trans-1,2-difluorodinitroethylene | 131153-10-1

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: trans-1,2-difluorodinitroethylene
• 英文别名: (E)-1,2-difluoro-1,2-dinitroethene
• CAS: 131153-10-1
• 化学式: C₂F₂N₂O₄
• 分子量: 154.03
• InChiKey: UFRWAITWBKVMTN-OWOJBTEDSA-N

物化性质

• 沸点：
  97.2±40.0 °C(Predicted)
• 密度：
  1.688±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  91.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  甲醇 、 trans-1,2-difluorodinitroethylene 反应 3.0h， 以29%的产率得到methyl fluoronitroacetate
  参考文献：
  名称：

  Synthesis and properties of 1,2-difluorodinitroethylene

  摘要：

  1,2-Difluorodinitroethylene was synthesized by flash vacuum pyrolysis of 1,2-difluorotetranitroethane. X-ray crystallography showed that one of the two nitro groups is out of the plane of the rest of the molecule and that the C-C double-bond distance is unusually short at 1.284 angstrom. 1,2-Difluorotetranitroethane reacted with alcohols to give alkyl fluoronitroacetates and with anthracene and cyclopentadiene to give Diels-Alder adducts.

  DOI：

  10.1021/jo00002a011
• 作为产物：
  描述：

  1,2-二氟-1,1,2,2-四硝基乙烷 300.0 ℃ 、66.66 Pa 条件下， 以92%的产率得到trans-1,2-difluorodinitroethylene
  参考文献：
  名称：

  Synthesis and properties of 1,2-difluorodinitroethylene

  摘要：

  1,2-Difluorodinitroethylene was synthesized by flash vacuum pyrolysis of 1,2-difluorotetranitroethane. X-ray crystallography showed that one of the two nitro groups is out of the plane of the rest of the molecule and that the C-C double-bond distance is unusually short at 1.284 angstrom. 1,2-Difluorotetranitroethane reacted with alcohols to give alkyl fluoronitroacetates and with anthracene and cyclopentadiene to give Diels-Alder adducts.

  DOI：

  10.1021/jo00002a011

文献信息

• Synthesis and properties of 1,2-difluorodinitroethylene
  作者：Kurt Baum、Thomas G. Archibald、Dongjaw Tzeng、Richard Gilardi、Judith L. Flippen-Anderson、Clifford George

  DOI：10.1021/jo00002a011

  日期：1991.1

  1,2-Difluorodinitroethylene was synthesized by flash vacuum pyrolysis of 1,2-difluorotetranitroethane. X-ray crystallography showed that one of the two nitro groups is out of the plane of the rest of the molecule and that the C-C double-bond distance is unusually short at 1.284 angstrom. 1,2-Difluorotetranitroethane reacted with alcohols to give alkyl fluoronitroacetates and with anthracene and cyclopentadiene to give Diels-Alder adducts.