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triuret
Sign in to saveAlso known as N,N'-bis(aminocarbonyl)urea, diimidotricarbonic diamide, tricarbonodiimidic diamide, dicarbamylurea, carbonyldiurea
Triuret is an organic compound with the formula (H2NC(O)NH)2CO. It is a product from the pyrolysis of urea. Triuret is a colorless, crystalline, hygroscopic solid, slightly soluble in cold water or ether, and more soluble in hot water. It is a planar molecule. The central carbonyl is hydrogen-bonded to both terminal amino groups.
Chemical data
- Formula
- C3H6N4O3
- Molecular weight
- 146.11 g/mol
- IUPAC name
- 1,3-dicarbamoylurea
via PubChem
Wikidata facts
- Mass
- 146.044
Show 3 more facts
- chemical formula
- C₃H₆N₄O₃
- canonical SMILES
- C(=O)(N)NC(=O)NC(=O)N
- Commons category
- Triuret
Sources (2)
via Wikidata · CC0
~1 min read
Article
3 sectionsContents
- Synthesis
- Related compounds
- References
Triuret is an organic compound with the formula (H2NC(O)NH)2CO. It is a product from the pyrolysis of urea. Triuret is a colorless, crystalline, hygroscopic solid, slightly soluble in cold water or ether, and more soluble in hot water. It is a planar molecule. The central carbonyl is hydrogen-bonded to both terminal amino groups.
==Synthesis== The compound is typically prepared by heating thin layers of urea, the thin layers facilitating escape of ammonia: 3 (H2N)2CO → [H2NC(O)NH]2CO + 2 NH3 It can also prepared by treatment of urea with phosgene: 2 (H2N)2CO + COCl2 → [H2NC(O)NH]2CO + 2 HCl A similar synthesis employs urea and dimethyl carbonate with potassium methoxide as a catalyst: 2 (H2N)2CO + CO(OCH3)2 → [H2NC(O)NH]2CO + 2 MeOH