4-[5-(4-hydroxyphenyl)-3-oxopenta-1,4-dienyl]benzoic acid

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 4-[5-(4-hydroxyphenyl)-3-oxopenta-1,4-dienyl]benzoic acid
• 英文别名: 4-[(1E,4E)-5-(4-hydroxyphenyl)-3-oxopenta-1,4-dienyl]benzoic acid
• 化学式: C₁₈H₁₄O₄
• 分子量: 294.307
• InChiKey: PVTGYVDXJWEVCC-LQIBPGRFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (3E)-4-(4-羟基苯基)-3-丁烯-2-酮 、 对醛基苯甲酸 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 0.25h， 以45%的产率得到4-[5-(4-hydroxyphenyl)-3-oxopenta-1,4-dienyl]benzoic acid
  参考文献：
  名称：

  Competitive Influence of Carboxylic Groups in Ionic Complex Formation of 4-Hydroxybenzylidene Alkanones with Polyamidines

  摘要：

  Interactions of phenolic and carboxylic group containing chromophores (hydroxyarylidene alkanones) with polyamidines were investigated by UV/vis and H-1 NMR spectroscopy. Because of the strong basicity of the polyamidines, deprotonation of the chromophores was observed. Deprotonation of the phenolic group is accompanied by a change of the electronic structure of the chromophore resulting in a strong bathochromic shift of the longest wavelength absorption band. Increased interactions are observed after introduction of a carboxylic group into the chromophore. It could be shown that deprotonation of the carboxylic group is favored so that the deprotonation of the phenolic group only starts after a major part of the carboxylic groups is deprotonated. In highly diluted solutions, the interaction of the carboxylic group with the polyamidine also increase the extent of deprotonation of the phenolic groups. A physical network formation is assumed that also increases the glass transition temperatures of the mixtures strongly.

  DOI：

  10.1021/ma049466i

文献信息

• Competitive Influence of Carboxylic Groups in Ionic Complex Formation of 4-Hydroxybenzylidene Alkanones with Polyamidines
  作者：Marina M. Dudkina、Andrey V. Tenkovtsev、Hartmut Komber、Liane Häussler、Frank Böhme

  DOI：10.1021/ma049466i

  日期：2004.11.1

  Interactions of phenolic and carboxylic group containing chromophores (hydroxyarylidene alkanones) with polyamidines were investigated by UV/vis and H-1 NMR spectroscopy. Because of the strong basicity of the polyamidines, deprotonation of the chromophores was observed. Deprotonation of the phenolic group is accompanied by a change of the electronic structure of the chromophore resulting in a strong bathochromic shift of the longest wavelength absorption band. Increased interactions are observed after introduction of a carboxylic group into the chromophore. It could be shown that deprotonation of the carboxylic group is favored so that the deprotonation of the phenolic group only starts after a major part of the carboxylic groups is deprotonated. In highly diluted solutions, the interaction of the carboxylic group with the polyamidine also increase the extent of deprotonation of the phenolic groups. A physical network formation is assumed that also increases the glass transition temperatures of the mixtures strongly.