{2-[8-(2-Phosphono-ethyl)-dibenzofuran-2-yl]-ethyl}-phosphonic acid | 211427-39-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: {2-[8-(2-Phosphono-ethyl)-dibenzofuran-2-yl]-ethyl}-phosphonic acid
• 英文别名: 2-[8-(2-Phosphonoethyl)dibenzofuran-2-yl]ethylphosphonic acid
• CAS: 211427-39-3
• 化学式: C₁₆H₁₈O₇P₂
• 分子量: 384.262
• InChiKey: VKYRGYZULMOHST-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  128
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  {2-[8-(2-Phosphono-ethyl)-dibenzofuran-2-yl]-ethyl}-phosphonic acid 在 ammonium carbonate 作用下， 以 水 为溶剂， 生成 2,8-dibenzofuranbis[2-ethyl-(mono-ammonium)phosphonic acid]
  参考文献：
  名称：

  Enhancement of the water solubility of aromatic molecules via the Heck reaction. A comparison of ethano-ammonium, -carboxylate and -phosphonate functional groups

  摘要：

  The solubility of aromatic compounds in aqueous solution is difficult to predict due to the lack of systematic solubility data and the inherent difficulties associated with theoretical predictions. Synthetic methodology is introduced for incorporating an ethano-phosphonate solubilizing group into aromatics, which has been used previously to introduce ethano-carboxyl and ethano-amino groups into aromatics. The aqueous solubility of these derivatized aromatics were carefully evaluated at 25 degrees C so that others may use this data to further develop prediction algorithms and make simple predictions regarding solubility. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00505-5
• 作为产物：
  描述：

  [(E)-2-[8-[(E)-2-[hydroxy(methoxy)phosphoryl]ethenyl]dibenzofuran-2-yl]ethenyl]-methoxyphosphinic acid 在 palladium on activated charcoal sodium hydroxide 、 乙二胺四乙酸 、 2,3-二巯基丁二酸 、 三氟甲磺酸三甲基硅酯 、 氢气 、 间甲酚 、 三氟乙酸 作用下， 以 水 为溶剂， 25.0 ℃ 、310.27 kPa 条件下， 反应 3.0h， 生成 {2-[8-(2-Phosphono-ethyl)-dibenzofuran-2-yl]-ethyl}-phosphonic acid
  参考文献：
  名称：

  Enhancement of the water solubility of aromatic molecules via the Heck reaction. A comparison of ethano-ammonium, -carboxylate and -phosphonate functional groups

  摘要：

  The solubility of aromatic compounds in aqueous solution is difficult to predict due to the lack of systematic solubility data and the inherent difficulties associated with theoretical predictions. Synthetic methodology is introduced for incorporating an ethano-phosphonate solubilizing group into aromatics, which has been used previously to introduce ethano-carboxyl and ethano-amino groups into aromatics. The aqueous solubility of these derivatized aromatics were carefully evaluated at 25 degrees C so that others may use this data to further develop prediction algorithms and make simple predictions regarding solubility. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00505-5