15658-59-0

Basic information

• Product Name: 2,6-pyridinedicarbohydroxamic acid
• Synonyms: 2,6-pyridinedicarbohydroxamic acid
• CAS NO: 15658-59-0
• Molecular Formula: C₇H₇N₃O₄
• Molecular Weight: 197.15
• Mol File: 15658-59-0.mol
• Article Data: 4

Chemical Properties

• Melting Point: 217 °C(Solv: water (7732-18-5))
• Appearance: /
• Density: 1.572 g/cm³
• Refractive Index: 1.644
• PKA: 7.34±0.41(Predicted)
• CAS DataBase Reference: 2,6-pyridinedicarbohydroxamic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-pyridinedicarbohydroxamic acid(15658-59-0)
• EPA Substance Registry System: 2,6-pyridinedicarbohydroxamic acid(15658-59-0)

Safety Data

• Hazardous Substances Data: 15658-59-0(Hazardous Substances Data)

Usage

General Description

2,6-pyridinedicarbohydroxamic acid, also known as PDCHA, is a chemical compound with the molecular formula C7H8N2O4. It is a derivative of hydroxamic acid and contains a pyridine ring with two carboxylic acid and hydroxamic acid functional groups. PDCHA has been studied for its potential applications in the field of bioinorganic chemistry, particularly for its ability to form complexes with metal ions. These complexes have shown promising activity as catalysts for various organic reactions. Additionally, 2,6-pyridinedicarbohydroxamic acid has shown potential as a chelating agent for the extraction and separation of heavy metal ions, making it a valuable compound for environmental and industrial applications.

InChI:InChI=1/C7H7N3O4/c11-6(9-13)4-2-1-3-5(8-4)7(12)10-14/h1-3,13-14H,(H,9,11)(H,10,12)

Upstream product

• 3739-94-4 2,6-Pyridinedicarbonyl dichloride 
• 5453-67-8 2,6-bis(methoxycarbonyl)pyridine 

Relevant articles and documents

Pyridine-2,6-dihydroxamic acid, a powerful dihydroxamate ligand for Ni2+ and Cu2+ ions

Pyridine-2,6-dihydroxamic acid was found to be the most effective ligand for Ni2+ and Cu2+ ions among the known dihydroxamates. The stability constants of the title complexes are many orders of magnitude higher than those obtained for the other dihydroxamates. Only equimolar species are formed with Cu2+ ions, while NiL and bis-complexes are formed in the case of Ni2+. The [NIL2]2- complex anion contains compressed octahedral hexanitrogen surroundings of two meridionally coordinated ligands. The equatorial Ni-N(Py) bonds are significantly shorter than the axial Ni-N(hydroxamate) distances although the latter are formed by the deprotonated groups.

Monohydroxamic acids and bridging dihydroxamic acids as chelators to ruthenium(iii) and as nitric oxide donors: Syntheses, speciation studies and nitric oxide releasing investigation

The synthesis and spectroscopic characterisation of novel mononuclear RuIII(edta)(hydroxamato) complexes of general formula [Ru(H 2edta)(monoha)] (where monoha = 3- or 4-NH2, 2-, 3- or 4-Cl and 3-Me-phenylhydroxamato), as well as the first example of a Ru III-N-aryl aromatic hydroxamate, [Ru(H2edta)(N-Me-bha)] ·H2O (N-Me-bha = N-methylbenzohydroxamato) are reported. Three dinuclear RuIII complexes with bridging dihydroxamato ligands of general formula [{Ru(H2edta)}2(μ-diha)] where diha = 2,6-pyridinedihydroxamato and 1,3- or 1,4-benzodihydroxamato, the first of their kind with RuIII, are also described. The speciation of all of these systems (with the exception of the Ru-1,4-benzodihydroxamic acid and Ru-N-methylbenzohydroxamic systems) in aqueous solution was investigated. We previously proposed that nitrosyl abstraction from hydroxamic acids by Ru III involves initial formation of RuIII-hydroxamates. Yet, until now, no data on the rate of nitric oxide (NO) release from hydroxamic acids has been published. We now describe a UV-VIS spectroscopic study, where we monitored the decrease in the ligand-to-metal charge-transfer band of a series of RuIII-monohydroxamates with time, with a view to gaining an insight into the NO-releasing properties of hydroxamic acids. The Royal Society of Chemistry.