(1-allyl-1H-benzoimidazol-2-yl)-phenyl-phosphinic acid | 210903-70-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: (1-allyl-1H-benzoimidazol-2-yl)-phenyl-phosphinic acid
• 英文别名: Phenyl-(1-prop-2-enylbenzimidazol-2-yl)phosphinic acid
• CAS: 210903-70-1
• 化学式: C₁₆H₁₅N₂O₂P
• 分子量: 298.281
• InChiKey: YFQSDCWRPWUCRR-UHFFFAOYSA-N

物化性质

• 沸点：
  507.6±43.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  55.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1-allyl-1H-benzoimidazol-2-yl)-phenyl-phosphinic acid 在 potassium permanganate 作用下， 以 水 为溶剂， 反应 5.0h， 以75%的产率得到(1H-benzoimidazol-2-yl)-phenyl-phosphinic acid
  参考文献：
  名称：

  Direct Phosphorylation ofN-Protected Imidazoles and Benzoimidazoles-A Route to 1H-Imidazol(benzoimidazol)-2-yl Phosphonic and Phosphinic Acids and Their Derivatives

  摘要：

  Synthetic approaches to 1H-imidazol-2-yl and 1H-benzoimidazol-2-yl phosphinic and phosphonic acids and their derivatives are reported, based on phosphorylation of N-protected heterocylcles by PhPOCl2 or MePOCl2. Reaction of N-alkylbenzoimidazoles with POCl3 did not lead to C-phosphorylated products in a reasonable yield, [2,2']-bis-benzoimidazolyles being formed instead.

  DOI：

  10.1080/00397919808004288
• 作为产物：
  描述：

  (9ci)-1-(2-丙烯基)-1H-苯并咪唑 在 吡啶 、 三乙胺 作用下， 以 水 为溶剂， 生成 (1-allyl-1H-benzoimidazol-2-yl)-phenyl-phosphinic acid
  参考文献：
  名称：

  Direct Phosphorylation ofN-Protected Imidazoles and Benzoimidazoles-A Route to 1H-Imidazol(benzoimidazol)-2-yl Phosphonic and Phosphinic Acids and Their Derivatives

  摘要：

  Synthetic approaches to 1H-imidazol-2-yl and 1H-benzoimidazol-2-yl phosphinic and phosphonic acids and their derivatives are reported, based on phosphorylation of N-protected heterocylcles by PhPOCl2 or MePOCl2. Reaction of N-alkylbenzoimidazoles with POCl3 did not lead to C-phosphorylated products in a reasonable yield, [2,2']-bis-benzoimidazolyles being formed instead.

  DOI：

  10.1080/00397919808004288

文献信息

• Direct Phosphorylation of<i>N</i>-Protected Imidazoles and Benzoimidazoles-A Route to 1<i>H</i>-Imidazol(benzoimidazol)-2-yl Phosphonic and Phosphinic Acids and Their Derivatives
  作者：Igor V. Komarov、Aleksandr V. Strizhak、Mikhail Yu.Kornilov、Aleksandr N. Kostyuk、Andrey A. Tolmachev

  DOI：10.1080/00397919808004288

  日期：1998.7

  Synthetic approaches to 1H-imidazol-2-yl and 1H-benzoimidazol-2-yl phosphinic and phosphonic acids and their derivatives are reported, based on phosphorylation of N-protected heterocylcles by PhPOCl2 or MePOCl2. Reaction of N-alkylbenzoimidazoles with POCl3 did not lead to C-phosphorylated products in a reasonable yield, [2,2']-bis-benzoimidazolyles being formed instead.