4-hydroxyphenyl-azo-2,6-dimethylbenzene | 27761-34-8

• 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-hydroxyphenyl-azo-2,6-dimethylbenzene
• 英文别名: 4-[(2,6-Dimethylphenyl)diazenyl]phenol
• CAS: 27761-34-8
• 化学式: C₁₄H₁₄N₂O
• 分子量: 226.278
• InChiKey: GXOHFIMGPUTGAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  45
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-hydroxyphenyl-azo-2,6-dimethylbenzene 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 48.0h， 生成 1-butyl-3-(6-(4-((2,6-dimethylphenyl)diazenyl)phenoxy)hexyl)imidazolium bromide
  参考文献：
  名称：

  Solvent-dependent photoresponsive conductivity of azobenzene-appended ionic liquids

  摘要：

  制备了一类基于偶氮苯的光响应离子液体，并在特定溶剂中通过交替UV/可见光辐照实现了离子电导率的逆调节。

  DOI：

  10.1039/c1cc11924a
• 作为产物：
  描述：

  2,6-二甲基苯胺 在 盐酸 、 sodium hydroxide 、 sodium nitrite 作用下， 以 水 为溶剂， 生成 4-hydroxyphenyl-azo-2,6-dimethylbenzene
  参考文献：
  名称：

  Synthesis and Evaluation of Liquid Crystal Behavior of a Novel Homologous Series: 4-(4′-n-Alkoxy benzoyloxy) Phenylazo-2^″, 6^″-dimethylbenzenes

  摘要：

  A novel homologous series entitled 4-(4 '-n-alkoxy benzoyloxy) phenyl azo 2(''), 6('')-dimethyl benzenes consisting of 12 members is reported. Liquid crystal behavior as a nematogenic mesophase commences from the pentyloxy homologue monotropically and then continues enantiotropically until the last hexadecyloxy homologue without exhibition of any smectogenic behavior. An odd-even effect is observed for nematic-isotropic transition curve of the phase diagram. The textures of the nematic mesophase are of the threaded or Schlieren type. Analytical and spectral data support the molecular structure of the homologues. Transition temperatures of the novel homologues were determined by an optical polarizing microscopy. Liquid crystal properties of a novel homologous series are compared with other known homologous series. The average thermal stability for the nematic phase is 77.1 degrees C.

  DOI：

  10.1080/15421406.2014.884395

文献信息

• Mesomorphism dependence on molecular rigidity and flexibility
  作者：Avani R. Ranchchh、U. C. Bhoya

  DOI：10.1080/15421406.2018.1499631

  日期：2018.4.13

  A novel homologous series of liquid crystalline properties is synthesized and studied with a view to understand the effect of molecular structure on its thermotropic properties. Novel homologous series consisted of thirteen homologs. All the homologs are enantiotropically smectogenic with absence of nematic property even in the monotropic condition. Textures of the homologs as observed through an optical hot stage polarizing microscopy. The mesophase temperature range vary minimum from 6.0 degrees C to a maximum 37.0 degrees C at the methyloxy and propyloxy derivatives of a series respectively with its thermal stability (Sm-I) 127.0 degrees C. Transition curves of a phase diagram behaved in normal manner. Odd-even effect is observed for Sm-I transition curve.