Name | 2-Oxazolidone |
Synonyms | NSC 35382 NSC 38240 2-Oxazolinone 2-Oxazolidone 2-Oxo-1,3-oxazolidine 2-Oxotetrahydro-1,3-oxazole |
CAS | 497-25-6 |
EINECS | 207-840-9 |
InChI | InChI=1/C3H5NO2/c5-3-4-1-2-6-3/h1-2H2,(H,4,5) |
Molecular Formula | C3H5NO2 |
Molar Mass | 87.08 |
Density | 1.204g/cm3 |
Melting Point | 86-89℃ |
Boling Point | 324°C at 760 mmHg |
Flash Point | 165.8°C |
Vapor Presure | 0.000252mmHg at 25°C |
Appearance | White-like to yellow-brown crystals |
Storage Condition | Room Temprature |
Refractive Index | 1.436 |
MDL | MFCD00005268 |
Physical and Chemical Properties | Chemical properties Melting point 86-89 ℃, boiling point 220 ℃(6.38kPa). |
Use | Used as an organic intermediate |
Hazard Symbols | Xn - Harmful |
Risk Codes | R22 - Harmful if swallowed R36 - Irritating to the eyes R43 - May cause sensitization by skin contact |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37 - Wear suitable protective clothing and gloves. |
storage conditions | Sealed in dry,Room Temperature |
acidity coefficient (pKa) | 12.78±0.20(Predicted) |
morphology | Crystals or Powder |
color | Off-white to yellow-beige |
water solubility | Soluble in water. |
BRN | 106251 |
NIST chemical information | Oxazolidin-2-one(497-25-6) |
EPA chemical information | 2-Oxazolidinone (497-25-6) |
WGK Germany | 3 |
RTECS number | RQ2450000 |
TSCA | Yes |
customs code | 29322980 |
Toxicity | TDLo orl-mus: 1000 mg/kg:ETA BCPCA62,168,59 |
application
2-oxazolidinone can be used in the field of medicine and chemical industry, and 2-oxazolidinone compounds can be used as intermediates for the synthesis of drug molecules, such as as the preparation of pipertine hydrochloride and berberine as intermediate raw materials.
2-oxazolidinone can also be used in the synthesis of daily chemical products such as fibers, reactive dyes, cosmetics, lubricant additives, rust inhibitors and dye auxiliaries. It is also an important intermediate for the synthesis of carbazoptera and cyclohexanitrourea. It can also be used to absorb SO2 from exhaust gas and recycle it through regeneration.
Preparation
The synthesis methods of 2-oxazolidinone mainly include the following: 1) The electrolytic cyclization and oxidation reaction of hydroxyethylformamide; 2) The reaction of aminoethanol and CO2 gas; 3) The reaction of epoxide and cyanuric acid or urea; 4) The reaction of acrolein and isocyanate; 5) The reaction of aziridine and CO2 gas; 7) Reaction of aminoethanol with urea, etc.
use
Intermediates of the drug Carbazopanidon and Cyclohexiride.
Used as an organic intermediate
production method
It is obtained by cyclizing ethanolamine and urea. Urea, ethanolamine and dimethylformamide are added into the reaction pot, stirred and heated to 120 ℃, kept warm for 2 hours, then heated to 150-160 ℃ for reflux for 6 hours, cooled and decompressed to evaporate dimethylformamide, and anhydrous ethanol is added to precipitate crystallization. Filtration, alcohol washing and drying to obtain 2-oxazolidinone with a yield of about 70%.