4-(4-hydroxy-3,5-dimethylphenylazo)benzoic acid | 99776-86-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: 4-(4-hydroxy-3,5-dimethylphenylazo)benzoic acid
• 英文别名: 4-[(4-Hydroxy-3,5-dimethylphenyl)diazenyl]benzoic acid
• CAS: 99776-86-0
• 化学式: C₁₅H₁₄N₂O₃
• 分子量: 270.288
• InChiKey: YZIZSXSEBCCXKS-UHFFFAOYSA-N

物化性质

• 沸点：
  526.1±50.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  82.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-乙基-2-唑啉 、 4-(4-hydroxy-3,5-dimethylphenylazo)benzoic acid 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 以80%的产率得到2-propionamidoethyl 4-(4-hydroxy-3,5-dimethylphenylazo)benzoate
  参考文献：
  名称：

  Synthesis and characterization of side-chain oxazoline–methyl methacrylate copolymers bearing azo-dye

  摘要：

  We synthesized new polymeric structures by attaching a side-chain azo-moiety on poly(oxazoline) and poly(oxazoline-co-methyl methacrylate)s. For the polymer analogous transformation, we took advantage of the highly effective ring-opening addition of carboxyl group to the oxazoline cycle. The comonomers feed ratio allowed us to control the composition of the products while the kinetic treatment, employing an integral method, revealed a statistical copolymerization tendency of 2-isopropenyl-2-oxazoline with methyl methacrylate in acetonitrile at 70 degrees C. The elemental analysis and H-1 NMR spectroscopy provided almost identical composition data for both the substrates and the side-chain copolymers. The UV spectroscopy sustained the quantitative addition of 4-(4-hydroxy-3,5-dimethylphenylazo)benzoic acid to the oxazoline rings. Both the unmodified copolymers and the coloured ones exhibited good thermal stabilities, up to 371 degrees C and 302 degrees C, respectively. The glass transition temperatures ranged from 141.5 to 177.5 degrees C and from 153.8 to 200.9 degrees C for the substrates and for the modified copolymers, respectively. Preliminary investigations showed fluorescence activity for all copolymers bearing azo-moieties. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.reactfunctpolym.2010.07.018
• 作为产物：
  描述：

  2,6-二甲基苯酚 、 对氨基苯甲酸 在 盐酸 、 sodium nitrite 、 sodium carbonate 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 0.5h， 以80%的产率得到4-(4-hydroxy-3,5-dimethylphenylazo)benzoic acid
  参考文献：
  名称：

  Synthesis and characterization of side-chain oxazoline–methyl methacrylate copolymers bearing azo-dye

  摘要：

  We synthesized new polymeric structures by attaching a side-chain azo-moiety on poly(oxazoline) and poly(oxazoline-co-methyl methacrylate)s. For the polymer analogous transformation, we took advantage of the highly effective ring-opening addition of carboxyl group to the oxazoline cycle. The comonomers feed ratio allowed us to control the composition of the products while the kinetic treatment, employing an integral method, revealed a statistical copolymerization tendency of 2-isopropenyl-2-oxazoline with methyl methacrylate in acetonitrile at 70 degrees C. The elemental analysis and H-1 NMR spectroscopy provided almost identical composition data for both the substrates and the side-chain copolymers. The UV spectroscopy sustained the quantitative addition of 4-(4-hydroxy-3,5-dimethylphenylazo)benzoic acid to the oxazoline rings. Both the unmodified copolymers and the coloured ones exhibited good thermal stabilities, up to 371 degrees C and 302 degrees C, respectively. The glass transition temperatures ranged from 141.5 to 177.5 degrees C and from 153.8 to 200.9 degrees C for the substrates and for the modified copolymers, respectively. Preliminary investigations showed fluorescence activity for all copolymers bearing azo-moieties. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.reactfunctpolym.2010.07.018