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glycoluril

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EntityQ976874· pop 9· linked from 6 articles

glycoluril

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Glycoluril is an organic compound with the formula . It is classified as diurea, consisting 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.

Chemical data

Formula
C4H6N4O2
Molecular weight
142.12 g/mol
IUPAC name
1,3,3a,4,6,6a-hexahydroimidazo[4,5-d]imidazole-2,5-dione
SMILES
C12C(NC(=O)N1)NC(=O)N2
InChIKey
VPVSTMAPERLKKM-UHFFFAOYSA-N
XLogP
-1.6
Polar surface area
82.3 Ų
H-bond donors
4
H-bond acceptors
2
Formal charge
0

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Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
142.049
Show 3 more facts
chemical formula
C₄H₆N₄O₂
canonical SMILES
C12C(NC(=O)N1)NC(=O)N2
Commons category
Glycoluril
Sources (2)

via Wikidata · CC0

~2 min read

Encyclopedic overview

4 sections
Contents
  • Production
  • Reactions
  • Use
  • References

Glycoluril is an organic compound with the formula . It is classified as diurea, consisting 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.

==Production== Glycoluril can be synthesized by the reaction two equivalents of urea with glyoxal. The reaction is catalyzed by sulfuric acid:

Excerpted from Wikipedia’s “glycoluril” article, available under the CC BY-SA 4.0 licence.

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