1,2,3,4-tetrafluoro-4a,5,6,7,8,9,10,10a-octahydrobenzo[8]annulene | 1353670-82-2

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 乙烯基卤化物
• 英文名称: 1,2,3,4-tetrafluoro-4a,5,6,7,8,9,10,10a-octahydrobenzo[8]annulene
• 英文别名: 1,2,3,4-Tetrafluoro-4a,5,6,7,8,9,10,10a-octahydrobenzo[8]annulene
• CAS: 1353670-82-2
• 化学式: C₁₂H₁₄F₄
• 分子量: 234.237
• InChiKey: BABBRUOYGIBNBM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  1,2,3,4-tetrafluoro-1,4,4a,5,6,7,8,9,10,10a-decahydro-1,4-ethanobenzo[8]annulene-11,12-dione 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 1,2,3,4-tetrafluoro-4a,5,6,7,8,9,10,10a-octahydrobenzo[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

• Cycloaddition Chemistry of Tetrafluorothiophene <i>S</i>,<i>S</i>-Dioxide
  作者：David M. Lemal

  DOI：10.1021/acs.joc.6b00848

  日期：2016.6.17

  Tetrafluorothiophene S,S-dioxide has been found to be a powerful and versatile cycloaddend that undergoes a wide range of reactions as a Diels–Alder diene, dienophile, and [2 + 2] addend. Because it dimerizes only slowly at high temperatures, a broad range of conditions are available for these transformations. Reactions with terminal alkynes yield products of both Diels–Alder and [2 + 2] cycloaddition

  四氟噻吩S，S-二氧化物已被发现是一种功能强大且用途广泛的环加成物，它与Diels–Alder二烯，二烯亲和体和[2 + 2]加成物发生广泛的反应。由于它在高温下只会缓慢地二聚，因此这些转化可使用多种条件。与末端炔烃的反应产生Diels–Alder和[2 + 2]环加成反应的产物。值得注意的是，在允许的Diels-Alder反应中，有时禁止使用轨道拓扑[2 + 2]过程。
• 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.