Category
Electroluminescence Materials
Synonyms
cyanuramide;pluragard;Melamine;1,3,5-Triazine-2,4,6-triamine;2,4,6-Triamino-1,3,5-triazine,Metformin impurity D,Ph Eur)
Description
Forms synthetic resins with formaldehyde.
IUPAC Name
1,3,5-Triazine-2,4,6-triamine
Canonical SMILES
NC=1N=C(N)N=C(N)N1
InChI
1S/C3H6N6/c4-1-7-2(5)9-3(6)8-1/h(H6,4,5,6,7,8,9)
InChI Key
JDSHMPZPIAZGSV-UHFFFAOYSA-N
Boiling Point
Sublimes (NTP, 1992);Sublimes
Solubility
low solubility in water and most other solvents
Application
Melamine is a versatile organic compound characterized by a six-membered heterocyclic ring of alternating carbon and nitrogen atoms, enhanced by three amino groups. Its primary application lies in its ability to undergo condensation polymerization with methanal or other aldehydes, resulting in melamine resins. These resins serve as crucial components in the production of thermosetting plastics, finding extensive use in high-pressure laminating resins for decorative countertops, molded compounds for dinnerware, and surface coating resins for appliance finishes and automotive topcoats. Melamine's utility extends to the manufacture of textile and paper treatment resins, as well as adhesive resins used in gluing lumber, plywood, and flooring. Furthermore, it plays a significant role as a flame retardant, particularly in forms like melamine cyanurate, which is used with polyamides and terephthalates. Additionally, melamine-formaldehyde resin (MFR) is utilized in reinforced plasters and textile finishes, although it may act as an allergen in some individuals due to the release of formaldehyde.
Color/Form
Monoclinic prisms;Monoclinic colorless prisms or crystals;White, monoclinic crystals
Covalently-Bonded Unit Count
1
Exact Mass
126.065394g/mol
MeSH Entry Terms
1,3,5-triazine-2,4,6-triamine;2,4,6-triamino-s-triazine;melamine;melamine bis(oxymethyl)phosphonic acid salt;melamine oxalate (1:1);melamine phosphate;melamine sulfate (1:1);melamine sulfate (1:2);melamine sulfate (2:1), dihydrate;melamine sulfate (4:1), tetrahydrate;melamine sulfite (1:1);melamine sulfite (2:1), dihydrate;melamine sulfite (2:1), tetrahydrate;melaminium acetate acetic acid solvate;melaminium citrate
Monoisotopic Mass
126.065394g/mol
Other Experimental
VP: 50 mm Hg at 315 °C;Heat of sublimation = -121 kJ/mol at 25 °C;Henry's Law constant = 1.84X10-14 atm-cu m/mol at 25 °C (est);Hydroxyl radical reaction rate constant = 6.6X10-13 cu cm/molec-sec at 25 °C (est)
Stability
Stable. Incompatible with strong acids, strong oxidizing agents. Nonflammable.
Vapor Density
4.34 (NTP, 1992) (Relative to Air);4.34 (Air= 1)
Vapor Pressure
0.001mmHg at 25°C