2-fluoro-1-<(fluorosulfonyl)oxy>hexane | 128970-76-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-fluoro-1-<(fluorosulfonyl)oxy>hexane
• 英文别名: 2-Fluoro-1-fluorosulfonyloxyhexane
• CAS: 128970-76-3
• 化学式: C₆H₁₂F₂O₃S
• 分子量: 202.222
• InChiKey: SMEKRWVIEUWDPY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-己烯 以30%的产率得到
  参考文献：
  名称：

  IZV. AN CCCP. CEP. XIM.,(1990) N, S. 1196-1197

  摘要：

  DOI：

文献信息

• Interaction of fluoroxenonium triflate, fluorosulfate and nitrate with alkenes. Stereochemical evidence for the electrophilic noble gas cation addition to the carbon-carbon double bond
  作者：N. S. Zefirov、A. A. Gakh、V. V. Zhdankin、Peter J. Stang

  DOI：10.1021/jo00004a015

  日期：1991.2

  Reactions of fluoroxenonium triflate (1), fluorosulfate (2), and nitrate (3), prepared from XeF2 and the corresponding acids in CH2Cl2 at -50-degrees-C, with cyclohexene and 1-hexene result in beta-fluoroalkyl triflates, fluorosulfates, and nitrates. Triflate 1 reacts with cyclohexene with exclusive formation of the cis isomer 5, the analogous reactions of fluorosulfate 2 and nitrate 3 give mixtures of the corresponding cis and trans isomers. Reactions of 1-hexene with reagents 1-3 lead to mixtures of two regioisomers with domination of the Markovnikov type of addition. The stereochemical result of these reactions is rationalized in terms of an electrophilic attack by the positive xenonium ion on the pi-electrons of the double bond with intermediate formation of organoxenonium species in analogy with the behavior of the isoelectronic iodine(III) species.