1,1,2,2-四氟-2-(1,1,2,2-四氟乙氧基)乙基磺酰胺 | 144951-90-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 中文名称: 1,1,2,2-四氟-2-(1,1,2,2-四氟乙氧基)乙基磺酰胺
• 英文名称: 1,1,2,2-tetrafluoro-2-(1,1,2,2-tetrafluoroethoxy)-ethanesulfonyl amide
• 英文别名: 5-H-3-oxaoctafluoropentanesulfonylamine；1,1,2,2-tetrafluoro-2-(1,1,2,2-tetrafluoroethoxy)ethanesulfonamide
• CAS: 144951-90-6
• 化学式: C₄H₃F₈NO₃S
• 分子量: 297.126
• InChiKey: BXNBERKHNCFFGQ-UHFFFAOYSA-N

物化性质

• 沸点：
  236.1±50.0 °C(Predicted)
• 密度：
  1.750

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  77.8
• 氢给体数：
  1
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  1,1,2,2-四氟-2-(1,1,2,2-四氟乙氧基)乙基磺酰胺 在 氯磺酸 、 氯化亚砜 作用下， 反应 30.0h， 生成
  参考文献：
  名称：

  New hydrophobic ionic liquids based on (fluorosulfonyl)(polyfluorooxaalkanesulfonyl)imides with various oniums

  摘要：

  Sixteen ionic liquids (ILs) based on two new asymmetric imide anions, (fluorosulfonyl) (polyfluorooxaalkanesulfonyl)imide {[(FSO2)(XCF2CF2OCF2CF2SO2)Nr](-) [5X3O-FOFSI](-), X= H and I), are synthesized and characterized by in combination with various oniums, including 1,3-dialkylimidazolium, quaternary alkyl (or ether-functionalized alkyl)ammonium, N-alkyl-N-methyl-pyrrolidinium and -piperidinium. Their physicochemical properties are investigated, in terms of phase transitions, thermal stability, density, viscosity, ionic conductivity, electrochemical stability, and the capability as electrolytes to allow Li deposition/stripping. The influences of the structural variations in both the cations and anions, particularly introduction of an ether group into the anion, on the above properties are systematically studied. All the ILs are liquids at room temperature and show low glass transition temperatures, suggesting the high flexibility of the ether-functionalized imide anion. It has been demonstrated that only having an ether group into the polyfluoroalkyl chain of the imide anion affect neither the cathodic nor anodic stability of the anion and their ILs. ThelLs based on the [5H30-FOFSI](-) anion have an enough electrochemical stability to allow Li deposition/striping, while those based on the [513O-FOFS](-)] - anion show relatively low cathodic stability due to the presence of a C I bond in the anion. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.electacta.2013.02.095
• 作为产物：
  描述：

  1,1,2,2-四氟-2-(1,1,2,2-四氟乙氧基)乙烷磺酰基叠氮化物 在 碳酸甲丙酯 作用下， 反应 6.0h， 以70%的产率得到1,1,2,2-四氟-2-(1,1,2,2-四氟乙氧基)乙基磺酰胺
  参考文献：
  名称：

  氟烷磺酰基叠氮化物与吡啶及其衍生物的反应研究

  摘要：

  已经详细研究了氟代链烷磺酰氟叠氮化物R f SO 2 N 3与吡啶及其衍生物的热反应。在许多情况下，获得了N-氟烷磺酰基吡啶鎓酰亚胺Y + -N - SO 2 R f（Y：吡啶，3-甲基吡啶3,5-二甲基吡啶和喹啉）和氢提取产物R f SO 2 NH 2。2-甲基吡啶和4-甲基吡啶与之反应，仅得到R f SO 2 NH 2。有趣的是叠氮化物IC 2 F的反应用4-吡啶啉或喹啉在4 OC 2 F 4 SO 2 N 3中，将叠氮化物的ω-碘取代而形成ArC 2 F 4 OC 2 F 4 SO 2 NH 2。

  DOI：

  10.1016/s0040-4020(99)00856-x

文献信息

• Unexpected formation of N-fluoroalkaneacyl anilides from the reactions of fluoroalkanesulfonyl azides with nitrobenzene and its derivatives
  作者：Wan-ting Xiong、Jing-wei Zhao、Ji-wei Gu、Shizheng Zhu

  DOI：10.1016/j.tet.2011.05.027

  日期：2011.7

  The thermal reactions of fluoroalkanesulfonyl azides RfCF2SO2N3 1 with nitrobenzene and its derivatives XC6H4NO2 (X=H, F, Cl, CF3) gave the unexpected N-fluoroalkaneacyl anilides RfCONHC6H4X (X=H, Cl, F, CF3) in addition to fluoroalkanesulfonyl amides RfCF2SO2NH2. Under the same reaction conditions, however, nitrobenzene containing an electron-donating group RC6H4NO2 (R=CH3, OCH3) reacted with 1 affording

