2-[[2-(diethylamino)-ethylamino]methyl]phenol | 384842-70-0

• 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-[[2-(diethylamino)-ethylamino]methyl]phenol
• 英文别名: 2-[(2-diethylaminoethylamino)methyl]phenol；2-[(2-diethylamino-ethylamino)-methyl]-phenol；N.N-Diaethyl-N'-salicyl-aethylendiamin；2-[(2-Diaethylamino-aethylamino)-methyl]-phenol；2-[[2-(Diethylamino)ethylamino]methyl]phenol
• CAS: 384842-70-0
• 化学式: C₁₃H₂₂N₂O
• mdl: MFCD11144244
• 分子量: 222.33
• InChiKey: UEOVJLGOMIMCGA-UHFFFAOYSA-N

物化性质

• 沸点：
  181 °C(Press: 15 Torr)
• 密度：
  1.013±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.538
• 拓扑面积：
  35.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  copper(II) perchlorate hexahydrate 、 2-[[2-(diethylamino)-ethylamino]methyl]phenol 在 三乙胺 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以72%的产率得到
  参考文献：
  名称：

  Insertion of a Hydroxido Bridge into a Diphenoxido Dinuclear Copper(II) Complex: Drastic Change of the Magnetic Property from Strong Antiferromagnetic to Ferromagnetic and Enhancement in the Catecholase Activity

  摘要：

  A diphenoxido-bridged dinuclear copper(II) complex, [Cu2L2(ClO4)(2)] (1), has been synthesized using a tridentate reduced Schiff base ligand, 2-[[2-(diethylamino)-ethylamino]methyl]phenol (HL). The addition of triethylamine to the methanolic solution of this complex produced a novel triple bridged (double phenoxido and single hydroxido) dinuclear copper(II) complex, [Cu2L2(OH)]ClO4 (2). Both complexes 1 and 2 were characterized by X-ray structural analyses, variable-temperature magnetic susceptibility measurements, and spectroscopic methods. In 1, the two phenoxido bridges are equatorial-equatorial and the species shows strong antiferromagnetic coupling with J = -615.6(6.1) cm(-1). The inclusion of the equatorial-equatorial hydroxido bridge in 2 changes the Cu center dot center dot center dot Cu distance from 3.018 angstrom (avg.) to 2.798 angstrom (avg.), the positions of the phenoxido bridges to axial-equatorial, and the magnetic coupling to ferromagnetic with J = 50.1(1.4) cm(-1). Using 3,5-di-tert-butylcatechol as the substrate, the catecholase activity of the complexes has been studied in a methanol solution; compound 2 shows higher catecholase activity (k(cat) = 233.4 h(-1)) than compound 1 (k(cat) = 93.6 h(-1)). Both complexes generate identical species in solution, and they are interconvertible simply by changing the pH of their solutions. The higher catecholase activity of 2 seems to be due to the presence of the OH group, which increases the pH of its solution.

  DOI：

  10.1021/ic300319s
• 作为产物：
  描述：

  水杨醛-二乙基氨基乙基胺盐 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 生成 2-[[2-(diethylamino)-ethylamino]methyl]phenol
  参考文献：
  名称：

  Solvomorphism and catecholase activities of bis(μ-phenoxido)dicopper(II) complexes

  摘要：

  Two phenoxido bridged dinuclear Cu(II) complexes, [Cu-2(L-1)(2)(NCO)(2)] (1), and [Cu-2(L-2)(2)(NCO)(2)]center dot 2CH(3)OH (2), have been synthesized using the tridentate reduced Schiff-base ligands 2-[(2-dimethylamino-ethylamino)-methyl]-phenol (HL1) and 2-[(2-diethylamino-ethylamino)-methyl]-phenol (HL2) respectively. Re-crystallization of compound 2 from dichloromethane produced desolvated complex [Cu-2(L-2)(2)(NCO)(2)] (3). The compounds 2 and 3 are pseudopolymorphs or solvomorphs which differ in the crystal system (orthorhombic, Pbca for 2 and monoclinic, P2(1)/n for 3). The complexes have been characterized by X-ray structural analyses and spectroscopic methods. In all three complexes Cu(II) is penta-coordinated having the geometry intermediate between distorted square pyramid and trigonal bipyramid with Addison parameter (tau)= 0.33, 0.48 and 0.53 for I, 2 and 3 respectively. Using 3,5-di-tert-butylcatechol (3,5-DTBC) as the substrate, the catecholase activity of complexes 1 and 2 has been studied in methanol solution; compound 2 shows slightly higher catecholase activity (k(cat) = 98.4 h(-1)) than compound 1 (k(cat), = 64.2 h(-1)). (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2013.05.039

文献信息

• A family of oxorhenium(v) complexes incorporating chelated monoanionic ONN reduced Schiff base and dianionic ONNO tetradentate ligands: synthesis, spectroscopic and electrochemical studies
  作者：Amrita Mondal、Sumana Sarkar、Deepak Chopra、T. N. Guru Row、Kajal Krishna Rajak

  DOI：10.1039/b408316d

  日期：——

  (H(2)L(6)), to give the monochloro complexes Re(V)O(L)Cl, 2. The X-ray structures of the complexes are reported. The molecular structures observed in the solid state are preserved in solution ((1)H NMR). In acetonitrile solution the Re(V)O(L)Cl, 2, display a one-electron couple, Re(VI)O(L)Cl(+)-Re(V)O(L)Cl, near 1.0 V vs SCE. The electrogenerated hexavalent complexes [Re(VI)O(L)Cl]ClO(4), 3, are paramagnetic

