Phenyl 2,2,3,3,3-pentafluoropropyl sulfide | 129264-95-5

• 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 2,2,3,3,3-pentafluoropropyl sulfide
• 英文别名: 2,2,3,3,3-Pentafluoropropylsulfanylbenzene
• CAS: 129264-95-5
• 化学式: C₉H₇F₅S
• 分子量: 242.213
• InChiKey: MOWJGAVETCZPSU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Phenyl 2,2,3,3,3-pentafluoropropyl sulfide 、 溶剂黄146 在 sodium acetate 作用下， 以46%的产率得到Phenyl 1-acetoxy-1H-pentafluoropropyl 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
• 作为产物：
  描述：

  1H,1H-五氟对甲苯磺酸丙酯 、 苯硫酚 生成 Phenyl 2,2,3,3,3-pentafluoropropyl sulfide
  参考文献：
  名称：

  氟有机化合物的电解反应。8.）对芳基氟代烷基硫化物的阳极甲氧基化和乙酰氧基化的进一步研究

  摘要：

  从合成和机理两方面研究了取代的苯基2,2.2-三氟乙基硫化物和各种氟烷基苯基硫化物的阳极α-甲氧基化和α-乙酰氧基化。这些阳极反应受到苯环上的取代基和氟代烷基的影响很大。给电子的取代基显着干扰反应。强大的吸电子全氟烷基（C n F n + 1：n = 1-3）显着促进了这些阳极取代，而二氟和单氟甲基的取代则少得多。

  DOI：

  10.1016/s0040-4020(01)87052-6

文献信息

• Electrolytic reactions of fluoro organic compounds. 8.) Further study on anodic methoxylation and acetoxylation of aryl fluoroalkyl sulfides
  作者：Toshio Fuchigami、Yamamoto Kayoko、Konno Akinori

  DOI：10.1016/s0040-4020(01)87052-6

  日期：1991.1

  Anodic α-methoxylation and α-acetoxylation of substituted phenyl 2,2.2-trifluoroethyl sulfides and various fluoroalkyl phenyl sulfides were studied from both synthetic and mechanistic aspects. These anodic reactions were greatly affected by both substituent groups at the benzene ring and fluoroalkyl groups. Electron-donating substituents interfered with the reactions significantly. Strong electron-withdrawing

  从合成和机理两方面研究了取代的苯基2,2.2-三氟乙基硫化物和各种氟烷基苯基硫化物的阳极α-甲氧基化和α-乙酰氧基化。这些阳极反应受到苯环上的取代基和氟代烷基的影响很大。给电子的取代基显着干扰反应。强大的吸电子全氟烷基（C n F n + 1：n = 1-3）显着促进了这些阳极取代，而二氟和单氟甲基的取代则少得多。
• 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：——
• Electrolytic reactions of fluoro organic compounds. 7. Anodic methoxylation and acetoxylation of 2,2,2-trifluoroethyl sulfides. Preparation of highly useful trifluoromethylated building blocks
  作者：Toshio Fuchigami、Kayoko Yamamoto、Yuki Nakagawa

  DOI：10.1021/jo00001a028

  日期：1991.1

  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.