3-(1H-benzimidazol-2-yl)-1-(2-hydroxyphenyl)-2-propen-1-one | 1037300-45-0

• 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: 3-(1H-benzimidazol-2-yl)-1-(2-hydroxyphenyl)-2-propen-1-one
• CAS: 1037300-45-0
• 化学式: C₁₆H₁₂N₂O₂
• 分子量: 264.283
• InChiKey: HVYGMGGEGFUUFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.16
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  65.98
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3-(1H-benzimidazol-2-yl)-1-(2-hydroxyphenyl)-2-propen-1-one 在 sodium hydroxide 、 双氧水 作用下， 以 乙醇 、 水 为溶剂， 以62%的产率得到2-(1H-苯并咪唑-2-基)-3-羟基-4H-色烯-4-酮
  参考文献：
  名称：

  New benzimidazolic 3-hydroxychromone derivative with two alternative mechanisms of the excited state intramolecular proton transfer reaction

  摘要：

  The 2-(benzimidazol-2-yl) derivative of 3-hydroxychromone was synthesized and studied by X-ray structure analysis, H-1 NMR and fluorescence spectroscopy. The possibility of the alternative H-bonds formation and thus - two alternative mechanisms of the excited state intramolecular proton transfer reaction was discussed on the base of the spectral data, X-ray structure analysis and quantum-chemical calculations. (C) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2007.09.009
• 作为产物：
  描述：

  苯并咪唑-2-甲醛 、 2'-羟基苯乙酮 在 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 以83%的产率得到3-(1H-benzimidazol-2-yl)-1-(2-hydroxyphenyl)-2-propen-1-one
  参考文献：
  名称：

  New benzimidazolic 3-hydroxychromone derivative with two alternative mechanisms of the excited state intramolecular proton transfer reaction

  摘要：

  The 2-(benzimidazol-2-yl) derivative of 3-hydroxychromone was synthesized and studied by X-ray structure analysis, H-1 NMR and fluorescence spectroscopy. The possibility of the alternative H-bonds formation and thus - two alternative mechanisms of the excited state intramolecular proton transfer reaction was discussed on the base of the spectral data, X-ray structure analysis and quantum-chemical calculations. (C) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2007.09.009