2-Fluoro-1-methoxyethyl phenyl sulfide | 136764-65-3

• 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-Fluoro-1-methoxyethyl phenyl sulfide
• 英文别名: (2-Fluoro-1-methoxyethyl)sulfanylbenzene
• CAS: 136764-65-3
• 化学式: C₉H₁₁FOS
• 分子量: 186.25
• InChiKey: KNOKQFMMWSHCIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  34.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (2-Fluoroethyl)(phenyl)sulfane 生成 2-Fluoro-1-methoxyethyl phenyl sulfide
  参考文献：
  名称：

  Fuchigami Toshio, Konno Akinori, Nakagawa Kiyono, Shimojo Moriyasu, J. Org. Chem, 59 (1994) N 20, S 5937-5941

  摘要：

  DOI：

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。
• 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。
• 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.
• 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：——