Methylene diurea
Names
Preferred IUPAC name
N,N′′-Methylenediurea
Other names
methylenebis(urea), (carbamoylamino)methylurea
Identifiers
3D model (JSmol)
1812254
ChEBI
ChemSpider
ECHA InfoCard 100.033.547
EC Number
  • 236-918-5
694187
KEGG
UNII
  • InChI=1S/C3H8N4O2/c4-2(8)6-1-7-3(5)9/h1H2,(H3,4,6,8)(H3,5,7,9)
    Key: KQVLODRFGIKJHZ-UHFFFAOYSA-N
  • C(NC(=O)N)NC(=O)N
Properties
C3H8N4O2
Molar mass 132.123 g·mol−1
Appearance white solid
Melting point 203 °C (397 °F; 476 K)
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H315, H319, H335
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Methylene diurea (MDU) is the organic compound with the formula CH2(NHC(O)NH2)2. It is a white water-soluble solid. The compound is formed by the condensation of formaldehyde with urea. Methylene diurea is the substrate for the enzyme methylenediurea deaminase.

Applications

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

Together with dimethylene triurea, MDU 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 978-3527306732.
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