1,2,3,4-tetrafluoro-5,6,7,8,9,10-hexahydrobenzo[8]-annulene | 30203-73-7

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: 1,2,3,4-tetrafluoro-5,6,7,8,9,10-hexahydrobenzo[8]-annulene
• 英文别名: 1,2,3,4-Tetrafluoro-5,6,7,8,9,10-hexahydrobenzo[8]annulene；1,2,3,4-tetrafluoro-5,6,7,8,9,10-hexahydrobenzo[8]annulene
• CAS: 30203-73-7
• 化学式: C₁₂H₁₂F₄
• 分子量: 232.221
• InChiKey: ODPQVJKVOGOANX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,2,3,4-tetrafluoro-4a,5,6,7,8,9,10,10a-octahydrobenzo[8]annulene 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 为溶剂， 反应 3.5h， 以131 mg的产率得到1,2,3,4-tetrafluoro-5,6,7,8,9,10-hexahydrobenzo[8]-annulene
  参考文献：
  名称：

  The Multifaceted Reactivity of o-Fluoranil

  摘要：

  In addition to Diels-Alder and hetero-Diels-Alder reactions, tetrafluoro-o-benzoquinone (o-fluoranil) undergoes nucleophilic additions, addition-eliminations, dioxole formation, and charge-transfer complexation, reacting at every site on the molecular skeleton. It also effects dehydrogenations and other oxidations. The quinone can function as a (CF)(4) synthon.

  DOI：

  10.1021/jo202193c

文献信息

• Aryne chemistry. Part XXVII. The photolysis of 1,2-di-iodotetrafluorobenzene in the presence of benzene
  作者：J. P. N. Brewer、I. F. Eckhard、H. Heaney、M. G. Johnson、B. A. Marples、T. J. Ward

  DOI：10.1039/j39700002569

  日期：——

  The photolysis of 1,2-di-iodotetrafluorobenzene in the presence of benzene and benzene–hexane mixtures gives products derived from the 2-iodotetrafluorophenyl radical and from tetrafluorobenzyne. The aryne product, 5,6,7,8-tetrafluoro-1,4-dihydro-1,4-ethenonaphthalene, is photoisomerised in part to tetrafluorobenzocyclooctene(2).

  在苯和苯-己烷混合物的存在下，对1,2-二碘四氟苯进行光解，可以得到衍生自2-碘四氟苯基和四氟苯并products的产物。芳烃产物5,6,7,8-四氟-1,4-二氢-1,4-乙烯萘被部分光异构化为四氟苯并环辛烯（2）。
• The Multifaceted Reactivity of <i>o</i>-Fluoranil
  作者：Vivek Kumar、Sudharsanam Ramanathan、Dayong Sang、Xuanyi Chen、David M. Lemal

  DOI：10.1021/jo202193c

  日期：2012.1.20

  In addition to Diels-Alder and hetero-Diels-Alder reactions, tetrafluoro-o-benzoquinone (o-fluoranil) undergoes nucleophilic additions, addition-eliminations, dioxole formation, and charge-transfer complexation, reacting at every site on the molecular skeleton. It also effects dehydrogenations and other oxidations. The quinone can function as a (CF)(4) synthon.