5-(methylthio)-2,2'-bithiophene | 99119-54-7

• 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-(methylthio)-2,2'-bithiophene
• 英文别名: 2-methylsulfanyl-5-thiophen-2-ylthiophene
• CAS: 99119-54-7
• 化学式: C₉H₈S₃
• 分子量: 212.361
• InChiKey: XIZKUYTXVYKKMR-UHFFFAOYSA-N

物化性质

• 沸点：
  327.2±32.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  12
• 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：
  81.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(methylthio)-2,2'-bithiophene 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 溴 、 potassium carbonate 作用下， 以 甲醇 、 二氯甲烷 、 氯仿 、 水 、 溶剂黄146 、 甲苯 为溶剂， 生成
  参考文献：
  名称：

  部分双环[2.2.2]辛烯环和甲硫基封端的低聚噻吩硫醇盐保护的金纳米粒子的合成和导电性能。

  摘要：

  设计并合成了被双环[2.2.2]辛烯（BCO）单元部分退火的甲硫基封端的噻吩1a和季噻吩2a的硫醇盐保护的金纳米颗粒（AuNP）。还合成了覆盖有未退火的对噻吩3a的AuNP，以进行比较。通过吸收光谱和透射电子显微镜（TEM）测量证实了AuNP的形成。由于通过核心到核心隧穿的传导，AuNP-1a –和AuNP-3a –薄膜的电导率中等（〜10 –3 S cm –1），而AuNP-2a –胶片非常低（<10 –6 S cm –1）。TEM分析和DFT计算表明，AuNP-2a –薄膜的低电导率是由于两个空间要求较高的BCO单元之间的较大颗粒分离距离所致。重要的是，用碘蒸气掺杂之后，在的电导率的增强的AuNP-1A -和的AuNP-3A -只有4-和10倍，分别。与之形成鲜明对比，的导电性的AuNP-2A -后我2掺杂增加了超过10 4-折叠。后者的电导率可与先前报道的通过寡聚噻吩直接连接的AuN

  DOI：

  10.1021/cm501438j
• 作为产物：
  描述：

  二甲基二硫 、 2,2'-联二噻吩 在 正丁基锂 作用下， 以 正己烷 为溶剂， 以51%的产率得到5-(methylthio)-2,2'-bithiophene
  参考文献：
  名称：

  Synthesis and Chromic Behaviors of Dithienosiloles with Push-Pull Substituents Toward VOC Detection

  摘要：

  2-Methylthio- and 2-n-hexylthienyl-6-(tricyanoethenyl)-4,4-diphenyldithienosilole were prepared as novel push-pull type compounds. These compounds exhibit solvatochromic behaviors with respect to their UV-vis absorption and emission spectra. Clear vapor chromism is also observed for their thin solid films and the color changed clearly on exposure of the films to organic solvent vapors, indicating the potential applications to VOC sensors.

  DOI：

  10.1080/15421406.2010.495642

文献信息

• Graphene Oxide Promotes Site-Selective Allylic Alkylation of Thiophenes with Alcohols
  作者：Laura Favaretto、Juzeng An、Marco Sambo、Assunta De Nisi、Cristian Bettini、Manuela Melucci、Alessandro Kovtun、Andrea Liscio、Vincenzo Palermo、Andrea Bottoni、Francesco Zerbetto、Matteo Calvaresi、Marco Bandini

  DOI：10.1021/acs.orglett.8b01531

  日期：2018.6.15

  The graphene oxide (GO) assisted allylic alkylation of thiophenes with alcohols is presented. Mild reaction conditions and a low GO loading enabled the isolation of a range of densely functionalized thienyl and bithienyl compounds in moderate to high yields (up to 90%). The cooperative action of the Brønsted acidity, epoxide moieties, and π-surface of the 2D-promoter is highlighted as crucial in the

  提出了石墨烯氧化物（GO）辅助噻吩与醇的烯丙基烷基化。温和的反应条件和低的GO负载量可以中等至高产率（高达90％）分离出一系列稠密官能化的噻吩基和二噻吩基化合物。布朗斯台德酸度，环氧化物部分和2D启动子的π表面的协同作用在当前Friedel-Crafts型实验方案的反应过程中被认为是至关重要的。
• LIQUID CRYSTAL COMPOSITION
  申请人：Sumitomo Chemical Company, Limited

  公开号：US20170335191A1

  公开（公告）日：2017-11-23

  A liquid crystal composition which prevents production of an alignment defect of a liquid crystal compound and also has excellent storage stability during dissolution in a solvent is provided. The liquid crystal composition is suitable for constituting a retardation film capable of favorable circular polarization conversion. The liquid crystal composition includes a polymerizable liquid crystal compound having 3 or more ring structures in the main chain, and aluminum. A content of the aluminum is 1 ppm or more and 170 ppm or less relative to the polymerizable liquid crystal compound.

