2-oxazolidinone

Structural formula
General
Surname	2-oxazolidinone
other names	1,3-oxazolidin-2-one
Molecular formula	C 3 H 5 NO 2
Brief description	beige solid
External identifiers / databases
CAS number 497-25-6 EC number 207-840-9 ECHA InfoCard 100.007.129 PubChem 73949 Wikidata Q425555
properties
Molar mass	87.08 g mol −1
Physical state	firmly
Melting point	83-87 ° C
boiling point	220 ° C (64 hPa)
solubility	soluble in water
safety instructions
GHS labeling of hazardous substances Caution H and P phrases H: 302-317-319 P: 280-305 + 351 + 338
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

2-oxazolidinone is a chemical compound from the group of oxazolidinones .

Extraction and presentation

2-Oxazolidinone can be obtained by reacting ethanolamine in trichloromethane with phosgene or diethyl carbonate and neutralizing it with lead carbonate .

properties

2-Oxazolidinone is a beige solid that is soluble in water.

use

2-oxazolidinone is used as an antimicrobial agent. In organisms, it acts as a protein synthesis inhibitor, which influences an early step in the binding of N-formylmethionyl-tRNA to the ribosome . It is also used for chiral syntheses and as an ethanolamine equivalent. It also behaves like an aziridine equivalent, as in the conversion of thiophenols or amines to their aminoethyl derivatives .

Individual evidence

1. ↑ ^{a b c d e f g} Data sheet 2-Oxazolidinone, 98% from Sigma-Aldrich , accessed on July 20, 2017 ( PDF ).
2. ↑ ^{a b c} data sheet 2-Oxazolidinone, 99% from AlfaAesar, accessed on July 20, 2017 ( PDF )(JavaScript required) .
3. ↑ WLF Armarego: Purification of Laboratory Chemicals . Butterworth-Heinemann, 2017, ISBN 978-0-12-805456-7 , pp. 1143 ( limited preview in Google Book search).