4,4'-dimethyl-2,2'-bisphenol | 24773-78-2

• 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: 4,4'-dimethyl-2,2'-bisphenol
• 英文别名: 2-{[4-(2-hydroxy-5-methylbenzyl)-1-piperazinyl]methyl}-4-methylphenol；(6,6'-piperazine-1,4-diyldimethylene) bis-(4-methylphenol)；6,6'-piperazine-1,4-diyldimethylenebis(4-methylphenol)；1,4-bis(2-hydroxy-5-methylbenzyl)piperazine；4,4'-dimethyl-2,2'-[piperazine-1,4-diylbis(methylene)]bisphenol；2-[[4-[(2-hydroxy-5-methylphenyl)methyl]piperazin-1-yl]methyl]-4-methylphenol
• CAS: 24773-78-2
• 化学式: C₂₀H₂₆N₂O₂
• 分子量: 326.439
• InChiKey: BFAIODMVERHPLO-UHFFFAOYSA-N

物化性质

• 熔点：
  225-226 °C(Solv: methanol (67-56-1))
• 沸点：
  482.1±40.0 °C(Predicted)
• 密度：
  1.188±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  46.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  copper(II) acetate monohydrate 、 4,4'-dimethyl-2,2'-bisphenol 以 甲醇 、 氯仿 为溶剂， 以68%的产率得到[Cu(6,6'-piperazine-1,4-diylmethylenebis(4-methylphenoxy))]
  参考文献：
  名称：

  Electrochemical, magnetic, catalytic, DNA binding and cleavage studies of new mono and binuclear copper(II) complexes

  摘要：

  A new class of mono [CuL] (1) and binuclear copper(II) complexes [Cu2LB](ClO4)(2) (2 and 3), where L (6,6-piprazine-1,4 diyl-dimethylene bis(4-methyl phenol) is a N2O2 donor ligand and B is a N,N-donor hetero-cyclic base, viz. 2,2-bipyridyl (bipy) (2) and 1,10-phenanthroline (phen) (3), has been synthesized. These complexes were characterized by elemental and spectroscopic techniques. The redox, magnetic, catalytic, DNA binding and cleavage activities of the copper(II) complexes (1-3) were studied. Cyclic voltammetric investigation of the mononuclear Cu(II) complex (1) shows a quasi-reversible one electron reduction wave (E-1/2 = -0.87 V) and the binuclear Cu(II) complexes show two quasi-reversible one electron reduction processes around E-1/2(1) = -0.28 V, -0.18 V and E-1/2(2) = -0.72 V, -0.66 V versus Ag/AgCl in DMF, 0.1 M TBAP. ESR spectra of the copper(II) complexes 2 and 3 show a broad signal at g = 2.08 and 2.10, and mu(eff) values 1.32 and 1.35 BM respectively, which convey spin-spin interactions between the two copper(II) ions. Cryomagnetic investigation of the binuclear complexes reveals a weak antiferromagnetic spin exchange interaction between the Cu(II) ions within the complexes (-2J = 228.3 (2) and 237.5 cm(-1)(3)). The initial rate values for the oxidation of 3,5-di-tert-butylcatechol to o-quinone by the mono and binuclear Cu(II) complexes 1,2 and 3 are 2.6 x 10(-7), 6.8 x 10(-5) and 2.3 x 10(-5) M s(-1) respectively. The complexes 2 and 3 show good binding propensity to calf thymus DNA, giving binding constant values of 0.37(+/- 0.1) x 10(5) (s = 0.1) and 0.44(+/- 0.2) x 10(5) M-1 (s = 0.1) respectively. The complexes display significant oxidative cleavage of circular plasmid pBR322 DNA in the presence of mercaptoethanol using singlet oxygen as a reactive species. The phenanthroline containing binuclear Cu(II) complex 3 displays a better DNA interaction and significant chemical nuclease activity compared to the bypyridyl analog 2 and the mononuclear complex 1. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2010.09.041
• 作为产物：
  描述：

  哌嗪 、 聚合甲醛 、 对甲酚 生成 4,4'-dimethyl-2,2'-bisphenol
  参考文献：
  名称：

  New Mannich base ligands

  摘要：

  一系列 一系列低分子量的氨基甲基苯酚化合物 作为新型 Cu2+ 和 Fe3+ 螯合聚合物的模型类似物被合成出来。 螯合聚合物。用这两种离子进行初步颜色测试 用这两种离子进行的初步颜色测试表明了形成聚合物螯合物所必需的结构特征。 聚合物螯合物形成所必需的结构特征。

  DOI：

  10.1071/ch9842371

文献信息

• Reaction on a solid surface — A simple, economical, and efficient Mannich reaction of azacrown ethers over graphite
  作者：Hashem Sharghi、Reza Khalifeh

  DOI：10.1139/v08-026

  日期：2008.5.1

  Graphite brings about a rapid Mannich reaction with a range of activated and unactivated phenolic compounds such as p-cresol and p-nitrophenol. The reactions are carried out with azacrown ether and paraformaldehyde in solvent-free conditions at 100 °C for 20–30 min. The graphite powder can be reused up to three times after simple washing with acetone.Key words: azacrown ether, lariat ether, graphite

  石墨与一系列活化和未活化的酚类化合物（如对甲酚和对硝基苯酚）发生快速曼尼希反应。用氮杂冠醚和多聚甲醛在无溶剂条件下在 100°C 下进行反应 20-30 分钟。石墨粉经丙酮简单洗涤后，最多可重复使用3次。关键词：氮杂冠醚，套索醚，石墨，无溶剂，曼尼希反应。
• Simple synthesized Mannich bases as ligands in Cu-catalyzed N-arylation of imidazoles in water
  作者：Yefeng Zhu、Yixing Shi、Yunyang Wei

  DOI：10.1007/s00706-010-0363-8

  日期：2010.9

  1,4-Bis(2-hydroxy-5-methoxybenzyl)piperazine and its analogues were used as efficient ligands for CuI-catalyzed N-arylation of imidazoles with aryl halides in water under mild conditions (120 A degrees C for 12 h) with 10 mol% of CuI, 20 mol% of the Mannich base, and two equivalents of KOH or K(2)CO(3) in the presence of 10 mol% phase transfer catalyst (n-Bu)(4)NBr. A variety of products were synthesized in moderate to excellent yields using this inexpensive catalytic system.
• 1,4-Bis(2-hydroxy-5-methylbenzyl)piperazine
  作者：M. Kuppayee、D. Kumaran、M. N. Ponnuswamy、M. Kandaswamy、M. J. Violet、K. Chinnakali、H.-K. Fun

  DOI：10.1107/s0108270199010781

  日期：1999.12.15

  The title compound, C20H26N2O2, lies across a crystallographic inversion centre. The piperazine ring adopts a chair conformation The molecules are stabilized by intramolecular O-H ... N-type hydrogen bonds in addition to van der Waals forces.
• HODGKIN, J. H., AUSTRAL. J. CHEM., 1984, 37, N 11, 2371-237
  作者：HODGKIN, J. H.

  DOI：——

  日期：——
• KINASE INHIBITOR COMPOUNDS
  申请人：University of Florida Research Foundation, Inc.

  公开号：EP2376425A2

  公开（公告）日：2011-10-19