methyl 1,2-bis-fluorosulfatoperfluoro-3-methylpentanoate | 143582-64-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl 1,2-bis-fluorosulfatoperfluoro-3-methylpentanoate
• 英文别名: methyl 2,3,4,5,5,5-hexafluoro-2,3-bis(fluorosulfonyloxy)-4-(trifluoromethyl)pentanoate
• CAS: 143582-64-3
• 化学式: C₇H₃F₁₁O₈S₂
• 分子量: 488.21
• InChiKey: FQRZVCDHTOKBNV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.79
• 重原子数：
  28.0
• 可旋转键数：
  7.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  113.04
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  methyl 1,2-bis-fluorosulfatoperfluoro-3-methylpentanoate 在 cesium fluoride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以78%的产率得到methyl 2,3-dioxo-4-trifluoromethylperfluorovalerate
  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：

  4-trifluoromethylperfluoro-2-pentenoic acid fluoride 在 sodium fluorosulfonate 、 氟磺酸 作用下， 以 水 为溶剂， 反应 14.5h， 生成 methyl 1,2-bis-fluorosulfatoperfluoro-3-methylpentanoate
  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

文献信息

• Formation of fluorosulfatodimerization products in reactions of perfluoroaliphatic α,β-unsaturated carbonyl compounds and conjugated dienes with electrochemically generated peroxydisulfuryldifluoride
  作者：S. R. Sterlin、B. L. Tumanskii、E. N. Shaposhnikova、V. M. Rogovik、V. F. Cherstkov、E. I. Mysov

  DOI：10.1007/bf02494875

  日期：1999.11

  Reactions of fluoroaliphatic α,β-unsaturated carbonyl compounds and perfluoro-2,7-dimethylocta-3,5-diene with electrochemically generated peroxydisulfuryldifluoride proceed to give both 1∶1 adducts and fluorosulfatodimerization products, whose formation is explained by generation of heteroallyl and allyl radicals due to the addition of a fluorosulfonyloxy radical to the sterically hindered vinyl carbon

  氟代脂肪族α,β-不饱和羰基化合物和全氟-2,7-二甲基辛基-3,5-二烯与电化学生成的过氧化二硫酰二氟反应生成1∶1加合物和氟代磺基二聚产物，其形成可通过杂烯丙基和烯丙基的生成来解释由于在空间位阻乙烯基碳原子上添加了氟磺酰氧基而导致自由基。
• Fluoroaliphatic esters of fluorosulfonic acid. 6. Interaction of fluorine-containing ?,?-bis-fluorosulfatocarbonyl compounds with nucleophilic reagents
  作者：V. M. Rogovik、N. I. Delyagina、A. F. A�rov、V. F. Cherstkov、S. R. Sterlin、L. S. German

  DOI：10.1007/bf00863085

  日期：1992.3

  Fluorine-containing alpha,beta-fluorosulfatocarbonyl compounds interact with halides of alkali metals with the formation of alpha-halogeno-beta-dicarbonyl derivatives.
• Perfluorinated α,β-unsaturated thyocyanats: synthesis, molecular rearrangements, intramolecular heterocyclizations
  作者：Vera Ya. Popkova

  DOI：10.1016/s0022-1139(00)83816-6

  日期：1991.9
• Interaction of perfluorinated α-fluorosulfatocarbonyl compounds with nucleophilic reagents
  作者：N.I. Delyagina、E.A. Avetisyan、V.M. Rogovik、V.F. Cherstkov、S.R. Sterlin、L.S. German

  DOI：10.1016/s0022-1139(00)80858-1

  日期：1993.12

  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.