1,1,1,5,5,5-hexafluoro-4-(trifluoromethyl)-2-pentene

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氟化物
• 英文名称: 1,1,1,5,5,5-hexafluoro-4-(trifluoromethyl)-2-pentene
• 英文别名: 1,1,1,5,5,5-hexafluoro-4-trifluoromethylpent-2-ene；1,1,1,5,5,5-Hexafluoro-4-trifluoromethylpent-2-ene；1,1,1,5,5,5-hexafluoro-4-(trifluoromethyl)pent-2-ene
• 化学式: C₆H₃F₉
• 分子量: 246.075
• InChiKey: PXINDCPNVPPLOD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  1,1,1,5,5,5-hexafluoro-4-trifluoromethylpentane-2,3-dione dihydrazone 在 selenium(IV) oxide 作用下， 以 二乙二醇二甲醚 为溶剂， 以56%的产率得到1,1,1,5,5,5-hexafluoro-4-(trifluoromethyl)-2-pentene
  参考文献：
  名称：

  Polyfluorinated hydrazones in organic synthesis

  摘要：

  The oxidation of 1,1,1,5,5,5-hexafluoro-4-trifluoromethylpentane-2,3-dione bishydrazone (1) with SeO2, HgO, and Hg(OAc)(2) was studied. The use of selenium dioxide leads to 1,1,1,5,5,5-hexafluoro-4-trifluoromethylpent-2-ene (2) and C12H4F18Se2 1,1,1,5,5,5-Hexafluoro-4-trifluoromethylpent-2-yne (4) and C6H2F9HgC6H2F9 were obtained by the oxidation of bishydrazone 1 with mercuric oxide. The oxidation of compound 1 with mercuric acetate in diglyme affords 1,1,1,5,5,5-hexafluoro-4-trinuoromethylpenta-2,3-diene (6). Alkyne 4 is isomerized to allene 6 at 130 degrees C.

  DOI：

  10.1007/bf02495972

文献信息

• Polyfluorinated hydrazones in organic synthesis
  作者：G. G. Bargamov、E. M. Kagramanova、M. D. Bargamova

  DOI：10.1007/bf02495972

  日期：1998.4

  The oxidation of 1,1,1,5,5,5-hexafluoro-4-trifluoromethylpentane-2,3-dione bishydrazone (1) with SeO2, HgO, and Hg(OAc)(2) was studied. The use of selenium dioxide leads to 1,1,1,5,5,5-hexafluoro-4-trifluoromethylpent-2-ene (2) and C12H4F18Se2 1,1,1,5,5,5-Hexafluoro-4-trifluoromethylpent-2-yne (4) and C6H2F9HgC6H2F9 were obtained by the oxidation of bishydrazone 1 with mercuric oxide. The oxidation of compound 1 with mercuric acetate in diglyme affords 1,1,1,5,5,5-hexafluoro-4-trinuoromethylpenta-2,3-diene (6). Alkyne 4 is isomerized to allene 6 at 130 degrees C.