲基亚砜 为溶剂， 反应 96.0h， 生成 1-diphenylphosphinylcyclopropanecarboxilic acid
  参考文献：
  名称：

  Cycloalkylation of compounds in the series of phosphorus-substituted derivatives of acetic acid

  摘要：

  1-Phosphoryl-substituted cyclopropanes, cyclobutanes, and cyclopentanes were obtained by the reaction of phosphoryl-substituted esters and nitriles of acetic acid with alpha,omega-dihaloalkanes. The influence of the CH-acidity of the starting compounds and electrophilicity of the alkylating agent on the reaction rate was examined.

  DOI：

  10.1007/bf00961505

文献信息

• Turanov; Karandashev; Kharitonov, Russian Journal of General Chemistry, 1999, vol. 69, # 7, p. 1068 - 1074
  作者：Turanov、Karandashev、Kharitonov、Lezhnev、Safronova、Yarkevich、Tsvetkov

  DOI：——

  日期：——
• Turanov; Kharitonov; Yarkevich, Russian Journal of General Chemistry, 1999, vol. 69, # 7, p. 1052 - 1055
  作者：Turanov、Kharitonov、Yarkevich、Evseeva、Safronova、Tsvetkov

  DOI：——

  日期：——
• Turanov; Karandashev; Yarkevich, Russian Journal of General Chemistry, 1999, vol. 69, # 7, p. 1061 - 1067
  作者：Turanov、Karandashev、Yarkevich、Orlova、Kharitonov、Tsvetkov

  DOI：——

  日期：——
• KAZAKOV, P. V.;ODINETS, I. L.;LARETINA, A. P.;SHCHERBINA, T. M.;PETROVSKI+, IZV. AN CCCP. CEP. XIM.,(1990) N, S. 1873-1880
  作者：KAZAKOV, P. V.、ODINETS, I. L.、LARETINA, A. P.、SHCHERBINA, T. M.、PETROVSKI+

  DOI：——

  日期：——
• Cycloalkylation of compounds in the series of phosphorus-substituted derivatives of acetic acid
  作者：P. V. Kazakov、I. L. Odinets、A. P. Laretina、T. M. Shcherbina、P. V. Petrovskii、L. V. Kovalenko、T. A. Mastryukova

  DOI：10.1007/bf00961505

  日期：1990.8

  1-Phosphoryl-substituted cyclopropanes, cyclobutanes, and cyclopentanes were obtained by the reaction of phosphoryl-substituted esters and nitriles of acetic acid with alpha,omega-dihaloalkanes. The influence of the CH-acidity of the starting compounds and electrophilicity of the alkylating agent on the reaction rate was examined.