Acetic acid (trifluoromethanesulfonic acid) anhydride | 40640-72-0

• 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
• 英文名称: Acetic acid (trifluoromethanesulfonic acid) anhydride
• 英文别名: acetyl triflate；Essigsaeure-trifluormethansulfonsaeure-anhydrid；Trifluormethansulfonsaeure-essigsaeure-anhydrid；Acettrifluormethansulfonsaeureanhydrid；acetyl trifluoromethanesulfonate；trifluoromethylsulfonyl acetate
• CAS: 40640-72-0
• 化学式: C₃H₃F₃O₄S
• 分子量: 192.116
• InChiKey: JVOYPHMHTZCHFY-UHFFFAOYSA-N

物化性质

• 沸点：
  144.2±50.0 °C(Predicted)
• 密度：
  1.614±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  68.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Acetic acid (trifluoromethanesulfonic acid) anhydride 、 <1-<(trimethylsilyl)oxy>cyclopropyl>trimethylsilane 以 氯仿 为溶剂， 生成 1-trimethylsilylcyclopropyl methyl ketone
  参考文献：
  名称：

  Preparation and some reactions of 1-(trimethylsilyl)cyclopropanol and its trimethylsilyl ether

  摘要：

  DOI：

  10.1021/jo00225a090
• 作为产物：
  描述：

  三氟甲磺酸 、 乙酸酐 生成 Acetic acid (trifluoromethanesulfonic acid) anhydride
  参考文献：
  名称：

  环境基三氟甲烷磺酸乙酸酐形成乙炔离子的机理

  摘要：

  乙酸三氟甲烷磺酸酐是一种环境性碱，在羰基或磺酰基氧原子上质子化；它在非常强的酸性介质中解离形成乙炔离子。

  DOI：

  10.1039/c3972001345b

文献信息

• Process for the preparation of triflic a nhydride
  申请人：——

  公开号：US20020002301A1

  公开（公告）日：2002-01-03

  Disclosed is a process for the preparation of trifluoromethanesulfonic acid anhydride by the steps of (1) forming a mixed anhydride comprising a trifluoromethanesulfonyl acyl residue and a carboxyl residue by contacting trifluoromethanesulfonic acid or a derivative thereof with a carboxyl compound selected from ketene, dialkyl ketenes, carboxylic acids, and derivatives of carboxylic acids and (2) subjecting the mixed anhydride to reactive distillation wherein the mixed anhydride undergoes disproportionation to produce triflic anhydride and a higher boiling carboxylic acid anhydride.

  本发明公开了一种制备三氟甲磺酸酐的方法，包括以下步骤：(1)通过将三氟甲磺酸或其衍生物与从酮烯、二烷基酮烯、羧酸及其衍生物中选择的羧基化合物接触，形成包含三氟甲磺酰酰基残基和羧基残基的混合酐；(2)将混合酐进行反应蒸馏，混合酐发生不成比例反应，产生三氟甲磺酸酐和沸点较高的羧酸酐。
• Process for the preparation of triflic anhydride
  申请人：Eastman Chemical Company

  公开号：US06469206B2

  公开（公告）日：2002-10-22

  Disclosed is a process for the preparation of trifluoromethanesulfonic acid anhydride by the steps of (1) forming a mixed anhydride comprising a trifluoromethanesulfonyl acyl residue and a carboxyl residue by contacting trifluoromethanesulfonic acid or a derivative thereof with a carboxyl compound selected from ketene, dialkyl ketenes, carboxylic acids, and derivatives of carboxylic acids and (2) subjecting the mixed anhydride to reactive distillation wherein the mixed anhydride undergoes disproportionation to produce triflic anhydride and a higher boiling carboxylic acid anhydride.

  本发明公开了一种三氟甲磺酰酸酐的制备方法，包括以下步骤：(1)通过将三氟甲磺酸或其衍生物与从酮醇、二烷基酮醇、羧酸和羧酸衍生物中选择的羧基化合物接触，形成包含三氟甲磺酰酰基残基和羧基残基的混合酐；(2)将混合酐进行反应蒸馏，在反应蒸馏中混合酐发生不均化反应，生成三氟甲磺酸酐和沸点较高的羧酸酐。
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: F: PerFHalOrg.SVol.3, 6.2.3.1, page 48 - 120
  作者：

  DOI：——

  日期：——
• Efficient Desymmetrization ofmeso-cis-1,2-Cyclohexanedimethanol with Differentiation between Diastereotopic and Enantiotopic C−H Bonds by (−)-Sparteine-Mediated Deprotonation
  作者：Jan van Bebber、Hartmut Ahrens、Roland Fröhlich、Dieter Hoppe

  DOI：10.1002/(sici)1521-3765(19990604)5:6<1905::aid-chem1905>3.0.co;2-4

  日期：1999.6.4

  The deprotonation of a dicarbamate prepared from cis-1,2-cyclohexanedimethanol by sec-butyllithium/(-)-sparteine proceeds with efficient selection between the enantiotopic branches and their diastereotopic protons with high preference for the pro-S proton at the R branch to afford the intermediate, configurationally stable lithium compound as a single diastereomer. Trapping of this intermediate by electrophiles (DOMe, CO2, CH3I, Me3SiCl, or R3SnCl) takes place with retention of the configuration to yield highly enantiomerically and diastereomerically enriched substitution products, which are easily converted to diols, to anellated tetrahydrofurans, or to gamma-lactones. The chiral base is also capable of efficient kinetic resolution of the racemic alpha-deuterated starting material, by the utilization of an extraordinarily high kinetic H/D isotope effect within the deprotonation step. The, presumably first example of the kinetic resolution of a racemic stannane by lithiodestannylation, utilizing methyllithium/(-)-sparteine, is reported.
• Effenberger, Franz; Epple, Gerhard; Eberhard, Joachim K., Chemische Berichte, 1983, vol. 116, # 3, p. 1183 - 1194
  作者：Effenberger, Franz、Epple, Gerhard、Eberhard, Joachim K.、Buehler, Ulrich、Sohn, Erich

  DOI：——

  日期：——