1,1,2,2-Tetrafluoroethane-1,2-bis(sulfonylfluoride) | 84246-33-3

• 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: 1,1,2,2-Tetrafluoroethane-1,2-bis(sulfonylfluoride)
• 英文别名: Tetrafluoroethane-1,2-disulfonic acid difluoride；1,1,2,2-tetrafluoroethane-1,2-disulfonyl fluoride
• CAS: 84246-33-3
• 化学式: C₂F₆O₄S₂
• 分子量: 266.142
• InChiKey: PJMGRCOEKWYJPK-UHFFFAOYSA-N

物化性质

• 沸点：
  120.5±40.0 °C(Predicted)
• 密度：
  1.951±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  3
• 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：
  10

反应信息

• 作为反应物：
  描述：

  1,1,2,2-Tetrafluoroethane-1,2-bis(sulfonylfluoride) 在 氨 作用下， 以 四氢呋喃 为溶剂， 以86 %的产率得到4,4,5,5-Tetrafluoro-[1,3,2]dithiazolidine 1,1,3,3-tetraoxide; compound with ammonia
  参考文献：
  名称：

  使用环状全氟烷基磺酰亚胺深入了解离子液体的结构-性能关系

  摘要：

  环状磺酰亚胺阴离子n cPFSI （环大小： n = 4–6）的室温离子液体，阳离子为 [EMIm] + (1-乙基-3-甲基咪唑鎓)、[BMIm] + (1-丁基-3-甲基咪唑鎓)已经合成了[BMPL] + (BMPL = 1-丁基-1-甲基吡咯烷鎓)。它们的固态结构已通过单晶 X 射线衍射阐明，并评估了它们的物理化学性质（热行为和稳定性、动态粘度和比电导率）。此外，还通过脉冲场梯度受激回波（PFGSTE）核磁共振波谱研究了离子扩散。环状磺酰亚胺阴离子的环大小对离子液体的物理化学性质的决定性影响已被揭示。与非环状TFSI阴离子相比，所有离子液体都表现出不同的特性。虽然这些差异对于具有非常刚性的6cPFSI阴离子的 IL 来说尤其明显，但发现 5 元环阴离子5cPFSI导致 IL 具有相对相似的特性。 TFSI阴离子和环状磺酰亚胺阴离子的性质之间的差异已通过环状磺酰亚胺阴离子的刚性（构象锁）合理化。

  DOI：

  10.1039/d2sc06758g
• 作为产物：
  描述：

  2-氟磺酰基二氟乙酸 以 水 、 乙腈 为溶剂， 反应 6.7h， 以76%的产率得到1,1,2,2-Tetrafluoroethane-1,2-bis(sulfonylfluoride)
  参考文献：
  名称：

  WO2006/106960

  摘要：

  公开号：

文献信息

• Synthesis of 1,3-dialkyl imidazolium ionic liquids containing difunctional and tetrafunctional perfluoroalkylsulfonyl imide anions
  作者：Tom Hickman、Darryl D. DesMarteau

  DOI：10.1016/j.jfluchem.2011.11.001

  日期：2012.1

  Direct methylation of imidazole using methylated difunctional or tetrafunctional perfluorosulfonyl imides renders excellent yields of the corresponding room temperature ionic liquids (RTILs). This methodology provides a simple, halide-free route to several novel RTILs containing multifunctional perfluorosulfonyl imide anions.

  使用甲基化的双官能或四官能的全氟磺酰基酰亚胺对咪唑进行直接甲基化，可获得相应的室温离子液体（RTIL）的优异收率。这种方法为几种含有多功能全氟磺酰基酰亚胺阴离子的新型RTIL提供了一种简单，无卤化物的途径。
• METHOD FOR PRODUCING COMPOUND HAVING FLUOROSULFONYL GROUP BY COUPLING REACTION
  申请人：Iwaya Masao

  公开号：US20080097125A1

  公开（公告）日：2008-04-24

  To provide a method for producing a fluorinated compound having a fluorosulfonyl group by coupling reaction. A method for producing a compound represented by the formula [(FSO 2 -) a (Z-) 3-a C—] n R(—COY) b-n , which comprises subjecting a compound represented by the formula (FSO 2 -) a (Z-) 3-a C(—COX) and a compound represented by the formula R(—COY) b to photocoupling reaction when X and Y are a fluorine atom or to electrolytic coupling reaction when X and Y are each independently a hydroxyl group or a group represented by the formula —OM, provided that X and Y are a fluorine atom, a hydroxyl group or a group represented by the formula —OM, Z is a hydrogen atom, a fluorine atom, a chlorine atom or a monovalent organic group, R is a b-valent organic group, M is an alkali metal atom, “a” is an integer of from 1 to 3, and “b” and “n” are each independently an integer of from 1 to 4, provided that b≧n.

  提供一种通过偶联反应生成含有氟磺酰基的氟化合物的方法。该方法包括将化合物FSO2-a(Z-)3-aC(—COX)和化合物R(—COY)b在X和Y为氟原子时进行光偶联反应，或在X和Y分别独立地为羟基或代表式—OM的基团时进行电解偶联反应，其中X和Y均为氟原子、羟基或代表式—OM的基团，Z为氢原子、氟原子、氯原子或一价有机基团，R为二价有机基团，M为碱金属原子，“a”为1至3的整数，“b”和“n”各自独立地为1至4的整数，但要求b≧n，生成的化合物的化学式为[(FSO2-)a(Z-)3-aC—]nR(—COY)b-n。
• WO2006/106960
  申请人：——

  公开号：——

  公开（公告）日：——
• A comparative study of the electrochemical fluorination (ECF) of 1 ,n-alkanebis (sulfonylfluorides) (n = 1–3)
  作者：Ralf Jüschke、David Velayutham、Peter Sartori

  DOI：10.1016/s0022-1139(97)00010-9

  日期：1997.7

  Synthetic methods for the preparation of alpha,omega-alkanebis(sulfonylfluorides) and their electrochemical fluorination (ECF) are described in detail. Factors affecting the yield of the perfluoro-alpha,omega-alkanebis(sulfonylfluorides) are also discussed. Spectral data (C-13 and F-19 NMR and mass spectra) and other hitherto unknown physical properties of difluoromethanebis(sulfonylfluoride) (1), 1,1,2,2-tetrafluoroethane-1,2-bis(sulfonylfluoride) (2) and 1,1,2,2,3,3-hexafluoropropane-1,3-bis(sulfonylfluoride) (3) are measured and compared. (C) Elsevier Science S.A.
• 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.