2-乙基-1H-苯并咪唑-1-醇3-氧化物 | 31980-09-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 中文名称: 2-乙基-1H-苯并咪唑-1-醇3-氧化物
• 英文名称: 1-hydroxy-2-ethylbenzimidazole-3-N-oxide
• 英文别名: 2-ethyl-3-oxy-benzoimidazol-1-ol；1-Hydroxy-2-Ethylbenzimidazole-3-Oxide；2-Aethyl-1-hydroxy-1H-benzimidazol-3-oxid；2-Aethyl-1-hydroxy-3-oxobenzimidazol；2-Ethyl-1-hydroxybenzimidazol-3-oxid；2-ethyl-1-hydroxy-3-oxidobenzimidazol-3-ium
• CAS: 31980-09-3
• 化学式: C₉H₁₀N₂O₂
• 分子量: 178.191
• InChiKey: PLARONKAROLRIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  50.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-乙基-1H-苯并咪唑-1-醇3-氧化物 在 四丁基氢氧化铵 、 silver trifluoromethanesulfonate 作用下， 以 甲苯 为溶剂， 反应 0.03h， 生成 Benzimidazol-3-Oxyl-1-Oxid
  参考文献：
  名称：

  Synthesis of Neutral Spin-Delocalized Electron Acceptors for Multifunctional Materials

  摘要：

  A new synthetic route to stable spin-delocalized radicals, annelated nitronyl nitroxides, has been developed on the basis of the condensation of benzofuroxan with aryl nitrones. The electronic structure of the resulting radicals was investigated through absorption spectroscopy, EPR, electrochemistry, and computation (DFT-UB3LYP). The annelated radicals exhibit electronic transitions in the near IR (850-900 nm) and are excellent electron acceptors (E-red similar to 0.0 vs SCE) ideal for the development of multifunctional magnetic materials.

  DOI：

  10.1021/ol701725r
• 作为产物：
  描述：

  、 苯并呋咱 以 环己烷 为溶剂， 反应 24.0h， 以40%的产率得到2-乙基-1H-苯并咪唑-1-醇3-氧化物
  参考文献：
  名称：

  Synthesis of Neutral Spin-Delocalized Electron Acceptors for Multifunctional Materials

  摘要：

  A new synthetic route to stable spin-delocalized radicals, annelated nitronyl nitroxides, has been developed on the basis of the condensation of benzofuroxan with aryl nitrones. The electronic structure of the resulting radicals was investigated through absorption spectroscopy, EPR, electrochemistry, and computation (DFT-UB3LYP). The annelated radicals exhibit electronic transitions in the near IR (850-900 nm) and are excellent electron acceptors (E-red similar to 0.0 vs SCE) ideal for the development of multifunctional magnetic materials.

  DOI：

  10.1021/ol701725r

文献信息

• Quinoxaline derivatives
  申请人：Research Corporation

  公开号：US04343942A1

  公开（公告）日：1982-08-10

  The synthesis of quinoxaline and benzimidazole-N-oxides and of ester and amide derivatives of 3-hydroxy-2-quinoxalinecarboxylic acid by a novel process consisting of the reaction between a benzofuroxan and an activated methylene-containing compound under basic conditions.

  喹啉和苯并咪唑-N-氧化物的合成，以及3-羟基-2-喹啉羧酸的酯和酰胺衍生物的合成，通过一种新颖的过程实现，该过程包括在碱性条件下对苯并呋喃酰胺和含活性亚甲基的化合物进行反应。
• Novel process for the synthesis of quinoxaline and benzimidazole-N-oxides
  申请人：Research Corporation

  公开号：US04866175A1

  公开（公告）日：1989-09-12

  The synthesis of quinoxaline and benzimidazole-N-oxides and of ester amd amide derivatives of 3-hydroxy-2-quinoxalinecarboxylic acid by a movel process consisting of the reaction between a benzofuroxan and an activated methylene-containing compound under basic conditions.

  使用一种新型工艺，通过苯并呋喃氧化物和含有活性亚甲基的化合物在碱性条件下的反应，合成了喹喹啉和苯并咪唑-N-氧化物以及3-羟基-2-喹啉羧酸的酯和酰胺衍生物。
• US4343942A
  申请人：——

  公开号：US4343942A

  公开（公告）日：1982-08-10
• US4866175A
  申请人：——

  公开号：US4866175A

  公开（公告）日：1989-09-12
• Synthesis of Neutral Spin-Delocalized Electron Acceptors for Multifunctional Materials
  作者：Brynn M. Dooley、Steven E. Bowles、Tim Storr、Natia L. Frank

  DOI：10.1021/ol701725r

  日期：2007.11.1

  A new synthetic route to stable spin-delocalized radicals, annelated nitronyl nitroxides, has been developed on the basis of the condensation of benzofuroxan with aryl nitrones. The electronic structure of the resulting radicals was investigated through absorption spectroscopy, EPR, electrochemistry, and computation (DFT-UB3LYP). The annelated radicals exhibit electronic transitions in the near IR (850-900 nm) and are excellent electron acceptors (E-red similar to 0.0 vs SCE) ideal for the development of multifunctional magnetic materials.