Vinylene carbonate

Vinylene carbonate
Names
Preferred IUPAC name
2H-1,3-Dioxol-2-one
Other names
1,3-Dioxolene-2-one
Vinyl carbonate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.011.659
EC Number
  • 212-825-5
UNII
  • InChI=1S/C3H2O3/c4-3-5-1-2-6-3/h1-2H
    Key: VAYTZRYEBVHVLE-UHFFFAOYSA-N
  • C1=COC(=O)O1
Properties
C3H2O3
Molar mass 86.05 g·mol−1
Appearance colourless liquid
Density 1.35
Melting point 22 °C (72 °F; 295 K)
Boiling point 178 °C (352 °F; 451 K)
Hazards
GHS labelling:
Danger
H302, H311, H315, H317, H318, H373, H411
P260, P264, P270, P272, P273, P280, P301+P312, P302+P352, P305+P351+P338, P310, P312, P314, P321, P322, P330, P332+P313, P333+P313, P361, P362, P363, P391, P405, P501
Preview warning: Omit Rules: keep P260, omit P261
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Vinylene carbonate (VC) or 1,3-dioxol-2-one, is the simplest unsaturated cyclic carbonic acid ester. Vinylene carbonate can also be thought of as the cyclic carbonate of the hypothetical (Z)-ethene-1,2-diol. The activated double bond in this five-membered oxygen-containing heterocycle makes the molecule a reactive monomer for homopolymerization and copolymerization and a dienophile in Diels-Alder reactions. Below room temperature vinylene carbonate is a colorless stable solid.