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185809

Sigma-Aldrich

Cyanuric acid

98%

Synonym(s):

1,3,5-Triazine-2,4,6-triol, 2,4,6-Trihydroxy-1,3,5-triazine

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About This Item

Empirical Formula (Hill Notation):
C3H3N3O3
CAS Number:
Molecular Weight:
129.07
Beilstein:
126982
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

mp

>360 °C (lit.)

solubility

water: soluble 0.2% at 25 °C(lit.)
water: soluble 10% at 150 °C(lit.)
DMSO: soluble 17.4%(lit.)
water: soluble 2.6% at 90 °C(lit.)
DMF: soluble 7.2%(lit.)
acetone: insoluble
alcohol: soluble (hot)(lit.)
benzene: insoluble
chloroform: insoluble
diethyl ether: insoluble
hydrochloric acid: soluble (conc.)
methanol: insoluble (cold)
potassium hydroxide solution: soluble

SMILES string

O=C1NC(=O)NC(=O)N1

InChI

1S/C3H3N3O3/c7-1-4-2(8)6-3(9)5-1/h(H3,4,5,6,7,8,9)

InChI key

ZFSLODLOARCGLH-UHFFFAOYSA-N

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General description

Cyanuric acid reacts with melamine to form a stable insoluble complex. Degradation of cyanuric acid has been examined in Pseudomonas sp. strain D. Adsorption and coadsorption structures formed from cyanuric acid and melamine molecules at Au(111) has been studied by surface scanning tunneling microscopy.

Application


  • iTRAQ-based proteomics analysis reveals the deregulated proteins related to liver toxicity induced by melamine with or without cyanuric acid in mice.: This study used iTRAQ-based proteomics to analyze liver toxicity in mice induced by melamine and cyanuric acid, identifying deregulated proteins associated with liver damage (Yin et al., 2019).

  • The contribution of mediated oxidation mechanisms in the electrolytic degradation of cyanuric acid using diamond anodes.: The research investigates the electrolytic degradation of cyanuric acid using diamond anodes, focusing on mediated oxidation mechanisms for effective degradation (Bensalah et al., 2016).

  • Encapsulation of [(SO₄)₄(H₂O)₁₁₂]⁸⁻ clusters in a metal organic framework of pyridyl functionalized cyanuric acid based tris-urea.: This paper explores the encapsulation of sulfate clusters in a metal-organic framework using pyridyl-functionalized cyanuric acid, highlighting its potential in material science applications (Dutta et al., 2015).

  • Comparing atrazine and cyanuric acid electro-oxidation on mixed oxide and boron-doped diamond electrodes.: This study compares the electro-oxidation of atrazine and cyanuric acid on different electrodes, providing insights into the efficiency and mechanisms of electrochemical degradation processes (Malpass et al., 2013).

  • Anion-pi interactions in cyanuric acids: a combined crystallographic and computational study.: The research examines anion-pi interactions in cyanuric acids through crystallographic and computational methods, contributing to the understanding of supramolecular chemistry (Frontera et al., 2005).

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Self-assembly based on the cyanuric acid-melamine lattice.
Seto CT and Whitesides GM.
Journal of the American Chemical Society, 112(17), 6409-6411 (1990)
Cyanuric acid and melamine on Au111: structure and energetics of hydrogen-bonded networks.
Wei Xu et al.
Small (Weinheim an der Bergstrasse, Germany), 3(5), 854-858 (2007-03-30)
A M Cook et al.
The Biochemical journal, 231(1), 25-30 (1985-10-01)
The degradative pathway of cyanuric acid [1,3,5-triazine-2,4,6(1H,3H,5H)-trione] was examined in Pseudomonas sp. strain D. The bacterium grew with cyanuric acid, biuret, urea or NH4+ as sole source of nitrogen, and each substrate was entirely metabolized concomitantly with growth. Enzymes from
Cynthia B Stine et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 50(10), 3426-3432 (2012-08-15)
Melamine and its triazine analogs, such as cyanuric acid, have been used to artificially inflate protein content both in animal feed ingredients, as well as in milk products produced for human consumption. We report here a LC-MS/MS method to quantify
N Pirarat et al.
Journal of comparative pathology, 147(2-3), 259-266 (2012-02-10)
The toxicity of melamine and its analogue in man and animals has been reported widely. The aim of the present study was to examine the pathological effects of feeding melamine and cyanuric acid, separately or in combination, to walking catfish

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