Phenyl 1-methoxy-2,2,2-trifluoroethyl sulfide | 108200-49-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: Phenyl 1-methoxy-2,2,2-trifluoroethyl sulfide
• 英文别名: (2,2,2-Trifluoro-1-methoxyethyl)sulfanylbenzene
• CAS: 108200-49-3
• 化学式: C₉H₉F₃OS
• 分子量: 222.231
• InChiKey: XAOYCHNDIMDRNH-UHFFFAOYSA-N

物化性质

• 沸点：
  219.3±40.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  14
• 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：
  34.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  异丁基苯 、 Phenyl 1-methoxy-2,2,2-trifluoroethyl sulfide 在 三氯化铝 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 以48%的产率得到1-(4-Isobutylphenyl)-2,2,2-trifluoroethyl phenyl 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：

  甲醇 、 2,2,2-trifluoroethyl phenyl sulfide 在 四乙基对甲苯磺酸铵 作用下， 以93%的产率得到Phenyl 1-methoxy-2,2,2-trifluoroethyl 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

• Development of a Novel Environmentally Friendly Electrolytic System by Using Recyclable Solid-Supported Bases for In Situ Generation of a Supporting Electrolyte from Methanol as a Solvent: Application for Anodic Methoxylation of Organic Compounds
  作者：Toshiki Tajima、Toshio Fuchigami

  DOI：10.1002/chem.200500340

  日期：2005.10.21

  friendly electrolytic system using recyclable solid-supported bases for in situ generation of a supporting electrolyte from methanol as a solvent. It was found that solid-supported bases are electrochemically inactive at an electrode surface. It was also found that solid-supported bases dissociate methanol into methoxide anions and protons. Therefore, in the presence of solid-supported bases, it was

  我们已经成功开发了一种新型的环保电解系统，该系统使用可回收的固体负载型碱，用于以甲醇为溶剂原位生成支持电解质。已发现固体负载的碱在电极表面上是电化学惰性的。还发现固体负载的碱将甲醇分解成甲醇根阴离子和质子。因此，在存在固体负载的碱的情况下，已经明确了甲醇既是溶剂又是原位生成的支持电解质。用固体负载的碱对各种化合物进行阳极甲氧基化，以提供良好至极佳收率的相应甲氧基化产物，只有少数例外。甲氧基化产物和固体负载的碱仅通过过滤即可轻松分离，只需浓缩滤液就可以很容易地分离出所需的纯甲氧基化产物。分离并回收的固体负载的碱可循环使用几次。
• Electrolytic transformation of functional groups of fluoroorganic compounds. I. Anodic methoxylation and acetoxylation of trifluoroethyl sulfide
  作者：Toshio Fuchigami、Yuuki Nakagawa、Tsutomu Nonaka

  DOI：10.1016/s0040-4039(00)83902-7

  日期：1986.1

  Anodic methoxylation and acetoxylation of phenyl trifluoroethyl sulfide were successfully performed to give the corresponding α-methoxy and α-acetoxy sulfides in good to excellent yields, respectively. These products were found to be useful building blocks for the synthesis of fluoroorganic compounds.

  成功进行了苯基三氟乙基硫醚的阳极甲氧基化和乙酰氧基化反应，分别以良好或优异的收率得到了相应的α-甲氧基和α-乙酰氧基硫化物。发现这些产物是合成氟有机化合物的有用组成部分。
• 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。
• Development of an Electrolytic System Using Solid-Supported Bases for in Situ Generation of a Supporting Electrolyte from Methanol as a Solvent
  作者：Toshiki Tajima、Toshio Fuchigami

  DOI：10.1021/ja0423062

  日期：2005.3.9

  successfully developed a novel electrolytic system using solid-supported bases for in situ generation of a supporting electrolyte from methanol as a solvent. Anodic methoxylation of phenyl 2,2,2-trifluoroethyl sulfide using solid-supported bases was carried out to provide the alpha-methoxylated product in good to excellent yields. The alpha-methoxylated product and solid-supported bases were easily separated

  我们已经成功开发了一种新型电解系统，该系统使用固体支持的碱，以甲醇为溶剂原位生成支持电解质。使用固体负载碱进行苯基 2,2,2-三氟乙基硫醚的阳极甲氧基化，以提供良好至极好的产率的 α-甲氧基化产物。α-甲氧基化产物和固体载体碱只需过滤即可轻松分离，分离的固体载体碱可回收利用。2,2,2-三氟乙基硫醚的阳极甲氧基化反应通过硅胶负载的哌啶的再循环成功地进行了10次，收率良好。
• UNEYAMA, UNEYAMA;MAKOTO, MOMOTA, TETRAHEDRON LETT., 30,(1989) N7, C. 2265-2266
  作者：UNEYAMA, UNEYAMA、MAKOTO, MOMOTA

  DOI：——

  日期：——