2-methoxy-6-(2-morpholinoethyliminomethyl)phenol | 957720-26-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-methoxy-6-(2-morpholinoethyliminomethyl)phenol
• 英文别名: 2-methoxy-6[(2-morpholin-4-ylmethylimino)methyl]phenole；2-methoxy-6-[(2-morpholin-4-ylethylimino)methyl]phenolate；2-methoxy-6-[((2-morpholin-4-ylethyl)imino)methyl]phenol；HMP；Phenol, 2-methoxy-6-[(E)-[[2-(4-morpholinyl)ethyl]imino]methyl]-；2-methoxy-6-(2-morpholin-4-ylethyliminomethyl)phenol
• CAS: 957720-26-2
• 化学式: C₁₄H₂₀N₂O₃
• 分子量: 264.324
• InChiKey: TZWNOHUUAIKVIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  54.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-methoxy-6-(2-morpholinoethyliminomethyl)phenol 、 cadmium(II) nitrate 以 甲醇 为溶剂， 以71%的产率得到Cd2(2-methoxy-6-[(2-morpholin-4-ylethylimino)methyl]phenolate)2(NO3)2
  参考文献：
  名称：

  Synthesis and Crystal Structures of Two Dinuclear Schiff Base Cadmium(II) Complexes

  摘要：

  Two new dinuclear Schiff base cadmium(II) complexes with the formulae [Cd-2(DM)(2)(NCS)(2)] (1) and [Cd-2(MP)(2)(NO3)(2)] (2) (DM is 2-[(3-dimethylaminopropylimino)methyl]-6-methoxyphenolate, MP is 2-methoxy-6-[(2-morpholin-4-ylethylimino)methyl]phenolate), were prepared and characterized by physicochemical methods and single crystal X-ray determination. Complex (1) crystallizes in orthorhombic system space group Pca2(1), with a = 16.185(2) angstrom, b = 11.506(2) angstrom, c = 35.989(3) angstrom, V = 6702.0(15)degrees, Z = 8, R-gt(F) = 0.0372, wR(ref)(F-2) = 0.0713, and T = 298(2) K. Complex (2) crystallizes in monoclinic system space group P2/c, with a = 18.759(2) angstrom, b = 8.379(1) angstrom, c = 22.771(2) angstrom, beta = 113.794(3)degrees, V = 3275.0(6)degrees, Z = 4, R-gt(F) = 0.0739, wR(ref)(F-2) = 0.1944, and T = 298(2) K. Single-crystal X-ray diffraction analysis reveals that both complexes are structurally similar phenolate O-bridged dinuclear cadmium compounds. The Cd atoms in (1) are six-coordinated in octahedral geometry, while those in (2) are seven-coordinated in distorted pentagonal bipyramidal geometry.

  DOI：

  10.1080/15533174.2011.613435
• 作为产物：
  描述：

  N-(2-氨基乙基)吗啉 、 邻香草醛 以 甲醇 为溶剂， 反应 0.5h， 以95%的产率得到2-methoxy-6-(2-morpholinoethyliminomethyl)phenol
  参考文献：
  名称：

  两种具有席夫碱的钴（III）配合物的合成和X射线晶体结构

  摘要：

  两个新的单核钴（III）配合物，[Co（MP）2（N 3）]（I）和[Co（BP）2 ] NO 3 ·2H 2 O（II），其中MP为2-甲氧基-6- [（2-吗啉-4-基乙基亚氨基）甲基]酚盐和BP为4-溴-2-[（（2-甲基氨基乙基亚氨基）甲基]酚盐，并通过理化方法和单晶X射线衍射对其结构进行了表征。两种配合物均在单斜空间群P 2 1 / c中结晶。对于I：a = 10.3526（18），b = 25.371（4），c = 11.3585（19）Å，β= 101.529（8）°，V = 2923.1（8）埃3，ž = 4; 为II：一个= 9.801（2），b = 27.183（3），C ^ = 10.846（2）埃，β= 114.269（2）°，V = 2634.2（8）埃3，ž = 4，一种X射线结构分析表明，在两个配合物中，Co原子均采用八面体配位。席夫碱的阻碍作用可以影响诸如叠氮化物的二级配体的配位。

  DOI：

  10.1134/s1070328411110121

文献信息

• New complexes of Ni(II) and Co(III) with a Schiff-base ligand derived from o -vanillin. Crystal structure, magnetic and catalytic properties of a dissymmetric binuclear nickel(II) complex
  作者：Vlad Andrei Neacşu、Cătălin Maxim、Augustin M. Mădălan、Mihaela Hillebrand、C. González-Arellano、Stéphane Soriano、Eva Rentschler、Marius Andruh

