58006-99-8

Basic information

• Product Name: 2,4-Oxazolidinedione,3,5-dimethyl-
• Synonyms: 3,5-Dimethyl-2,4-oxazolidinedione
• CAS NO: 58006-99-8
• Molecular Formula: C₅H₇NO₃
• Molecular Weight: 129.114
• Mol File: 58006-99-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 149.5°Cat760mmHg
• Flash Point: 44.2°C
• Density: 1.243g/cm³
• CAS DataBase Reference: 2,4-Oxazolidinedione,3,5-dimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Oxazolidinedione,3,5-dimethyl-(58006-99-8)
• EPA Substance Registry System: 2,4-Oxazolidinedione,3,5-dimethyl-(58006-99-8)

Safety Data

• Hazardous Substances Data: 58006-99-8(Hazardous Substances Data)

Usage

Also known as

dimethylmalic acid

Physical form

white crystalline solid

Taste

slightly sweet

Usage

food additive, flavoring agent, production of pharmaceuticals, chelating agent in metal ions

Potential properties

antimicrobial, antifungal

Upstream product

• 77-78-1 dimethyl sulfate 
• 27770-23-6 5-methyl-2,4-oxazolidinedione 
• 74-88-4 methyl iodide 
• 98336-19-7 (2-chloro-propionyl)-methyl-carbamic acid ethyl ester 
• 58006-98-7 5-acetyl-3,5-dimethyl-oxazolidine-2,4-dione 
• 97-64-3 ethyl 2-hydroxypropionate 
• 624-83-9 methyl isocyanate 
• 74538-22-0 α-bromo N-methyl propionamide 
• 17351-61-0 tetraethylammonium bicarbonate 
• 4401-71-2 1,3-dimethylthymine 
• 124-38-9 carbon dioxide 
• 69596-94-7 dl-trans-5-bromo-6-hydroxy-1,3-dimethyl-5,6-dihydrothymine 

Downstream Products

• 67535-04-0 3,5-dimethyl-5-(2-nitro-benzenesulfonyloxymethyl)-oxazolidine-2,4-dione 
• 67535-03-9 3,5-dimethyl-5-(toluene-4-sulfonyloxymethyl)-oxazolidine-2,4-dione 
• 127-48-0 trimethadione 

Relevant articles and documents

Tetraethylammonium hydrogen carbonate in organic synthesis: Synthesis of oxazolidine-2,4-diones

Oxazolidine-2,4-diones were synthesised by tetraethylammonium hydrogen (TEAHC) promoted carboxylation of secondary carboxamides bearing a leaving group at the α-position. Several oxazolidine-2,4-diones, including clinically used malidone, have been prepared in moderate to excellent yields as a results of a formal proton extraction-carboxylation- intramolecular S(N)2 one-pot sequence.

Electrochemical Studies on Haloamides. Part XII. Electrosynthesis of Oxazolidine-2,4-diones

Electrogenerated bases promote the carboxylation of NH-protic carboxamides bearing a leaving group at the position 2 to give oxazolidine-2,4-diones.The process is believed to involve acid-base reaction with the substrate, carboxylation of its conjugate base to corresponding carbamate and ring-closure following intramolecular SN2 reaction.A variety of oxazolidine-2,4-diones, including clinically used trimethadione and malidone, have been prepared in high to excellent yield, which established the scope and generality of this new ring-forming process.

OXIDATION OF 1,3-DIMETHYL DERIVATIVES OF PYRIMIDINE BASES WITH m-CHLOROPERBENZOIC ACID

Oxidation of 1,3-dimethylthymine (1), 1,3-dimethyluracil (2), and 5-fluoro-1,3-dimethyluracil (3) with m-chloroperbenzoic acid were investigated. 1 gave the cis diol 5,6-dihydrothymine derivative (4) stereoselectively.Its stereostructure was definitely determined by an X-ray analysis. 2 afforded 7, 8, and 9, and 3 afforded 8.KEYWORDS - m-chloroperbenzoic acid oxidation; 1,3-dimethylthymine; 1,3-dimethyluracil; 5-fluoro-1,3-dimethyluracil; cis 5,6-dihydroxy-5,6-dihydrothymine