4-hydroxy-3-methylphenylazo-4'-chlorobenzene | 2497-44-1

• 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-hydroxy-3-methylphenylazo-4'-chlorobenzene
• 英文别名: (4E)-4-[2-(4-Chlorophenyl)hydrazinylidene]-2-methylcyclohexa-2,5-dien-1-one；4-[(4-chlorophenyl)diazenyl]-2-methylphenol
• CAS: 2497-44-1
• 化学式: C₁₃H₁₁ClN₂O
• 分子量: 246.696
• InChiKey: WSQPSJQJPHSRAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 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-戊氧基肉桂酸 、 4-hydroxy-3-methylphenylazo-4'-chlorobenzene 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Mesomorphism dependence on central bridge and tail ended polar group

  摘要：

  A novel azoester homologous series of laterally and terminally substituted viz, RO-C6H4-CH=CH-COO-C6H3-(CH3) -N=N-C6H4-Cl is synthesized, characterized and studied with a view to understand and establish the relation between molecular structure and thermotropic liquid crystalline property of its homologs. Series consists of twelve homologs. LC properties commence from very first member of a series and continue up to last homolog as enantiotropic nematic with absence of smectic property even in the monotropic condition. Transition temperatures of homologs were determined by polarizing optical microscopy equipped with a heating stage. The transition curves Cr?N and N?I behaved in normal manner. Thermal stability for nematic is 196.7 degrees C whose mesophaselength ranges from 35 degrees C to 131 degrees C.

  DOI：

  10.1080/15421406.2018.1499595
• 作为产物：
  描述：

  对氯苯胺 、 邻甲酚 在 盐酸 、 sodium nitrite 、 sodium hydroxide 作用下， 以 水 为溶剂， 生成 4-hydroxy-3-methylphenylazo-4'-chlorobenzene
  参考文献：
  名称：

  不同末端取代基对某些偶氮席夫碱和偶氮酯基液晶介晶行为的影响

  摘要：

  为了研究末端取代对介晶现象的影响，合成了具有以下结构的两个新系列的偶氮席夫碱和偶氮酯液晶。所有化合物都具有介晶性质。在系列 A 中，化合物 A1 和 A3 仅表现出向列中间相，而化合物 A2、A4、A5、A6、A7、A8、A9 和 A10 表现出近晶相和向列相。在B系列中，化合物B1至B9仅表现出向列中间相，化合物B10和B11表现出近晶相和向列相，但化合物B12仅表现出近晶相。所有这些化合物都通过元素分析和光谱技术（傅立叶变换红外 [FTIR]、1H 核磁共振 [NMR] 和质谱）进行表征。

  DOI：

  10.1080/15421406.2010.504632

文献信息

• Effects of Different Terminal Substituents on the Mesomorphic Behavior of Some Azo-Schiff Base and Azo-Ester-Based Liquid Crystals
  作者：B. T. Thaker、J. B. Kanojiya、R. S. Tandel

  DOI：10.1080/15421406.2010.504632

  日期：2010.10.14

  In order to investigate the influence of the terminal substitution on mesomorphism, two new series of azo-Schiff base and azo-ester liquid crystals having the following structures have been synthesized. All the compounds possess mesomorphic properties. In series A compounds A1 and A3 exhibit only a nematic mesophase, whereas compounds A2, A4, A5, A6, A7, A8, A9, and A10 exhibit a smectic as well as

  为了研究末端取代对介晶现象的影响，合成了具有以下结构的两个新系列的偶氮席夫碱和偶氮酯液晶。所有化合物都具有介晶性质。在系列 A 中，化合物 A1 和 A3 仅表现出向列中间相，而化合物 A2、A4、A5、A6、A7、A8、A9 和 A10 表现出近晶相和向列相。在B系列中，化合物B1至B9仅表现出向列中间相，化合物B10和B11表现出近晶相和向列相，但化合物B12仅表现出近晶相。所有这些化合物都通过元素分析和光谱技术（傅立叶变换红外 [FTIR]、1H 核磁共振 [NMR] 和质谱）进行表征。
• Bhoya; Doshi, Journal of the Indian Chemical Society, 2002, vol. 79, # 3, p. 249 - 251
  作者：Bhoya、Doshi

  DOI：——

  日期：——
• Mesomorphism dependence on central bridge and tail ended polar group
  作者：Avani R. Ranchchh、Kavita Chavda、Roshani Bhanderi、Suman Patel、U. C. Bhoya

  DOI：10.1080/15421406.2018.1499595

  日期：2018.4.13

  A novel azoester homologous series of laterally and terminally substituted viz, RO-C6H4-CH=CH-COO-C6H3-(CH3) -N=N-C6H4-Cl is synthesized, characterized and studied with a view to understand and establish the relation between molecular structure and thermotropic liquid crystalline property of its homologs. Series consists of twelve homologs. LC properties commence from very first member of a series and continue up to last homolog as enantiotropic nematic with absence of smectic property even in the monotropic condition. Transition temperatures of homologs were determined by polarizing optical microscopy equipped with a heating stage. The transition curves Cr?N and N?I behaved in normal manner. Thermal stability for nematic is 196.7 degrees C whose mesophaselength ranges from 35 degrees C to 131 degrees C.