2-bromo-3-(propyn-1-yl)phenol | 1138509-35-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-bromo-3-(propyn-1-yl)phenol
• 英文别名: 2-Bromo-3-prop-1-ynylphenol
• CAS: 1138509-35-9
• 化学式: C₉H₇BrO
• 分子量: 211.058
• InChiKey: RFAQDTWQFOICAA-UHFFFAOYSA-N

物化性质

• 沸点：
  285.3±30.0 °C(predicted)
• 密度：
  1.58±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-bromo-3-(propyn-1-yl)phenol 、 1-萘硼酸 在 2-双环己基膦-2',6'-二甲氧基联苯 、 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 potassium phosphate 作用下， 以 甲苯 为溶剂， 反应 20.0h， 以79%的产率得到2-(naphthalen-1-yl)-3-(propyn-1-yl)phenol
  参考文献：
  名称：

  Synthesis of Hexahelicene and 1-Methoxyhexahelicene via Cycloisomerization of Biphenylyl-Naphthalene Derivatives

  摘要：

  [GRAPHICS]The new approach provides nonphotochemical syntheses of helicenes based on the easy, convergent, and modular assembly of key biphenylyl-naphthalenes and their platinum-catalyzed double cycloisomerization. This sequence of reactions provides a synthetic route to helicenes in two steps from simply accessible building blocks. Furthermore, the method enables the introduction of substituents into the hexahelicene skeleton. The strategy developed is exemplified by the synthesis of 6,10-dimethylhexahelicene and 1-methoxy-6,10-dimethylhexahelicene.

  DOI：

  10.1021/jo900077j
• 作为产物：
  描述：

  2-溴-3-碘苯酚 、 丙炔 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以93%的产率得到2-bromo-3-(propyn-1-yl)phenol
  参考文献：
  名称：

  Synthesis of Hexahelicene and 1-Methoxyhexahelicene via Cycloisomerization of Biphenylyl-Naphthalene Derivatives

  摘要：

  [GRAPHICS]The new approach provides nonphotochemical syntheses of helicenes based on the easy, convergent, and modular assembly of key biphenylyl-naphthalenes and their platinum-catalyzed double cycloisomerization. This sequence of reactions provides a synthetic route to helicenes in two steps from simply accessible building blocks. Furthermore, the method enables the introduction of substituents into the hexahelicene skeleton. The strategy developed is exemplified by the synthesis of 6,10-dimethylhexahelicene and 1-methoxy-6,10-dimethylhexahelicene.

  DOI：

  10.1021/jo900077j

文献信息

• Synthesis of Hexahelicene and 1-Methoxyhexahelicene via Cycloisomerization of Biphenylyl-Naphthalene Derivatives
  作者：Jan Storch、Jan Sýkora、Jan Čermák、Jindřich Karban、Ivana Císařová、Aleš Růžička

  DOI：10.1021/jo900077j

  日期：2009.4.17

  [GRAPHICS]The new approach provides nonphotochemical syntheses of helicenes based on the easy, convergent, and modular assembly of key biphenylyl-naphthalenes and their platinum-catalyzed double cycloisomerization. This sequence of reactions provides a synthetic route to helicenes in two steps from simply accessible building blocks. Furthermore, the method enables the introduction of substituents into the hexahelicene skeleton. The strategy developed is exemplified by the synthesis of 6,10-dimethylhexahelicene and 1-methoxy-6,10-dimethylhexahelicene.