Phenyl 2-chloro-1-fluoroethyl sulfide | 136370-30-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: Phenyl 2-chloro-1-fluoroethyl sulfide
• 英文别名: (2-Chloro-1-fluoroethyl)sulfanylbenzene
• CAS: 136370-30-4
• 化学式: C₈H₈ClFS
• 分子量: 190.669
• InChiKey: GSDFDCHHTYQTAC-UHFFFAOYSA-N

物化性质

• 沸点：
  232.1±30.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Phenyl 2-chloro-1-fluoroethyl sulfide 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 间氯过氧苯甲酸 、 过氧化苯甲酰 作用下， 以 二氯甲烷 为溶剂， 反应 104.0h， 生成 2-<2-Fluoro-2-(phenylsulfonyl)ethyl>-1,3-dioxolane
  参考文献：
  名称：

  Addition of .alpha.-oxy radicals to 1-fluoro-1-phenylsulfonylethylene

  摘要：

  DOI：

  10.1021/jo00296a081
• 作为产物：
  描述：

  2-氯乙基苯基亚砜 在 三氯化锑 二乙胺基三氟化硫 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 Phenyl 2-chloro-1-fluoroethyl sulfide
  参考文献：
  名称：

  Addition of .alpha.-oxy radicals to 1-fluoro-1-phenylsulfonylethylene

  摘要：

  DOI：

  10.1021/jo00296a081

文献信息

• New mechanistic aspects of anodic monofluorination of halogenoalkyl and alkyl phenyl sulphides
  作者：Akinori Konno、Kiyono Nakagawa、Toshio Fuchigami

  DOI：10.1039/c39910001027

  日期：——

  A unique Pummerer type mechanism via fluorosulphonium ions for anodic monofluorination of sulphides is established by comparing the anodic monofluorination of partially halogenated ethyl phenyl sulphides (1, PhSCH2R; R = CF3, CF2H, CFH2, CF2Cl, CClH2) with their anodic methoxylation; simple alkyl phenyl sulphides 2 bearing no electron-withdrawing group could be monofluorinated anodically in satisfactory yields for the first time when tetrahydrofuran was used as a solvent.

  通过比较部分卤化的乙基苯硫醚（1，PhSCH2R；R = CF3, CF2H, CFH2, CF2Cl, CClH2）的阳极单氟化与其阳极甲氧基化，建立了一种通过氟磺铵离子的独特Pummerer型机制。简单的不带有电子吸引基团的烷基苯硫醚（2）在使用四氢呋喃作为溶剂时，首次能够满足产率地进行阳极单氟化反应。
• Electrolytic Partial Fluorination of Organic Compounds. 12. Selective Anodic Monofluorination of Fluoroalkyl and Alkyl Sulfides
  作者：Toshio Fuchigami、Akinori Konno、Kiyono Nakagawa、Moriyasu Shimojo

  DOI：10.1021/jo00099a023

  日期：1994.10

  Highly regioselective anodic monofluorination of various aryl and alkyl fluoroalkyl sulfides was successfully carried out, and fluorine was exclusively (aryl sulfides) or preferentially (alkyl sulfides) introduced at the position alpha to the fluoroalkyl group. Even simple alkyl phenyl sulfides devoid of an electron-withdrawing group could be anodically monofluorinated in satisfactory yields for the first time when etheral solvents were used as an electrolytic solution. A unique Pummerer-type mechanism uta fluorosulfonium ions was proposed for this anodic fluorination by comparison with anodic alpha-methoxylation previously studied.
• Fuchigami Toshio, Konno Akinori, Nakagawa Kiyono, Shimojo Moriyasu, J. Org. Chem, 59 (1994) N 20, S 5937-5941
  作者：Fuchigami Toshio, Konno Akinori, Nakagawa Kiyono, Shimojo Moriyasu

  DOI：——

  日期：——