1,1,1,2,4,4,4-Heptafluoro-3-iodobut-2-ene | 403855-51-6

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 乙烯基卤化物
• 英文名称: 1,1,1,2,4,4,4-Heptafluoro-3-iodobut-2-ene
• CAS: 403855-51-6
• 化学式: C₄F₇I
• 分子量: 307.937
• InChiKey: POZZLZXWVLBWGX-UHFFFAOYSA-N

物化性质

• 沸点：
  101.7±40.0 °C(Predicted)
• 密度：
  2.126±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1,1,1,2,4,4,4-Heptafluoro-3-iodobut-2-ene 在 锌 作用下， 生成 (E)-1,1,1,2,4,4,4-heptafluoro-2-butene 、 (Z)-1,1,1,2,4,4,4-heptafluoro-but-2-ene 、 六氟-2-丁炔
  参考文献：
  名称：

  Preparation of the E- and Z-heptafluorobutenyl-2-zinc reagent by zinc-induced dehalogenation/metallation of 2,2-dibromo-octafluorobutane

  摘要：

  The AlCl3-catalyzed isomerization of CF3CFBrCFBrCF3 afforded CF3CF2CBr2CF3, which upon treatment with 2 equiv. zinc in DMF underwent dehalogenation/metallation to afford a 1:1 mixture of E- and Z-CF3CF=C(ZnX)CF3 in 96% F-19 NMR yield. The zinc reagent exhibited poor thermal stability in DMF and completely decomposed by a beta-elimination route in 24 h at 60-degrees-C. However, the zinc reagent prepared from E- and Z-CF3CF=CICF3 in triglyme showed enhanced thermal stability and gave E- and Z-p-NO2C6H4C(CF3)=CFCF3 in a palladium-catalyzed coupling reaction with p-NO2C6H4I.

  DOI：

  10.1016/0022-1139(93)02905-t
• 作为产物：
  描述：

  六氟-2-丁炔 在 碘 、 cesium fluoride 作用下， 生成 1,1,1,2,4,4,4-Heptafluoro-3-iodobut-2-ene
  参考文献：
  名称：

  Preparation of the E- and Z-heptafluorobutenyl-2-zinc reagent by zinc-induced dehalogenation/metallation of 2,2-dibromo-octafluorobutane

  摘要：

  The AlCl3-catalyzed isomerization of CF3CFBrCFBrCF3 afforded CF3CF2CBr2CF3, which upon treatment with 2 equiv. zinc in DMF underwent dehalogenation/metallation to afford a 1:1 mixture of E- and Z-CF3CF=C(ZnX)CF3 in 96% F-19 NMR yield. The zinc reagent exhibited poor thermal stability in DMF and completely decomposed by a beta-elimination route in 24 h at 60-degrees-C. However, the zinc reagent prepared from E- and Z-CF3CF=CICF3 in triglyme showed enhanced thermal stability and gave E- and Z-p-NO2C6H4C(CF3)=CFCF3 in a palladium-catalyzed coupling reaction with p-NO2C6H4I.

  DOI：

  10.1016/0022-1139(93)02905-t