2,6-bis(diethoxyphosphino)pyridine P,P-dioxide | 163164-84-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: 2,6-bis(diethoxyphosphino)pyridine P,P-dioxide
• 英文别名: 2,6-Bis[diethoxy(oxido)phosphaniumyl]pyridine；2,6-bis[diethoxy(oxido)phosphaniumyl]pyridine
• CAS: 163164-84-9
• 化学式: C₁₃H₂₃NO₆P₂
• 分子量: 351.276
• InChiKey: JRJOKAMRZFEDPH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  22
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  95.9
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2,6-bis(diethoxyphosphino)pyridine P,P-dioxide 在 盐酸 作用下， 反应 12.0h， 以40%的产率得到2,6-pyridinediphosphosphonic acid
  参考文献：
  名称：

  Syntheses and Fe(II)/Fe(III) equilibria of the new multidentate ligands pyridine-2-phosphonic- 6-carbo×ylic acid and 2,6-pyridinediphosphonic acid for the use of their iron chelates as catalysts for the o×idation of H₂S to S₈ by air

  摘要：

  The syntheses of two terdentate chelating agents, pyridine-2-phosphonic-6-carboxylic acid (2PP6C) and 2,6-pyridinediphosphonic acid (2,6PDPA), are described. The stepwise stability constants for the ferric complexes at 25.0 degrees C and mu=,0.100 M (KNO3) are log K-ML = 15.97 and log K-ML2 = 9.50 for 2PP6C, and log K-ML = 20.87 and log K(ML)2 = 7.81 for 2,6PDPA. Under the same conditions the stepwise formation constants for the ferrous chelates are log K-ML = 8.70 and log K-ML2 = 5.10 for 2PP6C, and log K-ML = 10.12 and log K-ML2 = 5.33 for 2,6PDPA. The stabilities of the Fe(III) and Fe(II) chelates are high enough to prevent precipitation of Fe(OH)(3) and FeS, respectively, from solutions having pH as high as 10.0. The rates of oxidative degradation of these ligands are very slow when the iron chelates are used as redox catalysts for the oxidation of H2S to S-8 by air. The rates of oxidative degradation are immeasurably slow when the iron chelates are used with sodium thiosulfate as a radical scavenger.

  DOI：

  10.1139/cjc-76-4-445
• 作为产物：
  描述：

  diethyl pyridin-2-yl-2-phosphonate 在 正丁基锂 、 双氧水 、 溶剂黄146 作用下， 反应 39.0h， 生成 2,6-bis(diethoxyphosphino)pyridine P,P-dioxide
  参考文献：
  名称：

  Syntheses and Fe(II)/Fe(III) equilibria of the new multidentate ligands pyridine-2-phosphonic- 6-carbo×ylic acid and 2,6-pyridinediphosphonic acid for the use of their iron chelates as catalysts for the o×idation of H₂S to S₈ by air

  摘要：

  The syntheses of two terdentate chelating agents, pyridine-2-phosphonic-6-carboxylic acid (2PP6C) and 2,6-pyridinediphosphonic acid (2,6PDPA), are described. The stepwise stability constants for the ferric complexes at 25.0 degrees C and mu=,0.100 M (KNO3) are log K-ML = 15.97 and log K-ML2 = 9.50 for 2PP6C, and log K-ML = 20.87 and log K(ML)2 = 7.81 for 2,6PDPA. Under the same conditions the stepwise formation constants for the ferrous chelates are log K-ML = 8.70 and log K-ML2 = 5.10 for 2PP6C, and log K-ML = 10.12 and log K-ML2 = 5.33 for 2,6PDPA. The stabilities of the Fe(III) and Fe(II) chelates are high enough to prevent precipitation of Fe(OH)(3) and FeS, respectively, from solutions having pH as high as 10.0. The rates of oxidative degradation of these ligands are very slow when the iron chelates are used as redox catalysts for the oxidation of H2S to S-8 by air. The rates of oxidative degradation are immeasurably slow when the iron chelates are used with sodium thiosulfate as a radical scavenger.

