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HomeProduct name list2,5-OXAZOLIDINEDIONE

2,5-OXAZOLIDINEDIONE

Synonym(s):1,3-Oxazolidine-2,5-dione

  • CAS NO.:2185-00-4
  • Empirical Formula: C3H3NO3
  • Molecular Weight: 101.06
  • MDL number: MFCD00075543
  • EINECS: 218-570-6
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-01-17 16:57:51
2,5-OXAZOLIDINEDIONE Structural

What is 2,5-OXAZOLIDINEDIONE?

Preparation

Into 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.

Preparation

Phosgene 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.

Properties of 2,5-OXAZOLIDINEDIONE

Melting point: 120 °C (dec.) (lit.)
Density  1.469±0.06 g/cm3(Predicted)
storage temp.  -20°C
pka 9.32±0.20(Predicted)
CAS DataBase Reference 2185-00-4

Safety information for 2,5-OXAZOLIDINEDIONE

Computed Descriptors for 2,5-OXAZOLIDINEDIONE

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