(2,2-difluoroethyl)(phenyl)sulfane | 134024-36-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (2,2-difluoroethyl)(phenyl)sulfane
• 英文别名: 2,2-difluoroethyl phenyl sulfide；(2,2-Difluor-aethyl)-phenyl-sulfid；2,2-Difluoroethylsulfanylbenzene
• CAS: 134024-36-5
• 化学式: C₈H₈F₂S
• 分子量: 174.214
• InChiKey: LMQIPHLBFFBSKI-UHFFFAOYSA-N

物化性质

• 沸点：
  216.0±35.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 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：
  3

反应信息

• 作为反应物：
  描述：

  (2,2-difluoroethyl)(phenyl)sulfane 在 triethylamine tris(hydrogen fluoride) 作用下， 以 乙腈 为溶剂， 以53%的产率得到Phenyl 1,2,2-trifluoroethyl sulfide
  参考文献：
  名称：

  New mechanistic aspects of anodic monofluorination of halogenoalkyl and alkyl phenyl sulphides

  摘要：

  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。

  DOI：

  10.1039/c39910001027
• 作为产物：
  描述：

  1,1-二氟-2-碘乙烷 、 sodium thiophenolate 在 甲醇 作用下， 生成 (2,2-difluoroethyl)(phenyl)sulfane
  参考文献：
  名称：

  Notes - The S_N- Reactivity of β-Fluorethyl Iodides

  摘要：

  DOI：

  10.1021/jo01104a602

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。
• Deprotonation in anodic methoxylation of fluoroethyl phenyl sulfides using site-isolated heterogeneous bases
  作者：Toshiki Tajima、Hitoshi Kurihara

  DOI：10.1039/b809998g

  日期：——

  On the basis of the concept of site isolation in electrochemical reactions, we have successfully demonstrated acceleration of the deprotonation step in anodic methoxylation of fluoroethyl phenyl sulfides using silica gel supported bases.

  基于电化学反应中位点隔离的概念，我们成功地利用硅胶支撑碱在氟乙基苯基硫化物的阳极甲氧基化反应中加速了去质子化步骤。
• PROCESS FOR PRODUCTION OF FLUORINE-CONTAINING NORBORNENE DERIVATIVES
  申请人：DAIKIN INDUSTRIES, LTD.

  公开号：EP1415974B1

  公开（公告）日：2017-03-01
• 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.
• Electrolytic reactions of fluoro organic compounds. 9. Fluoride ion promoted anodic substitutions of chalcogeno compounds. 1. Regioselective anodic alkoxylation of sulfides
  作者：Toshio Fuchigami、Hidetoshi Yano、Akinori Konno

  DOI：10.1021/jo00024a002

  日期：1991.11

  Anodic alpha-alkoxylation of sulfides was remarkably promoted in the presence of fluoride ions: When Et3N.3HF was used as a supporting electrolyte, simple alkyl phenyl sulfides and sulfides bearing weak electron-withdrawing groups underwent anodic alkoxylation via fluorosulfonium ions as key intermediates in a unique Pummerer-type mechanism with reasonable or high yields for the first time.