937-13-3

Basic information

• Product Name: Oxonic Acid
• Synonyms: 4,6-dioxo-1H-1,3,5-triazine-2-carboxylic acid;2,4-Dioxo-1,2,3,4-tetrahydro-1,3,5-triazine-6-carboxylic acid;5-Azaorotic acid;4,6-Dioxo-1,4,5,6-tetrahydro-1,3,5-triazine-2-carboxylic acid;2,4-dihydroxy-1,3,5-triazine-6-carboxylic acid;Oxonic Acid;1,4,5,6-Tetrahydro-4,6-dioxo-1,3,5-triazine-2-carboxylic acid;3,4,5,6-Tetrahydro-4,6-dioxo-s-triazine-2-carboxylic acid
• CAS NO: 937-13-3
• Molecular Formula: C₄H₃N₃O₄
• Molecular Weight: 157.085
• Mol File: 937-13-3.mol
• Article Data: 1

Chemical Properties

• Melting Point: 261-261℃ (DEC.)
• Boiling Point: 771.4 °C at 760 mmHg
• Flash Point: 420.4 °C
• Appearance: /
• Density: 2.19
• PKA: -3.14±0.20(Predicted)
• CAS DataBase Reference: Oxonic Acid(CAS DataBase Reference)
• NIST Chemistry Reference: Oxonic Acid(937-13-3)
• EPA Substance Registry System: Oxonic Acid(937-13-3)

Safety Data

• Hazardous Substances Data: 937-13-3(Hazardous Substances Data)

Usage

General Description

Oxonic acid, also known as 2-oxo-1,2,3,4-tetrahydropyrazine-6-carboxylic acid, is a chemical compound with the molecular formula C4H5NO3. It is a member of the pyrazine carboxylic acids and is a key intermediate in the synthesis of pharmaceuticals and agrochemicals. Oxonic acid is used as a chiral building block in the production of various drugs, including anti-viral and anti-cancer medications. It is also used in the synthesis of herbicides and fungicides. Furthermore, oxonic acid plays a crucial role in the development of new materials and in organic chemistry research.

Upstream product

• 99-16-1 allantoic acid 

Downstream Products

• 108-80-5 cyanuric acid 

Relevant articles and documents

THE MECHANISM FOR THE CONVERSION OF URIC ACID INTO UROXANATE AND ALLANTOIN A NEW BASE-INDUCED 1,2-CARBOXYLATE SHIFT

Alkaline permanganate oxidation of uric acid (1), particularly the late stages of the transformation into uroxanate (7) and allantoin (3), was studied by means of isotope-position labelling.A clear-cut degradation procedure developed for distinguishing among carbonyl and α-aminal carbon atoms in these products demonstrated conclusively that the carboxylic carbon of 7 and the 4-carbonyl carbon of 3 have their origin in C(5) of uric acid (1).None of the mechanisms that have been proposed for this reaction would have predicted this result.Isotope-labelling evidence, in combination with other data, revealed the sequence of events and identities of species involved in oxidative transformation of 1; the carbon-skeleton rearrangement of the first transient intermediate 4 must occur by a 1,2-carboxylate shift to give allanatoin-5-carboxylate (6) which either decarboxylates to allantoin (3) or else undergoes hydrolytic ring opening to uroxanate (7).