1,1'-(benzene-1,4-diyldimethylene)-bis(3,5-dimethyl-1H-pyrazole-4-carbaldehyde) | 1202709-81-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,1'-(benzene-1,4-diyldimethylene)-bis(3,5-dimethyl-1H-pyrazole-4-carbaldehyde)
• 英文别名: 1,1'-(Benzene-1,4-diyldimethylene)bis(3,5-di-methyl-1h-pyrazole-4-carbaldehyde)；1-[[4-[(4-formyl-3,5-dimethylpyrazol-1-yl)methyl]phenyl]methyl]-3,5-dimethylpyrazole-4-carbaldehyde
• CAS: 1202709-81-6
• 化学式: C₂₀H₂₂N₄O₂
• 分子量: 350.42
• InChiKey: JGZANIQZEPFHOI-UHFFFAOYSA-N

物化性质

• 熔点：
  151-153 °C
• 沸点：
  578.8±50.0 °C(predicted)
• 密度：
  1.20±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  69.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,1'-(benzene-1,4-diyldimethylene)-bis(3,5-dimethyl-1H-pyrazole-4-carbaldehyde) 、 2-巯基乙醇 在 三甲基氯硅烷 作用下， 反应 4.0h， 以86%的产率得到1,1'-(benzene-1,4-diyldimethylene)-bis[3,5-dimethyl-4-(1,4,6-oxadithiocan-5-yl)-1H-pyrazole]
  参考文献：
  名称：

  Synthesis and reactions of pyrazole-4-carbaldehydes

  摘要：

  1-, 3-, and 5-Alkylpyrazoles, as well as linearly bridged bis-pyrazoles, were converted into the corresponding 4-formyl derivatives by Vilsmeier-Haak reaction both under standard conditions and under microwave activation in DMF over a period of 10 min. 1,1'-(Hexane-1,6-diyl)bis(3,5-dimethyl-1H-pyrazole) and 1,1'-(benzene-1,4-diyldimethylene)bis(3,5-dimethyl-1H-pyrazole) gave rise to 4-formyl derivatives at both pyrazole rings. 5-Chloro-1,3-dialkyl-1H-pyrazoles failed to undergo formylation according to Vilsmeier-Haak or under microwave activation. 1,1'-Bridged bis-3,5-dimethyl-1H-pyrazoles reacted with 2-sulfanylethanol on heating in the presence of chloro(trimethyl)silane to give the corresponding bridged bis-4-(1,4,6-oxadithiocan-5-yl)-1H-pyrazoles.

  DOI：

  10.1134/s1070428009070100
• 作为产物：
  描述：

  N,N-二甲基甲酰胺 、 1,4-双((3,5-二甲基-1H-吡唑-1-基)甲基)苯 在 三氯氧磷 、 水 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以85%的产率得到1,1'-(benzene-1,4-diyldimethylene)-bis(3,5-dimethyl-1H-pyrazole-4-carbaldehyde)
  参考文献：
  名称：

  Synthesis and reactions of pyrazole-4-carbaldehydes

  摘要：

  1-, 3-, and 5-Alkylpyrazoles, as well as linearly bridged bis-pyrazoles, were converted into the corresponding 4-formyl derivatives by Vilsmeier-Haak reaction both under standard conditions and under microwave activation in DMF over a period of 10 min. 1,1'-(Hexane-1,6-diyl)bis(3,5-dimethyl-1H-pyrazole) and 1,1'-(benzene-1,4-diyldimethylene)bis(3,5-dimethyl-1H-pyrazole) gave rise to 4-formyl derivatives at both pyrazole rings. 5-Chloro-1,3-dialkyl-1H-pyrazoles failed to undergo formylation according to Vilsmeier-Haak or under microwave activation. 1,1'-Bridged bis-3,5-dimethyl-1H-pyrazoles reacted with 2-sulfanylethanol on heating in the presence of chloro(trimethyl)silane to give the corresponding bridged bis-4-(1,4,6-oxadithiocan-5-yl)-1H-pyrazoles.

  DOI：

  10.1134/s1070428009070100

文献信息

• Synthesis of linearly bonded 1,1’ -bis[4-(1,3-diselenan-2-yl)pyrazoles] from 1,1’ -bis(pyrazole-4-carbaldehydes) and propane-1,3-diselenol
  作者：Lyubov K. Papernaya、Alexandra A. Shatrova、Ekaterina P. Levanova、Alexander I. Albanov、Elena V. Rudyakova、Galina G. Levkovskaya

  DOI：10.1016/j.mencom.2013.11.013

  日期：2013.11

  The reaction of linearly bonded 1,1'-bis(pyrazole-4-carbaldehydes) with propane-1,3-diselenol at room temperature in the presence of Me3SiCI followed by treatment with triethylamine affords the corresponding 1,1'-bis[4-(1,3-diselenan-2-yl)pyrazoles].