2-(4-dimethylaminocinnamalamino)phenol | 140913-96-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(4-dimethylaminocinnamalamino)phenol
• 英文别名: 2-[(E)-{3-[4-(Dimethylamino)phenyl]prop-2-en-1-ylidene}amino]phenol；2-[3-[4-(dimethylamino)phenyl]prop-2-enylideneamino]phenol
• CAS: 140913-96-8
• 化学式: C₁₇H₁₈N₂O
• 分子量: 266.343
• InChiKey: ZPIJBQQGISANAK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  35.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 、 2-(4-dimethylaminocinnamalamino)phenol 在 NaOMe 作用下， 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Hydrocarbon bridged metal complexes, XLIV. Donor–acceptor substituted Schiff bases of polyenes with transition metals2

  摘要：

  Schiff bases 1-10 were obtained by condensation of L-valine and o-aminophenol with donor and ferrocenyl substituted carotinoid aldehydes. From these Schiff bases and chloro-bridged complexes [(R3P)(Cl)M(mu-Cl)](2) (M =Pd, Pt), [(eta(5)-C5Me5) (Cl)Ir(mu-Cl)](2) and [(p-cymene) (Cl)Ru(mu-Cl)](2) a series of mono and heterobimetallic compounds 11-45 was synthesized. The structures of [p-MeO-C6H4-CH=N-C6H4-O-Ru (Cl) (p-cymene)] 16, [ferrocenyl-CH=N-C6H4-O-Ir (Cl) (Cp*)] 23, [(p-Me2NC6H4-CH=CH-C(Me)=CH-CH=CH-CH=C(Me)-CH=N-C6H4-O-Pd(Cl)PEt3] 42 and of the condensation product from [(eta(6)-aniline)Cr(CO)(3)(-)] with 9-ferrocenyl-2,7-dimethylnonatetraene-1-al 46 were determined by X-ray diffraction. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0277-5387(98)00290-3
• 作为产物：
  描述：

  2-氨基苯酚 、 4-二甲基氨基肉桂醛 在 citrate buffer 作用下， 生成 2-(4-dimethylaminocinnamalamino)phenol
  参考文献：
  名称：

  Condensation of p-Dimethylaminocinnamaldehyde with Aniline and Substituted Anilines in Micellar Media

  摘要：

  在pH值为1-6的条件下，苯胺及其羟基、羧基、甲基和硝基衍生物与对二甲氨基肉桂醛的反应在十二烷基硫酸钠胶束存在下达到最佳状态。芳香胺的最佳pH值pKa之间存在相关性。在阴离子表面活性剂形成的胶束中，苯胺-对二甲氨基肉桂醛-十二烷基硫酸钠模型体系中的反应由于十二烷基硫酸钠胶束中反应物浓度的增加而加速了1000倍以上。

  DOI：

  10.1007/s11176-005-0210-5

文献信息

• Hydrocarbon bridged metal complexes, XLIV. Donor–acceptor substituted Schiff bases of polyenes with transition metals2
  作者：Oliver Briel、Armin Fehn、Kurt Polborn、Wolfgang Beck

  DOI：10.1016/s0277-5387(98)00290-3

  日期：1998.12

  Schiff bases 1-10 were obtained by condensation of L-valine and o-aminophenol with donor and ferrocenyl substituted carotinoid aldehydes. From these Schiff bases and chloro-bridged complexes [(R3P)(Cl)M(mu-Cl)](2) (M =Pd, Pt), [(eta(5)-C5Me5) (Cl)Ir(mu-Cl)](2) and [(p-cymene) (Cl)Ru(mu-Cl)](2) a series of mono and heterobimetallic compounds 11-45 was synthesized. The structures of [p-MeO-C6H4-CH=N-C6H4-O-Ru (Cl) (p-cymene)] 16, [ferrocenyl-CH=N-C6H4-O-Ir (Cl) (Cp*)] 23, [(p-Me2NC6H4-CH=CH-C(Me)=CH-CH=CH-CH=C(Me)-CH=N-C6H4-O-Pd(Cl)PEt3] 42 and of the condensation product from [(eta(6)-aniline)Cr(CO)(3)(-)] with 9-ferrocenyl-2,7-dimethylnonatetraene-1-al 46 were determined by X-ray diffraction. (C) 1998 Elsevier Science Ltd. All rights reserved.
• Cankurtaran, Huesnue; Kunt, Goenuel; Yalcin, Mustafa, Revue Roumaine de Chimie, <hi>2004</hi>, vol. 49, # 8, p. 705 - 710
  作者：Cankurtaran, Huesnue、Kunt, Goenuel、Yalcin, Mustafa

  DOI：——

  日期：——
• Condensation of p-Dimethylaminocinnamaldehyde with Aniline and Substituted Anilines in Micellar Media
  作者：S. Yu. Doronin、R. K. Chernova、N. N. Gusakova

  DOI：10.1007/s11176-005-0210-5

  日期：2005.2

  Optimal conditions were found for the reactions of aniline and its hydroxy-, carboxy-, methyl-, and nitro-substituted derivatives with p-dimethylaminocinnamaldehyde in the presence of sodium dodecyl sulfate micelles in the pH range 1–6. A correlation was revealed between the optimal pH value pK a of aromatic amines. The reaction in the model system aniline-p-dimethylaminocinnamaldehyde-sodium dodecyl sulfate in micelles formed by anionic surfactants is accelerated more than 1000-fold due to increased concentration of the reactive species in sodium dodecyl sulfate micelles.

  在pH值为1-6的条件下，苯胺及其羟基、羧基、甲基和硝基衍生物与对二甲氨基肉桂醛的反应在十二烷基硫酸钠胶束存在下达到最佳状态。芳香胺的最佳pH值pKa之间存在相关性。在阴离子表面活性剂形成的胶束中，苯胺-对二甲氨基肉桂醛-十二烷基硫酸钠模型体系中的反应由于十二烷基硫酸钠胶束中反应物浓度的增加而加速了1000倍以上。