Dimethylene triurea

Dimethylene triurea
Names
	IUPAC name 1,3-bis[(carbamoylamino)methyl]urea
	Other names methylenebis(urea); 5-oxo-2,4,6,8-Tetraazanonanediamide
Identifiers
CAS Number	15499-91-9;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:4621;
ChemSpider	389825;
EC Number	604-987-4;
KEGG	C06385;
PubChem CID	441000;
CompTox Dashboard (EPA)	DTXSID70331555 ;
	InChI InChI=1S/C5H12N6O3/c6-3(12)8-1-10-5(14)11-2-9-4(7)13/h1-2H2,(H3,6,8,12)(H3,7,9,13)(H2,10,11,14) Key: OKNSZPQWMKXIEO-UHFFFAOYSA-N;
	SMILES C(NC(=O)N)NC(=O)NCNC(=O)N;
Properties
Chemical formula	C5H12N6O3
Molar mass	204.190 g·mol−1
Appearance	white solid
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	Infobox references

Dimethylene triurea (DMTU) is the organic compound with the formula (H₂NC(O)NHCH₂NH)₂CO. It is a white water-soluble solid. The compound is formed by the condensation of formaldehyde with urea. Both branched and linear isomers exist.

Applications

DMTU is an intermediate in the production of urea-formaldehyde resins.[1]

Together with methylene diurea, DMTU is a component of some controlled-release fertilizers.[2]

References

Steinhof, Oliver; Kibrik, Éléonore J.; Scherr, Günter; Hasse, Hans (2014). "Quantitative and qualitative1H, 13C, and15N NMR spectroscopic investigation of the urea-formaldehyde resin synthesis". Magnetic Resonance in Chemistry. 52 (4): 138–162. doi:10.1002/mrc.4044. PMID 24496721. S2CID 1457586.
Dittmar, Heinrich; Drach, Manfred; Vosskamp, Ralf; Trenkel, Martin E.; Gutser, Reinhold; Steffens, Günter (2009). "Fertilizers, 2. Types". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.n10_n01.

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[1] Steinhof, Oliver; Kibrik, Éléonore J.; Scherr, Günter; Hasse, Hans (2014). "Quantitative and qualitative1H, 13C, and15N NMR spectroscopic investigation of the urea-formaldehyde resin synthesis". Magnetic Resonance in Chemistry. 52 (4): 138–162. doi:10.1002/mrc.4044. PMID 24496721. S2CID 1457586.

[Ull-2] Dittmar, Heinrich; Drach, Manfred; Vosskamp, Ralf; Trenkel, Martin E.; Gutser, Reinhold; Steffens, Günter (2009). "Fertilizers, 2. Types". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.n10_n01.