5-Dimethoxymethyl-2,2'-bithiophene | 165393-20-4

• 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: 5-Dimethoxymethyl-2,2'-bithiophene
• 英文别名: 2-(dimethoxymethyl)-5-thiophen-2-ylthiophene
• CAS: 165393-20-4
• 化学式: C₁₁H₁₂O₂S₂
• 分子量: 240.347
• InChiKey: NWNYBYWMBKIBMY-UHFFFAOYSA-N

物化性质

• 沸点：
  312.6±42.0 °C(Predicted)
• 密度：
  1.223±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 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：

  三丁基氯化锡 、 5-Dimethoxymethyl-2,2'-bithiophene 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 生成 5-dimethoxymethyl-5'-tributyl-stannyl-2,2'-bithiophene
  参考文献：
  名称：

  Polythiophene anti-tumor agents

  摘要：

  描述了作为抗肿瘤药剂有用的新型聚噻吩化合物。所述的优选化合物的化学式为：其中n为0-2，R.sub.2和R.sub.3为可选择取代的2-噻吩基或3-噻吩基，已发现具有对转化的人类细胞具有选择性细胞毒活性。含有所述聚噻吩化合物的药物组合物预计在肿瘤细胞系实验基础上对慢性生长的肿瘤具有良好的化疗活性。还描述了一种利用所披露的聚噻吩化合物治疗患有肿瘤的患者的方法。

  公开号：

  US05578636A1
• 作为产物：
  描述：

  2,2-联噻吩-5-乙醛 在 Montmorillonite 碳酸氢钠 、 原甲酸三甲酯 作用下， 以 正己烷 为溶剂， 生成 5-Dimethoxymethyl-2,2'-bithiophene
  参考文献：
  名称：

  Polythiophene anti-tumor agents

  摘要：

  描述了作为抗肿瘤药剂有用的新型聚噻吩化合物。所述的优选化合物的化学式为：其中n为0-2，R.sub.2和R.sub.3为可选择取代的2-噻吩基或3-噻吩基，已发现具有对转化的人类细胞具有选择性细胞毒活性。含有所述聚噻吩化合物的药物组合物预计在肿瘤细胞系实验基础上对慢性生长的肿瘤具有良好的化疗活性。还描述了一种利用所披露的聚噻吩化合物治疗患有肿瘤的患者的方法。

  公开号：

  US05578636A1

文献信息

• Wüirthner, Frank; Vollmer, Martin Siegfried; Effenberger, Franz, Journal of the American Chemical Society, 1995, vol. 117, # 31, p. 8090 - 8099
  作者：Wüirthner, Frank、Vollmer, Martin Siegfried、Effenberger, Franz、Emele, Peter、Meyer, Dirk Uwe、Port, Helmut、Wolf, Hans Christoph

  DOI：——

  日期：——
• Polarizability and Internal Charge Transfer in Thiophene–Triphenylamine Hybrid π-Conjugated Systems
  作者：Emilie Ripaud、Yoann Olivier、Philippe Leriche、Jérôme Cornil、Jean Roncali

  DOI：10.1021/jp203759e

  日期：2011.8.4

  Extended star-shaped conjugated systems consisting of dicyanovinyl electron-acceptor units connected to a triphe-nylamine core by means of thiophene (T), thienylenevinylene (TV), and bithiophene (BT) conjugating spacers have been synthesized. The analysis of the electronic properties of the molecules by UV-vis absorption spectroscopy, cyclic voltammetry, and theoretical calculations shows that the electronic properties of the systems depend on the length and rigidity of the conjugating spacer.
• Steroid-Bridged Thiophenes: Synthesis and Self-Organization at the Solid/Liquid Interface
  作者：Martin S. Vollmer、Franz Effenberger、Ralf Stecher、Bruno Gompf、Wolfgang Eisenmenger

  DOI：10.1002/(sici)1521-3765(19990104)5:1<96::aid-chem96>3.0.co;2-9

  日期：1999.1.4

  The synthesis of the oligothiophene 6a as well as the terminally mono- and diformylated oligothiophenes 6b and 6c, in which mono- and bithiophene units are bridged by androstene, is described. Starting from epiandrostane the thiophene units were linked in positions 3 and 17 by Grignard reaction. The synthesis was accomplished by introduction of formyl groups. The self-organization of compounds 6 on highly oriented pyrolytic graphite at the liquid/solid interface was studied by STM, Derivatives 6a,b,c spontaneously formed ordered monolayers on graphite, although neither are they planar nor do they have alkyl chains. Due to their different energy gaps in all cases the thiophene units were imaged as bright areas and the steroid unit as a dark area representing a novel type of surface structuring. While 6a and 66 are loosely packed, resulting in an area per molecule of 3 nm(2), the dialdehyde 6c self-assembles to form a closely packed monolayer (area per molecule 2 nm(2)) obviously owing to interactions between the formyl groups.
• US5578636A
  申请人：——

  公开号：US5578636A

  公开（公告）日：1996-11-26
• US5741811A
  申请人：——

  公开号：US5741811A

  公开（公告）日：1998-04-21