3-fluoro-3-(trifluoromethyl)-1,4-dioxan-2-one | 75355-69-0

• 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: 3-fluoro-3-(trifluoromethyl)-1,4-dioxan-2-one
• 英文别名: 3-fluoro-3-trifluoromethyl-1,4-dioxan-2-one
• CAS: 75355-69-0
• 化学式: C₅H₄F₄O₃
• 分子量: 188.079
• InChiKey: VTWMDWDSTSANKD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  2-chloroethyl 2-(2'-chloroethoxy)tetrafluoropropionate 在 sodium hydroxide 作用下， 生成 3-fluoro-3-(trifluoromethyl)-1,4-dioxan-2-one
  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

• Nucleophilic Reactions of Hexafluoro-1,2-epoxypropane with 1,2-Bifunctional Ethanes
  作者：Hajimu Kawa、Hamdy A. Hamouda、Nobuo Ishikawa

  DOI：10.1246/bcsj.53.1694

  日期：1980.6

  Reactions between hexafluoro-1,2-epoxypropane and 1,2-bifunctional ethanes were studied. Ethylenediamine, 2-aminoethanol and 2-aminoethanethiol gave corresponding N- and O-pentafluoropropionylated products, while ethylene glycol, 2-mercaptoethanol, and 1,2-ethanedithiol afforded ring closed products, such as 1,4-dioxanone, 1,4-oxathianone, and 1,4-dithianone compounds.

  研究了六氟-1,2-环氧丙烷和1,2-双官能基乙烷之间的反应。乙二胺、2-氨基乙醇和2-氨基乙硫醇分别生成相应的N-和O-五氟丙酰化产物，而乙二醇、2-巯基乙醇和1,2-乙二硫醇则生成环状产物，如1,4-二氧六环酮、1,4-氧杂环丁酮和1,4-二噻烷酮化合物。
• KAWA HAJIMU; HAMOUDA HAMDY A.; ISHIKAWA NOBUO, BULL. CHEM. SOC. JAP., 1980, 53, NO 6, 1694-1697
  作者：KAWA HAJIMU、 HAMOUDA HAMDY A.、 ISHIKAWA NOBUO

  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：——