1,9-Bis(2-hydroxyphenyl)-4-oxo-2,5,8-triazanonane | 159389-29-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1,9-Bis(2-hydroxyphenyl)-4-oxo-2,5,8-triazanonane
• CAS: 159389-29-4
• 化学式: C₁₈H₂₃N₃O₃
• 分子量: 329.399
• InChiKey: CCKYHPHSNKCYOY-UHFFFAOYSA-N

物化性质

• 沸点：
  594.1±50.0 °C(Predicted)
• 密度：
  1.222±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.09
• 重原子数：
  24.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  93.62
• 氢给体数：
  5.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  1,9-Bis(2-hydroxyphenyl)-4-oxo-2,5,8-triazanonane 在 硼烷四氢呋喃络合物 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 1,9-Bis(2-hydroxyphenyl)-2,5,8-triazanonane
  参考文献：
  名称：

  Design of ligands containing the o-hydroxybenzyl group. Metal-complexing properties of N,N″-bis(2-hydroxybenzyl)diethylenetriamine-N,N′,N″-triacetic acid

  摘要：

  The ligand N,N''-bis(2-hydroxybenzyl)diethylenetriamine-N,N',N''-triacetic acid (H(5)L) has been synthesised and the protonation constants for L determined by potentiometric methods in 0.5 mol dm(-3) NaNO3, and spectrophotometric methods in 0.5 and 0.1 mol dm(-3) NaCl, all at 25 degrees C. The sites of protonation have been inferred from H-1 NMR studies in D2O. The complex formation constants of Ca-II, Zn-II Cd-II, Cu-II, Pb-II and Bi-III have been determined at 25 degrees C by potentiometric methods in 0.5 mol dm(-3) NaNO3, and spectrophotometric methods in 0.5 mol dm(-3) NaCl. The results show that at biological pH the hydroxybenzyl groups tend to remain protonated, and over most of the pH range protonated complexes dominate, with fully deprotonated complexes occurring only at pH values above 9 or 10. The ligand L is, compared to some of its analogues, effectively a weak complexing agent. This is rationalised in terms of the six-membered chelate rings formed in the complex, which include the hydroxybenzyl group. The six-membered chelate rings destabilize complexes of the larger metal ions with which the octadentate ligand should prefer to co-ordinate.

  DOI：

  10.1039/dt9940002679
• 作为产物：
  描述：

  1,9-Bis(2-hydroxyphenyl)-4-oxo-2,5,8-triazanona-1,8-diene 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 18.0h， 以89%的产率得到1,9-Bis(2-hydroxyphenyl)-4-oxo-2,5,8-triazanonane
  参考文献：
  名称：

  Design of ligands containing the o-hydroxybenzyl group. Metal-complexing properties of N,N″-bis(2-hydroxybenzyl)diethylenetriamine-N,N′,N″-triacetic acid

  摘要：

  The ligand N,N''-bis(2-hydroxybenzyl)diethylenetriamine-N,N',N''-triacetic acid (H(5)L) has been synthesised and the protonation constants for L determined by potentiometric methods in 0.5 mol dm(-3) NaNO3, and spectrophotometric methods in 0.5 and 0.1 mol dm(-3) NaCl, all at 25 degrees C. The sites of protonation have been inferred from H-1 NMR studies in D2O. The complex formation constants of Ca-II, Zn-II Cd-II, Cu-II, Pb-II and Bi-III have been determined at 25 degrees C by potentiometric methods in 0.5 mol dm(-3) NaNO3, and spectrophotometric methods in 0.5 mol dm(-3) NaCl. The results show that at biological pH the hydroxybenzyl groups tend to remain protonated, and over most of the pH range protonated complexes dominate, with fully deprotonated complexes occurring only at pH values above 9 or 10. The ligand L is, compared to some of its analogues, effectively a weak complexing agent. This is rationalised in terms of the six-membered chelate rings formed in the complex, which include the hydroxybenzyl group. The six-membered chelate rings destabilize complexes of the larger metal ions with which the octadentate ligand should prefer to co-ordinate.

  DOI：

  10.1039/dt9940002679