1,1'-[ethane-1,2-diylbis(2-bromocyclobut-2-ene-3,1-diyl)]dibenzene | 1100884-78-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,1'-[ethane-1,2-diylbis(2-bromocyclobut-2-ene-3,1-diyl)]dibenzene
• 英文别名: [2-bromo-3-[2-(2-bromo-3-phenylcyclobuten-1-yl)ethyl]cyclobut-2-en-1-yl]benzene
• CAS: 1100884-78-3
• 化学式: C₂₂H₂₀Br₂
• 分子量: 444.209
• InChiKey: XXDSSBJRHYATHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 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：

  1,1'-[ethane-1,2-diylbis(2-bromocyclobut-2-ene-3,1-diyl)]dibenzene 在 lithium 、 叔丁醇 作用下， 以 乙醚 为溶剂， 反应 120.0h， 以90%的产率得到1,11[ethane-1,2-diylbis(cyclobut-2-ene-3,1-diyl)]dibenzene
  参考文献：
  名称：

  Carbenoid rearrangement in the series of substituted gem-dibromospiropentanes

  摘要：

  A series of new substituted gem-dibromospiropentanes was studied in a reaction with methyllithium at -55...-50 degrees C. This reaction is a carbenoid rearrangement that leads to the formation of monomeric and dimeric bromocyclobutenes and also to the products of cyclobutylidene insertion into a C-H bond of the solvent depending on the character of substituents in the dibromospiropentane fragment.

  DOI：

  10.1134/s1070428008070038
• 作为产物：
  描述：

  1,1-dibromo-4-anti-phenylspiropentane 在 甲基锂 作用下， 以 乙醚 为溶剂， 以67%的产率得到1,1'-[ethane-1,2-diylbis(2-bromocyclobut-2-ene-3,1-diyl)]dibenzene
  参考文献：
  名称：

  Carbenoid rearrangement in the series of substituted gem-dibromospiropentanes

  摘要：

  A series of new substituted gem-dibromospiropentanes was studied in a reaction with methyllithium at -55...-50 degrees C. This reaction is a carbenoid rearrangement that leads to the formation of monomeric and dimeric bromocyclobutenes and also to the products of cyclobutylidene insertion into a C-H bond of the solvent depending on the character of substituents in the dibromospiropentane fragment.

  DOI：

  10.1134/s1070428008070038

文献信息

• gem-Bromochlorospiropentane reactivity toward methyllithium: an unusual carbenoid rearrangement
  作者：Kseniya N. Sedenkova、Elena B. Averina、Yuri K. Grishin、Tamara S. Kuznetzova、Nikolai S. Zefirov

  DOI：10.1016/j.tet.2010.07.054

  日期：2010.10

  A skeletal carbenoid rearrangement of the gem-bromochlorospiropentanes in the presence of methyllithium has been studied. The synthetic and mechanistic aspects of this rearrangement as well as the influence of the halogen atom nature on the reaction pathway are discussed. (C) 2010 Elsevier Ltd. All rights reserved.