(Chlor-difluor-methyl)-(β,β,β,β',β',β'-hexafluor-isopropyl)-ether | 28523-89-9

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代烷
• 英文名称: (Chlor-difluor-methyl)-(β,β,β,β',β',β'-hexafluor-isopropyl)-ether
• 英文别名: (Chlorodifluoromethyl) [2,2,2-trifluoro-1-(trifluoromethyl)ethyl] ether；2-[chloro(difluoro)methoxy]-1,1,1,3,3,3-hexafluoropropane
• CAS: 28523-89-9
• 化学式: C₄HClF₈O
• 分子量: 252.492
• InChiKey: LMTSEPLOXAMUKR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  (Chlor-difluor-methyl)-(β,β,β,β',β',β'-hexafluor-isopropyl)-ether 在 七氟烷 、 氯化锑(V) 作用下， 反应 1.0h， 以66%的产率得到perfluoromethyl isopropyl ether
  参考文献：
  名称：

  The fluoromethyl ether sevoflurane as a fluoride source in halogen-exchange reactions

  摘要：

  Fluoromethyl 2,2,2-trifluoro-1-(trifluoromethyl) ethyl ether (sevoflurane), fluoromethyl 1,1,2,3,3,3-hexafluoropropyl ether, and fluoromethyl 1,2,2,2-tetrafluoroethyl ether are found to be selective fluoride donors in some halogen-exchange reactions. For example, treatment of a mixture of a polychlorinated substrate and one equivalent of sevoflurane with a catalytic amount of antimony pentachloride gives a monofluorinated product and one equivalent of chloromethyl 2,2,2-trifluoro-1-(trifluoromethyl) ethyl ether as by-product. (C) 1998 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-1139(97)00135-8
• 作为产物：
  描述：

  Dichlorofluoromethyl 2,2,2-trifluoro-1-(trifluoromethyl)ethyl ether 在 七氟烷 、 氯化锑(V) 作用下， 反应 1.0h， 以80%的产率得到(Chlor-difluor-methyl)-(β,β,β,β',β',β'-hexafluor-isopropyl)-ether
  参考文献：
  名称：

  The fluoromethyl ether sevoflurane as a fluoride source in halogen-exchange reactions

  摘要：

  Fluoromethyl 2,2,2-trifluoro-1-(trifluoromethyl) ethyl ether (sevoflurane), fluoromethyl 1,1,2,3,3,3-hexafluoropropyl ether, and fluoromethyl 1,2,2,2-tetrafluoroethyl ether are found to be selective fluoride donors in some halogen-exchange reactions. For example, treatment of a mixture of a polychlorinated substrate and one equivalent of sevoflurane with a catalytic amount of antimony pentachloride gives a monofluorinated product and one equivalent of chloromethyl 2,2,2-trifluoro-1-(trifluoromethyl) ethyl ether as by-product. (C) 1998 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-1139(97)00135-8

文献信息

• Acid fluorides and 1,1-difluoroethyl methyl ethers as new organic sources of fluoride for antimony pentachloride-catalyzed halogen-exchange reactions
  作者：Keith Ramig、Linas V Kudzma、Ralph A Lessor、Leonid A Rozov

  DOI：10.1016/s0022-1139(98)00347-9

  日期：1999.2

  1-Difluoroethyl methyl ethers such as the commercial veterinary anesthetic methoxyflurane (2,2-dichoro-1,1-difluoroethyl methyl ether, 6) decompose in the presence of a catalytic amount of antimony pentachloride. The rate of decomposition is dependent upon the number and position of halogen atoms in the ether: a high degree of halogenation at the methyl group or at the 2-position of the ethyl group makes

