tris[2-(4-methoxyphenyl)ethyl]phosphane oxide | 1252759-96-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: tris[2-(4-methoxyphenyl)ethyl]phosphane oxide
• 英文别名: tris[2-(4-methoxyphenyl)ethyl]phosphine oxide；Tris[2-(4-methoxyphenyl)ethyl]phosphine oxide；1-[2-[bis[2-(4-methoxyphenyl)ethyl]phosphoryl]ethyl]-4-methoxybenzene
• CAS: 1252759-96-8
• 化学式: C₂₇H₃₃O₄P
• 分子量: 452.53
• InChiKey: KVTAHHATBOKQKY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  32
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-甲氧基苯乙烯 在 potassium hydroxide semihydrate 、 双氧水 、 phosphan 、 对苯二酚 作用下， 以 水 、 二甲基亚砜 、 丙酮 为溶剂， 20.0~100.0 ℃ 、101.33 kPa 条件下， 反应 2.67h， 生成 tris[2-(4-methoxyphenyl)ethyl]phosphane oxide
  参考文献：
  名称：

  Superbase-Assisted Addition of Phosphine to 1-Methoxy-4-vinylbenzene: Toward a Rare Family of Organic Phosphines

  摘要：

  Phosphine reacts with 1-methoxy-4-vinylbenzene in the superbase suspension KOH-dimethylsulfoxide (70-100 degrees C, atmospheric pressure) to form regiospecifically anti-Markovnikov adducts, bis[2-(4-methoxyphenyl)ethyl]phosphine (1) and tris[2( 4-methoxyphenyl) ethyl] phosphine (2), representatives of rare arylalkylphosphines. The conditions for the selective preparation of phosphines 1 or 2 in 67% and 80% yields, respectively, have been elaborated. The phosphines have been oxidized with aqueous solution of H2O2, elemental sulfur, or selenium to afford the corresponding phosphine chalcogenides in good yields (95-99%).

  DOI：

  10.1080/00397911.2010.542864

文献信息

• Reaction of Red Phosphorus with 4-Methoxystyrene in KOH-DMSO System: One-Pot Synthesis of Tris[2-(4-methoxyphenyl)ethyl]phosphane Oxide
  作者：Nina K. Gusarova、Svetlana F. Malysheva、Natal’ya A. Belogorlova、Alexander V. Artem’ev、Vladimir A. Kuimov、Boris A. Trofimov

  DOI：10.1080/10426507.2010.482546

  日期：2010.12.30

  Abstract Red phosphorus reacts with 4-methoxystyrene in the KOH-DMSO superbase system (130 °C, 3 h, Ar) in the presence of a small quantity of H2O to give tris[2-(4-methoxyphenyl)ethyl]phosphane oxide as the main product in 30% yield. Microwave activation of the reaction (600 W, 6 min) affords basically a mixture of the phosphane oxide and tris[2-(4-methoxyphenyl)ethyl]phosphane (in a ratio of 1:1)

  摘要 红磷在 KOH-DMSO 超强碱体系 (130 °C, 3 h, Ar) 中，在少量 H2O 存在下与 4-甲氧基苯乙烯反应生成三[2-(4-甲氧基苯基)乙基]氧化膦作为主要产品产率为30%。反应的微波活化（600 W，6 分钟）基本上提供了氧化膦和三[2-（4-甲氧基苯基）乙基]膦（比例为1:1）的混合物。当混合物暴露于空气中时（室温，24 小时），氧化磷以 85% 的产率形成。图形概要
• Nanocomposites of red phosphorus in the reaction with 4-methoxystyrene
  作者：S. F. Malysheva、N. K. Gusarova、N. A. Belogorlova、V. A. Kuimov、A. V. Artem’ev、N. P. Tarasova、Yu. V. Smetannikov、B. A. Trofimov

  DOI：10.1134/s1070363210070303

  日期：2010.7
• Superbase-Assisted Addition of Phosphine to 1-Methoxy-4-vinylbenzene: Toward a Rare Family of Organic Phosphines
  作者：S. F. Malysheva、N. K. Gusarova、A. V. Artem'ev、N. A. Belogorlova、V. I. Smirnov、V. A. Shagun、V. A. Kuimov、B. A. Trofimov

  DOI：10.1080/00397911.2010.542864

  日期：2012.6

  Phosphine reacts with 1-methoxy-4-vinylbenzene in the superbase suspension KOH-dimethylsulfoxide (70-100 degrees C, atmospheric pressure) to form regiospecifically anti-Markovnikov adducts, bis[2-(4-methoxyphenyl)ethyl]phosphine (1) and tris[2( 4-methoxyphenyl) ethyl] phosphine (2), representatives of rare arylalkylphosphines. The conditions for the selective preparation of phosphines 1 or 2 in 67% and 80% yields, respectively, have been elaborated. The phosphines have been oxidized with aqueous solution of H2O2, elemental sulfur, or selenium to afford the corresponding phosphine chalcogenides in good yields (95-99%).