2-((4-(diethylamino)phenyl)diazenyl)-4-(4-methoxyphenyl)thiazole-5-carbaldehyde | 1402920-66-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-((4-(diethylamino)phenyl)diazenyl)-4-(4-methoxyphenyl)thiazole-5-carbaldehyde
• 英文别名: 2-[[4-(Diethylamino)phenyl]diazenyl]-4-(4-methoxyphenyl)-1,3-thiazole-5-carbaldehyde
• CAS: 1402920-66-4
• 化学式: C₂₁H₂₂N₄O₂S
• 分子量: 394.497
• InChiKey: IUSFATSHJIHLDA-UHFFFAOYSA-N

物化性质

• 熔点：
  167-169 °C
• 沸点：
  593.4±60.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  95.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1,3-茚满二酮 、 2-((4-(diethylamino)phenyl)diazenyl)-4-(4-methoxyphenyl)thiazole-5-carbaldehyde 在 哌啶 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 以75%的产率得到2-[[2-[[4-(Diethylamino)phenyl]diazenyl]-4-(4-methoxyphenyl)-1,3-thiazol-5-yl]methylidene]indene-1,3-dione
  参考文献：
  名称：

  Thiazole azo dyes with lateral donor branch: Synthesis, structure and second order NLO properties

  摘要：

  Three azo dyes with a thiazole based donor-pi-acceptor structure containing a methoxyphenyl group as the lateral donor branch were synthesized and fully characterized. The formyl azo dye precursor was synthesized using 5-formylaminothiazole derivative as the diazo component and N,N-diethylaninline as the coupling component. Knoevenagel condensation of this precursor with different acceptors, namely, indandione, malononitrile and dicyanovinylindanone afforded the desired nonlinear optical chromophores a-c, respectively.The optical property, thermal stability and second order nonlinear optical activity were evaluated and a single crystal structural characterization was performed for two of the dyes. All nonlinear optical dyes a-c have good nonlinearity and good thermal stability. Compared with dyes a and b, dye c shows more than triple second order nonlinear optical response, the result that makes this molecule an unusual example of asymmetrical 2D charge transfer chromophore. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2012.08.002
• 作为产物：
  描述：

  4-(4-甲氧基苯基)-1,3-噻唑-2-胺 在 盐酸 、 硫酸 、 溶剂黄146 、 sodium nitrite 、 三氯氧磷 作用下， 以 甲醇 为溶剂， 反应 8.22h， 生成 2-((4-(diethylamino)phenyl)diazenyl)-4-(4-methoxyphenyl)thiazole-5-carbaldehyde
  参考文献：
  名称：

  Thiazole azo dyes with lateral donor branch: Synthesis, structure and second order NLO properties

  摘要：

  Three azo dyes with a thiazole based donor-pi-acceptor structure containing a methoxyphenyl group as the lateral donor branch were synthesized and fully characterized. The formyl azo dye precursor was synthesized using 5-formylaminothiazole derivative as the diazo component and N,N-diethylaninline as the coupling component. Knoevenagel condensation of this precursor with different acceptors, namely, indandione, malononitrile and dicyanovinylindanone afforded the desired nonlinear optical chromophores a-c, respectively.The optical property, thermal stability and second order nonlinear optical activity were evaluated and a single crystal structural characterization was performed for two of the dyes. All nonlinear optical dyes a-c have good nonlinearity and good thermal stability. Compared with dyes a and b, dye c shows more than triple second order nonlinear optical response, the result that makes this molecule an unusual example of asymmetrical 2D charge transfer chromophore. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2012.08.002