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Methylol urea

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Methylol urea
Names
Preferred IUPAC name N-(Hydroxymethyl)urea
Identifiers
CAS Number
3D model (JSmol)
Beilstein Reference 1743129
ChEBI
ChemSpider
ECHA InfoCard 100.012.431 Edit this at Wikidata
EC Number
  • 213-674-8
Gmelin Reference 693876
KEGG
PubChem CID
UNII
CompTox Dashboard (EPA)
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
Appearance white solid
Melting point 111 °C (232 °F; 384 K) decomposition
Hazards
GHS labelling:
Pictograms GHS07: Exclamation mark
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 , 100 kPa). Infobox references
Chemical compound

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 as well as fertilizer compositions such as methylene diurea. It has also been investigated as a corrosion inhibitor.

References

  1. 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.
  2. 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.
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