2-<methyl>-4-methylphenol | 155608-95-0

• 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-<methyl>-4-methylphenol
• 英文别名: 2-[(bis(2-pyridylmethyl)amino)methyl]-4-methyl-6-phenol；2-[(bis(2-pyridylmethyl)amino)methyl]-4-methylphenol；2-((Bis(pyridin-2-ylmethyl)amino)methyl)-4-methylphenol；2-[[bis(pyridin-2-ylmethyl)amino]methyl]-4-methylphenol
• CAS: 155608-95-0
• 化学式: C₂₀H₂₁N₃O
• 分子量: 319.406
• InChiKey: DDQOVEQCQOMIPT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  49.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butylammonium hexafluorophosphate(V) 、 2-<methyl>-4-methylphenol 、 copper dichloride 在 N(CH₂CH₃)3 作用下， 以 甲醇 为溶剂， 生成 [Cu2(2-[(bis(2-pyridylmethyl)amino)methyl]-4-methylphenolate)2](hexafluorophosphate)2
  参考文献：
  名称：

  具有新的多轴配体的铜（II）配合物，具有轴向-赤道的苯氧桥[2-[（双（2-吡啶基甲基）氨基）甲基] -4-甲基苯酚，2-[（双（2-吡啶基甲基）氨基]甲基]- 4-甲基-6-（甲硫基）苯酚}：铁磁耦合的双核和三核铜（II）配合物的例子。

  摘要：

  两个新的配体，2-[（双（2-吡啶基甲基）氨基）甲基] -4-甲基苯酚（HL）和2-[（双（2-吡啶基甲基）氨基）甲基] -4-甲基-6-（甲硫基）合成苯酚（HSL）并用于制备三核铜（II）络合物{[CuSL（Cl）] 2Cu}（PF6）2.H2O（1）和相应的双核络合物[Cu2（SL）2]（ PF6）2（2）和[Cu2L2]（PF6）2（3）。1的晶体结构显示了两种不同的配位环境：两个正方形的基锥体中心（Cu1和Cu1a，与C2轴相关），通过SCH3的硫原子充当扭曲的正方形平面铜中心（Cu2）的配体取代基和配体的桥接苯氧氧原子（Cu2-S = 2.294 A）。化合物2和3显示了两个等效的扭曲方基棱锥锥体铜（II）中心，它们在轴向赤道中被两个苯氧基基团桥接，因此定义了一个不对称的Cu2O2核。在2（2.9261（18）A）中测得的较长的铜-硫距离表明键合相互作用较弱。这种相互作用在甲硫基

  DOI：

  10.1021/ic700544b
• 作为产物：
  描述：

  聚合甲醛 、 对甲酚 、 二甲基吡啶胺 以 乙醇 为溶剂， 反应 72.0h， 以66%的产率得到2-<methyl>-4-methylphenol
  参考文献：
  名称：

  A New Method for the Synthesis of Nonsymmetric Dinucleating Ligands by Aminomethylation of Phenols and Salicylaldehydes

  摘要：

  Monoaminomethylated phenols 5-7 and symmetrically diaminomethylated phenols 8 and 9 were prepared in a one-step procedure-from p-cresol, formaldehyde, and a variety of secondary amines by making use of the aromatic Mannich reaction. Nonsymmetric diaminomethylated phenols 10 and 11 were prepared by a sequential aromatic Mannich reaction using p-cresol, formaldehyde, and two different secondary amines. Alternatively, nonsymmetric diaminomethylated phenols 20-24 were prepared by aminomethylation of 5-methylsalicylaldehyde followed by Ca) condensation with a primary amine and subsequent reduction or (b) reductive amination with a secondary amine. Monoami-nomethylated and (non)symmetric diaminomethylated phenols are excellent ligands for the synthesis of mono- and dinuclear transition metal complexes as is illustrated by the isolation of mononuclear iron(III) complex 25 and nonsymmetric dinuclear copper(II) complex 26.

  DOI：

  10.1021/jo00087a046

文献信息

• Mononuclear and Polynuclear Copper(II) Complexes Derived from Pyridylalkylaminomethylphenol Polypodal Ligands
  作者：Jorge Manzur、Hector Mora、Andrés Vega、Diego Venegas-Yazigi、Miguel A. Novak、José Ricardo Sabino、Verónica Paredes-García、Evgenia Spodine

