Methylene diurea

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.

Methylene diurea

Names
IUPAC name (carbamoylamino)methylurea
Other names methylenebis(urea)
Identifiers
CAS Number	13547-17-6
3D model (JSmol)	Interactive image
Beilstein Reference	1812254
ChEBI	CHEBI:10790
ChemSpider	55553
ECHA InfoCard	100.033.547
EC Number	236-918-5
Gmelin Reference	694187
KEGG	C06381
PubChem CID	61645
UNII	TT2013TAE9
CompTox Dashboard (EPA)	DTXSID6042155
InChI 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
SMILES C(NC(=O)N)NC(=O)N
Properties
Chemical formula	C3H8N4O2
Molar mass	132.123 g·mol^−1
Appearance	white solid
Melting point	203 °C (397 °F; 476 K)
Hazards
GHS pictograms
GHS Signal word	Warning
GHS hazard statements	H315, H319, H335
GHS precautionary statements	P261, P264, P271, P280, P302+352, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P403+233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

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.