[1,1'-Biazulene]-3,7-dione | 161467-20-5

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: [1,1'-Biazulene]-3,7-dione
• 英文别名: 3-azulen-1-ylazulene-1,5-dione
• CAS: 161467-20-5
• 化学式: C₂₀H₁₂O₂
• 分子量: 284.314
• InChiKey: GFJQWLWDGUMPEW-UHFFFAOYSA-N

物化性质

• 沸点：
  600.1±45.0 °C(Predicted)
• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [1,1'-Biazulene]-3,7-dione 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 苯 为溶剂， 反应 8.0h， 以42%的产率得到3-(3-bromoazulen-1-yl)azulene-1,5-dione
  参考文献：
  名称：

  Synthesis and Reactivities of 1,5- and 1,7-Azulenequinone Derivatives. A Highly Convenient, One-Pot Synthesis of 3-Bromo-1,5- and −1,7-Azulenequinones by Bromination of Azulene,

  摘要：

  AbstractA very convenient, one‐pot synthesis (over 80% yield) of 3‐bromo‐1,5‐ and −1,7‐azulenequinones has been developed by bromination of azulene in aqueous tetrahydrofuran. Reduction of 3‐bromo‐1,5‐ and −1,7‐azulenequinones with tin or zinc powder in acetic acid gave the parent 1,5‐ and 1,7‐azulenequinones, and further reduction products.

  DOI：

  10.1002/jccs.199800062
• 作为产物：
  描述：

  1,3-二碘甘菊蓝 在 溴 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 72.0h， 生成 [1,1'-Biazulene]-3,7-dione
  参考文献：
  名称：

  Synthesis and Reactivities of 1,5- and 1,7-Azulenequinone Derivatives. A Highly Convenient, One-Pot Synthesis of 3-Bromo-1,5- and −1,7-Azulenequinones by Bromination of Azulene,

  摘要：

  AbstractA very convenient, one‐pot synthesis (over 80% yield) of 3‐bromo‐1,5‐ and −1,7‐azulenequinones has been developed by bromination of azulene in aqueous tetrahydrofuran. Reduction of 3‐bromo‐1,5‐ and −1,7‐azulenequinones with tin or zinc powder in acetic acid gave the parent 1,5‐ and 1,7‐azulenequinones, and further reduction products.

  DOI：

  10.1002/jccs.199800062

文献信息

• Preparation of Various Azulenequinone Derivatives by a Nucleophilic Substitution of 3-Bromoazulenequinone Synthones
  作者：Tetsuo Nozoe、Hidetsugu Wakabayashi、Kimio Shindo、Sumio Ishikawa

  DOI：10.1246/cl.1995.27

  日期：1995.1

  3-Bromo derivatives of 1,5- and 1,7-azulenequinones easily react with various nucleophiles to give 3-methoxy, phenoxy, p-nitrophenoxy, butylthio, butylamino, p-tolylamino, dimethylamino, 2-hydroxyethylamino, azulenyl, and guaiazulenyl derivatives of the respective azulenequinones almost quantitatively. 3-Bromo-1,5- and -1,7-azulenequinones afford the 2,3-bisbutylthio derivatives under basic conditions

  1,5- 和 1,7- azulenequinones 的 3-Bromo 衍生物很容易与各种亲核试剂反应，得到 3-甲氧基、苯氧基、对硝基苯氧基、丁硫基、丁氨基、对甲苯氨基、二甲氨基、2-羟乙基氨基、薁基和愈创甘油醚基几乎定量的相应芘醌的衍生物。3-Bromo-1,5- 和 -1,7-azulenequinones 在碱性条件下提供 2,3-二丁硫基衍生物。
• Synthesis and Reactivities of 1,5- and 1,7-Azulenequinone Derivatives. A Highly Convenient, One-Pot Synthesis of 3-Bromo-1,5- and −1,7-Azulenequinones by Bromination of Azulene,
  作者：Hidetsugu Wakabayashi、Teruo Kurihara、Kimio Shindo、Masaaki Tsukada、Paw-Wang Yang、Masafumi Yasunami、Tetsuo Nozoe

  DOI：10.1002/jccs.199800062

  日期：1998.6

  AbstractA very convenient, one‐pot synthesis (over 80% yield) of 3‐bromo‐1,5‐ and −1,7‐azulenequinones has been developed by bromination of azulene in aqueous tetrahydrofuran. Reduction of 3‐bromo‐1,5‐ and −1,7‐azulenequinones with tin or zinc powder in acetic acid gave the parent 1,5‐ and 1,7‐azulenequinones, and further reduction products.