4-甲基-2,6-二(吗啉-4-基甲基)苯酚 | 140215-97-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-甲基-2,6-二(吗啉-4-基甲基)苯酚
• 英文名称: 4-methyl-2,6-bis(morpholinomethyl)phenol
• 英文别名: 2,6-bis(morpholinomethyl)-4-methylphenol；Phenol, 4-methyl-2,6-bis(4-morpholinylmethyl)-；4-methyl-2,6-bis(morpholin-4-ylmethyl)phenol
• CAS: 140215-97-0
• 化学式: C₁₇H₂₆N₂O₃
• 分子量: 306.405
• InChiKey: NTGYNTJBSPQRCF-UHFFFAOYSA-N

物化性质

• 熔点：
  248.31 °C
• 沸点：
  428.5±40.0 °C(Predicted)
• 密度：
  1.183±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  45.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-甲基-2,6-二(吗啉-4-基甲基)苯酚 在 (C₂H₅)3N 作用下， 以 甲醇 、 水 、 乙腈 为溶剂， 生成 [Cu2(2,6-bis(morpholinomethyl)-4-methylphenolato)(azido)3(acetonitrile)2]
  参考文献：
  名称：

  二核、四核和多核铜 (II) 配合物：甲苯和苯氧化的活性催化剂

  摘要：

  三种铜 (II) 配合物与双核 N2O 供体配体 [Cu2(L1)(μ2-pz)(CH3COO)2] (1), [Cu4(L1)2(μ4-O)(μ2-CH3COO)2( μ1,1-N3)(N3)] (2) 和 [Cu2(L2)(μ1,1-N3)(μ1,3-N3)2]∞ (3) [pz = pyrazolato, HL1 = 2,6 -双(吗啉甲基)-4-叔丁基苯酚和 HL2 = 2,6-双(吗啉甲基)-4-甲基苯酚] 已合成并通过元素分析、FTIR 和紫外/可见光谱以及 X 射线晶体学表征。X 射线晶体学研究表明，通过改变桥配体、抗衡阴离子和反应条件，可以形成一系列双核、四核和多核配合物。这些对甲苯和苯的过氧化氢氧化显示出有效的催化性能。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

  DOI：

  10.1002/ejic.200800556
• 作为产物：
  描述：

  吗啉 、 聚合甲醛 、 对甲酚 以 1,4-二氧六环 、 水 为溶剂， 反应 2.0h， 以26%的产率得到4-甲基-2,6-二(吗啉-4-基甲基)苯酚
  参考文献：
  名称：

  From Tetranuclear 4-Oxo to 4-Peroxocopper(II) Complexes

  摘要：

  The mu(4)-peroxotetracopper(II) complexes [Cu-4(L-1)(2)(O-2)(OMe)(2)(ClO4)]-ClO4 . MeOH (I), [Cu-4(L-2)(2)(O-2)-(OMe)(2)(ClO4)]ClO4 . MeOH (2), [Cu-4-(L-3)(2)(O-2) (OMe)(2)(ClO4)]ClO4 . MeOH (3) and the mu(4)-oxotetracopper(II) complex [Cu-4(L-1)(2)(O)(OH)(2)(MeOH)(2)-(ClO4)(2)] (4) were synthesized (HL1= 2,6-bis(pyrrolidinomethyl)-4-methylphenol, HL2=2,6-bis(piperidinomethyl)4-methylphenol, HL3=2,6-bis(morpholinomethyl)-4-methylphenol). The molecular structures of 1 and 4 were established by single-crystal X-ray crystallography. I crystallizes in the monoclinic space group P2/n, with a=14.797(8), b=11.007(7), c= 15.434(10) Angstrom, beta=118.29 degrees, V=2214 Angstrom(3) (150 K) and Z=2. Complex 4 crystallizes in the monoclinic space group P2(1)/n, with a=11.498(2), b=13.311(3), c= 14.794(3) Angstrom, beta = 93.56(3)degrees, V = 2259.9 Angstrom(3) (213 K) and Z=2. Electrospray ionization mass spectra of 1 and 4 in dichloromethane solution confirm that the tetranuclear structure is maintained in this solvent. The UV/Vis spectra of 1-3 in dichloromethane are dominated by a very strong absorption at about 390 nm with a shoulder around 420-440nm interpreted as a superposition of a peroxo-->Cu-II and a phenolate-->Cu-II charge-transfer transition. A band at about 580 nm may be a superposition of d-d transitions and a second, less intense peroxo-->Cu-II charge transfer. The frequencies of the O-O stretching vibrations of 1-3 were determined by FT Raman and resonance Raman experiments and found to be 878, 898 and 888 cm(-1), respectively. A frequency shift to 841 cm(-1) is observed upon O-18 substitution in 1. The tetranuclear copper(Ir) complexes 1 and 4 are strongly antiferromagnetically coupled. They possess S=0 ground states separated from a triplet state by 510 and 720 cm-l, respectively. Good fits result from a regular spin Hamiltonian as well as from the Bleaney-Bowers equation, which shows that only the two lowest-lying states are notably thermally populated. Magnetostructural correlations established for dimeric complexes are not easily transferable to these kinds of tetrameric complexes. Investigations in methanolic solution provide evidence that a tetranuclear mu(4)-oxocopper(II) complex analogous to 4 can be converted into a tetranuclear mu(4)-peroxocopper-(II) complex analogous to 1.

  DOI：

  10.1002/(sici)1521-3765(19980210)4:2<289::aid-chem289>3.3.co;2-u

文献信息

• Teipel, Stephan; Griesar, Klaus; Haase, Wolfgang, Inorganic Chemistry, 1994, vol. 33, # 3, p. 456 - 464
  作者：Teipel, Stephan、Griesar, Klaus、Haase, Wolfgang、Krebs, Bernt

  DOI：——

  日期：——
• Synthesis and structural characterization of 2,6-bis-(N-methylenemorpholino)-4-methylphenol (MMP) and 2,6-bis-(N-methylenemorpholino)-4-bromophenol (MBrP)
  作者：S. Shanmuga Sundara Raj、M. N. Ponnuswamy、G. Shanmugam、M. Kandaswamy

  DOI：10.1007/bf01665351

  日期：1994.1

  MMP: C17H26N2O3, M(r) = 306.40, monoclinic, space group P2(1)/c, a = 10.927(2), b = 10.777(2), c = 14.197(2)angstrom, beta = 94.04(2)degrees, V = 1667.7(5)angstrom3, D(cal) = 1.22 mgm-3, Z = 4, F(000) = 664, mu = 5.93 cm-1, T = 293K. Final R = 0.049 and wR = 0.063 for 2724 observed reflections. MBrP; C16H23N2O3Br, M(r) = 371.27, monoclinic, space group P2(1)/c, a = 10.955(1), b = 10.785(1), c = 14.213(1)angstrom, beta = 94.54(2)degrees, V = 1674.0(4)angstrom3, D(cal) = 1.48 Mgm-3, Z = 4, F(000) = 768, mu = 32.35 cm-1, T = 293K. Final R = 0.055 and wR = 0.069 for 2886 observed reflections. MMP and MBrP are isostructural and in both the molecules the morpholino rings assume a chair conformation.
• Uhlenbrock, Stefan; Wegner, Rainer; Krebs, Bernt, Journal of the Chemical Society, Dalton Transactions, 1996, # 18, p. 3731 - 3736
  作者：Uhlenbrock, Stefan、Wegner, Rainer、Krebs, Bernt

  DOI：——

  日期：——
• US3935160A
  申请人：——

  公开号：US3935160A

  公开（公告）日：1976-01-27