2-[(2-dimethylamino-ethylamino)-methyl]-4-nitro-phenol | 1388789-71-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-[(2-dimethylamino-ethylamino)-methyl]-4-nitro-phenol
• 英文别名: 2-[(2-(dimethylamino)ethylimino)methyl]-4-nitrophenol；2-[(2-dimethylaminoethylimino)-methyl]-4-nitrophenol；2-[(2-dimethylaminoethylimino)methyl]-4-nitro-phenol；2-[2-(dimethylamino)ethyliminomethyl]-4-nitrophenol
• CAS: 1388789-71-6
• 化学式: C₁₁H₁₅N₃O₃
• 分子量: 237.258
• InChiKey: SUJLSPBNTLOFKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 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-dimethylamino-ethylamino)-methyl]-4-nitro-phenol 、 copper(II) acetate monohydrate 、 sodium dicyanamide 以 甲醇 、 水 为溶剂， 反应 2.0h， 以290 mg的产率得到[Cu(2-[(2-(dimethylamino)ethylimino)methyl]-4-nitrophenolate)(dicyanamide)]_n
  参考文献：
  名称：

  Synthesis and characterization of four dicyanamide bridged copper(II) complexes with N2O donor tridentate Schiff bases as blocking ligands

  摘要：

  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.

  DOI：

  10.1016/j.ica.2013.06.025
• 作为产物：
  描述：

  5-硝基水杨醛 、 N,N-二甲基乙二胺 以 甲醇 为溶剂， 反应 1.0h， 生成 2-[(2-dimethylamino-ethylamino)-methyl]-4-nitro-phenol
  参考文献：
  名称：

  一种含有外围硝基氧桥和 μ-OH 核的新型聚合铜 (II) 化合物：一种前所未有的潜在三齿席夫碱的四齿键合模式

  摘要：

  摘要 A 铜 (II) 化合物 ([LCu(μ-OH)CuL(H2O)]ClO4)n (1) [其中 HL = 2-[(2-二甲氨基-乙基亚氨基)-甲基]-4-硝基-苯酚，是众所周知的席夫碱]，已通过元素分析、IR 和 UV-Vis 光谱以及单晶 X 射线衍射研究进行合成和表征。该化合物具有由双核物质 [LCu(μ-OH)CuL(H2O)]+ 作为构建块组成的铜 (II) 聚合物配位网络。它在单斜空间群 P21/c 中结晶，晶胞尺寸 a = 22.1453(9), b = 7.8314(3), c = 18.5626(8) 和 β=108.509(3)。潜在的三齿席夫碱第一次显示出四齿键合模式。

  DOI：

  10.1016/j.inoche.2012.05.002

文献信息

• Hydrogen bonding induced lowering of the intra-chain metal–metal distance in single end-on azide bridged one-dimensional copper(II) complexes with tridentate Schiff bases as blocking ligands
  作者：Prasanta Kumar Bhaumik、Klaus Harms、Shouvik Chattopadhyay

  DOI：10.1016/j.poly.2013.10.031

  日期：2014.1

  Three copper(II) complexes, [Cu(L-1)(N-3)]n (1), [Cu(L-2)(N-3)](n)center dot H2O (2) and [Cu(L-3)(N-3)](n) (3) where HL1 = 2-[(2-dimethylamino-ethylimino)-methyl]-4-nitro-phenol, HL2 = 2-[(2-methylamino-ethylimino)-methyl]-4-nitro-phenol and HL3 = 2-[(2-ethylamino-ethylimino)-methyl]-4-nitro-phenol are tridentate Schiff-base ligands}, were prepared and characterized. Single crystal X-ray diffraction studies confirm that each complex is an end-on azide bridged one-dimensional polymer. All the complexes exhibit a square pyramidal geometry around the copper(II) centre. Weak forces like hydrogen bonding interactions lead to various supramolecular architectures. The copper(II)center dot center dot center dot copper(II) distance is minimized by intra chain hydrogen bonding in complex 3. (C) 2013 Elsevier Ltd. All rights reserved.
• Copper(II) complexes with tridentate N2O donor Schiff bases: Modulation of crystalline architectures through supramolecular interactions
  作者：Prasanta Kumar Bhaumik、Klaus Harms、Shouvik Chattopadhyay

  DOI：10.1016/j.poly.2013.08.037

  日期：2014.1

  Three mononuclear copper(11) complexes, [Cu(L-1)(DMF)]ClO4 (1), [Cu(L-2)(DMSO)]ClO4 (2) and [CuL3(NCO)] (3) (where HL1 2-[(2-methylamino-ethylimino)-methyl]-4-nitro-phenol}, HL2 2-[(2-ethylamino-ethylimino)-methyl]-4-nitro-phenol) and HL3 2-[(2-(dimethylamino)ethylimino)methyl]-4-nitrophenol} are tridentate Schiff-base ligands), have been synthesized and characterized by elemental analysis, IR and UV-Vis spectroscopy and single-crystal X-ray diffraction studies. All the complexes are square planar. Complex 1 crystallizes in the triclinic space group P (1) over bar, with cell dimensions a = 8.0396(2), b = 9.0892(2), c= 12.9977(3) angstrom, alpha = 85.591(1)degrees, beta = 84.198(1)degrees and gamma = 76.423(1)degrees, whereas complex 2 crystallizes in the orthorhombic space group, Pbca with cell dimensions a = 8.4615(4), b = 17.2708(11) and c= 25.8517(12) angstrom. Complex 3 crystallizes in the monoclinic space group, P2(1/n) with cell dimensions a = 6.9550(3), b = 13.2257(7), c = 14.7755(6) angstrom and beta = 102.697(3)degrees. Both HL1 and HL2 are capable of forming H bonds due to the presence of H atoms in their amine groups. On the other hand, HL3 cannot form H-bonds. The weak forces like H-bonding, lone pair...pi and pi...pi interactions lead to various supramolecular architectures in the complexes. (C) 2013 Elsevier Ltd. All rights reserved.