  Re（V）O（L（SB））Cl（2），1类型的绿色配合物是通过使NBu（4）[ReOCl（4）]与HL（SB）在干燥的乙醇中反应而合成的。在此，L（SB）（-）是N-（2-羟基苄基）-2-吡啶甲基胺的去质子化形式（HL（SB）（1））；N-（2-羟基苄基）-N′，N′-二甲基乙二胺（HL（SB）（2））和N-（2-羟基苄基）-N′，N′-二乙基乙二胺（HL（SB）（3））。同样，NBu（4）[ReOCl（4）]与N，N-双（2-羟基苄基）-2-吡啶甲基胺（H（2）L（1））反应；N，N-双（2-羟基苄基）-N'，N'-二甲基乙二胺（H（2）L（2））; N，N-双（2-羟基苄基）-N'，N'-二乙基乙二胺（H（2）L（3））; [N-（2-羟基苄基）-N-（2-吡啶基甲基）]-2-氨基乙醇（H（2）L（4））；[N-（2-羟基苄基）-N-（2-吡啶基甲基）]-2-甲基-2-氨基-1-丙醇（
• Diäthylaminoalkylaminoderivate der karbozyklischen Reihe
  作者：Hans Wojahn、Karl Erdelmeier

  DOI：10.1002/ardp.19422800602

  日期：——
• Solvomorphism and catecholase activities of bis(μ-phenoxido)dicopper(II) complexes
  作者：Apurba Biswas、Lakshmi Kanta Das、Ashutosh Ghosh

  DOI：10.1016/j.poly.2013.05.039

  日期：2013.9

  Two phenoxido bridged dinuclear Cu(II) complexes, [Cu-2(L-1)(2)(NCO)(2)] (1), and [Cu-2(L-2)(2)(NCO)(2)]center dot 2CH(3)OH (2), have been synthesized using the tridentate reduced Schiff-base ligands 2-[(2-dimethylamino-ethylamino)-methyl]-phenol (HL1) and 2-[(2-diethylamino-ethylamino)-methyl]-phenol (HL2) respectively. Re-crystallization of compound 2 from dichloromethane produced desolvated complex [Cu-2(L-2)(2)(NCO)(2)] (3). The compounds 2 and 3 are pseudopolymorphs or solvomorphs which differ in the crystal system (orthorhombic, Pbca for 2 and monoclinic, P2(1)/n for 3). The complexes have been characterized by X-ray structural analyses and spectroscopic methods. In all three complexes Cu(II) is penta-coordinated having the geometry intermediate between distorted square pyramid and trigonal bipyramid with Addison parameter (tau)= 0.33, 0.48 and 0.53 for I, 2 and 3 respectively. Using 3,5-di-tert-butylcatechol (3,5-DTBC) as the substrate, the catecholase activity of complexes 1 and 2 has been studied in methanol solution; compound 2 shows slightly higher catecholase activity (k(cat) = 98.4 h(-1)) than compound 1 (k(cat), = 64.2 h(-1)). (C) 2013 Elsevier Ltd. All rights reserved.
• Insertion of a Hydroxido Bridge into a Diphenoxido Dinuclear Copper(II) Complex: Drastic Change of the Magnetic Property from Strong Antiferromagnetic to Ferromagnetic and Enhancement in the Catecholase Activity
  作者：Apurba Biswas、Lakshmi Kanta Das、Michael G. B. Drew、Carmen Diaz、Ashutosh Ghosh

  DOI：10.1021/ic300319s

  日期：2012.10.1

  A diphenoxido-bridged dinuclear copper(II) complex, [Cu2L2(ClO4)(2)] (1), has been synthesized using a tridentate reduced Schiff base ligand, 2-[[2-(diethylamino)-ethylamino]methyl]phenol (HL). The addition of triethylamine to the methanolic solution of this complex produced a novel triple bridged (double phenoxido and single hydroxido) dinuclear copper(II) complex, [Cu2L2(OH)]ClO4 (2). Both complexes 1 and 2 were characterized by X-ray structural analyses, variable-temperature magnetic susceptibility measurements, and spectroscopic methods. In 1, the two phenoxido bridges are equatorial-equatorial and the species shows strong antiferromagnetic coupling with J = -615.6(6.1) cm(-1). The inclusion of the equatorial-equatorial hydroxido bridge in 2 changes the Cu center dot center dot center dot Cu distance from 3.018 angstrom (avg.) to 2.798 angstrom (avg.), the positions of the phenoxido bridges to axial-equatorial, and the magnetic coupling to ferromagnetic with J = 50.1(1.4) cm(-1). Using 3,5-di-tert-butylcatechol as the substrate, the catecholase activity of the complexes has been studied in a methanol solution; compound 2 shows higher catecholase activity (k(cat) = 233.4 h(-1)) than compound 1 (k(cat) = 93.6 h(-1)). Both complexes generate identical species in solution, and they are interconvertible simply by changing the pH of their solutions. The higher catecholase activity of 2 seems to be due to the presence of the OH group, which increases the pH of its solution.