1,1'-(hexane-1,6-diyl)-bis(3,5-dimethyl-1H-pyrazole-4-carbaldehyde) | 1159114-69-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,1'-(hexane-1,6-diyl)-bis(3,5-dimethyl-1H-pyrazole-4-carbaldehyde)
• 英文别名: 1,1'-(hexane-1,6-diyl)bis[3,5-dimethyl-1H-pyrazole-4-carbaldehyde]；1-[6-(4-formyl-3,5-dimethylpyrazol-1-yl)hexyl]-3,5-dimethylpyrazole-4-carbaldehyde
• CAS: 1159114-69-8
• 化学式: C₁₈H₂₆N₄O₂
• 分子量: 330.43
• InChiKey: ILQVVJMFYLRVCN-UHFFFAOYSA-N

物化性质

• 熔点：
  85-86 °C
• 沸点：
  512.6±50.0 °C(predicted)
• 密度：
  1.14±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 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：

  1,3-propanediselenol 、 1,1'-(hexane-1,6-diyl)-bis(3,5-dimethyl-1H-pyrazole-4-carbaldehyde) 在 三甲基氯硅烷 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以0.432 g的产率得到1,1'-(hexane-1,6-diyl)bis[3,5-dimethyl-4-(1,3-diselenan-2-yl)-1H-pyrazole]
  参考文献：
  名称：

  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

  摘要：

  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].

  DOI：

  10.1016/j.mencom.2013.11.013
• 作为产物：
  描述：

  1,6-bis(3,5-dimethylpyrazol-1-yl)hexane 、 N,N-二甲基甲酰胺 在 三氯氧磷 、 水 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 以54%的产率得到1,1'-(hexane-1,6-diyl)-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

• Unexpected formation of 1,6-bis[3,5-dimethyl-4-(1,4,6-oxadithiocan-5-yl)-1H-pyrazol-1-yl]hexane in the reaction of 1,1’-(hexane-1,6-diyl)bis[3,5-dimethyl-1H-pyrazole-4-carbaldehyde] with 2-sulfanylethanol
  作者：L. K. Papernaya、E. V. Rudyakova、A. I. Albanov、G. G. Levkovskaya

  DOI：10.1134/s1070428008100291

  日期：2008.10
• Synthesis and reactions of pyrazole-4-carbaldehydes
  作者：E. V. Rudyakova、V. A. Savosik、L. K. Papernaya、A. I. Albanov、I. T. Evstaf’eva、G. G. Levkovskaya

  DOI：10.1134/s1070428009070100

  日期：2009.7

  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.
• 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].