2-(2-bromo-3-thienyl)-p-toluenesulfonyl ethanol | 848360-57-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(2-bromo-3-thienyl)-p-toluenesulfonyl ethanol
• CAS: 848360-57-6
• 化学式: C₁₃H₁₃BrO₃S₂
• 分子量: 361.28
• InChiKey: IWHRXJAJGWYRSI-UHFFFAOYSA-N

物化性质

• 沸点：
  474.5±40.0 °C(Predicted)
• 密度：
  1.526±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.77
• 重原子数：
  19.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-(2-bromo-3-thienyl)-p-toluenesulfonyl ethanol 在 palladium diacetate 、 potassium fluoride 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成 3,3''-di[(S)-5-tert-butoxycarbonylamino-5-carbonyl-3-oxapentyl]-2,2';5',2''-terthiophene
  参考文献：
  名称：

  Synthesis of a Regioregular Zwitterionic Conjugated Oligoelectrolyte, Usable as an Optical Probe for Detection of Amyloid Fibril Formation at Acidic pH

  摘要：

  Changes of the optical properties of conjugated polyelectrolytes have been utilized to monitor noncovalent interactions between biomolecules and the conjugated polyelectrolytes in sensor applications. A regioregular, zwitterionic conjugated oligoelectrolyte was synthesized in order to create a probe with a defined set of optical properties and hereby facilitate interpretation of biomolecule-oligoelectrolyte interactions. The synthesized oligoelectrolyte was used at acidic pH as a novel optical probe to detect amyloid fibril formation of bovine insulin and chicken lysozyme. Interaction of the probe with formed amyloid fibrils results in changes of the geometry and the electronic structure of the oligoelectrolyte chains, which were monitored with absorption and emission spectroscopy.

  DOI：

  10.1021/ja045835e
• 作为产物：
  描述：

  噻吩-3-乙醇 在 吡啶 、 N-溴代丁二酰亚胺(NBS) 、 溶剂黄146 作用下， 以 二氯甲烷 、 氯仿 为溶剂， 反应 24.5h， 生成 2-(2-bromo-3-thienyl)-p-toluenesulfonyl ethanol
  参考文献：
  名称：

  Synthesis of a Regioregular Zwitterionic Conjugated Oligoelectrolyte, Usable as an Optical Probe for Detection of Amyloid Fibril Formation at Acidic pH

  摘要：

  Changes of the optical properties of conjugated polyelectrolytes have been utilized to monitor noncovalent interactions between biomolecules and the conjugated polyelectrolytes in sensor applications. A regioregular, zwitterionic conjugated oligoelectrolyte was synthesized in order to create a probe with a defined set of optical properties and hereby facilitate interpretation of biomolecule-oligoelectrolyte interactions. The synthesized oligoelectrolyte was used at acidic pH as a novel optical probe to detect amyloid fibril formation of bovine insulin and chicken lysozyme. Interaction of the probe with formed amyloid fibrils results in changes of the geometry and the electronic structure of the oligoelectrolyte chains, which were monitored with absorption and emission spectroscopy.

  DOI：

  10.1021/ja045835e

文献信息

• Intramolecular Direct Arylation and Heck Reactions in the Formation of Medium-Sized Rings: Selective Synthesis of Fused Indolizine, Pyrroloazepine and Pyrroloazocine Systems
  作者：Estibaliz Coya、Nuria Sotomayor、Esther Lete

  DOI：10.1002/adsc.201400075

  日期：2014.5.26

  The intramolecular palladium‐catalyzed reaction of N‐(iodoarylalkyl)pyrroles can be applied for the selective synthesis of medium‐sized rings by choosing the appropriate catalytic systems to direct the reaction to the alkene or to the pyrrole nucleus. These reactions can also be extended to the corresponding heteroaryl halides. Thus, reaction conditions have been established to access selectively to

  N-（碘代芳基烷基）吡咯的分子内钯催化反应可通过选择合适的催化体系，将反应导向烯烃或吡咯核，用于中型环的选择性合成。这些反应也可以扩展至相应的杂芳基卤化物。因此，已经建立了反应条件以选择性地进入（杂）融合的吲哚嗪，吡咯并氮杂和吡咯并偶氮嗪系统。