Methylol urea

Methylol urea
Names
	Preferred IUPAC name N-(Hydroxymethyl)urea
Identifiers
CAS Number	1000-82-4;
3D model (JSmol)	Interactive image;
Beilstein Reference	1743129
ChEBI	CHEBI:16481;
ChemSpider	13242;
ECHA InfoCard	100.012.431
EC Number	213-674-8;
Gmelin Reference	693876
KEGG	C06384;
PubChem CID	13842;
UNII	15BY095DMS;
CompTox Dashboard (EPA)	DTXSID5027350 ;
	InChI InChI=1S/C2H6N2O2/c3-2(6)4-1-5/h5H,1H2,(H3,3,4,6) Key: VGGLHLAESQEWCR-UHFFFAOYSA-N;
	SMILES C(NC(=O)N)O;
Properties
Chemical formula	C2H6N2O2
Molar mass	90.082 g·mol−1
Appearance	white solid
Melting point	111 °C (232 °F; 384 K) decomposition
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

Methylol urea is the organic compound with the formula H₂NC(O)NHCH₂OH. It is a white, water-soluble solid that decomposes near 110 °C.

Methylolurea is the product of the condensation reaction of formaldehyde and urea. As such it is an intermediate in the formation of urea-formaldehyde resins^[1] as well as fertilizer compositions such as methylene diurea. It has also been investigated as a corrosion inhibitor.^[2]

References

^ H. Deim; G. Matthias; R. A. Wagner (2012). "Amino Resins". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a02_115.pub2. ISBN 978-3527306732.
^ Deng, Shuduan; Li, Xianghong; Xie, Xiaoguang (2014). "Hydroxymethyl urea and 1,3-bis(hydroxymethyl) urea as corrosion inhibitors for steel in HCL solution". Corrosion Science. 80: 276–289. doi:10.1016/j.corsci.2013.11.041.