2,10-dibromo-5,7-dioxa-dibenzo[a,c]cycloheptene | 875714-46-8

• 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: 2,10-dibromo-5,7-dioxa-dibenzo[a,c]cycloheptene
• 英文别名: 2,10-Dibromobenzo[d][1,3]benzodioxepine；2,10-dibromobenzo[d][1,3]benzodioxepine
• CAS: 875714-46-8
• 化学式: C₁₃H₈Br₂O₂
• 分子量: 356.013
• InChiKey: YNZLFQGEVPKYJB-UHFFFAOYSA-N

物化性质

• 沸点：
  446.7±38.0 °C(Predicted)
• 密度：
  1.795±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,10-dibromo-5,7-dioxa-dibenzo[a,c]cycloheptene 在 ammonium cerium(IV) nitrate 、 sodium methylate 、 copper(I) bromide 作用下， 以 水 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 2.67h， 生成 2,2'-bi(1,4-benzoquinone)
  参考文献：
  名称：

  Regioselective halogenation of biphenyls for preparation of valuable polyhydroxylated biphenyls and diquinones

  摘要：

  Electron-rich biphenyls were selectively oxyfunctionalised through a halogenation-methoxylation sequence. The obtained biphenyl methyl ethers were then oxidised to the corresponding quinones. This strategy transforms commercially available biphenyls into both natural and bioactive oxidised compounds. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.10.009
• 作为产物：
  描述：

  dibenzo[d,f][1,3]dioxepin 在 Oxone 、 sodium bromide 作用下， 以 水 、 丙酮 为溶剂， 以90%的产率得到2,10-dibromo-5,7-dioxa-dibenzo[a,c]cycloheptene
  参考文献：
  名称：

  Regioselective halogenation of biphenyls for preparation of valuable polyhydroxylated biphenyls and diquinones

  摘要：

  Electron-rich biphenyls were selectively oxyfunctionalised through a halogenation-methoxylation sequence. The obtained biphenyl methyl ethers were then oxidised to the corresponding quinones. This strategy transforms commercially available biphenyls into both natural and bioactive oxidised compounds. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.10.009

文献信息

• Regioselective halogenation of biphenyls for preparation of valuable polyhydroxylated biphenyls and diquinones
  作者：Paolo Bovicelli、Roberto Antonioletti、Antonella Onori、Giovanna Delogu、Davide Fabbri、Maria Antonietta Dettori

  DOI：10.1016/j.tet.2005.10.009

  日期：2006.1

  Electron-rich biphenyls were selectively oxyfunctionalised through a halogenation-methoxylation sequence. The obtained biphenyl methyl ethers were then oxidised to the corresponding quinones. This strategy transforms commercially available biphenyls into both natural and bioactive oxidised compounds. (c) 2005 Elsevier Ltd. All rights reserved.