4-Chlorophenyl 1-phenyl-2,2,2-trifluoroethyl sulfide | 129265-06-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 4-Chlorophenyl 1-phenyl-2,2,2-trifluoroethyl sulfide
• 英文别名: (4-chlorophenyl)(2,2,2-trifluoro-1-phenylethyl)sulfane；1-Chloro-4-(2,2,2-trifluoro-1-phenylethyl)sulfanylbenzene
• CAS: 129265-06-1
• 化学式: C₁₄H₁₀ClF₃S
• 分子量: 302.748
• InChiKey: GMGUHDDXBKMCPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-氯苯硫酚 在 三氯化铝 、 四乙基对甲苯磺酸铵 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 4-Chlorophenyl 1-phenyl-2,2,2-trifluoroethyl sulfide
  参考文献：
  名称：

  Electrolytic reactions of fluoro organic compounds. 7. Anodic methoxylation and acetoxylation of 2,2,2-trifluoroethyl sulfides. Preparation of highly useful trifluoromethylated building blocks

  摘要：

  Anodic methoxylation and acetoxylation of 2,2,2-trifluoroethyl sulfides and the corresponding nonfluorinated sulfides were comparatively studied. It was found that a trifluoromethyl group remarkably promoted anodic substitution and methoxy and acetoxy groups were introduced adjacent to the trifluoromethyl group of the sulfides. Longer perfluoroalkyl groups also promoted these anodic substitutions. These products were shown to be highly useful building blocks for the synthesis of fluoro organic compounds.

  DOI：

  10.1021/jo00001a028

文献信息

• TFA‐Promoted Intermolecular Friedel‐Crafts Alkylation of Arenes with 2,2,2‐Trifluoroethylaryl Sulfoxides
  作者：Zhen Deng、Liu‐Yan Qiu、Wenjie Pan、Baiyu Qian、Jie Chen、Hui Zhang、Qing‐Yun Chen、Weiguo Cao、Xiao‐Jun Tang

  DOI：10.1002/asia.202200190

  日期：2022.7.15

  corresponding 2,2,2-trifluoroethylaryl sulfoxide. When using TFA.as the solvent at elevated temperature, this analogue of trifluoroethyl carbocation can be restored from S,O-acetal to achieve Friedel-Crafts alkylation of arenes.

  α-CF 3 thionium是相应的 2,2,2-三氟乙基芳基亚砜的 Pummerer 重排反应中间体。当在高温下使用TFA.作为溶剂时，这种三氟乙基碳正离子类似物可以从S，O-缩醛中还原，从而实现芳烃的Friedel-Crafts烷基化。
• FUCHIGAMI, TOSHIO;YAMAMOTO, KAYOKO;NAKAGAWA, YUKI, J. ORG. CHEM., 56,(1991) N, C. 137-142
  作者：FUCHIGAMI, TOSHIO、YAMAMOTO, KAYOKO、NAKAGAWA, YUKI

  DOI：——

  日期：——