2,2,3-trifluoro-3-(trifluoromethyl)-1,4-dioxane | 72749-36-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• 英文名称: 2,2,3-trifluoro-3-(trifluoromethyl)-1,4-dioxane
• 英文别名: 2-Trifluormethyl-2.3.3-trifluor-1.4-dioxan；2,3,3-Trifluoro-2-(trifluoromethyl)-1,4-dioxane
• CAS: 72749-36-1
• 化学式: C₅H₄F₆O₂
• 分子量: 210.076
• InChiKey: DMBUKJMREJBGAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2,2,3-trifluoro-3-(trifluoromethyl)-1,4-dioxane 在 氯 作用下， 反应 35.0h， 以93%的产率得到2,2,3,3-tetrachloro-5,5,6-trifluoro-6-(trifluoromethyl)-1,4-dioxane
  参考文献：
  名称：

  Perhalodioxins and perhalodihydrodioxins

  摘要：

  Two perhalo-1,4-dioxins, representatives of a previously unknown class of compounds, have been synthesized and shown to exhibit unusual reactivity. In particular, reaction with oxygen is spontaneous and exothermic, and radical-catalyzed homopolymerization will proceed through a fluorinated double bond. Representatives of the perhalo-2,3-dihydro-1,4-dioxin class have also been prepared and found to have reactivity in general intermediate to that of the perhalodioxoles and acyclic trifluorovinyl ethers. Computational studies of the two systems established that introduction of the first double bond raises the energy substantially, while the second double bond results in a near-planar ring with dramatically increased energy content.

  DOI：

  10.1021/jo00012a026
• 作为产物：
  描述：

  3-fluoro-3-(trifluoromethyl)-1,4-dioxan-2-one 在 sulfur tetrafluoride 、 氢氟酸 作用下， 以80%的产率得到2,2,3-trifluoro-3-(trifluoromethyl)-1,4-dioxane
  参考文献：
  名称：

  Perhalodioxins and perhalodihydrodioxins

  摘要：

  Two perhalo-1,4-dioxins, representatives of a previously unknown class of compounds, have been synthesized and shown to exhibit unusual reactivity. In particular, reaction with oxygen is spontaneous and exothermic, and radical-catalyzed homopolymerization will proceed through a fluorinated double bond. Representatives of the perhalo-2,3-dihydro-1,4-dioxin class have also been prepared and found to have reactivity in general intermediate to that of the perhalodioxoles and acyclic trifluorovinyl ethers. Computational studies of the two systems established that introduction of the first double bond raises the energy substantially, while the second double bond results in a near-planar ring with dramatically increased energy content.

  DOI：

  10.1021/jo00012a026

文献信息

• Cyclisierungen unter beteiligung von fluoridionen, 3. Mittell. [1,2] teilfluorierte 1.3- und 1.4-dioxane
  作者：Guenter Siegemund、Warner Schwertfeger

  DOI：10.1016/s0022-1139(00)81237-3

  日期：1982.10

  Cyclization of 2-(2-chloroethoxy)-perfluorocarboxylic acid halides 3 with alkali metal fluoride gives 2.3-perfluoro- 1.4-dioxanes 6 with yields up to 84 %. This reaction is also used for the preparation of 4.5.6-perfluoro-1.3- dioxanes 12 starting from 3-chloromethoxyperfluorocarbonyl compounds 11. — The preparation of starting materials is described.

  用碱金属氟化物将2-（2-氯乙氧基）-全氟羧酸卤化物3环化，得到2.3-全氟-1.4-二恶烷6，产率高达84％。该反应也用于从3-氯甲氧基全氟羰基化合物11开始的制备4.5.6-全氟-1.3-二恶烷12。-描述了起始原料的制备。
• Polyhalodihydrodioxins and polyhalodioxoles
  申请人：E. I. Du Pont de Nemours and Company

  公开号：US05026801A1

  公开（公告）日：1991-06-25

  This invention is directed to halodihydrodioxins, their preparation and their polymers, which provide amorphous homopolymers that are resistant to ring opening side reactions. The resulting polymers can be used for films and thermally stable molded objects, coatings for substrates such as wood, glass, paper and metal and for protective packaging. This invention also concerns the preparation of polyhalogenated dioxoles.

  本发明涉及卤代二氢二恶英、其制备和其聚合物，提供无定形的同聚物，对环开放副反应具有抵抗性。所得的聚合物可用于薄膜和热稳定成型物品、用于基材如木材、玻璃、纸张和金属的涂层以及用于保护包装。本发明还涉及聚卤代二恶噻吩的制备。
• Schwertfeger, Werner; Siegemund, Guenter, Angewandte Chemie, 1980, vol. 92, # 2, p. 123
  作者：Schwertfeger, Werner、Siegemund, Guenter

  DOI：——

  日期：——
• SCHWERTFEGER W.; SIEGEMUND G., ANGEW. CHEM., 1980, 92, NO 2, 123-124
  作者：SCHWERTFEGER W.、 SIEGEMUND G.

  DOI：——

  日期：——
• KRESPAN, CARL G.;DIXON, DAVID A., J. ORG. CHEM., 56,(1991) N2, C. 3915-3923
  作者：KRESPAN, CARL G.、DIXON, DAVID A.

  DOI：——

  日期：——