  DOI：

  10.1139/cjc-76-4-445

文献信息

• Pyridine Diphosphonate Ligand for Stabilization of Tetravalent Uranium and Neptunium in Aqueous Medium under Aerobic Conditions
  作者：Parveen Kumar Verma、Bholanath Mahanty、Arunasis Bhattacharyya、Petr I. Matveev、Nataliya E. Borisova、Stepan N. Kalmykov、Prasanta Kumar Mohapatra

  DOI：10.1021/acs.inorgchem.3c03840

  日期：2024.2.19

  ligand was chosen due to its higher complexing ability compared to that of the carboxylate ligands. Neptunium complexation studies with 2,6-pyridinediphosphonic acid (PyPOH) indicated the formation of different species at different pH values and the complexation facilitates disproportionation of NpO2+ to Np4+ and NpO22+ at pH 2. Hexavalent actinides form insoluble complexes in aqueous media at pH = 2, as

  尽管铀在水溶液中通常以+6氧化态（铀酰离子）存在，但将其转化为+4或+5等氧化态是一项具有挑战性的任务。电化学还原和轴向氧化活化是在水介质中获得稳定的铀异常氧化态的首选方法。在之前的研究中，二羧酸已被用来稳定碱性水溶液中的UO 2 + 。在本工作中，选择二膦酸酯配体是因为其与羧酸酯配体相比具有更高的络合能力。镎与 2,6-吡啶二膦酸 (PyPOH) 的络合研究表明，在不同的 pH 值下会形成不同的物质，并且络合促进 NpO 2 +在 pH 2 下歧化为 Np 4+和 NpO 2 2+ 。六价锕系元素形成不溶性络合物经 UO 2 2+络合研究证实，在 pH = 2 的水介质中。原位络合驱动的沉淀导致在水介质中转化为纯Np 4+作为Np 4+ -PyPOH络合物。 PyPOH 配体对 Np 4+离子的强络合能力也可用于在有氧条件下在水介质中电化学产生的 U 4+的稳定性。发现 U 4+ -PyPOH
• Synthesis and coordination chemistry of 2,6-bis(diethoxyphosphino)pyridine P,P-dioxide. Crystal and molecular structure of UO2(NO3)2{[EtO)2P(O)]2C5H3N}
  作者：A.A. Russell、R.L. Meline、E.N. Duesler、R.T. Paine

  DOI：10.1016/0020-1693(94)04331-o

  日期：1995.3

  A Michaelis-Becker reaction of excess Na(EtO)(2)P(O) with 2,6-dichloropyridine N-oxide results in the formation of 2,6-bis(diethoxyphosphino)pyridine P,P-dioxide [(EtO)(2)P(O)]2C5H3N. Attempts to N-oxidize the pyridine were unsuccessful. The ligand in 1:1 combination with UO2(NO3)(2) . 6H(2)O gives a complex UO2(NO3)(2)[((EtO)(2)P(O)]2C5H3N} whose molecular structure was determined by single crystal X-ray diffraction techniques. The compound crystallizes in the monoclinic space group C2/c with a = 24.909(6), b = 6.819(1), c = 23.213(6) Angstrom, beta = 141.26(1)degrees and Z=4. The structure consists of infinite chains formed by trans coordination of phosphoryl groups from two ligands on each UO22+ unit. The pyridine nitrogen atom is not involved in the coordination chemistry.
• Syntheses and Fe(II)/Fe(III) equilibria of the new multidentate ligands pyridine-2-phosphonic- 6-carbo×ylic acid and 2,6-pyridinediphosphonic acid for the use of their iron chelates as catalysts for the o×idation of H<sub>2</sub>S to S<sub>8</sub> by air
  作者：Dian Chen、Arthur E. Martell、Ramunas J. Motekaitis、Derek McManus

  DOI：10.1139/cjc-76-4-445

  日期：——

  The syntheses of two terdentate chelating agents, pyridine-2-phosphonic-6-carboxylic acid (2PP6C) and 2,6-pyridinediphosphonic acid (2,6PDPA), are described. The stepwise stability constants for the ferric complexes at 25.0 degrees C and mu=,0.100 M (KNO3) are log K-ML = 15.97 and log K-ML2 = 9.50 for 2PP6C, and log K-ML = 20.87 and log K(ML)2 = 7.81 for 2,6PDPA. Under the same conditions the stepwise formation constants for the ferrous chelates are log K-ML = 8.70 and log K-ML2 = 5.10 for 2PP6C, and log K-ML = 10.12 and log K-ML2 = 5.33 for 2,6PDPA. The stabilities of the Fe(III) and Fe(II) chelates are high enough to prevent precipitation of Fe(OH)(3) and FeS, respectively, from solutions having pH as high as 10.0. The rates of oxidative degradation of these ligands are very slow when the iron chelates are used as redox catalysts for the oxidation of H2S to S-8 by air. The rates of oxidative degradation are immeasurably slow when the iron chelates are used with sodium thiosulfate as a radical scavenger.