4-(4-Bromothiophen-2-yl)phenol | 1416018-18-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-(4-Bromothiophen-2-yl)phenol
• CAS: 1416018-18-2
• 化学式: C₁₀H₇BrOS
• 分子量: 255.135
• InChiKey: RHBLNPOXBRDZSJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  13
• 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：
  48.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(4-Bromothiophen-2-yl)phenol 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 potassium acetate 、 potassium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 生成
  参考文献：
  名称：

  Assembly and Fiber Formation of a Gemini-Type Hexathienocoronene Amphiphile for Electrical Conduction

  摘要：

  We report the synthesis, characterization, and self-assembly of a new gemini-type amphiphilic hexathienocoronene (HTCGemini), which owes its amphiphilicity to two hydrophobic dodecyl chains on one side of the HTC core and two hydrophilic triethylene glycol (TEG) chains on the other. Bearing a "softer" aromatic HTC core than the conventional hexa-peri-hexabenzocoronenes (HBC), and being more planar than contorted-hexabenzocoronenes (C-HBC), HTCGemini is demonstrated to yield various well-ordered assemblies in solution, at the liquid solid interface, and in solid state by the use of different processing techniques. Regular fibers, helices, and tubes can be formed simply by processing from different solvents. At the liquid solid interface, as visualized by scanning tunneling microscopy (STM), pairs of molecules adsorb very close to each other and arrange in the p2 plane group, driven by packing constraints and weak van der Waals interactions between adjacent molecules. HTCGemini also exhibits phase forming behavior in the bulk upon thermal treatment, resulting in a crystalline, herringbone-like columnar structure. Owning to an electron enriched aromatic core with respect to other reported coronenes, HTCGemini easily forms a stable radical cation, both in solution and in the bulk, upon oxidative doping with nitrosonium tetrafluoroborate (NOBF4). Furthermore, light irradiation of the blend film of HTCGemini and phenyl-C-61-butyric acid methyl ester (PCBM) generates a prominent photocurrent which can be switched repeatedly with a large on/off ratio (6.0 x 10(4)). The self-assembled structures obtained from HTCGemini at different length scales have potential applications in optoelectronic devices, solar cells, and redox sensors.

  DOI：

  10.1021/ja4062135
• 作为产物：
  描述：

  2,4-二溴噻吩 、 4-羟基苯硼酸 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 24.0h， 以1.53 g的产率得到4-(4-Bromothiophen-2-yl)phenol
  参考文献：
  名称：

  Assembly and Fiber Formation of a Gemini-Type Hexathienocoronene Amphiphile for Electrical Conduction

  摘要：

  We report the synthesis, characterization, and self-assembly of a new gemini-type amphiphilic hexathienocoronene (HTCGemini), which owes its amphiphilicity to two hydrophobic dodecyl chains on one side of the HTC core and two hydrophilic triethylene glycol (TEG) chains on the other. Bearing a "softer" aromatic HTC core than the conventional hexa-peri-hexabenzocoronenes (HBC), and being more planar than contorted-hexabenzocoronenes (C-HBC), HTCGemini is demonstrated to yield various well-ordered assemblies in solution, at the liquid solid interface, and in solid state by the use of different processing techniques. Regular fibers, helices, and tubes can be formed simply by processing from different solvents. At the liquid solid interface, as visualized by scanning tunneling microscopy (STM), pairs of molecules adsorb very close to each other and arrange in the p2 plane group, driven by packing constraints and weak van der Waals interactions between adjacent molecules. HTCGemini also exhibits phase forming behavior in the bulk upon thermal treatment, resulting in a crystalline, herringbone-like columnar structure. Owning to an electron enriched aromatic core with respect to other reported coronenes, HTCGemini easily forms a stable radical cation, both in solution and in the bulk, upon oxidative doping with nitrosonium tetrafluoroborate (NOBF4). Furthermore, light irradiation of the blend film of HTCGemini and phenyl-C-61-butyric acid methyl ester (PCBM) generates a prominent photocurrent which can be switched repeatedly with a large on/off ratio (6.0 x 10(4)). The self-assembled structures obtained from HTCGemini at different length scales have potential applications in optoelectronic devices, solar cells, and redox sensors.