  氟代烷烃磺酰基叠氮化物R f CF 2 SO 2 N 3 1与硝基苯及其衍生物XC 6 H 4 NO 2（X = H，F，Cl，CF 3）的热反应产生了出乎意料的N-氟代烷烃酰基苯胺R f CONHC 6 H除了氟代烷磺酰基酰胺R f CF 2 SO 2 NH 2之外，还包括4 X（X = H，Cl，F，CF 3）。然而，在相同的反应条件下，含给电子基团RC 6 H的硝基苯4 NO 2（R = CH 3，OCH 3）与1反应，得到相应的N-氟链烷磺酰基苯甲酸酯R f CF 2 SO 2 NHC 6 H 3（NO 2）R。其他贫电子苯衍生物，例如苯甲醛，苯甲酸酯和苯乙酮C 6 H 5 Y（Y = CHO，COCH 3，CO 2 CH 3）均得到间位取代的N-氟链烷磺酰基苯甲酸酯R f CF 2 SO2 NHC 6 H ^ 4 Y.
• Synthesis of fluoroalkanesulfonyl azides and their reactions as fluoroalkanesulfonyl nitrene precursors
  作者：Zhu Shi-zheng

  DOI：10.1016/s0040-4039(00)79026-5

  日期：1992.10

  Thermolysis or photolysis of the title compounds with cyclohexane, Me2C = CMe2, methyl sulfide and triphenyl phosphine gave the corresponding insertion or addition products via the perfluoroalkanesulfonyl nitrene intermediate.

  标题化合物与环己烷，Me 2 C = CMe 2，甲基硫醚和三苯基膦进行热解或光解，通过全氟烷烃磺酰基腈中间体得到相应的插入或加成产物。
• Unexpected formation of the novel fluorinated diazenes
  作者：Shizheng Zhu、Guifang Jin、Ping He、Yong Xu、Qichen Huang

  DOI：10.1016/j.tetlet.2003.09.174

  日期：2003.11

  Fluoroalkanesulfonyl azides reacted with morpholine giving unexpectedly N-fluoroalkanesulfonyl-N-morpholino diazenes, which were fully characterized by using spectral methods and X-ray diffraction analysis.

  氟代烷烃磺酰叠氮化物与吗啉反应出乎意料的N-氟代烷烃磺酰基-N-吗啉代二氮烯，通过光谱方法和X射线衍射分析对其进行了充分表征。
• Study on the reactions of fluoroalkanesulfonyl azides with indole derivatives
  作者：Ping He、Shi-Zheng Zhu

  DOI：10.1016/j.jfluchem.2005.03.011

  日期：2005.5

  The reactions of fluoroalkanesulfonyl azides 1 with different indole derivatives have been studied in detail. Treatment of 1 with equimolar amount of 1,3-dimethylindole 3 in 1,4-dioxane at room temperature afforded 2-(1,3-dimethyl-1,3-dihydro-indolinylidene) fluoroalkanesulfonylimines 5 in moderate to good yields. However, under the same reaction conditions, in the case of 1 with 1,2-dimethylindole

  已经详细研究了氟代烷烃磺酰基叠氮化物1与不同的吲哚衍生物的反应。在室温下用在1,4-二恶烷中的等摩尔量的1,3-二甲基吲哚3处理1，得到2-（1,3-二甲基-1,3-二氢-吲哚基亚烷基）氟代烷烃磺酰亚胺5，产率中等至良好。然而，在相同的反应条件下，在1与1,2-二甲基吲哚4的情况下，以中等收率获得了相应的2-氟链烷磺酰基（1,2-二甲基-1 H-吲哚-3-基）-酰胺6。。另外，1与吲哚7的反应在不同条件下提供了不同的产品。提出了这些反应的可能机理。
• Study the reactions of fluoroalkanesulfonyl azides with N-alkylindoles
  作者：Ping He、Shi-Zheng Zhu

  DOI：10.1016/j.jfluchem.2004.10.039

  日期：2005.1

  The reactions of fluoroalkanesulfonyl azides RfSO2N31 with N-alkylindoles 2 have been studied in detail. It was found that both solvent and the amount of the azides seriously affected the product distribution. 1 reacted with equimolar of 2 in ether or 1,4-dioxane affording 2-(N-substituted-indolinylidene)fluoroalkane sulfonylimines 3 as major product; While, treatment of 2 with 2 equiv. of 1 in ethanol

  已经详细研究了氟代链烷磺酰基叠氮化物R f SO 2 N 3 1与N-烷基吲哚2的反应。发现溶剂和叠氮化物的量均严重影响产物的分布。1与等摩尔的2在醚或1，4-二恶烷中反应，得到2-（N-取代的吲哚基亚烷基）氟烷烃磺酰亚胺3作为主要产物；虽然，治疗的2与2当量 乙醇中的1，意外产物N-取代的-2-氟烷烃亚磺酰胺基-3-重氮二氢吲哚4以高收率获得。讨论了反应机理。