di(3-thienyl)methane | 7525-90-8

• 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: di(3-thienyl)methane
• 英文别名: 3-(thiophen-3-ylmethyl)thiophene；bis(3-thienyl)methane；3,3'-methanediyl-bis-thiophene；Di(thien-3-yl)methane
• CAS: 7525-90-8
• 化学式: C₉H₈S₂
• 分子量: 180.295
• InChiKey: JNEOQNVKUIYARJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  di(3-thienyl)methane 在 N-溴代丁二酰亚胺(NBS) 、 铜 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 27.0h， 生成 环戊联噻吩
  参考文献：
  名称：

  Fluorescent cyclopentadithiophene derivatives having phenyl-substituted silyl moieties

  摘要：

  4,4-Dimethylcyclopenta[2,1-b:3,4-b']dithiophene derivatives bearing trimethyl-, dimethylphenyl-, diphenylmethyl-, or triphenyl-silyl moieties were synthesized. The introduction of the silyl moieties onto cyclopenta[2,1-b:3,4-b']dithiophene induced fluorescent emission as well as the bathochromic shift of wavelength at the maximum absorption and fluorescence. It was found that the larger number of phenyl group on silyl moiety resulted in the higher fluorescence quantum yield. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.05.128
• 作为产物：
  描述：

  di(3-thienyl)methanol 在 sodium hydroxide 、 三甲基氯硅烷 、 sodium iodide 作用下， 生成 di(3-thienyl)methane
  参考文献：
  名称：

  高效的一锅合成二硫杂（二苯并噻吩并）的环庚酮，环戊烷和环辛酮。

  摘要：

  α，β-不饱和酰胺/三氟甲酸酐络合物（由相应的酰胺和三氟甲酸酐就地生成）与二噻吩和二噻吩基甲烷的反应以串联烷基化-Vilsmeier-Haack酰化反应的形式进行，形成二噻吩并和二苯并噻吩并并的环庚酮和环辛酮中等至良好的产量。2-溴-N，N-二甲基丙烯酰胺/三氟甲磺酸酐复合物的反应可通过简单的一锅法制备托克酮。2，2-二苯并噻吩基甲烷与二甲基丙烯酰胺/三氟甲磺酸酐配合物的反应异常进行，除了可预测的稠合环辛酮外，还提供了二甲基氨基萘。

  DOI：

  10.1021/jo980079e

文献信息

• Palladium-Catalyzed Synthesis of Heterocycle-Containing Diarylmethanes through Suzuki–Miyaura Cross-Coupling
  作者：Masami Kuriyama、Mina Shinozawa、Norihisa Hamaguchi、Seira Matsuo、Osamu Onomura

  DOI：10.1021/jo5009178

  日期：2014.6.20

  The heterocycle-containing diarylmethane synthesis from chloromethyl(hetero)arenes with (hetero)arylboron reagents was attained using the palladium/ether-imidazolium chloride system. This coupling process tolerated a diverse range of heteroaromatic moieties with sufficient catalytic activity to achieve the efficient synthesis of various diheteroarylmethanes in good to excellent yields.

  使用钯/醚-咪唑鎓氯化物系统，可从氯甲基（杂）芳烃与（杂）芳基硼试剂合成含杂环的二芳基甲烷。该偶联过程容许具有足够催化活性的多种杂芳族部分，从而以良好至优异的产率实现各种二杂芳基甲烷的有效合成。
• Synthesis and Anticancer Activity of Di(3-thienyl)methanol and Di(3-thienyl)methane
  作者：Nagendra Kumar Kaushik、Hong Seon Kim、Young June Chae、Young Nam Lee、Gi-Chung Kwon、Eun Ha Choi、In Tae Kim

  DOI：10.3390/molecules171011456

  日期：——

  Di(3-thienyl)methanol (2) and di(3-thienyl)methane (3) have been synthesized and screened against the T98G (brain cancer) cell line. Treatment induced cell death (MTT and macro-colony assay), growth inhibition, cytogenetic damage (micronuclei formation), were studied as cellular response parameters. Treatment with the compounds enhanced growth inhibition and cell death in a concentration dependent manner in both T98G and HEK (normal) cell lines. At higher concentrations (>20 µg/mL) the cytotoxic effects of the compounds were highly significant. The effect on clonogenic capacity and micronuclei formation observed after treatment of cells. Amongst the compounds, compound 2 exhibited potent activity against T98G brain cancer cells. Despite potent in vitro activity, both compounds exhibited less cytotoxicity against normal human HEK cells at all effective concentrations.

  我们合成了二(3-噻吩基)甲醇 (2) 和二(3-噻吩基)甲烷 (3)，并针对 T98G（脑癌）细胞系进行了筛选。作为细胞反应参数，研究了处理诱导的细胞死亡（MTT 和大菌落试验）、生长抑制、细胞遗传损伤（微核形成）。在 T98G 和 HEK（正常）细胞系中，用这些化合物处理可增强生长抑制和细胞死亡，其方式与浓度有关。在较高浓度下（>20 µg/mL），化合物的细胞毒性效应非常显著。在处理细胞后观察到了对细胞克隆生成能力和微核形成的影响。在这些化合物中，化合物 2 对 T98G 脑癌细胞具有很强的活性。尽管具有很强的体外活性，但在所有有效浓度下，这两种化合物对正常人 HEK 细胞的细胞毒性都较小。
• CONJUGATED POLYMERS
  申请人：D'lavari Mansoor

  公开号：US20140131628A1

  公开（公告）日：2014-05-15

  The invention relates to novel polymers containing one or more units derived from fused bis(thienothiophene) moieties, methods for their preparation and monomers used therein, blends, mixtures and formulations containing them, the use of the polymers, blends, mixtures and formulations as semiconductor in organic electronic (OE) devices, especially in organic photovoltaic (OPV) devices, and to OE and OPV devices comprising these polymers, blends, mixtures or formulations.

  该发明涉及含有一个或多个由融合的双噻吩噻吩基团衍生的单元的新型聚合物，其制备方法和其中使用的单体，混合物，配方，以及将这些聚合物，混合物，配方作为有机电子（OE）器件中的半导体的使用，特别是在有机光伏（OPV）器件中，并且涉及包含这些聚合物，混合物或配方的OE和OPV器件。
• A thermosetting organic composition
  申请人：FORD MOTOR COMPANY LIMITED

  公开号：EP0376444A2

  公开（公告）日：1990-07-04

  This invention is directed to a shelf-stable, powder composition adapted to form a high Tg, thermally stable, impact resistant thermoset material. The composition consists essentially of a mixture of an allyl-functional prepolymer component and polymaleimide component. The allyl-functional prepolymer component is the reaction product of an aromatic allyl-functional compound and a modifying compound.

  本发明涉及一种可在货架上保存的粉末组合物，可形成一种高 Tg、热稳定、抗冲击的热固性材料。该组合物主要由烯丙基官能团预聚物组分和聚马来酰亚胺组分的混合物组成。烯丙基官能团预聚物成分是芳香族烯丙基官能团化合物和改性化合物的反应产物。
• Amer, A.; Burkhardt, A.; Nkansah, A., Phosphorus, Sulfur and Silicon and the Related Elements, 1989, vol. 42, p. 63 - 72
  作者：Amer, A.、Burkhardt, A.、Nkansah, A.、Shabana, R.、Galal, A.,、et al.

  DOI：——

  日期：——