Paper
Reactivity of 5-nitro-2-furaldehyde in alkaline and acidic solutions.
Published Nov 1, 2001 · A. Cisak, K. Rzeszowska-Modzelewska, E. Brzezińska
Acta poloniae pharmaceutica
3
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0
Influential Citations
Abstract
5-Nitro-2-furaldehyde (NFA) forms in alkaline solutions an anion of nitronic acid of (5-nitro-furan-2-yl)-methanediol. Upon acidification (5-nitro-furan-2-yl)-methanediol (HNFA) appears with pKa=4.6. Then, in a novel irreversible redox ring-opening reaction, nitrile oxide of alpha-ketoglutaconic acid is formed which hydrolyses in acidic solutions. With increasing pH it dimerizes to furoxane or polymerizes to hydraxamates. Some of the products were separated and identified by IR and NMR spectroscopy, confirmed by elemental analysis.
5-Nitro-2-furaldehyde reacts in alkaline and acidic solutions to form anion, nitronic acid, and nitrile oxide, which hydrolyzes in acidic solutions and forms various products.
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