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Ammeline

Ammeline

IUPAC name	4,6-Diamino-2-hydroxy-1,3,5-triazine
Other names	Ammelin, s-triazin-2-ol, 2,4-diamino-1,3,5-triazin-6-one
Identifiers
CAS number	645-92-1
PubChem	10926
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
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and 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

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.