perfluorohexane-1,6-bis-sulfonyl chloride | 3488-81-1

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 磺酰卤
• 英文名称: perfluorohexane-1,6-bis-sulfonyl chloride
• 英文别名: Dodecafluor-1,6-hexan-disulfonylchlorid；1,1,2,2,3,3,4,4,5,5,6,6-Dodecafluorohexane-1,6-disulfonyl chloride
• CAS: 3488-81-1
• 化学式: C₆Cl₂F₁₂O₄S₂
• 分子量: 499.082
• InChiKey: UQMJXGAIEYJLJD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  85
• 氢给体数：
  0
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  perfluorohexane-1,6-bis-sulfonyl chloride 在 potassium fluoride 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以79%的产率得到perfluorohexane-1,6-bis-sulfonyl fluoride
  参考文献：
  名称：

  Bis(diaryliodonium) perfluorosulfonimide zwitterions as potential photo acid generators

  摘要：

  Three examples of bis(diaryliodonium) perfluorosulfonimide (BDI-PFSI) zwitterions have been prepared as a potential new class of ionic photo-acid generators for chemically amplified photoresist formulations. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2014.01.004
• 作为产物：
  描述：

  1,6-Bis-methylsulfonyl-dodecafluor-hexan 生成 perfluorohexane-1,6-bis-sulfonyl chloride
  参考文献：
  名称：

  The Hydrolysis and Oxidation of α,ι-Bis(methylthio)polyfluoroalkanes

  摘要：

  DOI：

  10.1021/jo01020a028

文献信息

• Cooperative intermolecular S–Cl⋯O and F⋯F associations in the crystal packing of α,ω-di(sulfonyl chloride) perfluoroalkanes, ClSO₂(CF₂)_nSO₂Cl, where <i>n</i> = 4, 6
  作者：Xiaolin Liu、Colin D. McMillen、Joseph S. Thrasher

  DOI：10.1039/c8nj00536b

  日期：——

  crystallographic studies of ClSO2(CF2)4SO2Cl and ClSO2(CF2)6SO2Cl reveal the first examples of S–Cl⋯O halogen bonding complemented by short F⋯F contacts between neighbouring chains that result in stabilized crystals. These compounds allow the study of intermolecular associations involving halogens where hydrogen bonding cannot be operative.

  ClSO 2（CF 2）4 SO 2 Cl和ClSO 2（CF 2）6 SO 2 Cl的单晶X射线晶体学研究揭示了由短F⋯F接触补充的S–Cl⋯O卤素键的第一个例子相邻链之间形成稳定的晶体。这些化合物允许研究涉及氢键不能起作用的卤素的分子间缔合。
• Dilithium bis[(perfluoroalkyl)sulfonyl]diimide salts as electrolytes for rechargeable lithium batteries
  作者：O.E Geiculescu、Yuan Xie、R Rajagopal、S.E Creager、D.D DesMarteau

  DOI：10.1016/j.jfluchem.2004.05.011

  日期：2004.8

  A series of four different dilithium salts of structure F3CSO2N(Li)SO2-(CF2)(x)-SO2N(Li)SO2CF3, with x = 2, 4, 6, 8 were synthesized and characterized in polyethylene-oxide-based solid polymer electrolytes. Each salt may be thought of as two bis[(perfluoroalkyl)sulfonyl]imide anions linked together by a perfluoroalkyl chain of a particular length. Taken together, this homologous series provides an opportunity to study the effects of linker chain length and degree of fluorination in dianionic (and ultimately polyanionic) salts on the properties, particularly the conductivity, of the salts in various solvating media. SPEs in polyethylene oxide were characterized using scanning calorimetry, X-ray diffraction. H-1 and F-19 NMR, and electrochemical impedance spectroscopy for SPEs prepared using ethylene-oxide-oxygen-to-lithium (EO:Li) ratios of 10:1 and 30:1. Trends in SPE ionic conductivity with anion structure revealed an unexpected trend whereby ionic conductivity is generally rising with increased length of the perfluoroalkylene linking group in the dianions. This trend could be the result of a decrease in diardon basicity that results in diminished ion pairing and an enhancement in the number of charge carriers with increasing anion fluorine content, thereby increasing ionic conductivity. (C) 2004 Elsevier B.V. All rights reserved.
• A useful synthesis of ω-iodoperfluoroalkanesulfonyl fluorides and perfluoroalkane-α,ω-bis-sulfonyl fluorides
  作者：Weiming Qiu、Donald J. Burton

  DOI：10.1016/s0022-1139(00)82200-9

  日期：1993.1

  Omega-iodoperfluoroalkanesulfonyl fluorides and perfluoroalkane-alpha,omega-bis-sulfonyl fluorides have been prepared via deiodosulfination, chlorination, and then chlorine-fluorine exchange reaction of alpha,omega-diiodoperfluoroalkanes I(CF2)nI (n=3, 4, 6). Similar reaction of I(CF2)2O(CF2)2SO2F affords FSO2(CF2)2O(CF2)2SO2F.