3,3a-dihydro-1(2H)-azulenone | 165336-31-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,3a-dihydro-1(2H)-azulenone
• 英文别名: 3,3a-dihydro-2H-azulen-1-one
• CAS: 165336-31-2
• 化学式: C₁₀H₁₀O
• 分子量: 146.189
• InChiKey: LJABZZVLVOQVRC-UHFFFAOYSA-N

物化性质

• 沸点：
  297.2±10.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3,3a-dihydro-1(2H)-azulenone 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以89%的产率得到3,4-二氢-1(2H)-奥酮
  参考文献：
  名称：

  Selective bond cleavage of [5.3.1]propellanes by lead tetraacetate: A facile entry into the carbocyclic frame [A,B ring] of taxol

  摘要：

  [5.3.1] Propellanes e.g., the tricyclo[5.3.1.0(1,7)]undeca-2,4-dien-10-one 8 and the corresponding methylidene compound 10 were prepared from methyl cinnamate 2 in several steps involving rhodium(II) acetate mediated cyclization of 4 to 6 as a key step. The selective central cyclopropyl bond cleavage in 8 and 10 by lead tetraacetate provides the basis of a new approach to the constriction of carbocyclic frame of A,B ring of Taxol.

  DOI：

  10.1016/0040-4039(95)00491-t
• 作为产物：
  描述：

  1-diazo-4-phenyl-2-butanone 在 rhodium(II) acetate dimer 作用下， 以 二氯甲烷 为溶剂， 以93%的产率得到3,3a-dihydro-1(2H)-azulenone
  参考文献：
  名称：

  Selective bond cleavage of [5.3.1]propellanes by lead tetraacetate: A facile entry into the carbocyclic frame [A,B ring] of taxol

  摘要：

  [5.3.1] Propellanes e.g., the tricyclo[5.3.1.0(1,7)]undeca-2,4-dien-10-one 8 and the corresponding methylidene compound 10 were prepared from methyl cinnamate 2 in several steps involving rhodium(II) acetate mediated cyclization of 4 to 6 as a key step. The selective central cyclopropyl bond cleavage in 8 and 10 by lead tetraacetate provides the basis of a new approach to the constriction of carbocyclic frame of A,B ring of Taxol.

  DOI：

  10.1016/0040-4039(95)00491-t