13329-70-9

Usage

InChI:InChI=1/C4H10N2O4/c7-1-5-4(10)6(2-8)3-9/h7-9H,1-3H2,(H,5,10)

Upstream product

• 50-00-0 formaldehyd 
• 57-13-6 urea 
• 140-95-4 1,3-bis(hydroxymethyl)urea 
• 1448-99-3 bis (hydroxymethyl)-urea 
• 7732-18-5 water 

Downstream Products

• 2787-01-1 tetra(hydroxymethyl)urea 
• 141-07-1 N,N'-bis(methoxymethyl)urea 
• 13822-64-5 tris(methoxymethyl)urea 

Relevant academic research and scientific papers

The Formation Pathway of 3,5-Bis(methoxymethyl)perhydro-1,3,5-oxadiazin-4-one

The investigation of the reactions of urea and its methyl derivatives with formaldehyde elucidated the formation pathway of 3,5-bis(methoxymethyl)perhydro-1,3,5-oxadiazin-4-one. 1) The addition of formaldehyde to urea became increasingly difficult according to the increase of the number of added formaldehyde molecules, probably because of the steric hindrance of the hydroxymethyl groups. 2) 3,5-Bis(methoxymethyl)perhydro-1,3,5-oxadiazin-4-one was concluded to be derived from urea via tris(hydroxymethyl)urea and 3-(hydroxymethyl)perhydro-1,3,5-oxadiazin-4-one but not via tetrakis(hydroxymethyl)urea or perhydro-1,3,5-oxadiazin-4-one.

Canonical Chemical Theories Exemplified by the Mehtylolation of Urea and Melamine

Old and recent data on equilibria and kinetics of methylolation of urea and melamine are analysed.The theoretical framework affords a sequence, claimed to be canonical of successive phenomenological approximations.The theory, expounded earlier, begin with two successive schemes whose essentials go back to early work by Pauling and by Flory.The two stages here suffice to show that all the data from eight laboratories, covering the six-membered family of methylol ureas and rhe ten-membered family of methylol melamines, are in quantitative agreement, a circumstance unsespected by other workers in the field.The statisticalthermodynamic and kinetic principles involved are therefore expounded in more detail than before.Using them, very small substituent effects (e.g O.35 kJ kol-1 are deduced with high significance and accuracy.Owing largly to the recent measurement by Tomita, the methylol melamines are claimed currently to be the thermdinamically best characterised family in the chemical literature.A challenge arises for theoretical chemists to test quantum-theoreticaltechniques against the measured energetics of substituent effects in this family, and to exploit for other families the graph-theoretical analysis of molecular additivity which underlies the approximation schemes, which already well tested.