4-hydroxy-8-isopropyl-1-methyl-4,5-dihydrobenzo[cd]azulen-3-one | 1276114-55-6

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 4-hydroxy-8-isopropyl-1-methyl-4,5-dihydrobenzo[cd]azulen-3-one
• 英文别名: 6-Hydroxy-2-methyl-11-propan-2-yltricyclo[6.4.1.04,13]trideca-1,3,8(13),9,11-pentaen-5-one；6-hydroxy-2-methyl-11-propan-2-yltricyclo[6.4.1.04,13]trideca-1,3,8(13),9,11-pentaen-5-one
• CAS: 1276114-55-6
• 化学式: C₁₇H₁₈O₂
• 分子量: 254.329
• InChiKey: JZGBTHFVAVCREZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-hydroxy-8-isopropyl-1-methyl-4,5-dihydrobenzo[cd]azulen-3-one 在 甲基磺酰氯 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.25h， 以73%的产率得到8-isopropyl-1-methylbenzo[cd]azulen-3-one
  参考文献：
  名称：

  Synthesis and Tautomerization of Benzo[cd]azulen-3-ones

  摘要：

  This report describes a type of tautomerization reaction that proceeds via isomerization of pi-bonds across the azulene moieties of tricyclic benzo[cd]azulen-3-ones. The reaction mechanism shows similarities to an elimination reaction that was recently developed in our group. Furthermore, the facile four-step syntheses of the benzo[cd]azulen-3-ones, the starting materials for the tautomerization reactions, and computational analyses of the tautomerization reaction are included.

  DOI：

  10.1021/ol2001528
• 作为产物：
  描述：

  2-hydroxy-3-(7-isopropyl-1-methylazulen-4-yl)propionic acid 在 对甲苯磺酸 作用下， 以 氯仿 为溶剂， 以32%的产率得到4-hydroxy-8-isopropyl-1-methyl-4,5-dihydrobenzo[cd]azulen-3-one
  参考文献：
  名称：

  Synthesis and Tautomerization of Benzo[cd]azulen-3-ones

  摘要：

  This report describes a type of tautomerization reaction that proceeds via isomerization of pi-bonds across the azulene moieties of tricyclic benzo[cd]azulen-3-ones. The reaction mechanism shows similarities to an elimination reaction that was recently developed in our group. Furthermore, the facile four-step syntheses of the benzo[cd]azulen-3-ones, the starting materials for the tautomerization reactions, and computational analyses of the tautomerization reaction are included.

  DOI：

  10.1021/ol2001528

文献信息

• Synthesis and Tautomerization of Benzo[<i>cd</i>]azulen-3-ones
  作者：Ingo B. Aumüller、Jari Yli-Kauhaluoma

  DOI：10.1021/ol2001528

  日期：2011.4.1

  This report describes a type of tautomerization reaction that proceeds via isomerization of pi-bonds across the azulene moieties of tricyclic benzo[cd]azulen-3-ones. The reaction mechanism shows similarities to an elimination reaction that was recently developed in our group. Furthermore, the facile four-step syntheses of the benzo[cd]azulen-3-ones, the starting materials for the tautomerization reactions, and computational analyses of the tautomerization reaction are included.