Ammeline

Ammeline
Identifiers
CAS number 645-92-1
PubChem 12583
ChemSpider 12063 Y
KEGG C08733 Y
ChEBI CHEBI:28646 Y
Jmol-3D images Image 1
Properties
Molecular formula C3H5N5O
Molar mass 127.11 g/mol
Appearance White powder
Melting point

N/A (decomposes before melting)

Solubility in water trace
Solubility soluble in aqueous alkalies and mineral acids, but not acetic acid
 Y (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Ammeline (4,6-Diamino-2-hydroxy-1,3,5-triazine) is a triazine. It is the hydrolysis product of melamine.

Synthesis

Ammeline can be synthesized by the pyrolysis of urea, or the condensation reaction amond 2 moles of dicyandiamide with 1 mole of biuret.

2C2H4N4 + C2H5N3O2 → 2C3H5N5O + NH3

Chemical property

Ammeline is weakly acidic with pKa ~9. It can form nitrate, sulfate, chromate and oxalate salts. Ammeline reacts with boiling dilute hydrochloric acid to form melem and ammonia.

Ammeline is the first step in melamine hydrolysis. Further hydrolysis (e.g. boiling ammeline with dilute alkali) yields ammelide.

References