4-formyl-4‘-methylazobenzene | 19036-38-5

• 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-formyl-4‘-methylazobenzene
• 英文别名: 4-formyl-4'-methylazobenzene；4-p-tolylazo-benzaldehyde；4-p-Tolylazo-benzaldehyd；Toluol-(4 azo 4)-benzaldehyd；4-p-Toluolazo-benzaldehyd；4-(p-Tolylazo)-benzaldehyd；4-[(4-Methylphenyl)diazenyl]benzaldehyde
• CAS: 19036-38-5
• 化学式: C₁₄H₁₂N₂O
• 分子量: 224.262
• InChiKey: BGNUNKDLJSJCTE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  41.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-nitroso-benzaldehyde 在 硝酸 、 溶剂黄146 作用下， 生成 4-formyl-4‘-methylazobenzene
  参考文献：
  名称：

  Alway, Chemische Berichte, 1903, vol. 36, p. 2308

  摘要：

  DOI：

文献信息

• The Thermal Reaction of Azoxybenzenes
  作者：Ichiro Shimao、Hirokazu Hashidzume

  DOI：10.1246/bcsj.49.754

  日期：1976.3

  Azoxybenzenes (1) were heated at 245–250 °C to give azobenzenes (2), 2-hydroxyazobenzenes (3), 2-hydroxy-azoxybenzenes (4), 4-hydroxyazobenzenes (5), and 4-hydroxyazoxybenzenes (6). Compounds 4 and 6 were mostly composed of α-isomers. In the reaction of azoxytoluenes, their methyl groups were oxidized to formyl groups. It was proposed that 4 and 6 were the intermediates of the thermal rearrangement

  偶氮苯 (1) 在 245–250 °C 下加热，得到偶氮苯 (2)、2-羟基偶氮苯 (3)、2-羟基偶氮苯 (4)、4-羟基偶氮苯 (5) 和 4-羟基偶氮苯 (6)。化合物4和6主要由α-异构体组成。在偶氮甲苯的反应中，它们的甲基被氧化成甲酰基。有人提出4和6是1到3和5热重排的中间体。
• The reaction of simple aromatic nitro-compounds with transition-metal oxalates: the question of nitrene intermediates
  作者：R. A. Abramovitch、B. A. Davis

  DOI：10.1039/j39680000119

  日期：——

  nitrobenzene derivatives with transition-metal oxalates, but not in their absence. Traces of primary amines were isolated occasionally. The formation of the azo- and azoxy-benzenes was shown to be an intermolecular process. It is suggested that the results are best explained in terms of a nitrene intermediate bound to the surface of the metal derivative. The reaction of some nitrosobenzene derivatives

  通过将硝基苯衍生物与过渡金属草酸盐加热，可得到偶氮苯和苯甲氧基苯和吩嗪，但在不存在的情况下则不能得到。偶尔会分离出痕量的伯胺。偶氮-和乙氧基-苯的形成被证明是一个分子间过程。建议用结合在金属衍生物表面上的亚硝基中间体来最好地解释结果。还检查了一些亚硝基苯衍生物与草酸亚铁的反应，结果相似。
• High-Yield Lithiation of Azobenzenes by Tin-Lithium Exchange
  作者：Jan Strueben、Matthias Lipfert、Jan-Ole Springer、Colin A. Gould、Paul J. Gates、Frank D. Sönnichsen、Anne Staubitz

  DOI：10.1002/chem.201500003

  日期：2015.7.27

  The lithiation of halogenated azobenzenes by halogen–lithium exchange commonly leads to substantial degradation of the azo group to give hydrazine derivatives besides the desired aryl lithium species. Yields of quenching reactions with electrophiles are therefore low. This work shows that a transmetalation reaction of easily accessible stannylated azobenzenes with methyllithium leads to a near‐quantitative

  通过卤素-锂交换对卤化的偶氮苯进行锂化反应通常会导致偶氮基团大量降解，从而得到所需的芳基锂以外的肼衍生物。因此，与亲电试剂的猝灭反应的产率较低。这项工作表明，易于获得的苯乙烯基偶氮苯与甲基锂的金属转移反应会导致对位，间位和邻位偶氮苯的近乎定量的锂化。为了研究反应的范围，将各种锂化的偶氮苯用各种亲电试剂淬灭。此外，机械119提出了关于锂化偶氮苯形成的Sn NMR光谱研究。在低温下检测并表征了偶氮苯的锡酸盐配合物。
• Riad, Y.; Asaad, A. Naguib; Nahas, Hind Moustafa El, Egyptian Journal of Chemistry, 1994, vol. 37, # 2, p. 157 - 172
  作者：Riad, Y.、Asaad, A. Naguib、Nahas, Hind Moustafa El、Madkour, A. Emad El Din

  DOI：——

  日期：——
• LIQUID-CRYSTAL COMPOUND, LIQUID-CRYSTAL COMPOSITION, LIGHT ABSORPTION ANISOTROPIC FILM, AND LIQUID-CRYSTAL DISPLAY DEVICE
  申请人：Goto Ryoji

  公开号：US20130187090A1

  公开（公告）日：2013-07-25

  A liquid-crystal compound denoted by general formula (I) below wherein each of the groups is defined and Dye denotes an azo dye residue denoted by general formula (II) with X and n also being defined. The azo liquid-crystal compound is capable of orientation with a high degree of orientation order.