2-bromo-3,3'-bithienyl | 82080-39-5

• 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: 2-bromo-3,3'-bithienyl
• 英文别名: 2-bromo-3,3'-dithiophene；2-Bromo-3-thiophen-3-ylthiophene
• CAS: 82080-39-5
• 化学式: C₈H₅BrS₂
• 分子量: 245.164
• InChiKey: KLGXVRCYDHMBAJ-UHFFFAOYSA-N

物化性质

• 沸点：
  232.9±25.0 °C(Predicted)
• 密度：
  1.635±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  11
• 可旋转键数：
  1
• 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：

  2-bromo-3,3'-bithienyl 在 lithium aluminium tetrahydride 、 正丁基锂 作用下， 以 乙醚 为溶剂， 反应 9.75h， 生成 2-amino-3,3'-bithienyl
  参考文献：
  名称：

  General route for the facile transformation of ortho-substituted lithiobithienyls into amino derivatives

  摘要：

  DOI：

  10.1021/jo00137a033
• 作为产物：
  描述：

  3,3'-双噻吩 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-bromo-3,3'-bithienyl
  参考文献：
  名称：

  An Effective Strategy to Tune Supramolecular Interaction via a Spiro-Bridged Spacer in Oligothiophene-S,S-dioxides and Their Anomalous Photoluminescent Behavior

  摘要：

  We demonstrate that incorporating nonplanar spiro-bridged structures is an effective strategy for tuning supramolecular interactions of optoelectronic functional moieties. In the model compounds spiro-bridged oligothiophene-S,S-dioxides (BSiSDTFO), unusual dimers constructed by spiro-bridged spacers do not form excimers, which is confirmed by crystallographic data and fluorescent emission spectra.

  DOI：

  10.1021/ol070006u

文献信息

• Palladium-Catalyzed Cyclocoupling of 2-Halobiaryls with Isocyanides via the Cleavage of Carbon−Hydrogen Bonds
  作者：Mamoru Tobisu、Shinya Imoto、Sana Ito、Naoto Chatani

  DOI：10.1021/jo1009728

  日期：2010.7.16

  2-halobiaryls with isocyanides was developed. The reaction afforded an array of fluorenone imine derivatives via the cleavage of a C−H bond at the 2′-position of 2-halobiaryls. The use of 2,6-disubstituted phenyl isocyanide was crucial for this catalytic cyclocoupling reaction to proceed. The reaction was applicable to heterocyclic and vinylic substrates, allowing the construction of a wide range of

  为了证明异氰化物在催化CH键官能化反应中的实用性，开发了2-卤代双芳基与异氰化物的钯催化的环偶联反应。该反应通过在2-卤代联芳基的2'-位上的CH键断裂，提供了一系列芴酮亚胺衍生物。2，6-二取代的苯基异氰化物的使用对于进行该催化环偶联反应至关重要。该反应适用于杂环和乙烯基底物，从而允许构建广泛的环系统。观察到的大的动力学同位素效应（k H / k D = 5.3）表明，CH键的活化是该催化作用中的周转限制步骤。
• [EN] PROCESS FOR THE PREPARATION OF BENZODITHIOPHENE COMPOUNDS<br/>[FR] PROCÉDÉ DE PRÉPARATION DE COMPOSÉS DE BENZODITHIOPHÈNE
  申请人：ENI SPA

  公开号：WO2013092648A1

  公开（公告）日：2013-06-27

  Process for the preparation of a benzodithiophene compound which comprises reacting at least one monohalogenated dithiophene compound with at least one internal alkyne. Said benzodithiophene compound, after suitable functionalization and polymerization, can be advantageously used in the construction of photovoltaic devices such as, for example, photovoltaic cells, photovoltaic modules, solar cells, solar modules, on both rigid and flexible supports. Furthermore said benzodithiophene compound can be advantageously used as spectrum converter in luminescent solar concentrators (LSC). Said benzodithiophene compound can also be advantageously used as precursor of monomeric units in the preparation of semiconductor polymers.

  制备苯并二噻吩化合物的过程包括将至少一种单卤代二噻吩化合物与至少一种内部炔烃反应。经适当功能化和聚合处理后，该苯并二噻吩化合物可以优势地用于建造光伏设备，例如光伏电池、光伏模块、太阳能电池、太阳能模块，以及刚性和柔性支撑上。此外，该苯并二噻吩化合物可以优势地用作荧光太阳能聚光器（LSC）中的光谱转换器。该苯并二噻吩化合物还可以优势地用作半导体聚合物制备中单体单元的前体。
• PROCESS FOR THE PREPARATION OF BENZODITHIOPHENE COMPOUNDS
  申请人：Eni S.p.A.

  公开号：US20140364628A1

  公开（公告）日：2014-12-11

  Process for the preparation of a benzodithiophene compound which comprises reacting at least one monohalogenated dithiophene compound with at least one internal alkyne. Said benzodithiophene compound, after suitable functionalization and polymerization, can be advantageously used in the construction of photovoltaic devices such as, for example, photovoltaic cells, photo-voltaic modules, solar cells, solar modules, on both rigid and flexible supports. Furthermore said benzodithiophene compound can be advantageously used as spectrum converter in luminescent solar concentrators (LSC). Said benzodithiophene compound can also be advantageously used as precursor of monomeric units in the preparation of semiconductor polymers.

  一种制备苯并二噻吩化合物的过程，包括将至少一种单卤代二噻吩化合物与至少一种内部炔烃反应。经过适当的官能化和聚合后，所述苯并二噻吩化合物可以优势地用于构建光伏器件，例如光伏电池、光伏模块、太阳能电池、太阳能模块，在刚性和柔性支撑上都可以使用。此外，所述苯并二噻吩化合物可以优势地用作发光太阳能聚光器（LSC）中的光谱转换器。所述苯并二噻吩化合物也可以优势地用作半导体聚合物制备中单体单元的前体。
• Herbicidal thiophenesulfonamides and pyridinesulfonamides
  申请人：E.I. DU PONT DE NEMOURS AND COMPANY

  公开号：EP0165753A2

  公开（公告）日：1985-12-27

  Sulfonylurea derivatives of formula wherein B is a substituted thienyl or pyridyl group; W is O or S; R is H or CH3; and A is a mono- or bicyclic heterocyclic group, e.g. pyrimidinyl or triazinyl; and their agriculturally suitable salts, exhibit potent herbicidal activity. Some also show a plant growth regulant effect. The novel compounds may be formulated into compositions for agricultural use in conventional manner. They may be made by a variety of synthetic routes, e.g. by reacting an appropriate sulfonyl isocyanate or isothiocyanate of formula BNCW with an appropriate heterocyclic amine HNR.A.

  式中 B 是取代的噻吩基或吡啶基；W 是 O 或 S；R 是 H 或 CH3；A 是单环或双环杂环基团，如嘧啶基或三嗪基；以及它们的农用适 宜盐的磺酰脲衍生物具有强效除草活性，有些还显示出植物生长调节剂的作用。 这些新型化合物可按常规方法配制成农用组合物。 它们可通过多种合成路线制得，如将式 BNCW 的适当磺酰基异氰酸酯或异硫氰酸酯与适当的杂环胺 HNR.A 反应。
• Jayasuriya, Nimal; Kagan, Jacques, Heterocycles, 1986, vol. 24, # 8, p. 2261 - 2264
  作者：Jayasuriya, Nimal、Kagan, Jacques

  DOI：——

  日期：——