2-Nitropyridine-5-carboxylic Acid

Synthesis：33225-73-9

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1074-38-0		33225-73-9

This material is a white to off-white crystalline powder with a melting point of 179–180°C.The predicted boiling point is 434.9±30.0°C,and the estimated density is 1.570±0.06 g/cm³.Storage at room temperature under an inert atmosphere is adequate.The predicted pKa is 2.69±0.10.It is slightly soluble in water but readily dissolves in methanol,ethanol,THF,and DMF,with moderate solubility in ethyl acetate.It remains stable in dry conditions but is sensitive to strong oxidizing or reducing agents due to the nitro group.

6-Nitropyridine-3-carboxylic acid(CAS No.33225-73-9)is a nitropyridinecarboxylic acid isomer with the nitro group ortho to the ring nitrogen and the carboxylic acid meta to it.This arrangement creates a strong electron-withdrawing effect and potential for intramolecular hydrogen bonding,influencing its reactivity and coordination properties.

1.Energetic Material Precursor
Reduced to the corresponding amino derivative,which is subsequently diazotized and cyclized to form furazan or furoxan rings-high-density,low-sensitivity energetic moieties used in propellant formulations.

2.Metal-Organic Framework(MOF)Linker for Catalysis
Its carboxylate and nitro groups allow it to form MOFs with open metal sites that catalyze the selective oxidation of alkanes to alcohols/ketones using N2O as a green oxidant.

3.Intermediate for PET Tracers
The nitro group is reduced to an amine and then radiofluorinated via nucleophilic aromatic substitution with[¹⁸F]fluoride,creating radiolabeled pyridine derivatives for positron emission tomography(PET)imaging of neuroinflammation.

4.Monomer for Conjugated Polyelectrolytes
Copolymerized with dihaloarenes to yield nitro-functionalized conjugated polymers.Subsequent reduction of the nitro groups to amines produces water-soluble polyelectrolytes used in layer-by-layer assemblies for organic photovoltaic devices.