2-[2,6-Bis-(3,5-di-tert-butyl-4-hydroxy-phenyl)-cyclopenta[2,1-b;3,4-b']dithiophen-4-ylidene]-malononitrile | 216756-81-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 2-[2,6-Bis-(3,5-di-tert-butyl-4-hydroxy-phenyl)-cyclopenta[2,1-b;3,4-b']dithiophen-4-ylidene]-malononitrile
• 英文别名: 2-[4,10-bis(3,5-ditert-butyl-4-hydroxyphenyl)-3,11-dithiatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraen-7-ylidene]propanedinitrile
• CAS: 216756-81-9
• 化学式: C₄₀H₄₄N₂O₂S₂
• 分子量: 648.934
• InChiKey: HPKLEDGJMUXINK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.7
• 重原子数：
  46
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  145
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-[2,6-Bis-(3,5-di-tert-butyl-4-hydroxy-phenyl)-cyclopenta[2,1-b;3,4-b']dithiophen-4-ylidene]-malononitrile 在 lead dioxide 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以98%的产率得到2-[2,6-Bis-(3,5-di-tert-butyl-4-oxo-cyclohexa-2,5-dienylidene)-2,6-dihydro-cyclopenta[2,1-b;3,4-b']dithiophen-4-ylidene]-malononitrile
  参考文献：
  名称：

  The First Heterotriquinone and Dicyanoheterotriquinone Methide That Undergo a Five-Stage Amphoteric Redox Reaction

  摘要：

  The dicyanomethylene group and not the quinone oxygen atoms is the site of the first one-electron reduction for the dicyanohetereotriquinone methide 1, although the dicyanomethylene group is substituted at a cyclopentadienyl-like five-membered ring! Compound 1 is amphoteric and undergoes a five-stage sequence of one-electron redox reactions.

  DOI：

  10.1002/(sici)1521-3773(19981002)37:18<2484::aid-anie2484>3.0.co;2-b
• 作为产物：
  描述：

  2,6-Bis-(3,5-di-tert-butyl-4-hydroxy-phenyl)-cyclopenta[2,1-b;3,4-b']dithiophen-4-one 在 piperodine 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 乙腈 、 苯 为溶剂， 反应 23.03h， 生成 2-[2,6-Bis-(3,5-di-tert-butyl-4-hydroxy-phenyl)-cyclopenta[2,1-b;3,4-b']dithiophen-4-ylidene]-malononitrile
  参考文献：
  名称：

  The First Heterotriquinone and Dicyanoheterotriquinone Methide That Undergo a Five-Stage Amphoteric Redox Reaction

  摘要：

  The dicyanomethylene group and not the quinone oxygen atoms is the site of the first one-electron reduction for the dicyanohetereotriquinone methide 1, although the dicyanomethylene group is substituted at a cyclopentadienyl-like five-membered ring! Compound 1 is amphoteric and undergoes a five-stage sequence of one-electron redox reactions.

  DOI：

  10.1002/(sici)1521-3773(19981002)37:18<2484::aid-anie2484>3.0.co;2-b