Unusual Reaction of Sodium 1,6-Dioxo-2,4-alkadiene-3,4-diolates under Acid Hydrolysis Conditions

• Published in: Russian journal of general chemistry Vol. 88; no. 10; pp. 2039 - 2043
• Main Authors: Mukovoz, P. P., Slepukhin, P. A., Ganebnykh, I. N., El’tsov, O. S., Danilova, E. A.
• Format: Journal Article
• Language: English
• Published: Moscow Pleiades Publishing 01.10.2018; Springer Nature; Springer; Springer Nature B.V
• Subjects: Chemistry; Chemistry and Materials Science; Chemistry, Multidisciplinary; Chemistry/Food Science; Enolates; Esters; Hydrolysis; Infrared spectroscopy; Mass spectrometry; NMR spectroscopy; Nuclear magnetic resonance spectroscopy; Oxalates; Physical Sciences; Resveratrol; Science & Technology; X ray spectra; X-ray diffraction; sodium 1,6-dioxo-2,4-alkadiene-3,4-diolate; 2; 1,3,4,6-tetracarbonyl compounds; 2-hydroxy-4-oxobut-2-enoic (2,4-dioxobutanoic) acid esters; 4-diolate; 1; 3; 4; 6-tetracarbonyl compounds; 4-alkadiene-3; sodium 1; 6-dioxo-2; 4-dioxobutanoic) acid esters; (2Z)-2-hydroxy-4-oxobut-2-enoic
• ISSN: 1070-3632; 1608-3350
• DOI: 10.1134/S107036321810002X

The reaction of sodium 1,6-dioxo-2,4-alkadiene-3,4-diolates with HCl solution afforded unexpected hydrolysis products, namely (2 Z )-2-hydroxy-4-oxobut-2-enoic (2,4-dioxobutanoic) acid esters. The structural features of the synthesized compounds were discussed on the basis of IR, 1 H NMR spectroscopy, mass spectrometry and X-ray diffraction analysis data.