Melamine cyanurate

Melamine-cyanuric acid complex[1]
Names
Preferred IUPAC name
1,3,5-Triazinane-2,4,6-trione—1,3,5-triazine-2,4,6-triamine (1/1)
Other names
Melamine–cyanuric acid compound, melamine–cyanuric acid adduct, melamine cyanurate, melamine isocyanurate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.048.687 Edit this at Wikidata
MeSH melamine+cyanurate
  • InChI=1S/C3H6N6.C3H3N3O3/c4-1-7-2(5)9-3(6)8-1;7-1-4-2(8)6-3(9)5-1/h(H6,4,5,6,7,8,9);(H3,4,5,6,7,8,9) ☒N
    Key: ZQKXQUJXLSSJCH-UHFFFAOYSA-N ☒N
  • c1(nc(nc(n1)N)N)N.c1(=O)[nH]c(=O)[nH]c(=O)[nH]1
Properties
C6H9N9O3

(C3H6N6·C3H3N3O3)

Molar mass 255.19 g/mol
none
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Melamine cyanurate, also known as melamine–cyanuric acid adduct or melamine–cyanuric acid complex, is a crystalline complex formed from a 1:1 mixture of melamine and cyanuric acid. The substance is not a salt despite its non-systematic name melamine cyanurate. The complex is held together by an extensive two-dimensional network of hydrogen bonds between the two compounds, reminiscent of the guanine–cytosine base pairs found in DNA.[2] Melamine cyanurate forms spoke-like crystals from aqueous solutions [3] and has been implicated as a causative agent for toxicity seen in the Chinese protein export contamination and the 2007 pet food recall.[3] This complex is cited as an example of supramolecular chemistry.[4]

  1. ^ EPA: Substance : Archived 2008-09-22 at the Wayback Machine
  2. ^ Perdigão LM, Champness NR, Beton PH (2006). "Surface self-assembly of the cyanuric acid-melamine hydrogen bonded network". Chem. Commun. (5): 538–540. doi:10.1039/b514389f. PMID 16432575.
  3. ^ a b Lili He; Yang Liu; Mengshi Lin; Joseph Awika; David R Ledoux; Hao Li; Azlin Mustapha (2008). "A new approach to measure melamine, cyanuric acid, and melamine cyanurate using surface enhanced Raman spectroscopy coupled with gold nanosubstrates". Sens. & Instrumen. Food Qual. 2: 66–71. doi:10.1007/s11694-008-9038-0. S2CID 93425738.
  4. ^ Lehn, J. M. (1995). Supramolecular Chemistry: Concepts and Perspectives. Weinheim: VCH.