dihydrocyclobutapyrene | 143889-68-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: dihydrocyclobutapyrene
• 英文别名: dihydrocyclobuta[e]pyrene；Pentacyclo[8.6.2.02,5.06,18.013,17]octadeca-1(16),2(5),6,8,10(18),11,13(17),14-octaene
• CAS: 143889-68-3
• 化学式: C₁₈H₁₂
• 分子量: 228.293
• InChiKey: XDBDSGAIEXGWIU-UHFFFAOYSA-N

物化性质

• 沸点：
  430.5±15.0 °C(Predicted)
• 密度：
  1.317±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  dihydrocyclobutapyrene 在 邻苯二甲酸二乙酯 作用下， 反应 1.0h， 以53%的产率得到5'-methylidenespiro[11,12-dihydro-9H-benzo[e]pyrene-10,4'-pyrene]
  参考文献：
  名称：

  Synthesis and properties of dihydrocyclobuta[e]pyrene and tetrahydrodicyclobuta[e,l]pyrene

  摘要：

  Dihydrocyclobuta[e]pyrene and tetrahydrodicyclobuta[e,l]pyrene were prepared by the sequence of photo-cycloaddition of stryene derivatives, transannulation, and aromatization through lithiation. They reacted with dienophiles at 180-degrees-C to afford Diels-Alder adducts in excellent yields.

  DOI：

  10.1021/jo00048a031
• 作为产物：
  描述：

  4,5-ethano-4,5,9,10-tetrahydropyrene 在 正丁基锂 、 四甲基乙二胺 作用下， 以 正己烷 、 环己烷 为溶剂， 反应 1.0h， 以49%的产率得到dihydrocyclobutapyrene
  参考文献：
  名称：

  Synthesis and properties of dihydrocyclobuta[e]pyrene and tetrahydrodicyclobuta[e,l]pyrene

  摘要：

  Dihydrocyclobuta[e]pyrene and tetrahydrodicyclobuta[e,l]pyrene were prepared by the sequence of photo-cycloaddition of stryene derivatives, transannulation, and aromatization through lithiation. They reacted with dienophiles at 180-degrees-C to afford Diels-Alder adducts in excellent yields.

  DOI：

  10.1021/jo00048a031

文献信息

• Synthesis and properties of dihydrocyclobuta[e]pyrene and tetrahydrodicyclobuta[e,l]pyrene
  作者：Yasuhiro Wada、Tetsuya Tago、Katsuyuki Sugata、Jun Nishimura

  DOI：10.1021/jo00048a031

  日期：1992.10

  Dihydrocyclobuta[e]pyrene and tetrahydrodicyclobuta[e,l]pyrene were prepared by the sequence of photo-cycloaddition of stryene derivatives, transannulation, and aromatization through lithiation. They reacted with dienophiles at 180-degrees-C to afford Diels-Alder adducts in excellent yields.