tris[2-(4-methoxyphenyl)ethyl]phosphine sulfide | 1362858-93-2

• 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]phosphine sulfide
• 英文别名: Tris[2-(4-methoxyphenyl)ethyl]-sulfanylidene-lambda5-phosphane；tris[2-(4-methoxyphenyl)ethyl]-sulfanylidene-λ5-phosphane
• CAS: 1362858-93-2
• 化学式: C₂₇H₃₃O₃PS
• 分子量: 468.597
• InChiKey: GEFZNYOCILZBSO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 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：
  59.8
• 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 、 phosphan 、 sulfur 、 对苯二酚 作用下， 以 水 、 二甲基亚砜 、 甲苯 为溶剂， 20.0~100.0 ℃ 、101.33 kPa 条件下， 反应 2.67h， 生成 tris[2-(4-methoxyphenyl)ethyl]phosphine sulfide
  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

• 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%).