2-bromo-3-ethynylthiophene | 198491-45-1

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: 2-bromo-3-ethynylthiophene
• CAS: 198491-45-1
• 化学式: C₆H₃BrS
• 分子量: 187.06
• InChiKey: UYJSKMVTTFGFNX-UHFFFAOYSA-N

物化性质

• 沸点：
  226.0±25.0 °C(Predicted)
• 密度：
  1.69±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-bromo-3-ethynylthiophene 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 作用下， 以 二乙胺 为溶剂， 以91%的产率得到1,2-bis(2-bromo-3-thiophenyl)ethyne
  参考文献：
  名称：

  Syntheses of Novel Dithieno[2,3-b;3',2'-f]- and Dithieno[3,4-b;3',4'-f]heteroepines Containing Group 14, 15, and 16 Heavier Elements

  摘要：

  DOI：

  10.3987/com-97-7930
• 作为产物：
  描述：

  ((2-bromothiophen-3-yl)ethynyl)trimethylsilane 在 sodium hydroxide 、 苄基三乙基溴化铵 作用下， 以 乙腈 为溶剂， 生成 2-bromo-3-ethynylthiophene
  参考文献：
  名称：

  Syntheses of Novel Dithieno[2,3-b;3',2'-f]- and Dithieno[3,4-b;3',4'-f]heteroepines Containing Group 14, 15, and 16 Heavier Elements

  摘要：

  DOI：

  10.3987/com-97-7930

文献信息

• Ring fusion isomers of dithienoborepins: perturbations of electronic structure, aromaticity, and reactivity in boron-containing polycyclic heteroaromatics
  作者：David R. Levine、Reid E. Messersmith、Maxime A. Siegler、John D. Tovar

  DOI：10.1139/cjc-2016-0493

  日期：2017.4

  Through a combination of rational design and synthetic serendipity, two new structural isomers of the dithienoborepin (DTB) architecture have been realized. Unlike previous members of this family, these boron-containing polycyclic aromatics are unsymmetrical with respect to the fusion orientation of the central borepin and flanking thiophene rings. Characterization of the unsymmetrical dithienoborepins through

  通过合理设计和合成意外的结合，已经实现了二噻吩并硼烷 (DTB) 架构的两种新的结构异构体。与该家族以前的成员不同，这些含硼多环芳烃在中心孔销和侧翼噻吩环的融合方向上是不对称的。通过光谱学、晶体学、电化学和计算方法对不对称二噻吩并硼烷的表征表明，电子学、芳香性和化学反应性在整个系列中可能存在细微差异（如 DTB 3）或显着不同（DTB 4），如每个结构中独特的 π 共轭的性质。三种最密切相关的 DTB 异构体（1、2、
• Synthesis and biological evaluation of novel benzothiophene derivatives
  作者：Muheb A S Algso、Arif Kivrak、Metin Konus、Can Yilmaz、Aslihan Kurt-Kizildoğan

  DOI：10.1007/s12039-018-1523-3

  日期：2018.9

  current fungal diseases. Novel 3-(1H-indole-2-yl)-2-(thiophen-2-yl) benzo[b] thiophene (16) and 3-(4-aminobenzoethynyl)-2-(thiophen-2-yl) benzo[b] thiophene (12E) also showed quite high antioxidant capacities with TEAC values of 2.5 and 1.1, respectively; which surpassed the antioxidant capacity of an universally accepted reference of trolox. Graphical AbstractBenzothiophene derivatives were synthesized regioselectively

