4-((2,3-dihydroxypropylimino)methyl)benzene-1,3-diol | 953057-10-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-((2,3-dihydroxypropylimino)methyl)benzene-1,3-diol
• 英文别名: 4-(2,3-Dihydroxypropyliminomethyl)benzene-1,3-diol
• CAS: 953057-10-8
• 化学式: C₁₀H₁₃NO₄
• 分子量: 211.218
• InChiKey: NZIQHCDXDFDSOG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  93.3
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  uranyl nirate hexahydrate 、 4-((2,3-dihydroxypropylimino)methyl)benzene-1,3-diol 、 N,N-二甲基甲酰胺 在 triethylamine 作用下， 以 乙醇 为溶剂， 以72%的产率得到[UO2(4-((2,3-dihydroxypropylimino)methyl)benzene-1,3-diol(-2H))]2*2DMF*H2O
  参考文献：
  名称：

  Novel Dinuclear Uranyl Complexes with Asymmetric Schiff Base Ligands:  Synthesis, Structural Characterization, Reactivity, and Extraction Studies

  摘要：

  The reaction of uranyl nitrate with asymmetric [3O, N] Schiff base ligands in the presence of base yields dinuclear uranyl complexes, [JO(2)(HL1)](2)center dot DMF (1), [UO2(HL2)](2)center dot 2DMF center dot H2O (2), and [UO2(HL3)12-2DMF (3) with 3-(2hydroxybenzylidenearnino)propane-1,2-diol (1-131-1), 4-((2,3-dihydroxypropylimino)methyl)benzene-1,3-diol (H(3)L2), and 3-(3,5-di-tert-butyl-2-hltdroxybenzylideneamino)propane-1,2-dioI (H3L3), respectively. All complexes exhibit a symmetric U2O2 core featuring e. distorted pentagonal bipyramidal geometry around each uranyl center. The hydroxyl groups on the ligands are attached to the uranyl ion in chelating, bridging, and coordinate covalent bonds. Distortion in the backbone is more pronounced in 1, where the phenyl groups are on the same side of the planar U2O2 core. The phenyl groups are present on the opposite side Of U2O2 core in 2 and 3 due to electronic and steric effects. A similar hydrogen-bonding pattern is observed in the solid-state structures of 1 and 3 with terminal hydroxyl groups and DMF molecules, resulting in discrete molecules. Free aryl hydroxyl groups and water molecules in 2 give rise to a two-dimensional network with water molecules in the channels of an extended corrugated sheet structure. Compound 1 in the presence of excess Ag(NO3) yields {[(UO2)(NO3)(C6H4OCOO)](NH(CH2CH3)(3))}(2) (4), where the geometry around the uranyl center is hexagonal bipyrimidal. Two-phase extraction studies of uranium from aqueous media employing H3L3 indicate 99% reduction of uranyl ion at higher pH.

  DOI：

  10.1021/ic7010315