endo-5,exo-6-difluoro-5,6-dinitrobicyclo<2.2.1>hept-2-ene | 131153-12-3

• 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: endo-5,exo-6-difluoro-5,6-dinitrobicyclo<2.2.1>hept-2-ene
• 英文别名: endo-5,exo-6-difluoro-5,6-dinitrobicyclo[2.2.1]hept-2-ene；(1R,4S,5S,6S)-5,6-difluoro-5,6-dinitrobicyclo[2.2.1]hept-2-ene
• CAS: 131153-12-3
• 化学式: C₇H₆F₂N₂O₄
• 分子量: 220.132
• InChiKey: LDZQWNKXISTPTH-XZBKPIIZSA-N

物化性质

• 沸点：
  309.8±42.0 °C(Predicted)
• 密度：
  1.60±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  91.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  trans-1,2-difluorodinitroethylene 、 环戊二烯 以 二氯甲烷 为溶剂， 反应 0.17h， 以49%的产率得到endo-5,exo-6-difluoro-5,6-dinitrobicyclo<2.2.1>hept-2-ene
  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.