3,6-bis(trifluoromethyl)-3,6-dimethyl-1,2,4,5-tetraoxane | 144978-45-0

• 分子结构分类: 有机化合物 - 有机氧化合物 - 有机氧化物
• 英文名称: 3,6-bis(trifluoromethyl)-3,6-dimethyl-1,2,4,5-tetraoxane
• 英文别名: Trifluoroacetone diperoxide；3,6-dimethyl-3,6-bis(trifluoromethyl)-1,2,4,5-tetraoxane
• CAS: 144978-45-0
• 化学式: C₆H₆F₆O₄
• 分子量: 256.102
• InChiKey: WRNFTXOUSDOANV-UHFFFAOYSA-N

物化性质

• 沸点：
  96.8±40.0 °C(Predicted)
• 密度：
  1.475±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 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：
  36.9
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  3,6-bis(trifluoromethyl)-3,6-dimethyl-1,2,4,5-tetraoxane 在 四丁基碘化铵 作用下， 以 二氯甲烷 为溶剂， 生成 1,1,1-三氟丙酮 、 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  One electron transfer chain decomposition of trifluoroacetone diperoxide: The first 1,2,4,5-tetroxane with O-transfer capability

  摘要：

  Reaction of 1,1,1-trifluoropropanone (trifluoroacetone) (1a) with 30% hydrogen peroxide in the presence of conc. sulfuric acid afforded in good yield 3,6-bis(trifluoromethyl)-3,6-dimethyl-1,2,4,5-tetroxane or trifluoroacetone diperoxide (2a). Peroxide 2a is quantitatively converted into trifluoroacetone (1a) and dioxygen by a catalytic amount of tetrabutylammonium iodide through a reductive electron transfer chain reaction carried out by the superoxide ion. Trifluoroacetone diperoxide (2a) is capable of O-atom transfer to alkenes and sulfides.

  DOI：

  10.1016/0040-4039(92)89044-d
• 作为产物：
  描述：

  1,1,1-三氟丙酮 在 硫酸 、 双氧水 作用下， 反应 0.5h， 以99%的产率得到3,6-bis(trifluoromethyl)-3,6-dimethyl-1,2,4,5-tetraoxane
  参考文献：
  名称：

  One electron transfer chain decomposition of trifluoroacetone diperoxide: The first 1,2,4,5-tetroxane with O-transfer capability

  摘要：

  Reaction of 1,1,1-trifluoropropanone (trifluoroacetone) (1a) with 30% hydrogen peroxide in the presence of conc. sulfuric acid afforded in good yield 3,6-bis(trifluoromethyl)-3,6-dimethyl-1,2,4,5-tetroxane or trifluoroacetone diperoxide (2a). Peroxide 2a is quantitatively converted into trifluoroacetone (1a) and dioxygen by a catalytic amount of tetrabutylammonium iodide through a reductive electron transfer chain reaction carried out by the superoxide ion. Trifluoroacetone diperoxide (2a) is capable of O-atom transfer to alkenes and sulfides.

  DOI：

  10.1016/0040-4039(92)89044-d
• 作为试剂：
  描述：

  反-3-甲基-2-戊烯 在 3,6-bis(trifluoromethyl)-3,6-dimethyl-1,2,4,5-tetraoxane 作用下， 生成 (+/-)-2r_F,3t_F-epoxy-3c_F-methyl-pentane
  参考文献：
  名称：

  One electron transfer chain decomposition of trifluoroacetone diperoxide: The first 1,2,4,5-tetroxane with O-transfer capability

  摘要：

  Reaction of 1,1,1-trifluoropropanone (trifluoroacetone) (1a) with 30% hydrogen peroxide in the presence of conc. sulfuric acid afforded in good yield 3,6-bis(trifluoromethyl)-3,6-dimethyl-1,2,4,5-tetroxane or trifluoroacetone diperoxide (2a). Peroxide 2a is quantitatively converted into trifluoroacetone (1a) and dioxygen by a catalytic amount of tetrabutylammonium iodide through a reductive electron transfer chain reaction carried out by the superoxide ion. Trifluoroacetone diperoxide (2a) is capable of O-atom transfer to alkenes and sulfides.

  DOI：

  10.1016/0040-4039(92)89044-d

文献信息

• One electron transfer chain decomposition of trifluoroacetone diperoxide: The first 1,2,4,5-tetroxane with O-transfer capability
  作者：Waldemar Adam、Gregorio Asensio、Ruggero Curci、J.Alberto Marco、Maria Elena González-Núñez、Rossella Mello

  DOI：10.1016/0040-4039(92)89044-d

  日期：1992.9

  Reaction of 1,1,1-trifluoropropanone (trifluoroacetone) (1a) with 30% hydrogen peroxide in the presence of conc. sulfuric acid afforded in good yield 3,6-bis(trifluoromethyl)-3,6-dimethyl-1,2,4,5-tetroxane or trifluoroacetone diperoxide (2a). Peroxide 2a is quantitatively converted into trifluoroacetone (1a) and dioxygen by a catalytic amount of tetrabutylammonium iodide through a reductive electron transfer chain reaction carried out by the superoxide ion. Trifluoroacetone diperoxide (2a) is capable of O-atom transfer to alkenes and sulfides.