bis(4,6,8-trimethyl-1-azulenyl) ketone | 112312-90-0

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: bis(4,6,8-trimethyl-1-azulenyl) ketone
• 英文别名: bis(4,6,8-trimethylazulen-1-yl)methanone
• CAS: 112312-90-0
• 化学式: C₂₇H₂₆O
• 分子量: 366.503
• InChiKey: JTSWZDMZRCZILA-UHFFFAOYSA-N

物化性质

• 沸点：
  560.3±19.0 °C(Predicted)
• 密度：
  1.099±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.98
• 重原子数：
  28.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  乙醇 、 bis(4,6,8-trimethyl-1-azulenyl) ketone 在 对甲苯磺酸 作用下， 反应 0.58h， 生成 ethyl 4,6,8-trimethylazulene-1-carboxylate 、 奥苷菊环
  参考文献：
  名称：

  Acid-catalyzed ethanolysis of di-l-azulenyl ketones

  摘要：

  Substituted di-1-azulenyl ketones composed of 3,8-dimethyl-5-isopropyl-1-azulenyl and/or 4,6,8-trimethyl-1-azulenyl group were refluxed in ethanol in the presence of p-toluenesulfonic acid to give substituted azulenes and ethyl-1-carboxylates derived from the cleavage of either of C-CO bonds of di-1-azulenyl ketones. The facility and the product distributions of the ethanolysis were affected markedly by the substituents.

  DOI：

  10.1016/s0040-4039(00)73636-7
• 作为产物：
  描述：

  1-azulenyl 4,6,8-trimethyl-1-azulenyl ketone 在 对甲苯磺酸 作用下， 反应 4.0h， 生成 bis(4,6,8-trimethyl-1-azulenyl) ketone
  参考文献：
  名称：

  Acid-catalyzed ethanolysis of di-l-azulenyl ketones

  摘要：

  Substituted di-1-azulenyl ketones composed of 3,8-dimethyl-5-isopropyl-1-azulenyl and/or 4,6,8-trimethyl-1-azulenyl group were refluxed in ethanol in the presence of p-toluenesulfonic acid to give substituted azulenes and ethyl-1-carboxylates derived from the cleavage of either of C-CO bonds of di-1-azulenyl ketones. The facility and the product distributions of the ethanolysis were affected markedly by the substituents.

  DOI：

  10.1016/s0040-4039(00)73636-7

文献信息

• Autoxidation of Guaiazulene and 4,6,8-Trimethylazulene in Polar Aprotic Solvent: Structural Proof for Products
  作者：Yoshiharu Matsubara、Shin-ichi Takekuma、Katsumi Yokoi、Hiroshi Yamamoto、Tetsuo Nozoe

  DOI：10.1246/bcsj.60.1415

  日期：1987.4

  Autoxidation of guaiazulene and 4,6,8-trimethylazulene at 100–120°C in DMF (or HMPA) respectively yielded 25 and 17 separable products, including several known compounds. Most of these new compounds were derivatives of 1,5- and 1,7-azulenequinone, 1H-inden-1-one, naphthoquinone, and benzenoid, or dimeric and trimeric forms; structures of these products were established on the basis of spectroscopic (NMR, UV, IR, and MS) and half-wave potential (E1⁄2) data. 1H NMR (200-MHz) parameters of various azulene derivatives are given for comparative study. Possible reaction pathways are suggested for the formation of such a wide variety of interesting products.

  在DMF（或HMPA）中，分别在100-120°C下对瓜烷和4,6,8-三甲基烷进行自动氧化，分别产生了25和17个可分离的产品，其中包括几种已知化合物。大多数这些新化合物是1,5-和1,7-烷醌、1H-茚-1-酮、萘醌、苯型化合物或二聚体和三聚体形式的衍生物；这些产品的结构是基于光谱（NMR、UV、IR和MS）和半波电位（E1/2）数据确定的。给出了各种烷衍生物的1H NMR（200 MHz）参数，用于比较研究。为形成如此多样化的有趣产品，提出了可能的反应途径。
• Acid-catalyzed ethanolysis of di-l-azulenyl ketones
  作者：Masaki Saitoh、Keitaro Hashimoto、Tomoo Nakazawa、Yoshikazu Sugihara

  DOI：10.1016/s0040-4039(00)73636-7

  日期：1993.5

  Substituted di-1-azulenyl ketones composed of 3,8-dimethyl-5-isopropyl-1-azulenyl and/or 4,6,8-trimethyl-1-azulenyl group were refluxed in ethanol in the presence of p-toluenesulfonic acid to give substituted azulenes and ethyl-1-carboxylates derived from the cleavage of either of C-CO bonds of di-1-azulenyl ketones. The facility and the product distributions of the ethanolysis were affected markedly by the substituents.