  DOI：

  10.1021/ja4062135

文献信息

• [EN] COMPOUNDS AS S-NITROSOGLUTATHIONE REDUCTASE INHIBITORS<br/>[FR] COMPOSÉS EN TANT QU'INHIBITEURS DE LA S-NITROSOGLUTATHION RÉDUCTASE
  申请人：N30 PHARMACEUTICALS LLC

  公开号：WO2012170371A1

  公开（公告）日：2012-12-13

  The present invention is directed to compounds useful as S-nitrosoglutathione reductase (GSNOR) inhibitors, pharmaceutical compositions comprising such compounds, and methods of making and using the same.

  本发明涉及用作S-亚硝基谷胱甘肽还原酶（GSNOR）抑制剂的化合物，包括该化合物的制药组合物以及使用该化合物的方法。
• Compounds as S-Nitrosoglutathione Reductase Inhibitors
  申请人：N30 PHARMACEUTICALS, INC.

  公开号：US20140094465A1

  公开（公告）日：2014-04-03

  The present invention is directed to compounds useful as S-nitrosoglutathione reductase (GSNOR) inhibitors, pharmaceutical compositions comprising such compounds, and methods of making and using the same.

  本发明涉及用作S-亚硝基谷胱甘肽还原酶（GSNOR）抑制剂的化合物，包括这种化合物的制药组合物，以及使用它们的方法。
• Process for the desulphurisation of mercaptans
  申请人：The British Petroleum Company p.l.c.

  公开号：EP0167261B1

  公开（公告）日：1988-05-04
• US4704481A
  申请人：——

  公开号：US4704481A

  公开（公告）日：1987-11-03
• Assembly and Fiber Formation of a Gemini-Type Hexathienocoronene Amphiphile for Electrical Conduction
  作者：Long Chen、Kunal S. Mali、Sreenivasa R. Puniredd、Martin Baumgarten、Khaled Parvez、Wojciech Pisula、Steven De Feyter、Klaus Müllen

  DOI：10.1021/ja4062135

  日期：2013.9.11

  We report the synthesis, characterization, and self-assembly of a new gemini-type amphiphilic hexathienocoronene (HTCGemini), which owes its amphiphilicity to two hydrophobic dodecyl chains on one side of the HTC core and two hydrophilic triethylene glycol (TEG) chains on the other. Bearing a "softer" aromatic HTC core than the conventional hexa-peri-hexabenzocoronenes (HBC), and being more planar than contorted-hexabenzocoronenes (C-HBC), HTCGemini is demonstrated to yield various well-ordered assemblies in solution, at the liquid solid interface, and in solid state by the use of different processing techniques. Regular fibers, helices, and tubes can be formed simply by processing from different solvents. At the liquid solid interface, as visualized by scanning tunneling microscopy (STM), pairs of molecules adsorb very close to each other and arrange in the p2 plane group, driven by packing constraints and weak van der Waals interactions between adjacent molecules. HTCGemini also exhibits phase forming behavior in the bulk upon thermal treatment, resulting in a crystalline, herringbone-like columnar structure. Owning to an electron enriched aromatic core with respect to other reported coronenes, HTCGemini easily forms a stable radical cation, both in solution and in the bulk, upon oxidative doping with nitrosonium tetrafluoroborate (NOBF4). Furthermore, light irradiation of the blend film of HTCGemini and phenyl-C-61-butyric acid methyl ester (PCBM) generates a prominent photocurrent which can be switched repeatedly with a large on/off ratio (6.0 x 10(4)). The self-assembled structures obtained from HTCGemini at different length scales have potential applications in optoelectronic devices, solar cells, and redox sensors.