Ethyl 3,3,3-trifluoro-2-(phenylsulfanylmethyl)propanoate | 205809-67-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: Ethyl 3,3,3-trifluoro-2-(phenylsulfanylmethyl)propanoate
• CAS: 205809-67-2；115630-76-7；110579-24-3
• 化学式: C₁₂H₁₃F₃O₂S
• 分子量: 278.295
• InChiKey: PIMVFRGCYSYGBS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Ethyl 3,3,3-trifluoro-2-(phenylsulfanylmethyl)propanoate 在 四氯化钛 、 triethylamine tris(hydrogen fluoride) 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 Ethyl 2-[(2,5-dimethoxyphenyl)-phenylsulfanylmethyl]-3,3,3-trifluoropropanoate
  参考文献：
  名称：

  Electrosynthesis of β-trifluoromethylated O,S-acetal and α-(trifluoromethyl)acrylate derivatives from 2-ethoxycarbonyl-3,3,3-trifluoropropyl phenyl sulfide using a fluoride ion mediator

  摘要：

  Anodic oxidation of 2-ethoxycarbonyl-3,3,3-trifluoropropyl phenyl sulfide 1 was carried out in methanol containing Et3N . 3HF to provide the corresponding alpha-methoxylated product 2 in good yield while this oxidation was performed in acetonitrile instead of methanol to give ethyl beta-phenylthio-alpha-(trifluoromethyl)acrylate 3 selectively. In both cases, halide salts other than the fluoride salt were not effective at all. Nucleophilic substitution of 2 with carbon nucleophiles such as arenes and allylsilane was successfully carried out in the presence of TiCl4 and the carbon nucleophiles were introduced into the beta-position to the CF3 group in moderate yields. (C) 1998 Elsevier Science S.A.

  DOI：

  10.1016/s0022-1139(97)00147-4
• 作为产物：
  描述：

  苯硫酚 、 2-trifluoromethyl acrylic acid ethyl ester 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 Ethyl 3,3,3-trifluoro-2-(phenylsulfanylmethyl)propanoate
  参考文献：
  名称：

  Electrosynthesis of β-trifluoromethylated O,S-acetal and α-(trifluoromethyl)acrylate derivatives from 2-ethoxycarbonyl-3,3,3-trifluoropropyl phenyl sulfide using a fluoride ion mediator

  摘要：

  Anodic oxidation of 2-ethoxycarbonyl-3,3,3-trifluoropropyl phenyl sulfide 1 was carried out in methanol containing Et3N . 3HF to provide the corresponding alpha-methoxylated product 2 in good yield while this oxidation was performed in acetonitrile instead of methanol to give ethyl beta-phenylthio-alpha-(trifluoromethyl)acrylate 3 selectively. In both cases, halide salts other than the fluoride salt were not effective at all. Nucleophilic substitution of 2 with carbon nucleophiles such as arenes and allylsilane was successfully carried out in the presence of TiCl4 and the carbon nucleophiles were introduced into the beta-position to the CF3 group in moderate yields. (C) 1998 Elsevier Science S.A.

  DOI：

  10.1016/s0022-1139(97)00147-4

文献信息

• KITAZUME, TOMOYA;MURATA, KOUICHI;KOKUSHO, YOSHITAKA;IWASAKI, SHINJIRO, J. FLUOR. CHEM.,(1988) N 1, 75-86
  作者：KITAZUME, TOMOYA、MURATA, KOUICHI、KOKUSHO, YOSHITAKA、IWASAKI, SHINJIRO

  DOI：——

  日期：——
• KITAZUME, TOMOYA;MURATA, KOUICHI, J. FLUOR. CHEM., 36,(1987) N 3, 339-349
  作者：KITAZUME, TOMOYA、MURATA, KOUICHI

  DOI：——

  日期：——