  摘要使用偶联反应和亲电环化反应区域选择性地合成苯并噻吩衍生物。测试了分离出的化合物对指示微生物的抗菌特性，例如白色念珠菌ATCC 10231，枯草芽孢杆菌ATCC 6633，大肠杆菌ATCC 25922和金黄色葡萄球菌ATCC25923。3-（4-氨基苯乙炔基）-2-（噻吩-2 -基）苯并[ b ]噻吩（12E），3-乙炔基-2-（噻吩-2-基）苯并[ b ]噻吩（12L）和3-（2-氨基苯乙炔基）-2-（噻吩-2-基）苯并[ b ]噻吩（12J）对金黄色葡萄球菌表现出很高的抗菌活性。。此外，发现3-碘-2-（噻吩-2-基）苯并[ b ]噻吩（10）和3-（三甲基甲硅烷基乙炔基）-2-（噻吩-2-基）苯并[ b ]噻吩（12K）有潜力用作目前真菌病的抗真菌剂。新型3-（1H-吲哚-2-基）-2-（噻吩-2-基）苯并[ b ]噻吩（16）和3-（4-氨基苯乙炔基）-2-（噻吩-2-基）苯并[
• ORGANIC SEMICONDUCTOR ELEMENT AND PRODUCTION METHOD FOR SAME, ORGANIC SEMICONDUCTOR COMPOSITION, ORGANIC SEMICONDUCTOR FILM, COMPOUND, AND OLIGOMER OR POLYMER
  申请人：Fujifilm Corporation

  公开号：EP3208273A1

  公开（公告）日：2017-08-23

  An object is to provide an organic semiconductor element having excellent carrier mobility and heat resistance of a semiconductor active layer, an organic semiconductor composition for obtaining this element, an organic semiconductor film, and a method of manufacturing an organic semiconductor element in which the composition is used, and another object is to provide a compound and an oligomer or a polymer that are suitably used in the organic semiconductor element, the organic semiconductor composition, the organic semiconductor film, and the method of manufacturing an organic semiconductor element. The organic semiconductor element of the present invention includes a compound represented by Formula 1 below in a semiconductor active layer. In Formula 1, X represents a chalcogen atom, p and q each independently represent an integer of 0 to 2, and R1 and R2 each independently represent a halogen atom or a group represented by Formula W below.         -S-L-T     (W)

  本发明的一个目的是提供一种在半导体活性层中具有优异载流子迁移率和耐热性的有机半导体元件、一种用于获得该元件的有机半导体组合物、一种有机半导体薄膜以及一种制造使用了该组合物的有机半导体元件的方法，另一个目的是提供一种化合物和一种低聚物或聚合物，这些化合物和低聚物或聚合物可适当地用于有机半导体元件、有机半导体组合物、有机半导体薄膜以及制造有机半导体元件的方法中。 本发明的有机半导体元件包括半导体活性层中由下式 1 表示的化合物。在式 1 中，X 代表卤素原子，p 和 q 各自独立地代表 0 至 2 的整数，R1 和 R2 各自独立地代表卤素原子或下式 W 所代表的基团。 -S-L-T（W）
• ORGANIC SEMICONDUCTOR ELEMENT, MANUFACTURING METHOD THEREOF, ORGANIC SEMICONDUCTOR COMPOSITION, ORGANIC SEMICONDUCTOR FILM, COMPOUND, AND OLIGOMER OR POLYMER
  申请人：FUJIFILM CORPORATION

  公开号：US20170250345A1

  公开（公告）日：2017-08-31

  An object is to provide an organic semiconductor element having excellent carrier mobility and heat resistance of a semiconductor active layer, an organic semiconductor composition for obtaining this element, an organic semiconductor film, and a method of manufacturing an organic semiconductor element in which the composition is used, and another object is to provide a compound and an oligomer or a polymer that are suitably used in the organic semiconductor element, the organic semiconductor composition, the organic semiconductor film, and the method of manufacturing an organic semiconductor element. The organic semiconductor element of the present invention includes a compound represented by Formula 1 below in a semiconductor active layer. In Formula 1, X represents a chalcogen atom, p and q each independently represent an integer of 0 to 2, and R 1 and R 2 each independently represent a halogen atom or a group represented by Formula W below.
• US9954172B2
  申请人：——

  公开号：US9954172B2

  公开（公告）日：2018-04-24