3-乙炔基-4-(2-甲氧基苯基)菲 | 1428551-95-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 中文名称: 3-乙炔基-4-(2-甲氧基苯基)菲
• 英文名称: 3-ethynyl-4-(2-methoxyphenyl)phenanthrene
• 英文别名: 3-Ethynyl-4-(2-methoxyphenyl)phenanthrene
• CAS: 1428551-95-4
• 化学式: C₂₃H₁₆O
• 分子量: 308.379
• InChiKey: PVKUCOBDPRVABX-UHFFFAOYSA-N

物化性质

• 沸点：
  467.6±33.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-乙炔基-4-(2-甲氧基苯基)菲 在 gold(III) chloride 、 sodium hydride 、 乙硫醇 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 27.0h， 生成 dibenzo[c,g]phenanthren-10-ol
  参考文献：
  名称：

  Synthesis of [5]Helicenes with a Substituent Exclusively on the Interior Side of the Helix by Metal-catalyzed Cycloisomerization

  摘要：

  [5]Helicenes with a substituent exclusively oriented toward the interior curvature of the helix are synthesized by metal-catalyzed cycloisomerization. In addition, novel azulene-fused helicenes have been found through cycloisomerization studies. These [5]helicenes shows a high enough configurationally stability to allow resolution by HPLC on a chiral stationary phase.

  DOI：

  10.1021/ol400332j
• 作为产物：
  描述：

  4-(2-methoxyphenyl)phenanthrene-3-carbaldehyde 、 diethyl 1-diazo-2-oxopropylphosphonate 在 potassium phosphate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 5.0h， 以97%的产率得到3-乙炔基-4-(2-甲氧基苯基)菲
  参考文献：
  名称：

  Synthesis of [5]Helicenes with a Substituent Exclusively on the Interior Side of the Helix by Metal-catalyzed Cycloisomerization

  摘要：

  [5]Helicenes with a substituent exclusively oriented toward the interior curvature of the helix are synthesized by metal-catalyzed cycloisomerization. In addition, novel azulene-fused helicenes have been found through cycloisomerization studies. These [5]helicenes shows a high enough configurationally stability to allow resolution by HPLC on a chiral stationary phase.

  DOI：

  10.1021/ol400332j

文献信息

• Synthesis of [5]Helicenes with a Substituent Exclusively on the Interior Side of the Helix by Metal-catalyzed Cycloisomerization
  作者：Kosuke Yamamoto、Mieko Okazumi、Hiroshi Suemune、Kazuteru Usui

  DOI：10.1021/ol400332j

  日期：2013.4.19

  [5]Helicenes with a substituent exclusively oriented toward the interior curvature of the helix are synthesized by metal-catalyzed cycloisomerization. In addition, novel azulene-fused helicenes have been found through cycloisomerization studies. These [5]helicenes shows a high enough configurationally stability to allow resolution by HPLC on a chiral stationary phase.