Ammelide

Ammelide (6-amino-2,4-dihydroxy-1,3,5-triazine) is a triazine and the hydrolysis product of ammeline.

Ammelide
Structural formula
Ball-and-stick model
Names
Preferred IUPAC name
6-Amino-1,3,5-triazine-2,4-diol
Other names
Ammelid, 2-Amino-1,3,5-triazine-4,6-dione, 2-Amino-4,6-dihydroxy-s-triazine
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.010.416
KEGG
UNII
  • InChI=1S/C3H4N4O2/c4-1-5-2(8)7-3(9)6-1/h(H4,4,5,6,7,8,9) checkY
    Key: YSKUZVBSHIWEFK-UHFFFAOYSA-N checkY
  • InChI=1/C3H4N4O2/c4-1-5-2(8)7-3(9)6-1/h(H4,4,5,6,7,8,9)
    Key: YSKUZVBSHIWEFK-UHFFFAOYAA
  • O=C1NC(=N/C(=O)N1)\N
Properties
C3H4N4O2
Molar mass 128.09 g/mol
Appearance white powder
insoluble
Solubility soluble in concentrated mineral acids, alkalis and ammonia
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Infobox references

Synthesis

Ammelide can be obtained by heating dicyandiamide with aqueous ammonia at 160−170 °C. It can also be synthesized by heating melam with concentrated sulfuric acid for a short time at 190 °C.

Chemical property

Ammelide forms salts with both acids (hydrochloric acid, nitric acid, sulfuric acid) and bases (sodium hydroxide, ammonium, calcium hydroxide).

Ammelide decomposes at 170 °C with water to form carbon dioxide and ammonia. It can be converted into cyanuric acid by oxidizing agents (e.g. potassium permanganate) or by boiling with acids or alkalis.

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