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Melamine

Melamine
Structural formula of melamine
Ball-and-stick model of the melamine molecule
Space-filling model of the melamine molecule
Names
IUPAC name
1,3,5-Triazine-2,4,6-triamine
Other names
2,4,6-Triamino-s-triazine
Cyanurotriamide
Cyanurotriamine
Cyanuramide
Identifiers
108-78-1 YesY
3D model (Jmol) Interactive image
ChEBI CHEBI:27915 YesY
ChemSpider 7667 YesY
ECHA InfoCard 100.003.288
KEGG C08737 N
PubChem 7955
UNII N3GP2YSD88 YesY
Properties
C3H6N6
Molar mass 126.12 g/mol
Appearance White solid
Density 1.574 g/cm3
Melting point 345 °C (653 °F; 618 K) (decomposition)
Boiling point Sublimes
3240 mg/ L (20 °C)
Solubility very slightly soluble in hot alcohol, benzene, glycerol, pyridine
insoluble in ether, benzene, CCl4
log P -1.37
Acidity (pKa) 5.0
-61.8·10−6 cm3/mol
1.872
Structure
monoclinic
Thermochemistry
-1967 kJ/mol
Hazards
> 500 °C
Lethal dose or concentration (LD, LC):
LD50 (median dose)
3850 mg/kg (rat, oral)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YesYN ?)
Infobox references

Melamine Listeni/ˈmɛləmn/ is an organic base and a trimer of cyanamide, with a 1,3,5-triazine skeleton. Like cyanamide, it contains 67% nitrogen by mass and, if mixed with resins, has fire retardant properties due to its release of nitrogen gas when burned or charred, and has several other industrial uses. Melamine is also a metabolite of cyromazine, a pesticide. It is formed in the body of mammals that have ingested cyromazine. It has been reported that cyromazine can also be converted to melamine in plants.

Melamine combines with cyanuric acid and related compounds to form melamine cyanurate and related crystal structures, which have been implicated as contaminants or biomarkers in Chinese protein adulterations.

The German word was coined by combining the words: melam (a derivative of ammonium thiocyanate) and amine. Melamine is, therefore, unrelated etymologically to the root melas (μελας, meaning black in Greek), from which the words melanin, a pigment, and melatonin, a hormone, are formed.


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