Glycoluril

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
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
  • 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

Glycoluril is an organic compound with the formula (HC)2(HNC(O)NH)2. It is classified as diurea, consistinng of two cyclic urea groups sharing a two-carbon linker. It is a white powder that has been extensively examined as a precursor to macrocyclic compounds and as a precursor to amino resins used in paints and coatings. Many other applications have been considered.