  1,1-二氟乙基甲基醚，例如市售的兽用麻醉药甲氧基氟烷（2,2-二氯-1,1-二氟乙基甲基醚，6）在催化量的五氯化锑的存在下分解。分解速率取决于醚中卤素原子的数目和位置：在甲基或乙基的2位上的高度卤化程度使醚不易分解。分解产物是酰基氟和卤代甲烷。五氯化锑的命运被转化为氟氯锑物种，可以原位使用该氟氯锑物种以选择性地氟化多氯化基质。因此，1,2,2,2-四氯-1-氟乙基甲基醚（1利用6作为氟化物源，利用2和6对五价锑物种的稳定性差异，将）干净地转化为麻醉剂化合物2,2,2-三氯-1,1-二氟乙基甲基醚（2）。还证明了由1，1-二氟乙基甲基醚分解得到的酸性氟化物是卤代反应的氟化物来源。
• Fluorinated methyl ethers
  申请人：E. I. Du Pont de Nemours and Company

  公开号：US05382704A1

  公开（公告）日：1995-01-17

  A process is disclosed for producing a fluorinated ether of the formula R.sub.2 CHOCF.sub.2 A, where A is Cl or F, and each R is H, (CF.sub.2).sub.n Cl, (CF.sub.2).sub.n F or (CF.sub.2).sub.n H (n is an integer from 1 to 10) by reacting a first reactant of the formula R.sub.2 CHOY where Y is H, COF, COCl or COOCHR.sub.2 (R is as defined above), a second reactant selected of the formula CZ.sub.2 Cl.sub.2 or COZ.sub.2 where each Z is independently Cl or F (provided that when A is Cl, the second reactant is CZ.sub.2 Cl.sub.2), and HF; and recovering the fluorinated ether from the reaction products. Also disclosed are bis-ethers of the formula (CF.sub.3 (CF.sub.2).sub.m).sub.2 CHOCF.sub.2 OCH(CF.sub.2).sub.m CF.sub.3).sub.2, where m is an integer of 0 to 3, which can also be produced by the process.

  本发明揭示了一种制备化学式为R.sub.2 CHOCF.sub.2 A的氟化醚的方法，其中A为Cl或F，每个R为H，(CF.sub.2).sub.n Cl，(CF.sub.2).sub.n F或(CF.sub.2).sub.n H（n为1至10的整数），通过将化学式为R.sub.2 CHOY的第一反应物与选择的化学式为CZ.sub.2 Cl.sub.2或COZ.sub.2的第二反应物（其中每个Z独立地为Cl或F，但当A为Cl时，第二反应物为CZ.sub.2 Cl.sub.2）以及HF反应，并从反应产物中回收氟化醚。本发明还揭示了化学式为(CF.sub.3(CF.sub.2).sub.m).sub.2 CHOCF.sub.2 OCH(CF.sub.2).sub.mCF.sub.3).sub.2的双醚，其中m为0至3的整数，该双醚也可以通过该方法制备。
• General anesthetics. 2. Halogenated methyl isopropyl ethers
  作者：Louise Speers、Alex J. Szur、Ross C. Terrell、John Treadwell、Thomas U. Ucciardi

  DOI：10.1021/jm00289a009

  日期：1971.7
• The fluoromethyl ether sevoflurane as a fluoride source in halogen-exchange reactions
  作者：Leonid A. Rozov、Ralph A. Lessor、Linas V. Kudzma、Keith Ramig

  DOI：10.1016/s0022-1139(97)00135-8

  日期：1998.2

  Fluoromethyl 2,2,2-trifluoro-1-(trifluoromethyl) ethyl ether (sevoflurane), fluoromethyl 1,1,2,3,3,3-hexafluoropropyl ether, and fluoromethyl 1,2,2,2-tetrafluoroethyl ether are found to be selective fluoride donors in some halogen-exchange reactions. For example, treatment of a mixture of a polychlorinated substrate and one equivalent of sevoflurane with a catalytic amount of antimony pentachloride gives a monofluorinated product and one equivalent of chloromethyl 2,2,2-trifluoro-1-(trifluoromethyl) ethyl ether as by-product. (C) 1998 Elsevier Science S.A. All rights reserved.