58628-98-1

Basic information

• Product Name: 4,5-Dimethyl-2-oxazolidinone
• Synonyms: 4,5-Dimethyl-2-oxazolidinone
• CAS NO: 58628-98-1
• Molecular Formula: C5H9NO2
• Molecular Weight: 115.13046
• Mol File: 58628-98-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 282.8°C at 760 mmHg
• Flash Point: 124.8°C
• Appearance: /
• Density: 1.025g/cm³
• Vapor Pressure: 0.00329mmHg at 25°C
• Refractive Index: 1.418
• CAS DataBase Reference: 4,5-Dimethyl-2-oxazolidinone(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-Dimethyl-2-oxazolidinone(58628-98-1)
• EPA Substance Registry System: 4,5-Dimethyl-2-oxazolidinone(58628-98-1)

Safety Data

• Hazardous Substances Data: 58628-98-1(Hazardous Substances Data)

Usage

Uses

4,5-Dimethyl-2-oxazolidinone is derived from Acetlaldehyde (A132600), which is used as a general solvent in organic and polymer chemical reactions. It also plays a role in fruit and food quality, ripening and deterioration.

InChI:InChI=1/C5H9NO2/c1-3-4(2)8-5(7)6-3/h3-4H,1-2H3,(H,6,7)

Upstream product

• 42551-55-3 3-aminobutan-2-ol 
• 124-38-9 carbon dioxide 
• 622-46-8 carbamic acid phenyl ester 
• 925669-95-0 2,3-cis-epoxybutane 
• 497-19-8 sodium carbonate 
• 54705-36-1 (1RS,2RS)-2-chloro-1-methyl-propylamine; hydrochloride 
• 21490-63-1 2,3-trans-epoxybutane 
• 54705-36-1 (1RS,2SR)-2-chloro-1-methyl-propylamine; hydrochloride 
• 57-13-6 urea 
• 513-85-9 2.3-butanediol 
• 87782-29-4 (4R,5R)-4-Bromomethyl-5-methyl-oxazolidin-2-one 
• 87782-17-0 (4S,5S)-4-Bromomethyl-3-tert-butyl-5-methyl-oxazolidin-2-one 

Relevant articles and documents

(Enantio)selective Hydrogen Autotransfer: Ruthenium-Catalyzed Synthesis of Oxazolidin-2-ones from Urea and Diols

A novel strategy for the synthesis of oxazolidin-2-ones from vicinal diols and urea is described. In this heterocycle synthesis, two different C?O and C?N bonds are sequentially formed in a domino process consisting of nucleophilic substitution and alcohol amination. The use of readily available starting materials and the good atom economy render this process environmentally benign. While this transformation is already highly chemo- and regioselective, we also developed the first asymmetric version of this method using (R)-(+)-MeO-BIPHEP as the chiral ligand.

A short diastereo- and enantioselective synthesis of cis-4,5-disubstituted oxazolidin-2-ones

The asymmetric synthesis of cis-4,5-disubstituted oxazolidin-2-ones is described. Following a four step reaction sequence of α-alkylation, 1,2-addition with subsequent carbamate protection, cyclization and concluding with cleavage of the auxiliary the title compounds are obtained in moderate yields and in excellent diastereo- and enantiomeric excesses (de = 88 - > 96%, ee > 96%).

Bromocyclization of Unsaturated Thiocarbamidates. Synthesis of (+/-)-Sporamine

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