2,5-Dibromo-3,6-dimethoxythieno[3,2-b]thiophene | 1202878-10-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并噻吩类
• 英文名称: 2,5-Dibromo-3,6-dimethoxythieno[3,2-b]thiophene
• 英文别名: 2,5-dibromo-3,6-dimethoxythieno[3,2-b]thiophene
• CAS: 1202878-10-1
• 化学式: C₈H₆Br₂O₂S₂
• 分子量: 358.074
• InChiKey: AVKLCRZRXXMJOY-UHFFFAOYSA-N

物化性质

• 沸点：
  407.7±40.0 °C(Predicted)
• 密度：
  1.957±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  74.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,5-Dibromo-3,6-dimethoxythieno[3,2-b]thiophene 、 在 四(三苯基膦)钯 作用下， 以30%的产率得到5-Hexylsulfanyl-7-[5-(5-hexylsulfanyl-2,3-dihydrothieno[3,4-b][1,4]dioxin-7-yl)-3,6-dimethoxythieno[3,2-b]thiophen-2-yl]-2,3-dihydrothieno[3,4-b][1,4]dioxine
  参考文献：
  名称：

  Rigid oligomers based on the combination of 3,6-dimethoxythieno[3,2-b]thiophene and 3,4-ethylenedioxythiophene

  摘要：

  New oligomers based on the combination of the 3,6-dimethoxythieno[3,2-b]thiophene and 3,4-ethylenedioxythiophene (EDOT) moieties have been prepared and studied by UV-vis spectroscopy and cyclic voltammetry. The use of the intrinsically rigid thienothiophene units in addition to the S center dot center dot center dot O intramolecular interactions leads to planar conformation of the conjugated chains. While the radical cations of oligomers end capped by n-hexyl chains show a tendency to the dimerization, those substituted by n-hexylsulfanyl chains present a high stability. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.10.021
• 作为产物：
  描述：

  3,6-二甲氧基噻吩并[3,2-b]噻吩 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 氯仿 为溶剂， 以90%的产率得到2,5-Dibromo-3,6-dimethoxythieno[3,2-b]thiophene
  参考文献：
  名称：

  Rigid oligomers based on the combination of 3,6-dimethoxythieno[3,2-b]thiophene and 3,4-ethylenedioxythiophene

  摘要：

  New oligomers based on the combination of the 3,6-dimethoxythieno[3,2-b]thiophene and 3,4-ethylenedioxythiophene (EDOT) moieties have been prepared and studied by UV-vis spectroscopy and cyclic voltammetry. The use of the intrinsically rigid thienothiophene units in addition to the S center dot center dot center dot O intramolecular interactions leads to planar conformation of the conjugated chains. While the radical cations of oligomers end capped by n-hexyl chains show a tendency to the dimerization, those substituted by n-hexylsulfanyl chains present a high stability. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.10.021

文献信息

• Molecular insights of non-fused nonfullerene acceptor comprising a different central core for high efficiency organic solar cell
  作者：Sora Oh、Yejin Kim、Taek Ahn、Sang Kyu Lee

  DOI：10.1080/15421406.2023.2176027

  日期：——
• Rigid oligomers based on the combination of 3,6-dimethoxythieno[3,2-b]thiophene and 3,4-ethylenedioxythiophene
  作者：Mathieu Turbiez、Noémie Hergué、Philippe Leriche、Pierre Frère

  DOI：10.1016/j.tetlet.2009.10.021

  日期：2009.12

  New oligomers based on the combination of the 3,6-dimethoxythieno[3,2-b]thiophene and 3,4-ethylenedioxythiophene (EDOT) moieties have been prepared and studied by UV-vis spectroscopy and cyclic voltammetry. The use of the intrinsically rigid thienothiophene units in addition to the S center dot center dot center dot O intramolecular interactions leads to planar conformation of the conjugated chains. While the radical cations of oligomers end capped by n-hexyl chains show a tendency to the dimerization, those substituted by n-hexylsulfanyl chains present a high stability. (c) 2009 Elsevier Ltd. All rights reserved.