(α-fluorosulfonyloxytetrafluoroethyl)perfluorodiisopropylmethyl radical | 131392-13-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (α-fluorosulfonyloxytetrafluoroethyl)perfluorodiisopropylmethyl radical
• 英文别名: α-Fluorosulfatotetrafluoroethylbis(perfluoroisopropyl)methyl radical；perfluoro-3-isopropyl-4-methyl-2-fluorosulfonyloxypentan-3-yl radical；β-Fluorosulphatotetrafluoroethyldiisopropylmethyl radical
• CAS: 131392-13-7
• 化学式: C₉F₁₉O₃S
• 分子量: 549.133
• InChiKey: ASLNMBGTSAHBIN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  22

反应信息

• 作为反应物：
  描述：

  (α-fluorosulfonyloxytetrafluoroethyl)perfluorodiisopropylmethyl radical 在 cesium fluoride 作用下， 反应 4.0h， 以75%的产率得到perfluoroacetyldiisopropylmethyl radical
  参考文献：
  名称：

  Synthesis of the perfluoroacetyldiisopropylmethyl radical

  摘要：

  A stable trifluoroacetylperfluorodiisopropylmethyl radical has been prepared by interaction of the (alpha-fluomsulfonyloxytetrafluoroethyl)perfluorodiisopropylmethyl radical with anhydrous CsF. This reaction is the first example of a chemical transformation of a C-centered radical which is not resonance-stabilized with retention of the radical center.

  DOI：

  10.1007/bf00700014
• 作为产物：
  描述：

  1,1,1,4,4,5,5,5-八氟-3-(1,1,1,2,3,3,3-七氟丙烷-2-基)-2-(三氟甲基)戊-2-烯 在 双(氟磺酰基)过氧化物 作用下， 反应 120.0h， 以78%的产率得到(α-fluorosulfonyloxytetrafluoroethyl)perfluorodiisopropylmethyl radical
  参考文献：
  名称：

  Stable fluoroaliphatic radicals containing functional groups: Synthesis and reactivity

  摘要：

  beta-Fluorosulphatoperfluoroalkyl radicals (3, 7 and 8) are obtained by the reaction of fluoroolefins (HFP trimer and dimer, and perfluoro-4,4-dimethylpent-2-ene, respectively) with (FSO3)(2). The pure beta-fluorosulphatotetrafluoroethylperfluorodiisopropylmethyl radical (3) has been isolated and converted to the perfluoroacetyldiisopropylmethyl radical (4) under the action of CsF. The reaction of radicals 3, 7 and 8 with SbF5 leads to the replacement of the FSO3 group by a fluorine atom. The ability of the FSO3 group in beta-fluorosulphatoperfluoroalkyl radicals to play the role of a leaving group is explained by the stabilizing effect of the unshared electron on the adjacent carbocation centre.

  DOI：

  10.1016/s0022-1139(96)03491-4

文献信息

• Synthesis and studies of nucleophilic reactions of vicinal bis (fluorosulfonyloxy)perfluoroisononanes
  作者：E. A. Avetisyan、V. F. Cherstkov、B. L. Tumanskii、S. R. Sterlin

  DOI：10.1007/bf02641548

  日期：1998.12

  The addition of peroxydisulfuryl difluoride (FSO3)2 to isomeric perfluoroisononenes (perfluoropropylene trimers) was studied. Isomers containing the trisubstituted C=C bond from adducts which were converted to the corresponding ketofluorosulfates under the action of weak nucleophiles (DMF and AcONa/AcOH) and underwent haloform-type decomposition under the action of CsF to form perfluoroalenyl fluorosulfates

  研究了将过氧二硫酰二氟化物 (FSO3)2 添加到异构全氟异酮烯（全氟丙烯三聚体）中。含有来自加合物的三取代 C=C 键的异构体在弱亲核试剂（DMF 和 AcONa/AcOH）的作用下转化为相应的酮氟硫酸盐，并在 CsF 的作用下进行卤仿型分解，形成全氟代烯基氟硫酸盐及其后续产物转换。
• The fluorosulfatoperfluoroalkyl radical: a new type of perfluoroalkylating reagent
  作者：E. A. Avetisyan、B. L. Tumanskii、V. F. Cherstkov、S. R. Sterlin、L. S. German

  DOI：10.1007/bf00702413

  日期：1995.3
• Preparative synthesis of the stable α-fluorosulfatotetrafluoro-ethylbis(perfluoroisopropyl)methyl radical
  作者：V. F. Cherstkov、É. A. Avetisyan、B. L. Tumanskii、S. R. Sterlin、N. N. Bubnov、L. S. German

  DOI：10.1007/bf01557748

  日期：1990.10
• Convenient synthesis of optically active fluorocontaining amino acids
  作者：Yu.L. Yagupolskii、M.T. Kolycheva、I.I. Gerus、V.P. Kukhar

  DOI：10.1016/s0022-1139(00)83914-7

  日期：1991.9
• CHERSTKOV, V. F.;AVETISYAN, EH. A.;TUMANSKIJ, B. A.;STERLIN, S. R.;BUBNOV+, IZV. AN CCCP. CEP. XIM.,(1990) N0, S. 2450-2451
  作者：CHERSTKOV, V. F.、AVETISYAN, EH. A.、TUMANSKIJ, B. A.、STERLIN, S. R.、BUBNOV+

  DOI：——

  日期：——