2-[(2-(diethylamino)ethylimino)methyl]-4-nitrophenol | 110952-50-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-[(2-(diethylamino)ethylimino)methyl]-4-nitrophenol
• 英文别名: 4-Nitro-2-[(2-diethylaminoethylimino)methyl]phenol；2-[2-(diethylamino)ethyliminomethyl]-4-nitrophenol
• CAS: 110952-50-6
• 化学式: C₁₃H₁₉N₃O₃
• 分子量: 265.312
• InChiKey: YYEDISZKDFSYRB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  81.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[(2-(diethylamino)ethylimino)methyl]-4-nitrophenol 在 Na₂CO₃ 、 AgNO₃ 作用下， 以 乙醇 、 二甲基亚砜 为溶剂， 生成
  参考文献：
  名称：

  铂（II）配合物中配体取代的动力学：亲核鉴别概念的研究

  摘要：

  摘要制备并表征了几种一般类型[Pt（OND）X]的铂（II）配合物，其配体（OND）代表三齿席夫碱N-（2-二乙基氨基乙基）-水杨醛亚胺（D = NEt 2），N-（2-乙基氨基乙基）-水杨醛亚胺（D ＝ NHEt）和N-（3-硫代正戊基）-水杨醛亚胺（D ＝ SEt），X ＝ Cl，NO 3。如电导分析所示，根据以下方法，硝酸根络合物[Pt（OND）NO 3]在甲醇中完全解离：分光光度法（正常流量和停止流量）已用于研究溶剂取代的动力学，其中包括各种中性和阴离子甲醇中的亲核试剂Y在20°C和恒定的离子强度下，I = 0.2 M（NaClO 4）。替代遵循单项利率定律，v = k obs [Pt（OND）（H 2 O）+] = k Y [Y]-[Pt（OND）（H 2 O）+]。根据众所周知的关系log k Y = sn pt 0 +，对于13个（D = NEt 2）和7个（D = NHEt;

  DOI：

  10.1016/s0020-1693(00)84620-4
• 作为产物：
  描述：

  5-硝基水杨醛 、 N,N-二乙基乙二胺 以 甲醇 为溶剂， 反应 2.0h， 生成 2-[(2-(diethylamino)ethylimino)methyl]-4-nitrophenol
  参考文献：
  名称：

  Counter anion modulated variation of denticity of NNO donor Schiff base in copper(II) complexes: Isolation of a zwitterionic Schiff base as the metal complex

  摘要：

  Three copper(II) complexes [Cu(HL)(2)(ClO4)]ClO4 center dot H2O (1), [Cu(L)DMF]ClO4 (2) and [CuL(NCO)][Cu2L2 (NCO)(2)] (3) [where HL = 2-[(2-Diethylamino-ethylimino)-methyl]-4-nitro-phenol, a tridentate Schiff-base] have been synthesized and characterized by elemental analysis, IR and UV-Vis spectroscopy and single-crystal X-ray diffraction studies. In complexes 2 and 3, the Schiff base is acting as a tridentate ligand. However, in complex 1, the Schiff base is present in its zwitterionic form. The denticity of the tridentate Schiff base has been modulated by the acidity of counter anions. Complexes 1 and 2 are monomeric. Copper(II) assumes square pyramidal geometry in 1 (Addison parameter (tau) = 0.15) and square planar geometry in 2. The asymmetric unit of complex 3 consists of two crystallographically different double end-on cyanate bridged dimers, containing square pyramidal copper(II) {Addison parameter (tau) = 0.157}. Complexes 1 and 3 crystallize in triclinic space group, P (1) over bar with cell dimensions a = 11.3479(10), b = 12.5198(9), c = 13.6640(12), alpha = 94.299(7)degrees, beta = 97.281(7)degrees, and gamma = 116.007(6)degrees (for 1) and a = 11.6149(8), b = 11.8145(9), c = 13.8741(13), alpha = 65.524(6)degrees, beta = 73.373(6)degrees and gamma = 63.857(5)degrees (for 3), whereas complex 2 crystallizes in monoclinic space group, P2(1)/c with cell dimensions a = 7.5765(2), b = 19.6005(6), c = 14.5861(4) and beta = 102.679(1)degrees (for 2). The weak forces like lone pair center dot center dot center dot pi/pi center dot center dot center dot pi/anion center dot center dot center dot pi interactions lead to various supramolecular architectures. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2013.06.007

文献信息

• Synthesis and characterization of four dicyanamide bridged copper(II) complexes with N2O donor tridentate Schiff bases as blocking ligands
  作者：Prasanta Kumar Bhaumik、Klaus Harms、Shouvik Chattopadhyay

  DOI：10.1016/j.ica.2013.06.025

  日期：2013.8

  Four copper(II) complexes [Cu(L-1)(dca)](n) (1), [Cu(L-2)(dca)(H2O)](2) (2), [Cu(L-3)(dca)](n) (3) and [Cu(L-4)(dca)](n) (4), where HL1 = 2-[(2-aminoethylimino)methyl]-4-nitrophenol, HL2 = 2-[(2-(methylamino)ethylimino)methyl]-4-nitrophenol, HL3 = 2-[(2-(dimethylamino)ethylimino)methyl]-4-nitrophenol and HL4 = 2[(2-(diethylamino)ethylimino)methyl]-4-nitrophenol are tridentate Schiff base ligands, were synthesized and characterized by elemental analysis, IR and UV-Vis spectroscopy and single-crystal X-ray diffraction studies. Complex 1 and 4 are 1D helical, complex 2 is dimeric and complex 3 is 1D linear chain. X-ray single crystal structure analyses reveal that in complexes 1, 2 and 4, dicyanamide (dca) anions act as a purely mu-1,5-bridging ligand whereas in case of complex 3, two consecutive dca units serve as 1,3-bridging ligand while the third one exhibits end-to-end 1,5-bridging mode. Copper(II) centers in case of two complexes (1 and 3) exhibit square pyramidal geometry as depicted by Addison parameter (tau) values whereas metal centers of complexes 2 and 4 depict distorted octahedral and square pyramidal geometry respectively. The role of weak forces like lone pair ... pi/pi...pi interactions in influencing the self-assembly process appears to be of importance. Such types of interactions leading to supramolecular network in the four complexes are described here. (C) 2013 Elsevier B.V. All rights reserved.