2-chloro-1-pentafluorosulfanylhexane

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氯化物
• 英文名称: 2-chloro-1-pentafluorosulfanylhexane
• 英文别名: 2-Chloro-1-(pentafluorothio)hexane；2-Chlorohexyl(pentafluoro)-lambda6-sulfane；2-chlorohexyl(pentafluoro)-λ6-sulfane
• 化学式: C₆H₁₂ClF₅S
• 分子量: 246.672
• InChiKey: BFRKVMLJEZZSPT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 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：

  1-己烯 在 硫氯五氟化物 、 三乙基硼 作用下， 以 正己烷 为溶剂， 以98%的产率得到2-chloro-1-pentafluorosulfanylhexane
  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

• An Extrusion Strategy for On-Demand SF₅Cl Gas Generation from a Commercial Disulfide
  作者：Reza Kordnezhadian、Tim De Bels、Kexin Su、Luc Van Meervelt、Ermal Ismalaj、Joachim Demaerel、Wim M. De Borggraeve

  DOI：10.1021/acs.orglett.3c03886

  日期：2023.12.15

  Herein we report a novel methodology for the ex situ generation of SF5Cl by employing 4,4′-dipyridyl disulfide as a safe commercial reagent, obviating the need for lecture bottles. The method is applicable to certain SF5Cl-involving transformations by using a two-chamber reactor. Moreover, easily applying SF5Cl in different solvents is rendered feasible, while avoiding the use of glovebox techniques

  在此，我们报告了一种通过使用 4,4'-二吡啶二硫化物作为安全的商业试剂异位生成 SF 5 Cl 的新方法，从而无需使用讲座瓶。该方法适用于使用两室反应器进行某些涉及SF 5 Cl的转化。此外，在不同溶剂中轻松应用 SF 5 Cl 变得可行，同时避免使用手套箱技术。该报告还建议1 H– 19 F HOESY 作为氯五氟磺酰化烯烃的简单且快速的立体化学指示。
• New and Convenient Method for Incorporation of Pentafluorosulfanyl (SF₅) Substituents Into Aliphatic Organic Compounds
  作者：Samia Aït-Mohand、William R. Dolbier

  DOI：10.1021/ol026483o

  日期：2002.8.1

  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.
• New SF5-long chain carbon systems
  作者：R Winter、P.G Nixon、G.L Gard、D.H Radford、N.R Holcomb、D.W Grainger

  DOI：10.1016/s0022-1139(00)00340-7

  日期：2001.1

  A new SF5-terminated perfluoroalkyl thiol - SF5(CF2)(6)CH2CH2SH - and a symmetric SF5-terminated dialkyl disulfide - [SF5CHCH(CH2)(8)S](2) - were synthesized from the corresponding SF5-terminated precursors. The chemistry employed in the preparation of the disulfide encompasses high yield pathways for the preparation of new SF5-long chain derivatives. (C) 2001 Elsevier science B.V. All rights reserved.
• 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.