4-[(2-methylphenyl)azo]-phenol | 6676-95-5

• 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-[(2-methylphenyl)azo]-phenol
• 英文别名: 4-o-Tolylazo-phenol；4'-Hydroxy-2-methyl-azobenzol；Toluol-(2azo4)-phenol；4-o-Toluolazo-phenol；4-[(2-Methylphenyl)hydrazinylidene]cyclohexa-2,5-dien-1-one；4-[(2-methylphenyl)diazenyl]phenol
• CAS: 6676-95-5
• 化学式: C₁₃H₁₂N₂O
• 分子量: 212.251
• InChiKey: ASKWNDPFGDMSCK-UHFFFAOYSA-N

物化性质

• 熔点：
  103-104 °C
• 沸点：
  393.6±35.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  16
• 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-[(2-methylphenyl)azo]-phenol 在 盐酸 作用下， 生成 对氨基苯酚
  参考文献：
  名称：

  Puxeddu, Gazzetta Chimica Italiana, 1920, vol. 50, p. II,157

  摘要：

  DOI：
• 作为产物：
  描述：

  厄多司坦 、 对氨基苯酚 在 乙醇 、 溶剂黄146 作用下， 生成 4-[(2-methylphenyl)azo]-phenol
  参考文献：
  名称：

  Two textile townships, c. 1660-1820: a comparative demographic analysis

  摘要：

  Family reconstitution results for two industrializing townships in West Yorkshire are compared with findings from Cambridge Group reconstitutions and from similar European studies. The research highlights the variety of demographic experience between and within communities which experienced similar structural, economic, and technological shifts. This suggests that the construction of typologies of demographic change based on dominant occupations or sectors may be misleading, as may the assumption that economic transformation acted uniformly upon local populations. Aggregate shifts in demographic indicators in the townships appear to have been driven by significant change in the experience of relatively small, identifiable subgroups and cohorts. Rural industry seems to have stabilized communities, as well as changing them, and localized practices, culture, and responses conditioned and particularized economic change itself.

  DOI：

  10.1111/1468-0289.00175

文献信息

• The in situ generation and reactive quench of diazonium compounds in the synthesis of azo compounds in microreactors
  作者：Faith M Akwi、Paul Watts

  DOI：10.3762/bjoc.12.186

  日期：——

  In this paper, a micro-fluidic optimized process for the continuous flow synthesis of azo compounds is presented. The continuous flow synthesis of Sudan II azo dye was used as a model reaction for the study. At found optimal azo coupling reaction temperature and pH an investigation of the optimum flow rates of the reactants for the diazotization and azo coupling reactions in Little Things Factory-MS microreactors was performed. A conversion of 98% was achieved in approximately 2.4 minutes and a small library of azo compounds was thus generated under these reaction conditions from couplers with aminated or hydroxylated aromatic systems. The scaled up synthesis of these compounds in PTFE tubing (i.d. 1.5 mm) was also investigated, where good reaction conversions ranging between 66–91% were attained.

  在这篇论文中，提出了一种微流体优化工艺，用于连续流合成偶氮化合物。苏丹II偶氮染料的连续流合成被用作研究的模型反应。在发现的最佳偶氮偶联反应温度和pH值下，在Little Things Factory-MS微反应器中进行了关于偶氮化和偶氮偶联反应的反应物最佳流速的研究。在大约2.4分钟内实现了98%的转化率，并在这些反应条件下从具有氨基化或羟基化芳香系统的偶联剂中生成了一小批偶氮化合物。还对这些化合物在PTFE管道（内径1.5毫米）中的放大合成进行了研究，获得了介于66%至91%之间的良好反应转化率。
• 一种甲基取代的低温相变偶氮苯的合成方法
  申请人：天津大学

  公开号：CN117658850A

  公开（公告）日：2024-03-08

  本发明涉及一种能够在低温环境下使用的相变偶氮苯分子光热转换材料的合成方法，以2‑甲基苯胺为起始原料，在碱性条件下，与苯酚发生重氮盐偶合反应得到中间产物2‑甲基偶氮苯酚，然后以无水碳酸钾作为缚酸剂，碘化钾作为催化剂，与1‑溴‑3‑甲基戊烷发生威廉姆斯醚化反应。非对称甲基的引入会增加分子间距离，减弱分子间的π‑π堆积，降低顺反异构体的结晶温度和熔点，从而降低其使用温度范围，并且在诱导发生顺反异构化进行能量储存与释放的过程中，伴随着相变的发生，因而能量密度得到显著提高。
• Modified Clays as Efficient Acid–Base Catalyst Systems for Diazotization and Diazocoupling Reactions
  作者：Damodaran Bahulayan、Litka John、Malathy Lalithambika

  DOI：10.1081/scc-120016343

  日期：2003.1.4

  Diazotization and diazocoupling reactions of aniline and its substituted derivatives with phenol and other aromatic amines over ecofriendly clay catalysts is described. This inexpensive, noncorrosive and reusable catalysts were found to exhibit bifunctional catalytic properties for these reactions. No considerable decrease in the efficiency of the catalysts were observed after five cycles of operation. The new method totally avoids the use of acids and alkalies.
• Grandmougin; Freimann, Journal fur praktische Chemie (Leipzig 1954), 1908, vol. <2>78, p. 402
  作者：Grandmougin、Freimann

  DOI：——

  日期：——
• Noelting; Werner, Chemische Berichte, 1890, vol. 23, p. 3255
  作者：Noelting、Werner

  DOI：——

  日期：——