Glycoluril

Glycoluril is an organic chemical composed of two cyclic urea groups joined across the same two-carbon chain. It is a white powder that has been used in water treatment, in paints and coatings, and occasionally as a slow-release fertilizer.

Glycoluril
Names
IUPAC name
Tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione
Other names
Acetylenediurea; Acetyleneurea; Acetylenediureine; Acetylene carbamide; Glyoxalbiuret; Glyoxaldiureine; Glyoxaldiurene
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.007.111
PubChem CID
UNII
  • InChI=1S/C4H6N4O2/c9-3-5-1-2(7-3)8-4(10)6-1/h1-2H,(H2,5,7,9)(H2,6,8,10)
    Key: VPVSTMAPERLKKM-UHFFFAOYSA-N
  • InChI=1/C4H6N4O2/c9-3-5-1-2(7-3)8-4(10)6-1/h1-2H,(H2,5,7,9)(H2,6,8,10)
    Key: VPVSTMAPERLKKM-UHFFFAOYAG
SMILES
  • C12C(NC(=O)N1)NC(=O)N2
Properties
C4H6N4O2
Molar mass 142.118 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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