5-amyl-3-[4-(4-cyanophenyl)methoxy]phenyl-1H-pyrazole | 900500-86-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-amyl-3-[4-(4-cyanophenyl)methoxy]phenyl-1H-pyrazole
• 英文别名: 4-{[4-(5-Pentyl-1H-pyrazol-3-yl)phenoxy]methyl}benzonitrile；4-[[4-(5-pentyl-1H-pyrazol-3-yl)phenoxy]methyl]benzonitrile
• CAS: 900500-86-9
• 化学式: C₂₂H₂₃N₃O
• 分子量: 345.444
• InChiKey: ZVJAHIZEFQPZAO-UHFFFAOYSA-N

物化性质

• 熔点：
  136 °C(Solv: isopropanol (67-63-0))
• 沸点：
  569.0±50.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  61.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-(4-hydroxyphenyl)-5-pentylisoxazole 在 镍 盐酸 、 氢气 、 potassium carbonate 、 sodium iodide 作用下， 以 四氢呋喃 、 甲醇 、 丙酮 为溶剂， 反应 16.5h， 生成 5-amyl-3-[4-(4-cyanophenyl)methoxy]phenyl-1H-pyrazole
  参考文献：
  名称：

  Synthesis of new liquid-crystalline compounds from the 3-aryl-5-alkylpyrazole series

  摘要：

  A method was developed for the preparation of new liquid-crystalline substances, pyrazole derivatives, through the corresponding 2-isoxazolines and isoxazoles. The hydrogenolysis of the heterocycle in 3-(4-hydroxyphenyl)-5-amylisoxazole afforded 1-amino- 1-(4-hydroxyphenyl)-1-octen-3-one. The acid hydrolysis of the compound followed by treating with hydrazine hydrate resulted in 5-amyl-3-(4-hydroxyphenyl)-1H-pyrazole, whose benzylation and esterification with the corresponding mesogenous benzyl chlorides and benzoyl chlorides provided liquid-crystalline 5-alkyl-3-aryl-1H-pyrazoles.

  DOI：

  10.1134/s1070428006050083

文献信息

• Synthesis of new liquid-crystalline compounds from the 3-aryl-5-alkylpyrazole series
  作者：V. N. Kovganko、N. N. Kovganko

  DOI：10.1134/s1070428006050083

  日期：2006.5

  A method was developed for the preparation of new liquid-crystalline substances, pyrazole derivatives, through the corresponding 2-isoxazolines and isoxazoles. The hydrogenolysis of the heterocycle in 3-(4-hydroxyphenyl)-5-amylisoxazole afforded 1-amino- 1-(4-hydroxyphenyl)-1-octen-3-one. The acid hydrolysis of the compound followed by treating with hydrazine hydrate resulted in 5-amyl-3-(4-hydroxyphenyl)-1H-pyrazole, whose benzylation and esterification with the corresponding mesogenous benzyl chlorides and benzoyl chlorides provided liquid-crystalline 5-alkyl-3-aryl-1H-pyrazoles.