endo-5-(N'-phenylhydrazinocarbonyl)bicyclo[2.2.1]hept-2-ene-endo-6-carboxylic acid

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: endo-5-(N'-phenylhydrazinocarbonyl)bicyclo[2.2.1]hept-2-ene-endo-6-carboxylic acid
• 英文别名: (1R,2S,3R,4S)-3-(anilinocarbamoyl)bicyclo[2.2.1]hept-5-ene-2-carboxylic acid
• 化学式: C₁₅H₁₆N₂O₃
• 分子量: 272.304
• InChiKey: KRVAWRYJTFLOKA-DNIRFERGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.65
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  78.43
• 氢给体数：
  3.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  endo-5-(N'-phenylhydrazinocarbonyl)bicyclo[2.2.1]hept-2-ene-endo-6-carboxylic acid 以 溶剂黄146 为溶剂， 以69%的产率得到N-(anilino)bicyclo[2.2.1]hept-2-ene-endo,endo-5,6-dicarboximide
  参考文献：
  名称：

  内酸酐与肼和酰基肼的反应

  摘要：

  Reaction products of bicyclo[2.2.1]hept-2-ene-endo, endo-5,6-dicarboxylic (endic) acid with hydrazines and acylhydrazines were prepared. The features distinguishing of these reactions from those with amines were revealed. The compounds obtained were characterized by H-1, C-11 NMR, and IR spectra. The assignment of the signals in NMR spectra was done with the use of quantum-chemical calculations of chemical shifts performed by the density functional method. The structure of one among compounds synthesized, N-(m-hydroxybenzoylamino)-bicyclo[2.2.1] hept-2-ene-endo, endo-5,6-dicarboxamide, was proved by X-ray diffraction analysis.

  DOI：

  10.1023/b:rujo.0000045895.04509.2d
• 作为产物：
  描述：

  苯肼 、 3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride 以 苯 为溶剂， 以85%的产率得到endo-5-(N'-phenylhydrazinocarbonyl)bicyclo[2.2.1]hept-2-ene-endo-6-carboxylic acid
  参考文献：
  名称：

  内酸酐与肼和酰基肼的反应

  摘要：

  Reaction products of bicyclo[2.2.1]hept-2-ene-endo, endo-5,6-dicarboxylic (endic) acid with hydrazines and acylhydrazines were prepared. The features distinguishing of these reactions from those with amines were revealed. The compounds obtained were characterized by H-1, C-11 NMR, and IR spectra. The assignment of the signals in NMR spectra was done with the use of quantum-chemical calculations of chemical shifts performed by the density functional method. The structure of one among compounds synthesized, N-(m-hydroxybenzoylamino)-bicyclo[2.2.1] hept-2-ene-endo, endo-5,6-dicarboxamide, was proved by X-ray diffraction analysis.

  DOI：

  10.1023/b:rujo.0000045895.04509.2d