α-(fluorosulfato)pentafluoroacetone | 51689-98-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: α-(fluorosulfato)pentafluoroacetone
• 英文别名: fluorosulfonyloxypentafluoroacetone；pentafluoroacetonyl fluorosulfate；fluorosulfatopentafluoroacetone；fluorosufatopentafluoroacetone；2-Oxo-perfluorpropylfluorsulfat；Fluorsulfonoxypentafluoraceton；1,1,1,3,3-pentafluoro-3-fluorosulfonyloxy-2-oxopropane
• CAS: 51689-98-6
• 化学式: C₃F₆O₄S
• 分子量: 246.087
• InChiKey: HMIXFEMSAJZKHB-UHFFFAOYSA-N

物化性质

• 沸点：
  61.48°C (estimate)
• 密度：
  1.818±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  3
• 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：
  10

反应信息

• 作为反应物：
  描述：

  α-(fluorosulfato)pentafluoroacetone 在 lithium bromide 作用下， 以 二乙二醇二甲醚 为溶剂， 反应 2.0h， 以80%的产率得到溴五氟丙酮
  参考文献：
  名称：

  Interaction of perfluorinated α-fluorosulfatocarbonyl compounds with nucleophilic reagents

  摘要：

  alpha-Perfluorosulfatoperfluorocarbonyl compounds interact with alkaline metals halogenides to form the corresponding alpha-halo derivatives as a result of the direct nucleophilic substitution of the FSO3 group. Through the action of halogenide anions on perfluorinated alpha,beta-bis-fluorosulfatocarbonyl compounds, substitution by halogen of the FSO3 group in the alpha-position to the carbonyl takes place. However, the FSO3 group in the beta-position is cleaved, which allows alpha-substituted beta-dicarbonyl derivatives to be obtained.

  DOI：

  10.1016/s0022-1139(00)80858-1
• 作为产物：
  描述：

  对戊氧基苯酚 在 chlorine fluorosulfate 、 氟磺酸 作用下， 反应 14.0h， 以85.4%的产率得到α-(fluorosulfato)pentafluoroacetone
  参考文献：
  名称：

  Some properties of polyfluoroacyl- and polyfluoroacetonyl fluorosulfates

  摘要：

  DOI：

  10.1007/bf00956676

文献信息

• Reaction of fluorosulfonyloxypentafluoroacetone in the presence of alkali metal fluorides
  作者：S. R. Sterlin、E. A. Avetisyan

  DOI：10.1007/s11172-009-0174-4

  日期：2009.6

  Abstract2-Fluorosulfonyloxytetrafluoropropionyl fluoride (3) is the product of isomerization of fluorosulfonyloxypentafluoroacetone (1). In the presence of CsF at low temperatures compound 3 forms 2-fluorosulfonyloxyperfluoropropoxy anion, and at ∼25°C CsF catalyzes the decomposition of compounds 1 and 3 with the formation of trifluoropyruvoyl fluoride isolated as cyclodimer.

  摘要2-氟磺酰氧基四氟丙酰氟(3)是氟磺酰氧基五氟丙酮(1)异构化的产物。在 CsF 存在下，化合物 3 在低温下形成 2-氟磺酰氧基全氟丙氧基阴离子，在约 25°C CsF 催化化合物 1 和 3 分解，形成以环二聚体形式分离的三氟丙酮酰氟。
• Perfluoropropylene oxide in reactions with electrophilic reagents
  作者：I. L. Knunyants、V. V. Shokina、E. I. Mysov

  DOI：10.1007/bf00926132

  日期：1973.12
• Synthesis and rearrangement of fluorosulfonoxypentafluoroacetone
  作者：I. P. Kolenko、T. I. Filyakova、A. Ya. Zapevalov、E. P. Mochalina、L. S. German、V. R. Polishchuk

  DOI：10.1007/bf00924854

  日期：1979.3
• Synthesis and reactivity of polyfluorinated fluorosulfatocarbinols in the presence of bases
  作者：N. I. Delyagina、V. M. Rogovik、V. F. Cherstkov、S. R. Sterlin、L. S. German

  DOI：10.1007/bf00961240

  日期：1991.7

  Compounds CF3CR(OH)CF2OSO2F (I) (R = MeO, Ph) were synthesized by the reaction of alpha-(fluorosulfato)pentafluoroacetone with MeOH or C6H6/AlCl3. In the presence of bases compound (I), depending on the reaction conditions, forms either cyclic sulfates or products of their isomerization - substituted alpha-fluorosulfato-trifluoropropionic acid fluorides which are capable of nucleophilic substitution of FSO3 groups in reaction with the nucleophiles.
• Polyfluorinated enol acetates
  作者：Yu. V. Zeifiman、S. A. Postovoi、L. S. German

  DOI：10.1007/bf00699163

  日期：1994.1

  The synthesis of polyfluorinated enol acetates has been performed by reductive dechlorination of chloropolyfluoroketones with zinc in Ac2O. Under these conditions, hexafluoroacetone is preferably reduced at the carbonyl group.