dicyclohexylidenecarbonohydrazide | 26233-34-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: dicyclohexylidenecarbonohydrazide
• 英文别名: N,N'-Di-(cyclohexyliden)-carbohydrazid；1,3-Bis(cyclohexylideneamino)urea
• CAS: 26233-34-1
• 化学式: C₁₃H₂₂N₄O
• 分子量: 250.344
• InChiKey: LFEPNCLITCQCAU-UHFFFAOYSA-N

物化性质

• 熔点：
  180-181 °C(Solv: N,N-dimethylformamide (68-12-2); water (7732-18-5))
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  65.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  dicyclohexylidenecarbonohydrazide 、 亚磷酸二乙酯 在 tetra[tert-butylphthalocyanine]aluminum chloride 作用下， 反应 15.0h， 以80%的产率得到tetraethyl [carbonylbis(hydrazine-2,1-diylcyclohexane-1,1-diyl)]bisphosphonate
  参考文献：
  名称：

  Catalytic hydrophosphorylation of semicarbazones, thiosemicarbazones, carbonohydrazones, and oxalyldihydrazones

  摘要：

  在[四（叔丁基）酞菁]氯化铝催化下，亚磷酸二乙酯与脂肪酮和碳环酮的半咔唑酮、硫代咔唑酮、碳酰肼和氧代二肼反应，导致所研究的肼的 C=N 键发生氢化磷酸化反应。

  DOI：

  10.1007/s11172-012-0054-1
• 作为产物：
  描述：

  碳酰肼 、 环己酮 反应 0.08h， 以96%的产率得到dicyclohexylidenecarbonohydrazide
  参考文献：
  名称：

  Green Synthetic Method for 1,5‐Disubstituted Carbohydrazones

  摘要：

  A green synthetic method for 1,5-disubstituted carbohydrazones is described. The reaction of dimethyl carbonate with hydrazine hydrate first gave carbohydrazide, which further reacted with various aromatic aldehydes or aliphatic ketones under solvent-free conditions to efficiently afford 1,5-disubstituted carbohydrazone. This protocol has the advantages of using nontoxic dimethyl carbonate as starting material, no use of organic solvents, short reaction time, high yield, and simple workup procedure.

  DOI：

  10.1080/00397910600764600

文献信息

• Green Synthetic Method for 1,5‐Disubstituted Carbohydrazones
  作者：Zheng Li、Wei Zhu、Jinlan Yu、Xuelin Ma、Zhong Lu、Shuxiu Xiao

  DOI：10.1080/00397910600764600

  日期：2006.9

  A green synthetic method for 1,5-disubstituted carbohydrazones is described. The reaction of dimethyl carbonate with hydrazine hydrate first gave carbohydrazide, which further reacted with various aromatic aldehydes or aliphatic ketones under solvent-free conditions to efficiently afford 1,5-disubstituted carbohydrazone. This protocol has the advantages of using nontoxic dimethyl carbonate as starting material, no use of organic solvents, short reaction time, high yield, and simple workup procedure.
• Catalytic hydrophosphorylation of semicarbazones, thiosemicarbazones, carbonohydrazones, and oxalyldihydrazones
  作者：E. D. Matveev、T. A. Podrugin、I. V. Sharutin、N. S. Zefirov

  DOI：10.1007/s11172-012-0054-1

  日期：2012.2

  Reaction of diethyl phosphite with semicarbazones, thiosemicarbazones, carbonohydrazones, and oxalyldihydrazones of aliphatic and carbocyclic ketones catalyzed by [tetra(tert-butyl)phthalocyanine]aluminum chloride resulted in hydrophosphorylation of the C=N bonds of hydrazones under study.

  在[四（叔丁基）酞菁]氯化铝催化下，亚磷酸二乙酯与脂肪酮和碳环酮的半咔唑酮、硫代咔唑酮、碳酰肼和氧代二肼反应，导致所研究的肼的 C=N 键发生氢化磷酸化反应。