1,3,5-tribromoazulene | 90845-29-7

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 1,3,5-tribromoazulene
• 英文别名: 1,3,5-tribromo-azulene；1,3,5-Tribrom-azulen
• CAS: 90845-29-7
• 化学式: C₁₀H₅Br₃
• 分子量: 364.862
• InChiKey: RCCBHWNCGKBPTR-UHFFFAOYSA-N

物化性质

• 沸点：
  387.0±22.0 °C(Predicted)
• 密度：
  2.120±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  13
• 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：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1,3,5-tribromoazulene 在 溴 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 以17%的产率得到1,5-薁二酮,3,7-二溴-
  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：

  奥苷菊环 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 苯 为溶剂， 反应 4.0h， 以58%的产率得到1,3,5-tribromoazulene
  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

• Sato, Ohki; Matsuda, Noriko; Yoshioka, Sachiko, Journal of Chemical Research, Miniprint, 1998, # 3, p. 635 - 647
  作者：Sato, Ohki、Matsuda, Noriko、Yoshioka, Sachiko、Takahashi, Akie、Sekiguchi, Yoshihiro、et al.

  DOI：——

  日期：——
• Electrophilic Substitution of Some 1,3-Disubstituted Azulenes^1,2,3
  作者：Arthur G. Anderson、Lanny L. Replogle

  DOI：10.1021/jo01045a022

  日期：1963.10
• Ukita et al., Pharmaceutical Bulletin, 1955, vol. 3, p. 199,203
  作者：Ukita et al.

  DOI：——

  日期：——
• Synthesis and Conducting Properties of TetracyanoazulenequinodimethaneTetrathiotetracene Complexes
  作者：Ohki Sato、Makoto Sato、Takaaki Kuramochi、Takashi Shirahata、Kazuko Takahashi

  DOI：10.1080/10426500590913249

  日期：2005.3.2
• 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.