1,2-bis(2-bromo-3-thiophenyl)ethyne | 198491-46-2

• 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: 1,2-bis(2-bromo-3-thiophenyl)ethyne
• 英文别名: 2-Bromo-3-[2-(2-bromothiophen-3-yl)ethynyl]thiophene
• CAS: 198491-46-2
• 化学式: C₁₀H₄Br₂S₂
• 分子量: 348.082
• InChiKey: OKSMAXKICUYJCN-UHFFFAOYSA-N

物化性质

• 熔点：
  57-58 °C
• 沸点：
  408.0±45.0 °C(predicted)
• 密度：
  2.01±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  1,2-bis(2-bromo-3-thiophenyl)ethyne 在 二异丁基氢化铝 作用下， 以 正己烷 为溶剂， 以55 %的产率得到(Z)-1,2-bis(2-bromothiophen-3-yl)ethene
  参考文献：
  名称：

  基于二噻吩并氮卓的近红外染料：噻吩稠合结构对抗芳香氮杂卓的双面效应

  摘要：

  七元 8π 氮杂卓被用作近红外 (NIR) 染料的关键核心。噻吩稠合结构的Janus面效应增强了吖庚因环的反芳香性，同时通过芳香族噻吩环向醌型噻吩基部分的变形减轻了反芳香性，有效地获得了较大的反芳香性。近红外区域的红移吸收和发射。

  DOI：

  10.1002/anie.202311445
• 作为产物：
  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

文献信息

• Synthesis and Properties of Thiophene-Fused Benzocarborane
  作者：Yasuhiro Morisaki、Masato Tominaga、Yoshiki Chujo

  DOI：10.1002/chem.201201513

  日期：2012.9.3

  The o‐carborane‐based π‐conjugated compound, benzocarborano‐ [2,1‐b:3,4‐b′]dithiophene was synthesized. Its crystal structure revealed high coplanarity for the two thiophene rings of the 2,2′‐bithiophene skeleton, which is fixed in the cisoid structure by the o‐carborane unit. Theoretical calculations indicated non‐aromaticity for its center C6 ring moiety as well as decreased HOMO and LUMO levels

  所述Ô -carborane基于π共轭化合物，benzocarborano- [2,1- b：3,4- b ']二噻吩的合成。其晶体结构揭示高的共面的2,2'-联噻吩骨架，其被固定在所述的两个噻吩环cisoid由结构Ó -carborane单元。理论计算表明其中心C 6环部分具有非芳香性，并且HOMO和LUMO含量降低。所述Ô -carborane部分提供通过电感作用的吸电子性质的2,2'-联噻吩单元。
• Synthesis of (Di)thiahelicenes and Dithiophenohelicenes by [2+2+2] Cycloisomerization of Alkynes
  作者：Ondřej Palata、Angelina Andronova、Michal Šámal、Jindřich Nejedlý、Jiří Rybáček、Miloš Buděšínský、Lucie Bednárová、Lubomír Pospíšil、Ivana Císařová、Ivo Starý、Irena G. Stará

  DOI：10.1002/hlca.202100225

  日期：2022.3

  ohelicenes containing 5, 6, 9 or 11 (hetero)cycles in their helical backbone with thiophene subunit(s) embedded in it or annulated to its periphery were uniformly synthesized by intramolecular alkyne [2+2+2] cycloisomerization. Their structural, chemical and physicochemical properties such as crystal packing, oxidation, barrier to racemization, spontaneous thin film transformation or electrochemical

  通过分子内炔烃 [2+ 2+2]环异构化。研究了它们的结构、化学和物理化学性质，例如晶体堆积、氧化、外消旋化阻隔、自发薄膜转变或电化学行为，并与母体全碳螺烯和二苯并螺烯各自的性质进行了比较。
• 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