4-carbethoxy-3'-chloro-4'-hydroxy azobenzene | 142315-53-5

• 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-carbethoxy-3'-chloro-4'-hydroxy azobenzene
• 英文别名: Ethyl 4-[2-(3-chloro-4-oxocyclohexa-2,5-dien-1-ylidene)hydrazinyl]benzoate；ethyl 4-[(3-chloro-4-hydroxyphenyl)diazenyl]benzoate
• CAS: 142315-53-5
• 化学式: C₁₅H₁₃ClN₂O₃
• 分子量: 304.733
• InChiKey: DZNASJFVFDEMFP-UHFFFAOYSA-N

物化性质

• 沸点：
  479.3±45.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  71.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-carbethoxy-3'-chloro-4'-hydroxy azobenzene 、 4-庚氧基苯甲酰氯 在 吡啶 、 盐酸 作用下， 以 水 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and Characterization of Novel Thermotropic Liquid Crystals with a Lateral Chloro Group

  摘要：

  Twelve novel homologues having azolinkage of the series 4-Carbethoxy-[3'chloro-4'(4 ''-n-alkoxy benzoyloxy)] azobenzenes has been synthesized. The methyl to n-hexyl homologues exhibit only a nematic mesophase, while the n-heptyl to n-dodecyl homologues exhibit both smectic and nematic mesophases. The n-tetradecyl and n-hexadecyl homologues exhibit only smectic mesophases. The plot of transition temperatures versus number of carbon atoms in alkoxy chain exhibits an odd-even effect for the nematic-isotropic transition temperatures. The mesogenic behavior of present series is explained by comparing its homologue with other homologue of related mesogenic series. The synthesized compounds were characterized by combination of elemental analysis and standard spectroscopic methods. For the exhibition of mesomorphic property the role of ester and azo linkages has been discussed. The impact of lateral chloro group on mesomorphism is also discussed.

  DOI：

  10.1080/15421406.2015.1010849
• 作为产物：
  描述：

  邻氯苯酚 、 苯佐卡因 在 盐酸 、 sodium nitrite 、 sodium hydroxide 作用下， 以 水 为溶剂， 生成 4-carbethoxy-3'-chloro-4'-hydroxy azobenzene
  参考文献：
  名称：

  Synthesis and Characterization of Novel Thermotropic Liquid Crystals with a Lateral Chloro Group

  摘要：

  Twelve novel homologues having azolinkage of the series 4-Carbethoxy-[3'chloro-4'(4 ''-n-alkoxy benzoyloxy)] azobenzenes has been synthesized. The methyl to n-hexyl homologues exhibit only a nematic mesophase, while the n-heptyl to n-dodecyl homologues exhibit both smectic and nematic mesophases. The n-tetradecyl and n-hexadecyl homologues exhibit only smectic mesophases. The plot of transition temperatures versus number of carbon atoms in alkoxy chain exhibits an odd-even effect for the nematic-isotropic transition temperatures. The mesogenic behavior of present series is explained by comparing its homologue with other homologue of related mesogenic series. The synthesized compounds were characterized by combination of elemental analysis and standard spectroscopic methods. For the exhibition of mesomorphic property the role of ester and azo linkages has been discussed. The impact of lateral chloro group on mesomorphism is also discussed.

  DOI：

  10.1080/15421406.2015.1010849