Ammeline

Ammeline

chembox new
ImageFile = Ammeline.svg
ImageSize = 200px
IUPACName = 4,6-Diamino-2-hydroxy-1,3,5-triazine
OtherNames = Ammelin, s-triazin-2-ol, 2,4-diamino-1,3,5-triazin-6-one
Section1 = Chembox Identifiers
Abbreviations =
CASNo = 645-92-1
EINECS =
PubChem = 12583
SMILES =
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ChEBI =
KEGG =
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Section2 = Chembox Properties
Formula = C3H5N5O
MolarMass = 127.11 g/mol
Appearance = White powder
Density =
MeltingPt = N/A
Melting_notes =decomposes before melting
BoilingPt =
Boiling_notes =
Solubility = trace
SolubleOther = soluble in aqueous alkalies and mineral acids, but not acetic acid
Solvent =
pKa =
pKb =
Section7 = Chembox Hazards
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Ammeline (4,6-Diamino-2-hydroxy-1,3,5-triazine) is a triazine. It is the hydrolysis product of melamine.

ynthesis

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

* B. Bann and S.A. Miller, "Melamines and derivatives of melamine", Chemical Reviews, vol.58, p131-172 (1958).


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