4-Isopropyl-4'-hydro-2,3,5,6-tetrafluorocyclohexa-2,5-diene-1-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-Isopropyl-4'-hydro-2,3,5,6-tetrafluorocyclohexa-2,5-diene-1-one
• 英文别名: 2,3,5,6-Tetrafluoro-4-propylcyclohexa-2,5-dien-1-one；2,3,5,6-tetrafluoro-4-propylcyclohexa-2,5-dien-1-one
• 化学式: C₉H₈F₄O
• 分子量: 208.156
• InChiKey: HRUSYFAOHITMLL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-Amino-2,3,5,6-tetrafluorophenol 在 硫酸 、 sodium nitrite 作用下， 反应 2.0h， 生成 4-Isopropyl-4'-hydro-2,3,5,6-tetrafluorocyclohexa-2,5-diene-1-one
  参考文献：
  名称：

  4-Oxo-2,3,5,6-tetrafluorocyclohexa-2,5-dienylidene—A Highly Electrophilic Triplet Carbene

  摘要：

  The 4-oxocyclohexa-2,5-dienylidenes are an interesting class of highly electrophilic carbenes. We investigated the reactivity of the 2,3,5,6-tetrafluorinated and -tetrachlorinated derivatives 1b and 1c with small molecules under conditions of matrix isolation. The reactions with molecular oxygen and with carbon monoxide produce the expected carbonyl O-oxides and ketenes, respectively. As a result of the extreme electrophilicity of 1b and c both carbenes insert with no or very small activation barriers into H2 or the CH bonds of hydrocarbons. Obviously, spin restrictions for these formally spin-forbidden reactions do not result in substantial thermal activation barriers.

  DOI：

  10.1002/1521-3765(20001215)6:24<4567::aid-chem4567>3.0.co;2-a

文献信息

• 4-Oxo-2,3,5,6-tetrafluorocyclohexa-2,5-dienylidene—A Highly Electrophilic Triplet Carbene
  作者：Wolfram Sander、Rolf Hübert、Elfi Kraka、Jürgen Gräfenstein、Dieter Cremer

  DOI：10.1002/1521-3765(20001215)6:24<4567::aid-chem4567>3.0.co;2-a

  日期：2000.12.15

  The 4-oxocyclohexa-2,5-dienylidenes are an interesting class of highly electrophilic carbenes. We investigated the reactivity of the 2,3,5,6-tetrafluorinated and -tetrachlorinated derivatives 1b and 1c with small molecules under conditions of matrix isolation. The reactions with molecular oxygen and with carbon monoxide produce the expected carbonyl O-oxides and ketenes, respectively. As a result of the extreme electrophilicity of 1b and c both carbenes insert with no or very small activation barriers into H2 or the CH bonds of hydrocarbons. Obviously, spin restrictions for these formally spin-forbidden reactions do not result in substantial thermal activation barriers.