  DOI：10.1021/ic901026x

  日期：2009.9.21

  Four mononuclear complexes [Cu(HL1)CI]PF6 center dot CH3OH (1), [Cu(HSL1)CI]PF6 center dot 0.75H(2)O (2), [Cu(HL2)CI]PF6 center dot CH3OH (3), [Cu(HSL2)CI]PF6 center dot 1.5CH(3)OH (4), and two polynuclear complexes [Cu-2(SL2)(2)](PF6)(2)center dot 2CH(3)OH (5) and Cu[Cu(SL2)(CI)](2)}(PF6)(2) (6) (HL1: 2-[(bis(2-pyridylmethyl)-amino)methyl]-4-methylphenol; HSL1: 2-[(bis(2-pyridylmethyl)amino) methyl]-4-methyl-6-(methyl-thio)phenol; HL2: 2-[(2-pyridylmethyl)(2'-pyridylethyl)-aminomethyl)]-4-methylphenol; HSL2: 2-[(2-pyridylmethyl)(2'-pyridylethyl)amino-methyl]-4-methyl-6-(methythio)phenol were obtained and characterized. The crystal structures of the mononuclear complexes 1-4 show the copper centers in a square-base pyramidal environment with the phenolic oxygen coordinated at the axial position. Dinuclear complex 5 has two copper centers with different geometry and bridged by phenoxo oxygens; one of the copper atoms is square pyrmidal while the other can be described with a highly distorted octahedral geometry with a long Cu-S distance (2.867 angstrom). Density functional theory calculations were used to obtain the reported structure of 6, since single crystals suitable for X-ray diffraction were not isolated. Magnetic studies done for 5 and 6 show an antiferromagnetic behavior for 5 (J = -134 cm(-1)) and a ferromagnetic behavior for 6 (J = +11.9 cm(-1)). Redox potentials for the mononuclear complexes were measured by cyclic voltammetry; the values show the effect of the chelating ring size (-213 mV and - 142 mV for Cu-HL1 and Cu-HL2, respectively) and the presence of the thiomethyl substituent (-213 mV and -184 mV for Cu-HL1 and Cu-HSL1, respectively).
• ARTICLE, DEVICE, AND METHOD
  申请人：General Electric Company

  公开号：EP2188053A2

  公开（公告）日：2010-05-26
• [EN] ARTICLE, DEVICE, AND METHOD<br/>[FR] ARTICLE, DISPOSITIF ET PROCÉDÉ
  申请人：GEN ELECTRIC

  公开号：WO2009023373A2

  公开（公告）日：2009-02-19

  An article includes a substrate assembly for use in a detector system. The substrate assembly includes a substrate; a sample reception structure secure to the substrate; a test window extending through the substrate; and a fluid channel defined by a surface of the substrate and extending from the sample reception structure to the test window. The test window being transparent to light at particular warelennghts for example ultraviolet.
• A New Method for the Synthesis of Nonsymmetric Dinucleating Ligands by Aminomethylation of Phenols and Salicylaldehydes
  作者：Marcel Lubben、Ben L. Feringa

  DOI：10.1021/jo00087a046

  日期：1994.4

  Monoaminomethylated phenols 5-7 and symmetrically diaminomethylated phenols 8 and 9 were prepared in a one-step procedure-from p-cresol, formaldehyde, and a variety of secondary amines by making use of the aromatic Mannich reaction. Nonsymmetric diaminomethylated phenols 10 and 11 were prepared by a sequential aromatic Mannich reaction using p-cresol, formaldehyde, and two different secondary amines. Alternatively, nonsymmetric diaminomethylated phenols 20-24 were prepared by aminomethylation of 5-methylsalicylaldehyde followed by Ca) condensation with a primary amine and subsequent reduction or (b) reductive amination with a secondary amine. Monoami-nomethylated and (non)symmetric diaminomethylated phenols are excellent ligands for the synthesis of mono- and dinuclear transition metal complexes as is illustrated by the isolation of mononuclear iron(III) complex 25 and nonsymmetric dinuclear copper(II) complex 26.
• Copper(II) Complexes with New Polypodal Ligands Presenting Axial−Equatorial Phenoxo Bridges {2-[(Bis(2-pyridylmethyl)amino)methyl]-4-methylphenol, 2-[(Bis(2-pyridylmethyl)amino)methyl]-4-methyl-6-(methylthio)phenol}:  Examples of Ferromagnetically Coupled Bi- and Trinuclear Copper(II) Complexes
  作者：Jorge Manzur、Hector Mora、Andrés Vega、Evgenia Spodine、Diego Venegas-Yazigi、María Teresa Garland、M. Salah El Fallah、Albert Escuer

  DOI：10.1021/ic700544b

  日期：2007.8.1

  used to prepare the trinuclear copper(II) complex [CuSL(Cl)]2Cu}(PF6)2.H2O (1) and the corresponding binuclear complexes [Cu2(SL)2](PF6)2 (2) and [Cu2L2](PF6)2 (3). The crystal structure of 1 shows two different coordination environments: two square base pyramidal centers (Cu1 and Cu1a, related by a C2 axes), acting as ligands of a distorted square planar copper center (Cu2) by means of the sulfur atom

  两个新的配体，2-[（双（2-吡啶基甲基）氨基）甲基] -4-甲基苯酚（HL）和2-[（双（2-吡啶基甲基）氨基）甲基] -4-甲基-6-（甲硫基）合成苯酚（HSL）并用于制备三核铜（II）络合物[CuSL（Cl）] 2Cu}（PF6）2.H2O（1）和相应的双核络合物[Cu2（SL）2]（ PF6）2（2）和[Cu2L2]（PF6）2（3）。1的晶体结构显示了两种不同的配位环境：两个正方形的基锥体中心（Cu1和Cu1a，与C2轴相关），通过SCH3的硫原子充当扭曲的正方形平面铜中心（Cu2）的配体取代基和配体的桥接苯氧氧原子（Cu2-S = 2.294 A）。化合物2和3显示了两个等效的扭曲方基棱锥锥体铜（II）中心，它们在轴向赤道中被两个苯氧基基团桥接，因此定义了一个不对称的Cu2O2核。在2（2.9261（18）A）中测得的较长的铜-硫距离表明键合相互作用较弱。这种相互作用在甲硫基