tris(2-pentoxy-3-methyl-5-aminophenyl)methane | 862851-05-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: tris(2-pentoxy-3-methyl-5-aminophenyl)methane
• 英文别名: tris(5-amino-2-pentoxy-3-methylphenyl)methane；Benzenamine, 3,3',3''-methylidynetris[5-methyl-4-(pentyloxy)-；3-[bis(5-amino-3-methyl-2-pentoxyphenyl)methyl]-5-methyl-4-pentoxyaniline
• CAS: 862851-05-6
• 化学式: C₃₇H₅₅N₃O₃
• 分子量: 589.862
• InChiKey: KCNTWLSDVLIQFZ-UHFFFAOYSA-N

物化性质

• 熔点：
  207-210 °C
• 沸点：
  743.5±60.0 °C(Predicted)
• 密度：
  1.056±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.6
• 重原子数：
  43
• 可旋转键数：
  18
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.51
• 拓扑面积：
  106
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  tris(2-pentoxy-3-methyl-5-aminophenyl)methane 、 二乙氧基异氰酸膦酯 以 二氯甲烷 为溶剂， 反应 12.0h， 以55%的产率得到tris(2-pentoxy-3-methyl-5-diethoxyphosphorcarbamoylphenyl)methane
  参考文献：
  名称：

  Hydrogen bonding in dimers of tritolyl and tritosylurea derivatives of triphenylmethanes

  摘要：

  由三苯甲酰脲3a形成的同二聚体的晶体结构证明，在相邻脲残基的NH和OC基团之间存在一条由六个分叉氢键组成的带状结构。对于三苯甲酰脲3b，在晶体状态下发现了另外四个三中心氢键，其中也涉及SO2氧。在氯仿盒中进行分子动力学模拟，证实了这些氢键模式以及与3a·3a相比，3b·3b二聚体产生的伸长。计算出的三种二聚体组合的络合能量几乎相同，这与在3a和3b的混合物中同时形成异二聚体3a·3b相一致。

  DOI：

  10.1039/b609707c
• 作为产物：
  描述：

  2-羟基-4-甲基苯甲醛 在 镍 硫酸 、 氢气 、 硝酸 、 potassium carbonate 、 溶剂黄146 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 176.0h， 生成 tris(2-pentoxy-3-methyl-5-aminophenyl)methane
  参考文献：
  名称：

  Carbamoylmethylphosphinoxide Derivatives Based on the Triphenylmethane Skeleton. Synthesis and Extraction Properties

  摘要：

  Two different strategies were used to synthesize tri(2-alkoxy-5-nitrophenyl)methanes 6a,b. The X-ray structures of 6a and its precursor 5 show the molecules in a conformation with a syn-orientation of the nitro and alkoxy groups. Hydrogenation and acylation by the appropriate active ester gave the corresponding tri-CMPO derivatives 4a,b. Their ability to complex lanthanide ions was studied by NMR spectroscopy and by nuclear magnetic relaxation dispersion and further characterized by quantum mechanical calculations. Extraction experiments from acidic solution to dichloromethane reveal a reasonable selectivity of Am(III) over Eu(III), but in contrast to similar tetra-CMPOs derivatives of calix[4]arenes the distribution coefficients strongly decrease with increasing concentration of HNO3.

  DOI：

  10.1021/jo050717a

文献信息

• Carbamoylmethylphosphinoxide Derivatives Based on the Triphenylmethane Skeleton. Synthesis and Extraction Properties
  作者：Valentyn Rudzevich、Dieter Schollmeyer、Damien Braekers、Jean F. Desreux、Romain Diss、Georges Wipff、Volker Böhmer

  DOI：10.1021/jo050717a

  日期：2005.7.1

  Two different strategies were used to synthesize tri(2-alkoxy-5-nitrophenyl)methanes 6a,b. The X-ray structures of 6a and its precursor 5 show the molecules in a conformation with a syn-orientation of the nitro and alkoxy groups. Hydrogenation and acylation by the appropriate active ester gave the corresponding tri-CMPO derivatives 4a,b. Their ability to complex lanthanide ions was studied by NMR spectroscopy and by nuclear magnetic relaxation dispersion and further characterized by quantum mechanical calculations. Extraction experiments from acidic solution to dichloromethane reveal a reasonable selectivity of Am(III) over Eu(III), but in contrast to similar tetra-CMPOs derivatives of calix[4]arenes the distribution coefficients strongly decrease with increasing concentration of HNO3.
• Hydrogen bonding in dimers of tritolyl and tritosylurea derivatives of triphenylmethanes
  作者：Yuliya Rudzevich、Valentyn Rudzevich、Dieter Schollmeyer、Iris Thondorf、Volker Böhmer

  DOI：10.1039/b609707c

  日期：——

  The crystal structure of the homodimer formed by the tritolylurea 3a proves the existence of a belt of six bifurcated hydrogen bonds between both NH and the OC groups of the adjacent urea residues. For the tritosylurea 3b, four additional three-center hydrogen bonds, also involving the SO2 oxygen, are found in the crystalline state. Molecular dynamics simulations in a chloroform box confirm these patterns of the hydrogen bonds and the resulting elongation of the dimer 3b·3b in comparison to 3a·3a. The calculated complexation energies for the three dimeric combinations are nearly identical in agreement with the simultaneous formation of heterodimer 3a·3b in a mixture of 3a and 3b.

  由三苯甲酰脲3a形成的同二聚体的晶体结构证明，在相邻脲残基的NH和OC基团之间存在一条由六个分叉氢键组成的带状结构。对于三苯甲酰脲3b，在晶体状态下发现了另外四个三中心氢键，其中也涉及SO2氧。在氯仿盒中进行分子动力学模拟，证实了这些氢键模式以及与3a·3a相比，3b·3b二聚体产生的伸长。计算出的三种二聚体组合的络合能量几乎相同，这与在3a和3b的混合物中同时形成异二聚体3a·3b相一致。