4-(2-ethyl-phenylazo)-N,N-dimethyl-aniline | 93023-34-8

• 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-(2-ethyl-phenylazo)-N,N-dimethyl-aniline
• 英文别名: 4-(2-Aethyl-phenylazo)-N,N-dimethyl-anilin；4-[(2-ethylphenyl)azo]-N,N-dimethyl-benzenamine；4-Dimethylamino-2'-ethyl-azobenzol；N,N-Dimethyl-p-((o-ethylphenyl)azo)aniline；4-[(2-ethylphenyl)diazenyl]-N,N-dimethylaniline
• CAS: 93023-34-8
• 化学式: C₁₆H₁₉N₃
• 分子量: 253.347
• InChiKey: BBTDTTLIELAOKP-UHFFFAOYSA-N

物化性质

• 沸点：
  386.54°C (rough estimate)
• 密度：
  1.0901 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  28
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-乙基苯胺 、 N,N-二甲基苯胺 在 盐酸 、 sodium nitrite 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.5h， 生成 4-(2-ethyl-phenylazo)-N,N-dimethyl-aniline
  参考文献：
  名称：

  Liquid azo dyes

  摘要：

  Any liquid azo dyes, in which auxochrome such as dialkylamino, alkoxy, and amino group is attached in a molecule, were produced. In a series of 2-alkyl-4'-(dimethylamino)azobenzenes, the butyl, hexyl, octyl, and dodecyl derivatives were liquid at room temperature, whereas the propyl, 1-methylethyl, 1-methylpropyl, 1,1-dimethylethyl, and octadecyl derivatives were solid. Thus, it is essential for liquid azo dyes to have a medium n-alkyl group at the 2-position. In a series of 2-butyl-4'-(dialkylamino) azobenzenes, the dimethylamino, diethylamino, dibutylamino, dioctylamino, and didodecylamino derivatives were liquid. 2-Butyl-4'-methoxyazobenzene and 4-amino-3,5-dimethy1-2'-butylazobenenzne were also liquid, whereas 2-butyl-4'-hydroxyazobenznene, 4-amino-2'-butylazobenzene, and 2-butyl-4'-(methylamino)azobenzene were solid. The prevention of pi-pi stacking, alkyl alkyl interactions, and intermolecular hydrogen bond could produce liquid azo dyes. (c) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2015.10.024

文献信息

• Shmurowa, Zhurnal Obshchei Khimii, 1957, vol. 27, p. 2704,2707,2709;engl.Ausg.S.2745,2747,2749
  作者：Shmurowa

  DOI：——

  日期：——
• THE RELATION OF PHYSICAL PROPERTIES OF CARCINOGENS TO THEIR ACTIVITY. I. THE BASICITY OF ALKYLATED 4-AMINOAZOBENZENE DYES¹
  作者：EUGENE SAWICKI、FRANCIS E. RAY

  DOI：10.1021/jo01375a019

  日期：1954.10
• Liquid azo dyes
  作者：Siddanagouda Biradar、Ryohei Kasugai、Hisayoshi Kanoh、Hitoshi Nagao、Yasuhiro Kubota、Kazumasa Funabiki、Motoo Shiro、Masaki Matsui

  DOI：10.1016/j.dyepig.2015.10.024

  日期：2016.2

  Any liquid azo dyes, in which auxochrome such as dialkylamino, alkoxy, and amino group is attached in a molecule, were produced. In a series of 2-alkyl-4'-(dimethylamino)azobenzenes, the butyl, hexyl, octyl, and dodecyl derivatives were liquid at room temperature, whereas the propyl, 1-methylethyl, 1-methylpropyl, 1,1-dimethylethyl, and octadecyl derivatives were solid. Thus, it is essential for liquid azo dyes to have a medium n-alkyl group at the 2-position. In a series of 2-butyl-4'-(dialkylamino) azobenzenes, the dimethylamino, diethylamino, dibutylamino, dioctylamino, and didodecylamino derivatives were liquid. 2-Butyl-4'-methoxyazobenzene and 4-amino-3,5-dimethy1-2'-butylazobenenzne were also liquid, whereas 2-butyl-4'-hydroxyazobenznene, 4-amino-2'-butylazobenzene, and 2-butyl-4'-(methylamino)azobenzene were solid. The prevention of pi-pi stacking, alkyl alkyl interactions, and intermolecular hydrogen bond could produce liquid azo dyes. (c) 2015 Elsevier Ltd. All rights reserved.