Dimethylene triurea

Last updated
Dimethylene triurea
Dimethylene triurea.svg
Names
Preferred IUPAC name
5-Oxa-2,4,6,8-tetraazanonane-1,9-diamide
Other names
methylenebis(urea), 5-oxo-2,4,6,8-Tetraazanonanediamide, 1,3-bis[(carbamoylamino)methyl]urea
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
EC Number
  • 604-987-4
KEGG
PubChem CID
  • 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
  • C(NC(=O)N)NC(=O)NCNC(=O)N
Properties
C5H12N6O3
Molar mass 204.190 g·mol−1
Appearancewhite solid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

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

  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.
  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. ISBN   978-3-527-30673-2.
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