1,1,1,2,2,3,3-七氟-3-((1,1,1,2,3,3-六氟-3-((1,1,1,2,3,3-六氟-3-((1,2,2-三氟乙烯基)氧)丙-2-基)氧)丙-2-基)氧)丙烷 | 2599-84-0

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 乙烯基卤化物
• 中文名称: 1,1,1,2,2,3,3-七氟-3-((1,1,1,2,3,3-六氟-3-((1,1,1,2,3,3-六氟-3-((1,2,2-三氟乙烯基)氧)丙-2-基)氧)丙-2-基)氧)丙烷
• 英文名称: 1,1,2,4,4,5,7,7,8,10,10,11,11,12,12,12-Hexadecafluoro-3,6,9-trioxa-5,8-bis(trifluoromethyl)dodec-1-ene
• 英文别名: Perfluoro<2,5-bis(trifluoromethyl)-3,6-dioxadecyl vinyl> ether；Perfluor-3.6.9-trioxa-5.8-dimethyl-1-dodecen；1,1,2,4,4,5,7,7,8,10,10,11,11,12,12,12-Hexadecafluoro-5,8-bis(trifluoromethyl)-3,6,9-trioxadodec-1-ene；1,1,1,2,3,3-hexafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(1,1,2,2,3,3,3-heptafluoropropoxy)propoxy]-3-(1,2,2-trifluoroethenoxy)propane
• CAS: 2599-84-0
• 化学式: C₁₁F₂₂O₃
• 分子量: 598.084
• InChiKey: GKKVHBTVWDBEIN-UHFFFAOYSA-N

物化性质

• 沸点：
  233.4±40.0 °C(Predicted)
• 密度：
  1.745±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  36
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  25

反应信息

• 作为反应物：
  描述：

  1,1,1,2,2,3,3-七氟-3-((1,1,1,2,3,3-六氟-3-((1,1,1,2,3,3-六氟-3-((1,2,2-三氟乙烯基)氧)丙-2-基)氧)丙-2-基)氧)丙烷 在 硫酰氟 、 cesium fluoride 作用下， 以 二乙二醇二甲醚 为溶剂， 生成 perfluoro-5,8,-dimethyl-3,6,9-trioxadodecane-2-sulfonylfluoride
  参考文献：
  名称：

  Reaction of sulfuryl fluoride and sulfonyl florides with fluoro olefins

  摘要：

  DOI：

  10.1021/jo01265a070
• 作为产物：
  描述：

  全氟-2,5,8-三甲基-3,6,9-三氧杂十二酰氟 在 二乙二醇二甲醚 、 sodium carbonate 作用下， 以 水 为溶剂， 反应 3.0h， 以91.4%的产率得到1,1,1,2,2,3,3-七氟-3-((1,1,1,2,3,3-六氟-3-((1,1,1,2,3,3-六氟-3-((1,2,2-三氟乙烯基)氧)丙-2-基)氧)丙-2-基)氧)丙烷
  参考文献：
  名称：

  一种氟代烷基乙烯基醚的制备方法

  摘要：

  本发明公开了一种氟代烷基乙烯基醚的制备方法，在非质子醇醚类催化剂作用下，全氟代烷氧基丙酰氟与成盐剂在20～80℃先进行成盐反应，再在110～150℃下进行脱羧反应制备相应的氟代烷基乙烯基醚。本发明提供的制备方法具有原料转化率高、工艺简单、无需使用溶剂等优点。

  公开号：

  CN103965023B

文献信息

• Formation and reactions of carbanions from α-substituted perfluoroacyl fluorides
  作者：L.S. Chen、K.C. Eapen

  DOI：10.1016/s0022-1139(00)81257-9

  日期：1991.11

  acetonitrile with alkali metal fluorides. Other products identified in hydrolyzed reaction mixtures include perfluoroolefins and monohydroperfluoro compounds. A mechanism involving the formation of a carbanion intermediate is proposed. Evidence for the formation of carbanions has been obtained by carrying out the reaction in the presence of bromine and also in the presence of other substrates.

