1-chloro-3,3-dimethylbut-2-yl-2'-chloroperfluoro-1'-cyclohexenyl sulfide | 154143-02-9

• 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-chloro-3,3-dimethylbut-2-yl-2'-chloroperfluoro-1'-cyclohexenyl sulfide
• CAS: 154143-02-9
• 化学式: C₁₂H₁₂Cl₂F₈S
• 分子量: 411.187
• InChiKey: OBWQLYQMVUUNDH-UHFFFAOYSA-N

物化性质

• 沸点：
  284.0±40.0 °C(predicted)
• 密度：
  1.46±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.38
• 重原子数：
  23.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  1-chloro-3,3-dimethylbut-2-yl-2'-chloroperfluoro-1'-cyclohexenyl sulfide 在 cesium fluoride 作用下， 以 乙腈 为溶剂， 反应 10.0h， 以30%的产率得到di(perfluoro-1-cyclohexenyl)disulfide
  参考文献：
  名称：

  Functionalization of alkenes by polyfluorinated α,β-unsaturated sulfenyl chlorides: reactions of 2-chloroperfluoro-1-cyclohexenesulfenyl chloride-1 with activated olefins

  摘要：

  A variety of beta-chlorothioethers have been obtained by the reaction of 2-chloroperfluoro-1-cyclohexenesulfenyl chloride-1 (I) with t-butylethene, styrene, allylbenzene and p-methoxyallylbenzene in CH2Cl2 or CH3NO2. Skeletal rearrangement with 1,2-migration of the p-methoxyphenyl group occurs on reaction of I with p-methoxyallylbenzene along with the formation of addition products (Markovnikov and anti-Markovnikov adducts). A possible additive salt effect (LiClO4/CH3NO2 system) has been examined for the reaction of I with t-butylethene, allylbenzene and p-methoxyallylbenzene; the effect is noted only in the case of t-butylethene, when intramolecular rearrangement with 1,2-migration of the methyl group takes place.

  DOI：

  10.1016/s0022-1139(00)80852-0
• 作为产物：
  描述：

  3,3-二甲基-1-丁烯 、 2-chloro-3,3,4,4,5,5,6,6-octafluoro-1-cyclohexene-1-sulfenyl chloride 以 硝基甲烷 为溶剂， 反应 17.0h， 以69.3%的产率得到1-chloro-3,3-dimethylbut-2-yl-2'-chloroperfluoro-1'-cyclohexenyl sulfide
  参考文献：
  名称：

  Functionalization of alkenes by polyfluorinated α,β-unsaturated sulfenyl chlorides: reactions of 2-chloroperfluoro-1-cyclohexenesulfenyl chloride-1 with activated olefins

  摘要：

  A variety of beta-chlorothioethers have been obtained by the reaction of 2-chloroperfluoro-1-cyclohexenesulfenyl chloride-1 (I) with t-butylethene, styrene, allylbenzene and p-methoxyallylbenzene in CH2Cl2 or CH3NO2. Skeletal rearrangement with 1,2-migration of the p-methoxyphenyl group occurs on reaction of I with p-methoxyallylbenzene along with the formation of addition products (Markovnikov and anti-Markovnikov adducts). A possible additive salt effect (LiClO4/CH3NO2 system) has been examined for the reaction of I with t-butylethene, allylbenzene and p-methoxyallylbenzene; the effect is noted only in the case of t-butylethene, when intramolecular rearrangement with 1,2-migration of the methyl group takes place.

  DOI：

  10.1016/s0022-1139(00)80852-0