5-ethoxy-2-phenyl-1(3)H-benzimidazole | 93053-63-5

• 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: 5-ethoxy-2-phenyl-1(3)H-benzimidazole
• 英文别名: 5-Aethoxy-2-phenyl-1(3)H-benzimidazol；5-Ethoxy-2-phenyl-1H-benzoimidazole；6-ethoxy-2-phenyl-1H-benzimidazole
• CAS: 93053-63-5
• 化学式: C₁₅H₁₄N₂O
• 分子量: 238.289
• InChiKey: HNDBTGRZKRHNHB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  37.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-ethoxy-2-phenyl-1(3)H-benzimidazole 在 氢溴酸 作用下， 反应 20.0h， 生成 2-phenyl-5-hydroxybenzimidazole
  参考文献：
  名称：

  Basicity and structure of 5-hydroxybenzimidazoles in nitromethane

  摘要：

  Examination of the acid-base properties of 5-hydroxybenzimidazoles has shown them to exist in nitromethane as the 5-hydroxy-tautomers. Substituents in the 2-position have a predominantly inductive effect on the basicity of the 3-nitrogen, rationalized as in other nitrogen heterocycles by the proximity of the substituents to the reaction center.

  DOI：

  10.1007/bf00869526
• 作为产物：
  描述：

  4-乙氧基-2-硝基苯胺 在 镍 一水合肼 作用下， 反应 11.0h， 生成 5-ethoxy-2-phenyl-1(3)H-benzimidazole
  参考文献：
  名称：

  Basicity and structure of 5-hydroxybenzimidazoles in nitromethane

  摘要：

  Examination of the acid-base properties of 5-hydroxybenzimidazoles has shown them to exist in nitromethane as the 5-hydroxy-tautomers. Substituents in the 2-position have a predominantly inductive effect on the basicity of the 3-nitrogen, rationalized as in other nitrogen heterocycles by the proximity of the substituents to the reaction center.

  DOI：

  10.1007/bf00869526

文献信息

• Porai-Koschiz; Efros; Ginsburg, Zhurnal Obshchei Khimii, 1949, vol. 19, p. 1545,1550
  作者：Porai-Koschiz、Efros、Ginsburg

  DOI：——

  日期：——
• Basicity and structure of 5-hydroxybenzimidazoles in nitromethane
  作者：B. A. Korolev、L. A. Osmolovskaya、Yu. V. Kuznetsov、L. G. Stolyarova、L. D. Smirnov

  DOI：10.1007/bf00869526

  日期：1992.2

  Examination of the acid-base properties of 5-hydroxybenzimidazoles has shown them to exist in nitromethane as the 5-hydroxy-tautomers. Substituents in the 2-position have a predominantly inductive effect on the basicity of the 3-nitrogen, rationalized as in other nitrogen heterocycles by the proximity of the substituents to the reaction center.