2-Oxazolidone Chemical Properties

Melting point:

83-87 °C(lit.)

Boiling point:

220 °C48 mm Hg(lit.)

Density 

1.2736 (rough estimate)

refractive index 

1.4940 (estimate)

Flash point:

220°C/48mm

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform (Slightly, Heated), Methanol (Slightly)

pka

12.78±0.20(Predicted)

form 

Crystals or Powder

color 

Off-white to yellow-beige

Water Solubility 

Soluble in water.

BRN 

106251

InChI

1S/C3H5NO2/c5-3-4-1-2-6-3/h1-2H2,(H,4,5)

InChIKey

IZXIZTKNFFYFOF-UHFFFAOYSA-N

SMILES

O=C1NCCO1

CAS DataBase Reference

497-25-6(CAS DataBase Reference)

NIST Chemistry Reference

Oxazolidin-2-one(497-25-6)

EPA Substance Registry System

2-Oxazolidinone (497-25-6)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

22-36-43-40-36/37/38

Safety Statements 

26-36/37-37-36

WGK Germany 

3

RTECS 

RQ2450000

TSCA 

TSCA listed

HS Code 

29322980

Storage Class

13 - Non Combustible Solids

Toxicity

TDLo orl-mus: 1000 mg/kg:ETA BCPCA62,168,59

MSDS

• Language:English Provider:Oxazolidin-2-one
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2-Oxazolidone Usage And Synthesis

Chemical Properties

off-white to yellow-beige crystals or powder

Uses

An oxazole derivative used as an antibiotic. It is also used in the preparation of compounds with antitumor activity. A metabolite of Furazolidone (F864100).

Uses

As an oxazole derivative used as an antibiotic, 2-Oxazolidone is also used in the preparation of compounds with antitumor activity and as a metabolite of Furazolidone (F864100).

Definition

ChEBI: An oxazolidinone that is 1,3-oxazolidine with an oxo substituent at position 2.

Safety Profile

Questionable carcinogen with experimental tumorigenic data. When heated to decomposition it emits toxic fumes of NOx.

Synthesis

2-Oxazolidinone is synthesized by the following methods: 1) electrolytic cyclization and oxidation of hydroxyethyl formamide; 2) reaction of aminoethanol with CO2 gas; 3) reaction of epoxide with cyanuric acid or urea; 4) reaction of acrolein with isocyanate; 5) reaction of aziridine with CO2 gas; 6) reaction of ??-hydroxyethyl carbamate with urea; 7) reaction of aminoethanol with urea etc.

Purification Methods

Crystallise it from *benzene, dichloroethane, CHCl3 or EtOH. It is a cyclic urethane, and as such it is not very stable. [Katritzky et al. J Chem Soc Perkin II 145 1990, Beilstein 27 H 135, 27 II 259, 27 III/IV 2516.]

2-Oxazolidone (497-25-6)Related Product Information

• Oxadixyl
• Bis(2-oxo-3-oxazolidinyl)phosphinic chloride
• 3-PHENYL-2-OXAZOLIDINONE
• 3-(2'-HYDROXYETHYL)-2-OXAZOLIDONE,N-Hydroxyethyl-2-oxazolidone
• 3-((5-Nitrofurylidene)amino)-2-oxazolidone,3-(5'-Nitrofurfuralamino)-2-oxazolidone,3-(5’-nitrofurfuralamino)-2-oxazolidon
• 5-CHLOROMETHYL-2-OXAZOLIDINONE
• (S)-(+)-4-PHENYL-2-OXAZOLIDONE
• (4R,5S)-(+)-4-Methyl-5-phenyl-2-oxazolidinone
• (S)-(+)-4-Isopropyl-3-propionyl-2-oxazolidinone
• S-4-Isopropyl-2-oxazolidone
• 3-TRIMETHYLSILYL-2-OXAZOLIDONE
• 3-AMINO-2-OXAZOLIDINONE
• 5,5-Dimethyloxazolidine-2,4-dione
• (R)-(+)-4-BENZYL-2-OXAZOLIDONE
• 3-Methyl-2-oxazolidone
• 3-Acetyl-1-chlorocarbonyl-2-imidazolidone
• 5-methylthiomethyl-3-(5-nitrofurfurylideneamino)-2-oxazolidone
• N-PROPIONYL-(4S,5R)-4-METHYL- 5-PHENYL-2-OXAZOLIDINONE