Methylene diurea

Methylene diurea
Names
	Preferred IUPAC name N,N′′-Methylenediurea
	Other names methylenebis(urea), (carbamoylamino)methylurea
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 labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	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[edit]

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