2,5-OXAZOLIDINEDIONE

2,5-OXAZOLIDINEDIONE
  • CAS No.:2185-00-4
Other grades of this product :
2,5-OXAZOLIDINEDIONE Basic information
Product Name:2,5-OXAZOLIDINEDIONE
Synonyms:N-Carboxyglycine anhydride;GLY-NCA;GLYCINE-N-CARBOXYANHYDRIDE;oxazolidine-2,5-dione;1,3-oxazolidine-2,5-dione;L-Gly-NCA;2,5-OXAZOLIDINEDIONE;2,5-Oxazolidinedione 98%
CAS:2185-00-4
MF:C3H3NO3
MW:101.06
EINECS:218-570-6
Product Categories:pharmacetical;Anhydride Monomers;Monomers;Polymer Science
Mol File:2185-00-4.mol
2,5-OXAZOLIDINEDIONE Chemical Properties
Melting point 120 °C (dec.) (lit.)
density 1.469±0.06 g/cm3(Predicted)
storage temp. -20°C
pka9.32±0.20(Predicted)
CAS DataBase Reference2185-00-4
Safety Information
WGK Germany 3
MSDS Information
ProviderLanguage
SigmaAldrich English
2,5-OXAZOLIDINEDIONE Usage And Synthesis
PreparationInto a suspension of finely ground glycine (15 g) in dry dioxane (750 mL), phosgene was introduced in a fine stream at 45–50 °C with efficient agitation. A clear solution was obtained after 5 h. This solution was filtered to remove unreacted glycine (1.7 g), and the dioxane was then removed under reduced pressure at a temperature below 40 °C with protection from moisture. The residue was treated with dry diethyl ether (100 mL), and the crystals of 2,5-oxazolidinedione were collected by filtration and dried over P2O5 in a vacuum desiccator. The crude product so obtained, 16 g (89%), was recrystallized from ethyl acetate/petroleum ether to yield 14.3 g (77.2%) of pure material, which showed no melting point because of polymerization.
PreparationPhosgene was passed in a fine stream into a suspension of finely ground glycine (15 g) in dry dioxane (750 mL) at 45–50 ℃ with efficient agitation. A clear solution was obtained after 5 h. This solution was filtered to remove unreacted glycine (1.7 g), and the dioxane was then removed under reduced pressure at a temperature below 40 ℃ under exclusion of moisture. The residue was treated with dry diethyl ether (100 mL), and the crystals of 2,5-oxazolidinedione were collected by filtration and dried over P2O5 in a vacuum desiccator. The crude product thus obtained, 16 g (89%), was recrystallized from ethyl acetate/petroleum ether to yield 14.3 g (77.2%) of pure material, which showed no melting point because of polymerization.

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