  在乙腈中与碱金属氟化物一起回流时，脂肪族α-取代的全氟酰基氟以低至中等的产率转化为受阻酮。在水解反应混合物中鉴定出的其他产物包括全氟烯烃和单氢全氟化合物。提出了涉及碳负离子中间体形成的机理。通过在溴的存在下以及在其他底物的存在下进行反应，获得了形成碳负离子的证据。
• Fluoro-ketones. V reaction of alkyl and aryllithium compunds with perfluoroalkylether esters
  作者：Loomis S. Chen、Christ Tamborski

  DOI：10.1016/s0022-1139(00)85237-9

  日期：1981.11

  variety of aryllithium compounds have been shown to react with a perfluoroalkylether ester (RfORfCO2R) at −78°C to produce perfluoroalkylether ketones. In the absence of competing reactions, which may be due to additional reactive groups on the ester, high yields of ketones can be prepared. Steric hindrance adjacent to the carbonyl group has an important effect on rates of reactions. Low reaction temperature

  已显示正丁基锂和各种芳基锂化合物在-78°C下与全氟烷基醚酯（R f OR f CO 2 R）反应生成全氟烷基醚酮。在没有竞争反应的情况下（可能由于酯上的其他反应性基团），可以制备高产率的酮。与羰基相邻的立体位阻对反应速率有重要影响。使用仲酸酯时，低反应温度为-78°C是重要因素。在较高的反应温度≥30℃下，由于半缩酮的中间锂盐的不稳定性分解成芳基酯和全氟烯烃，仲酯产生的酮的产率降低。
• Fluoroelastomers endowed with high resistance to polar solvents and to bases
  申请人：AUSIMONT S.p.A.

  公开号：EP0618241A1

  公开（公告）日：1994-10-05

  Fluoroelastomers comprising, by mole: (a) from 33 to 75% of tetrafluoroethylene (TFE); (b) from 15 to 45% of a perfluorovinylether (PVE); (c) from 10 to 22% of vinylidene fluoride (VDF). They are endowed with high resistance to polar solvents and to bases, excellent compression set also at high temperatures, low Tg and good processability. They result particularly suitable for the manufacture of sealing elements (O-rings) for plants intended to the production of methylterbutylether (MTBE).

  氟弹性体，按摩尔计，包括 (a) 33%至 75%的四氟乙烯 (TFE)； (b) 15%至 45%的全氟乙烯基醚（PVE） (c) 10%至 22%的偏氟乙烯（VDF）。 它们具有很强的耐极性溶剂和耐碱性，在高温下也有很好的压缩永久变形，较低的 Tg 值和良好的加工性。 因此，它们特别适用于为甲基叔丁基醚（MTBE）生产厂制造密封元件（O 形圈）。
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: F: PerFHalOrg.2, 1.3.4, page 137 - 166
  作者：

  DOI：——

  日期：——
• Radical additions to fluoro-olefins. photochemical mono-fluoroalkylation and sequential bis-fluoroalkylation of oxolane
  作者：Oldřich Paleta、Vladimír Církva、Jaroslav Kvicala

  DOI：10.1016/s0022-1139(96)03511-7

  日期：1996.10

  Oxolane was fluoroalkylated by its photoadditions under atmospheric pressure. Monofluoro-alkylations were carried out with hexafluoropropene (1) and perfluorovinyl ethers C3F7O-[CF(CF3)CF2O](n)-CF=CF2 (2-4, n = 0-2) by direct photoexcitation of the olefins to give high yields of addition products 9-12 (81-94%). The reactions were completely regioselective at the oxolane molecule and almost completely regioselective (93-99%) at the double bond of fluoro-olefins; no bis-fluoroalkylated oxolanes were detected. The completely selective introduction of a second fluoroalkyl into position 5 of the oxolane molecule was accomplished by acetone-sensitised photoaddition of 2-fluoroalkylated oxolanes 9, 10 to fluoro-olefins 1 and 2. By products from reactions of the dimethylketyl radical which is formed in the initiation step were isolated and have given some evidence about the reaction mechanism that is discussed.