1,5-薁二酮,3,7-二溴- | 161126-14-3

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 中文名称: 1,5-薁二酮,3,7-二溴-
• 英文名称: 3,7-dibromo-1,5-azulenequinone
• 英文别名: 1,5-Azulenedione, 3,7-dibromo-；3,7-dibromoazulene-1,5-dione
• CAS: 161126-14-3
• 化学式: C₁₀H₄Br₂O₂
• 分子量: 315.949
• InChiKey: UCMOTAVPWAJINM-UHFFFAOYSA-N

物化性质

• 沸点：
  415.3±45.0 °C(Predicted)
• 密度：
  2.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• 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：

  1,5-薁二酮,3,7-二溴- 在 四乙基氯化铵 作用下， 以 1,4-二氧六环 为溶剂， 以88%的产率得到3,7-Dichloro-azulene-1,5-dione
  参考文献：
  名称：

  Sato, Ohki; Matsuda, Noriko; Yoshioka, Sachiko, Journal of Chemical Research, Miniprint, 1998, # 3, p. 635 - 647

  摘要：

  DOI：
• 作为产物：
  描述：

  奥苷菊环 生成 1,5-薁二酮,3,7-二溴-
  参考文献：
  名称：

  Nozoe Tetsuo, Wakabayashi Hidetsugu, Shindo Kimio, Kurihara Teruo, Ishika+, Chem. Lett, (1995) N 1, S 25-26

  摘要：

  DOI：

文献信息

• A Highly Convenient, One-Pot Synthesis of 3-Bromo-1,5- and -1,7-Azulenequinones by Polybromination of Azulene
  作者：Tetsuo Nozoe、Hidetsugu Wakabayashi、Kimio Shindo、Teruo Kurihara、Sumio Ishikawa、(the late) Masanori Kageyama

  DOI：10.1246/cl.1995.25

  日期：1995.1

  A very convenient, one-pot synthesis (in ca. 80% yield) of 3-Bromo-1,5- and -1,7-azulenequinones which can be used as synthones has been developed by polybromination of azulenes. Zink dust reduction and reductive acetylation of these azulenequinones were studied, and possible pathways for the present synthesis are briefly discussed.

  可用作合成酮的 3-Bromo-1,5- 和 -1,7-azulenequinones 的非常方便的一锅法合成（产率约 80%）已通过 azulenes 的多溴化而开发。研究了这些 azulequinones 的锌粉还原和还原乙酰化，并简要讨论了本合成的可能途径。
• Novel Non-benzenoid Electron Acceptors: Syntheses and Electron Acceptability of Tetracyanoazulenequinodimethanes and Dicyanoazulenequinonemethides
  作者：Ohki Sato、Yosuke Koizumi、Yoshihiro Sekiguchi、Sachiko Yoshioka、Josuke Tsunetsugu、Yong Zhe Yan、Akira Mori、Hitoshi Takeshita、Tetsuo Nozoe

  DOI：10.1246/cl.2000.1078

  日期：2000.9

  Tetracyanoazulenequinodimethanes and dicyanoazulenequinonemethides, a new family of azulene-based electron acceptors have been derived from mono-, di-, and tri-bromo- and -chloro-azulenequinones by reaction with titanium tetrachloride, malononitrile and pyridine. Their unique electron acceptability has been revealed by CV measurement.

  四氰基苊并喹啉二甲烷和二氰基苊并喹啉甲肟是苊类电子受体的新家族，由单溴、二溴和三溴苊并喹啉酮与四氯化钛、丙二腈和吡啶反应生成。通过CV测量，揭示了它们独特的电子接受能力。
• 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.
• Synthesis and the Extractability of Aminobenzocrown Ether Derivatives Connected by an Azulenequinone: Azulene-bis(aminobenzo-15-crown-5) Framework as a Useful Potassium Cation Capture
  作者：Ohki Sato、Koichi Kaneko、Tsuyoshi Okano、Josuke Tsunetsugu

  DOI：10.3987/com-03-s48

  日期：——

  Bis(aminobenzocrown ether)s connecting with azulenequinones (6 9) were prepared by the nucleophilic substitution reaction of the corresponding dibromo-azulenequinones (5) with 4'-aminobenzo-15-crown-5 or -18-crown-6 and the high extractability of 3,7(5)-bis(aminobenzo-15-crown-5)-azulene-quinones (8) for potassium cation was revealed and explained by a plausible 2/1 sandwich-type complex formation.
• Sato, Ohki; Matsuda, Noriko; Tsunetsugu, Josuke, Heterocycles, 2001, vol. 54, # 1, p. 439 - 444
  作者：Sato, Ohki、Matsuda, Noriko、Tsunetsugu, Josuke

  DOI：——

  日期：——