  DOI：10.1016/j.poly.2018.05.007

  日期：2018.8

  (1), has been obtained using a Schiff-base ligand (HL) derived from o-vanillin and 4-(2-aminoethyl)morpholine. The crystal structure of 1 has been solved. Both Ni(II) ions are hexacoordinated, but they display different coordination spheres. The exchange interaction between the two nickel ions is antiferromagnetic (J = −7.9 ± 0.2 cm−1; H = −JS1S2), in line with the DFT calculations. Compound 1 has been

  摘要利用邻香兰素和4-（2-氨基乙基）吗啉衍生的席夫碱配体（HL）获得了双核配合物[Ni2L2（NO3）（H2O）（CH3CN）] ClO4·CH3CN（1）。 。1的晶体结构已解决。Ni（II）离子都是六配位的，但它们显示出不同的配位球。根据DFT计算，两个镍离子之间的交换相互作用是反铁磁性的（J = -7.9±0.2 cm-1； H = -JS1S2）。在各种烯烃的环氧化中，已经测试了化合物1作为催化剂。相同配体与高氯酸钴（II）和硝酸盐的混合物反应，得到单核Co（III）配合物[CoL2（ ）] ·CH3OH（2）。
• Opposing magnetic communications in two dinuclear Ni(II) complexes: Ferromagnetic Ni-N-Ni and antiferromagnetic Ni-O-Ni moiety
  作者：Apu Patra、Luca M. Carrella、Pavel Vojtíšek、Eva Rentschler、Subal Chandra Manna

  DOI：10.1016/j.poly.2022.116098

  日期：2022.11

  an overall ferromagnetic interaction between nickel(II) centers in both the complexes. The experimental data can be simulated using the isotropic exchange Hamilton operator Ĥ = −2JS1S2 with following parameters J = +7.9(4) cm−1, g1,2 = 2.246(5), D1,2 = 2.35(10) cm−1 for complex 1 and J = +13.3(5) cm−1, g1,2 = 2.102(4), D1,2 = 4.18(12) cm−1, for complex 2. The structures of the complexes were theoretically

  两个双核Ni(II)配合物[Ni 2 (L) 2 (N 3 ) 2 (H 2 O)]·2H 2 O (1)和[Ni 2 (L) 2 (NCS) 2 (H 2 O)] (2)合成了[HL=2-甲氧基-6-[(2-吗啉-4-基-乙基亚氨基)-甲基]-苯酚]，并通过单晶X射线晶体学和红外光谱对其进行了表征。配合物1和2是双核的，结构接近，可与被假卤化物阴离子（μ 1,1 -叠氮基和N,N）双桥接的金属相媲美-硫氰酸根）和一个μ-（苯氧基）。当 N 2 O 2和 N 2 O 供体朝向八面体金属中心时，这两种 HL 配体表现不同。磁性研究表明，两种配合物中的镍 (II) 中心之间存在整体铁磁相互作用。实验数据可以使用各向同性交换 Hamilton 算子Ĥ = -2 JS 1 S 2进行模拟，参数如下： J = +7.9(4) cm -1 , g 1,2  = 2.246(5), D 1,2  = 2
• A turn-on fluorescent chemosensor for Zn2+ ion: X-ray structure and application in cell imaging study
  作者：Koushik Ghosh、Sudipto Dey、Shibashis Halder、Aradhita Bhattacharjee、Corrado Rizzoli、Partha Roy

  DOI：10.1016/j.molstruc.2016.04.006

  日期：2016.8

  The selective fluorescence zinc(II) sensing properties of a Schiff-base compound, 2-methoxy-6-(2-morpholinoethyliminomethyl)phenol (HL) have been explored. The emission intensity of HL in the presence of one equivalent of Zn2+ ion increases by about 25 times. Several other metal ions, except Cd2+ and Ni2+, have not been able to increase the emission intensity of HL significantly. The quantum yield and life-time of HL have also been increased in the presence of Zn2+ ions. The enhancement in fluorescence intensity of HL is mainly due to the restriction of ESIPT, CHEF and PET on complex formation. HL forms a complex with Zn2+ in 1:1 ratio as evidenced by Job's plot analysis and X-ray single crystal structure determination. Some theoretical calculations have been performed to get a better view on the nature of the observed electronic transitions. The probe has been applied for imaging of DLD-1, human colorectal adenocarcinoma cell. (C) 2016 Elsevier B.V. All rights reserved.
• Linear dicarboxylato and tridentate chelating ligands coordinated Cu(II) complexes: Syntheses, crystal structures, protein binding and cytotoxicity studies
  作者：Apu Patra、Osheen Sahay、Manas Kumar Mahish、Mahua Rani Das、Dama Saren、Aparup Paul、Pavel Vojtíšek、Manas Kumar Santra、Subal Chandra Manna

  DOI：10.1016/j.poly.2022.115888

  日期：2022.8