cyclohexane-1,2-dione bis (phenylhydrazone) | 6782-77-0

• 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: cyclohexane-1,2-dione bis (phenylhydrazone)
• 英文别名: 1,2-Cyclohexandion-osazon；N-[(Z)-[(2Z)-2-(phenylhydrazinylidene)cyclohexylidene]amino]aniline
• CAS: 6782-77-0
• 化学式: C₁₈H₂₀N₄
• 分子量: 292.384
• InChiKey: ZCNHESVVESTJGK-SVJWQLCWSA-N

物化性质

• 熔点：
  153-154 °C
• 沸点：
  443.9±28.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  48.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-[[2-(N-aminoanilino)cyclohexylidene]amino]aniline 在 potassium thioacyanate 、 溶剂黄146 作用下， 以 苯 为溶剂， 反应 0.5h， 以31%的产率得到cyclohexane-1,2-dione bis (phenylhydrazone)
  参考文献：
  名称：

  Addition products of hydrazine derivatives to azo-alkenes, part V: The reaction of ?-(1-phenylhydrazino)alkanone phyenylhydrazones with acids and acid derivatives

  摘要：

  The bifunctional title compounds 2 react with acylating, carbamoylating and sulfonylating reagents mostly at the primary amino group of the hydrazine function. Both functional groups of 2 are attacked by N,N'-carbonyldiimidazole converting it into 1H-1,2,4,5-tetrazepin-3-one derivatives 8. The acid-induced 1,4-elimination of phenylhydrazine from 2 gives rise to the formation of phenylosazones 3. In the presence of thiocyanic acid the intermediately formed phenylazo-alkenes 1 undergo [3 + 2]-cycloaddition furnishing 1-anilino-imidazoline-2-thiones 13.

  DOI：

  10.1007/bf00810587

文献信息

• Addition products of hydrazine derivatives to azo-alkenes, part V: The reaction of ?-(1-phenylhydrazino)alkanone phyenylhydrazones with acids and acid derivatives
  作者：J. G. Schantl、M. Prean

  DOI：10.1007/bf00810587

  日期：1993.3

  The bifunctional title compounds 2 react with acylating, carbamoylating and sulfonylating reagents mostly at the primary amino group of the hydrazine function. Both functional groups of 2 are attacked by N,N'-carbonyldiimidazole converting it into 1H-1,2,4,5-tetrazepin-3-one derivatives 8. The acid-induced 1,4-elimination of phenylhydrazine from 2 gives rise to the formation of phenylosazones 3. In the presence of thiocyanic acid the intermediately formed phenylazo-alkenes 1 undergo [3 + 2]-cycloaddition furnishing 1-anilino-imidazoline-2-thiones 13.