2-(4-aminophenyl)-3,4-ethylenedioxythiophene | 213891-34-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(4-aminophenyl)-3,4-ethylenedioxythiophene
• 英文别名: 1-(3,4-ethylenedioxythien-2-yl)-4-aminobenzene；4-EDOT-aniline；4-(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)aniline
• CAS: 213891-34-0
• 化学式: C₁₂H₁₁NO₂S
• 分子量: 233.291
• InChiKey: LARLIMHIHLYXAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  72.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3,4-乙烯二氧噻吩 在 四(三苯基膦)钯 、 正丁基锂 、 palladium 10% on activated carbon 、 sodium carbonate 、 肼 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 2-(4-aminophenyl)-3,4-ethylenedioxythiophene
  参考文献：
  名称：

  Synthesis of nitro- and amino-functionalized π-conjugated oligomers incorporating 3,4-ethylenedioxythiophene (EDOT) units

  摘要：

  Dissymmetric pi-conjugated oligomers incorporating 3,4-ethylenedioxythiophene (EDOT) units and bearing nitro and amino end-groups were synthesized in good yields through Pd-catalyzed Suzuki coupling reactions and direct C-H bond arylation. Their spectroscopic properties show that they have a low HOMO-LUMO gap. They are easily oxidized at low potential and could be used in various applications ranging from photovoltaics to molecular electronics. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.10.088

文献信息

• Electro-active monomers comprised of aniline-thiophene units
  申请人：The United States of America as represented by the Secretary of the Air

  公开号：US06130339A1

  公开（公告）日：2000-10-10

  Provided are novel, electropolymerizable monomers of the formulae: ##STR1##

  提供的是化学式为：##STR1## 的新型可电聚合单体。
• US6130339A
  申请人：——

  公开号：US6130339A

  公开（公告）日：2000-10-10
• US6197921B1
  申请人：——

  公开号：US6197921B1

  公开（公告）日：2001-03-06
• Synthesis of nitro- and amino-functionalized π-conjugated oligomers incorporating 3,4-ethylenedioxythiophene (EDOT) units
  作者：Gaëlle Trippé-Allard、Jean-Christophe Lacroix

  DOI：10.1016/j.tet.2012.10.088

  日期：2013.1

  Dissymmetric pi-conjugated oligomers incorporating 3,4-ethylenedioxythiophene (EDOT) units and bearing nitro and amino end-groups were synthesized in good yields through Pd-catalyzed Suzuki coupling reactions and direct C-H bond arylation. Their spectroscopic properties show that they have a low HOMO-LUMO gap. They are easily oxidized at low potential and could be used in various applications ranging from photovoltaics to molecular electronics. (c) 2012 Elsevier Ltd. All rights reserved.