dimethyl-[4-(2-chloro-4-nitro-phenylazo)phenyl]amine | 92115-05-4

• 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: dimethyl-[4-(2-chloro-4-nitro-phenylazo)phenyl]amine
• CAS: 92115-05-4
• 化学式: C₁₄H₁₃ClN₄O₂
• 分子量: 304.736
• InChiKey: GUMVUIYWNPHCHH-WUKNDPDISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.73
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  71.1
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  dimethyl-[4-(2-chloro-4-nitro-phenylazo)phenyl]amine 以 正己烷 为溶剂， 30.0 ℃ 、30.0 MPa 条件下， 生成 [4-(2-Chloro-4-nitro-phenylazo)-phenyl]-dimethyl-amine
  参考文献：
  名称：

  偶氮苯的热异构化。三、取代基、溶剂和压力对推拉偶氮苯热异构化的影响

  摘要：

  研究了取代基、溶剂和压力对 4-二甲氨基-4'-硝基偶氮苯 (NDAAB) 衍生物的热顺反异构化速率的影响。2-甲基-和 2'-氯-NDAAB 异构化速度比 NDAAB 快，2'-甲基-和 2-氯-NDAAB 异构化速度比 NDAAB 慢。对于 2,2'-二甲基-和 2,2'-二氯-NDAAB，速率介于单取代的速率之间。这些发现与 4-（二甲氨基）偶氮苯 (DAAB) 衍生物的发现非常相似，在 NDAAB 和 DAAB 之间没有观察到动力学取代基效应的根本差异。活化体积为负值，随溶剂和取代基的不同而显着变化；它的大小通常随着溶剂极性的增加而增加。即使对于 DAAB 和 4，4'-双（二乙氨基）偶氮苯 (BDEAAB)，极性溶剂中的外部压力可明显加快该速率。得出的结论是，观察到的结果与逆...

  DOI：

  10.1246/bcsj.57.1617
• 作为产物：
  描述：

  N,N-二甲基苯胺 、 2-氯-4-硝基苯胺 在 盐酸 、 sodium nitrite 作用下， 以 水 、 乙腈 为溶剂， 反应 0.5h， 以82%的产率得到dimethyl-[4-(2-chloro-4-nitro-phenylazo)phenyl]amine
  参考文献：
  名称：

  A novel indicator series for measuring pKa values in acetonitrile

  摘要：

  A series of substituted azobenzene dyes was found to span a range of 8 pK(a) units in acetonitrile. The UV absorption spectra of the dyes are responsive to protonation, changing in both absorption maximum and intensity. These characteristics make the dyes useful as indicators for the measurement of pK(a) values of neutral organic bases that absorb in the visible region of the spectrum. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.05.019

文献信息

• COMPOSITION FOR DYEING KERATIN FIBRES, COMPRISING A CATIONIC DIAZO DIRECT DYE CONTAINING A 2-IMIDAZOLIUM UNIT
  申请人：Greaves Andrew

  公开号：US20100031453A1

  公开（公告）日：2010-02-11

  The present invention relates to a composition for dyeing keratin fibres, comprising at least one cationic diazo direct dye chosen from the compounds of formula (I) or (II) below, the mesomeric forms thereof, and also the acid-addition salts thereof and solvates thereof. The invention allows the production of colorations that are resistant to the various attacking factors to which the hair may be subjected, especially to shampooing. The invention also makes it possible to obtain blue or violet colorations, especially sparingly chromatic blue colorations, which lead to fundamental and/or natural shades. Moreover, the direct dyes used in the context of the invention are light-stable and stable under standard lightening dyeing conditions, in particular in the presence of an oxidizing agent and/or of ammonia.
• US5200108A
  申请人：——

  公开号：US5200108A

  公开（公告）日：1993-04-06
• US5332521A
  申请人：——

  公开号：US5332521A

  公开（公告）日：1994-07-26
• The Thermal Isomerization of Azobenzenes. III. Substituent, Solvent, and Pressure Effects on the Thermal Isomerization of Push-pull Azobenzenes
  作者：Norio Nishimura、Shinya Kosako、Yoshimi Sueishi

  DOI：10.1246/bcsj.57.1617

  日期：1984.6

  4-(dimethylamino)azobenzene (DAAB) derivatives, and no fundamental difference in the kinetic-substituent effects was observed between NDAAB and DAAB. The volume of activation, which is of a negative value, varies remarkably from solvent to solvent and from substituent to substituent; its magnitude increases generally with an increase in the solvent polarity. Even for DAAB and 4,4′-bis(diethylamino)azobenzene (BDEAAB)

  研究了取代基、溶剂和压力对 4-二甲氨基-4'-硝基偶氮苯 (NDAAB) 衍生物的热顺反异构化速率的影响。2-甲基-和 2'-氯-NDAAB 异构化速度比 NDAAB 快，2'-甲基-和 2-氯-NDAAB 异构化速度比 NDAAB 慢。对于 2,2'-二甲基-和 2,2'-二氯-NDAAB，速率介于单取代的速率之间。这些发现与 4-（二甲氨基）偶氮苯 (DAAB) 衍生物的发现非常相似，在 NDAAB 和 DAAB 之间没有观察到动力学取代基效应的根本差异。活化体积为负值，随溶剂和取代基的不同而显着变化；它的大小通常随着溶剂极性的增加而增加。即使对于 DAAB 和 4，4'-双（二乙氨基）偶氮苯 (BDEAAB)，极性溶剂中的外部压力可明显加快该速率。得出的结论是，观察到的结果与逆...
• A novel indicator series for measuring pKa values in acetonitrile
  作者：Jennifer M. Heemstra、Jeffrey S. Moore

  DOI：10.1016/j.tet.2004.05.019

  日期：2004.8

  A series of substituted azobenzene dyes was found to span a range of 8 pK(a) units in acetonitrile. The UV absorption spectra of the dyes are responsive to protonation, changing in both absorption maximum and intensity. These characteristics make the dyes useful as indicators for the measurement of pK(a) values of neutral organic bases that absorb in the visible region of the spectrum. (C) 2004 Elsevier Ltd. All rights reserved.