3-(1-金刚烷基甲基)-1-苯基-1H-吡唑-5-酮 | 33566-15-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 中文名称: 3-(1-金刚烷基甲基)-1-苯基-1H-吡唑-5-酮
• 英文名称: 3-(1-adamantylmethyl)-1-phenyl-1H-pyrazol-5-one
• 英文别名: 5-adamantan-1-ylmethyl-2-phenyl-1,2-dihydro-pyrazol-3-one；1-Phenyl-3-(adamant-1-ylmethylen)-5-pyrazolon；3-(1-Adamantylmethyl)-1-phenyl-4,5-dihydro-1h-pyrazol-5-one；5-(1-adamantylmethyl)-2-phenyl-4H-pyrazol-3-one
• CAS: 33566-15-3
• 化学式: C₂₀H₂₄N₂O
• 分子量: 308.423
• InChiKey: YRSICDSOILGIRO-UHFFFAOYSA-N

物化性质

• 沸点：
  477.0±14.0 °C(Predicted)
• 密度：
  1.34±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  32.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  ethyl 4-(1-adamantyl)-3-oxo-2-(1-oxoethyl)butanoate 、 苯肼 反应 2.0h， 以27%的产率得到3-(1-金刚烷基甲基)-1-苯基-1H-吡唑-5-酮
  参考文献：
  名称：

  金刚烷基取代的酮酯与肼和苯肼的反应

  摘要：

  Reactions of adamantyl-substituted keto and diketo carboxylic acid esters with hydrazine and phenylhydrazine were studied. Ethyl 3-(1-adamantyl)-2-(1-adamantylcarbonyl)-3-oxopropanoate reacted with hydrazine to give ethyl 3,5-di(1-adamantyl)-1H-pyrazole-4-carboxylate. Reactions of ethyl 2-(1-adamantylcarbonyl)-3-oxobutanoate and ethyl 4-(1-adamantyl)-3-oxo-2-(1-oxoethyl)butanoate with hydrazine and phenylhydrazine followed a complicated pattern and led to the formation of mixtures of the corresponding hydrazides and pyrazolones.

  DOI：

  10.1134/s1070428008120063

文献信息

• Reactions of adamantyl-substituted keto esters with hydrazine and phenylhydrazine
  作者：K. M. Bormasheva、O. N. Nechaeva、I. K. Moiseev

  DOI：10.1134/s1070428008120063

  日期：2008.12

  Reactions of adamantyl-substituted keto and diketo carboxylic acid esters with hydrazine and phenylhydrazine were studied. Ethyl 3-(1-adamantyl)-2-(1-adamantylcarbonyl)-3-oxopropanoate reacted with hydrazine to give ethyl 3,5-di(1-adamantyl)-1H-pyrazole-4-carboxylate. Reactions of ethyl 2-(1-adamantylcarbonyl)-3-oxobutanoate and ethyl 4-(1-adamantyl)-3-oxo-2-(1-oxoethyl)butanoate with hydrazine and phenylhydrazine followed a complicated pattern and led to the formation of mixtures of the corresponding hydrazides and pyrazolones.