  提供了一种液晶组合物，可以防止液晶化合物的对准缺陷产生，并且在溶剂中溶解时具有优异的储存稳定性。该液晶组合物适用于构成具有良好圆偏振转换的减速膜。该液晶组合物包括具有3个或更多环结构的可聚合液晶化合物和铝。铝的含量相对于可聚合液晶化合物为1 ppm或更多，170 ppm或更少。
• Liquid crystal composition
  申请人：Sumitomo Chemical Company, Limited

  公开号：US10407619B2

  公开（公告）日：2019-09-10

  A liquid crystal composition which prevents production of an alignment defect of a liquid crystal compound and also has excellent storage stability during dissolution in a solvent is provided. The liquid crystal composition is suitable for constituting a retardation film capable of favorable circular polarization conversion. The liquid crystal composition includes a polymerizable liquid crystal compound having 3 or more ring structures in the main chain, and aluminum. A content of the aluminum is 1 ppm or more and 170 ppm or less relative to the polymerizable liquid crystal compound.

  本发明提供了一种液晶组合物，它能防止液晶化合物产生排列缺陷，而且在溶解于溶剂时具有极佳的储存稳定性。该液晶组合物适用于构成能够实现良好圆偏振转换的延缓膜。液晶组合物包括主链中具有 3 个或更多环状结构的可聚合液晶化合物和铝。相对于可聚合液晶化合物，铝的含量为 1 ppm 或以上，170 ppm 或以下。
• Liquid crystal composition, method of producing the same, and retardation film constituted from the same
  申请人：Sumitomo Chemical Company, Limited

  公开号：US11193065B2

  公开（公告）日：2021-12-07

  A liquid crystal composition is provided containing a polymerizable liquid crystal compound, the composition having high preservation stability when dissolved in a solvent and also having the ability to restrain the development of orientation defects of the liquid crystal compound. A method of producing such a liquid crystal composition is also provided with ease. The liquid crystal composition includes a first polymerizable liquid crystal compound having five or more ring structures on its principal chain and represented by the following formula (A) and a second polymerizable liquid crystal compound having five or more ring structures and represented by the following formula (B).

  提供了一种含有可聚合液晶化合物的液晶组合物，该组合物溶解在溶剂中时具有很高的保存稳定性，还能抑制液晶化合物取向缺陷的发展。此外，还提供了一种生产这种液晶组合物的简便方法。该液晶组合物包括主链上具有五个或五个以上环结构并由下式（A）表示的第一种可聚合液晶化合物和具有五个或五个以上环结构并由下式（B）表示的第二种可聚合液晶化合物。
• Microwave-Assisted Synthesis of Thiophene Fluorophores, Labeling and Multilabeling of Monoclonal Antibodies, and Long Lasting Staining of Fixed Cells
  作者：Massimo Zambianchi、Francesca Di Maria、Antonella Cazzato、Giuseppe Gigli、Manuel Piacenza、Fabio Della Sala、Giovanna Barbarella

  DOI：10.1021/ja902416s

  日期：2009.8.12

  We report the expedient microwave-assisted synthesis of thiophene based 4-sulfo-2,3,5,6,tetrafluorophenyl esters whose molecular structure was engineered to achieve blue to red bright fluorescence. The reactivity toward monoclonal antibodies of the newly synthesized fluorophores was analyzed in comparison with that of the corresponding A succinimidyl esters. Single-fluorophore and multiple-fluorophore labeled antibodies were easily prepared with both types of esters. Multiple-fluorophore labeling with blue and orange emitting fluorophores resulted in white fluorescent antibodies. Thiophene based fluorophores displayed unprecedented fluorescence stability in immunostaining experiments. First-principles TD-DFT theoretical calculations helped us to interpret the behavior of fluorescence emission in different environments.