1,3-oxazolidin-2-one

• ChemBase ID: 110985
• Molecular Formular: C3H5NO2
• Molecular Mass: 87.0773
• Monoisotopic Mass: 87.03202841
• SMILES: O=C1NCCO1
• Canonical SMILES: O=C1NCCO1
• InChI: InChI=1S/C3H5NO2/c5-3-4-1-2-6-3/h1-2H2,(H,4,5)
• InChIKey: IZXIZTKNFFYFOF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3-oxazolidin-2-one
• IUPAC Traditional name: oxazolidinone
• Synonyms: 1,3-Oxazolidin-2-one; 2-Oxo-1,3-oxazolidine; 2-Oxotetrahydro-1,3-oxazole; NSC 35382; NSC 38240; 2-Oxazolidinone; 2-Oxazolidinone; oxazolidin-2-one; 2-Oxazolidone; 2-Oxazolidinone; 2-OXAZOLIDONE; 2-噁唑烷酮; 恶唑烷-2-酮

Database IDs

• CAS Number: 497-25-6
• EC Number: 207-840-9
• MDL Number: MFCD00005268
• Beilstein Number: 106251
• PubChem SID: 24898070; 162103062; 24886882
• PubChem CID: 73949
• Chemspider ID: 66579
• KEGG ID: C06695
• Wikipedia Title: 2-Oxazolidone

CALCULATED PROPERTIES

• Acid pKa: 12.993693
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): -0.35884607
• LogD (pH = 7.4): -0.35884705
• Log P: -0.35884607
• Molar Refractivity: 19.0172 cm^3
• Polarizability: 7.540291 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Solid; White Solid
• Melting Point: 82-86°C; 83-87 °C(lit.); 84-89°C; 86–89 °C; 86-91 °C
• Boiling Point: 220 °C at 48 torr; 220 °C/48 mmHg(lit.); 220°C/48mm

Safety Information

• Storage Condition: Refrigerator
• RTECS: RQ2450000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36-43
• Safety Statements: 26-36/37
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H317-H319
• GHS Precautionary statements: P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: ≥99.0% (GC); 97%; 98%; 99%
• Grade: puriss.
• Empirical Formula (Hill Notation): C3H5NO2

DETAILS

MP Biomedicals - 05217323

MP Biomedicals Rare Chemical collection

Sigma Aldrich - O9409

Packaging
25, 100 g in poly bottle
5 g in glass bottle

Toronto Research Chemicals - O846535

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

REFERENCES

• Miyahara, M. et al.: CHem. Pharmac. Bull., 29, 2366 (1981)
• Hunder, G. et al.: Arch. Toxicol., 61, 161 (1981)
• Roloff, T. et al.: Med. Monat. Pharrm., 22, 370 (1981)
• Has been used as an ethanolamine equivalent, e.g. in reaction with succinic anhydride to give 1-(2-hydroxyethyl)succinimide: Tetrahedron, 44, 261 (1988). Also behaves as an aziridine equivalent as in the conversion of thiophenols or amines to their aminoethyl derivatives: J. Org. Chem., 57, 6257 (1992).