Δ^4,4′-Dicyclopenta[2,1-b:3,4-b′]dithiophene | 426224-74-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: Δ^4,4′-Dicyclopenta[2,1-b:3,4-b′]dithiophene
• 英文别名: Δ4,4'-dicyclopenta[2,1-b:3,4-b']-dithiophene；DPCT；7-(3,11-Dithiatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraen-7-ylidene)-3,11-dithiatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraene；7-(3,11-dithiatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraen-7-ylidene)-3,11-dithiatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraene
• CAS: 426224-74-0
• 化学式: C₁₈H₈S₄
• 分子量: 352.526
• InChiKey: QZKGIPPNQZGQFT-UHFFFAOYSA-N

物化性质

• 沸点：
  520.9±45.0 °C(Predicted)
• 密度：
  1.620±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  113
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Δ^4,4′-Dicyclopenta[2,1-b:3,4-b′]dithiophene 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氢呋喃 为溶剂， 以50%的产率得到tetrabromo-Δ4,4'-dicyclopenta[2,1-b:3,4-b']dithiophene
  参考文献：
  名称：

  H-Shaped Oligothiophenes with Low Band Gaps and Amphoteric Redox Properties

  摘要：

  H-shaped bridged oligothiophenes HT-1 and HT-2 were synthesized by two different approaches. Different from normal oligothiophenes, HT-1 and HT-2 showed low band gaps and amphoteric redox behaviors due to intramolecular charge transfer, which is further supported by time-dependent Dr calculations.

  DOI：

  10.1021/ol102456c
• 作为产物：
  描述：

  4H-环戊并[2,1-B:3,4-B']二噻吩-4-酮 在 劳森试剂 作用下， 以51%的产率得到Δ^4,4′-Dicyclopenta[2,1-b:3,4-b′]dithiophene
  参考文献：
  名称：

  三价有机磷试剂诱导4 H-环戊[2,1- b：3,4- b ']二噻吩-4-酮的频哪醇重排

  摘要：

  在这封信中，我们报告了4 H-环戊基[2,1- b：3,4- b ']二噻吩-4-酮与各种三价有机磷衍生物的反应，重点是取决于所用试剂的最终产物。用三苯基-或三环己基膦处理时没有反应发生，而加入亚磷酸三乙酯或三（正丁基）膦导致频哪醇重排。分离的5 H-螺（苯并[1,2- b：6,5 - b ']二噻吩-4,4'-环戊[ 2,1 - b：3,4- b ]的结构解析'] dithiophen）-5-one是通过NMR实验，理论化学位移和几何计算以及单晶X射线分析获得的。

  DOI：

  10.1016/j.tetlet.2012.11.068

文献信息

• SILICON-BASED ENERGY STORAGE DEVICES WITH FUNCTIONAL THIOPHENE COMPOUNDS OR DERIVATIVES OF THIOPHENE CONTAINING ELECTROLYTE ADDITIVES
  申请人：Enevate Corporation

  公开号：US20200388881A1

  公开（公告）日：2020-12-10

  Electrolytes and electrolyte additives for energy storage devices comprising functional thiophene compounds are disclosed. The energy storage device comprises a first electrode and a second electrode, wherein at least one of the first electrode and the second electrode is a Si-based electrode, a separator between the first electrode and the second electrode, an electrolyte, and at least one electrolyte additive selected from a thiophene compound.
• Trivalent organophosphorus reagent induced pinacol rearrangement of 4H-cyclopenta[2,1-b:3,4-b′]dithiophen-4-one
  作者：Lidia Marin、Yuexing Zhang、Koen Robeyns、Benoît Champagne、Peter Adriaensens、Laurence Lutsen、Dirk Vanderzande、David Bevk、Wouter Maes

  DOI：10.1016/j.tetlet.2012.11.068

  日期：2013.2

  applied reagents. No reaction occurred upon treatment with either triphenyl- or tricyclohexylphosphine, whereas addition of triethyl phosphite or tri(n-butyl)phosphine resulted in pinacol rearrangement. Structure elucidation of the isolated 5H-spiro(benzo[1,2-b:6,5-b′]dithiophene-4,4′-cyclopenta[2,1-b:3,4-b′]dithiophen)-5-one was achieved by combined NMR experiments, theoretical chemical shift and geometry

  在这封信中，我们报告了4 H-环戊基[2,1- b：3,4- b ']二噻吩-4-酮与各种三价有机磷衍生物的反应，重点是取决于所用试剂的最终产物。用三苯基-或三环己基膦处理时没有反应发生，而加入亚磷酸三乙酯或三（正丁基）膦导致频哪醇重排。分离的5 H-螺（苯并[1,2- b：6,5 - b ']二噻吩-4,4'-环戊[ 2,1 - b：3,4- b ]的结构解析'] dithiophen）-5-one是通过NMR实验，理论化学位移和几何计算以及单晶X射线分析获得的。
• H-Shaped Oligothiophenes with Low Band Gaps and Amphoteric Redox Properties
  作者：Jing Luo、Kuo-Wei Huang、Hemi Qu、Xiaojie Zhang、Lijun Zhu、Hardy Sze On Chan、Chunyan Chi

  DOI：10.1021/ol102456c

  日期：2010.12.17

  H-shaped bridged oligothiophenes HT-1 and HT-2 were synthesized by two different approaches. Different from normal oligothiophenes, HT-1 and HT-2 showed low band gaps and amphoteric redox behaviors due to intramolecular charge transfer, which is further supported by time-dependent Dr calculations.