1-chloro-1-(4-methylphenyl)-2-pentafluorosulfanylethane

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-chloro-1-(4-methylphenyl)-2-pentafluorosulfanylethane
• 英文别名: [2-Chloro-2-(4-methylphenyl)ethyl]-pentafluoro-lambda6-sulfane；[2-chloro-2-(4-methylphenyl)ethyl]-pentafluoro-λ6-sulfane
• 化学式: C₉H₁₀ClF₅S
• 分子量: 280.689
• InChiKey: JUYLOPQCWPKHIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  Alpha-甲基苯乙烯 在 硫氯五氟化物 、 三乙基硼 作用下， 以 正己烷 为溶剂， 以79%的产率得到1-chloro-1-(4-methylphenyl)-2-pentafluorosulfanylethane
  参考文献：
  名称：

  New and Convenient Method for Incorporation of Pentafluorosulfanyl (SF₅) Substituents Into Aliphatic Organic Compounds

  摘要：

  Use of Et3B as a catalytic initiator allows the convenient, regiospecific, and highly stereoselective addition of SF5Cl in high yield to a variety of alkenes and alkynes.

  DOI：

  10.1021/ol026483o

文献信息

• A convenient and efficient method for incorporation of pentafluorosulfanyl (SF5) substituents into aliphatic compounds
  作者：William R. Dolbier、Samia Aït-Mohand、Tyler D. Schertz、Tatiana A. Sergeeva、Joseph A. Cradlebaugh、Akira Mitani、Gary L. Gard、Rolf W. Winter、Joseph S. Thrasher

  DOI：10.1016/j.jfluchem.2006.05.003

  日期：2006.10

  Both SF5Cl and SF5Br undergo smooth, high yield addition to alkenes and alkynes under the mild free radical chain reaction conditions of triethylborane initiation at low temperature, although the SF5Br chemistry is somewhat limited by its competing high electrophilic reactivity with electron rich alkenes. The SF5Cl addition reaction is relatively insensitive to a wide variety of non-allylic functionalities. (c) 2006 Elsevier B.V. All rights reserved.