S-triazine, 2,4,6-Triamino

Melamine is characterized by its three amino (-NH2) groups and by its 66.6% nitrogen content. It is known by several different names 1,3,5-triazine-2,4,6-triamine melamine crystal cyanurotriamide 2,4,6-triamino-s-triazine cyanuramide and cyanuric acid amide. Its chemical formula can be written as C3IW or C3N3(NH2)3. Liebig first prepared it in 1834, but it was not until 1937 that it was produced commercially. 

Melamine (2,4,6-Triamino-s-triazine, Cyanuro-triamide, Cyanuramide). C3HgNg, nrw 126.13,... 

Synthesis of helerocycles. Heated under pressure, dicyandiamide (3 moles) is converted into melamine (2,4,6-triamino-s-triazine, 2 moles) discovered by Liebig in 1834 ... 

Colorless and transparent organic aerogels can be made from the aqueous polycondensation of melamine (2,4,6-triamino-s-triazine) with formaldehyde [13]. Melamine is a hexafunctional monomer capable of reacting at each of the amine hydrogens. Under basic conditions formaldehyde adds to the positions just mentioned to form hydroxymethyl (-CH2OH) groups. In the second part of the polymerization the solution is acidified to promote condensation of these intermediate species, leading to gel formation. 

CAS 108-78-1 EINECS/ELINCS 203-615-4 Synonyms Cyanuramide Cyanuric triamide Cyanurotriamide Cyanurotriamine Isomelamine 2,4,6-Triamino-s-triazine 2,4,6-T riamino-1,3,5-triazine 2,4,6-Triamino-sym-triazine sym-Triaminotri-azine 1,3,5-Triazine-2,4,6-triamine s-Triazine, 2,4,6-triamino-Empirical CsHsNs... 

Triamino-s-triazine 2,4,6-Trianiino-1,3,5-lriazine 2,4,6-Triamino-sym-triazine sym-Triaminotriazine. See Melamine... 

Synonims 2-benzimidazolone phenizidole isocinchomeronic acid 2,4,6-pyrimidinetriamine organically modified CB -i- low-molecular-weight organic compound 2,4,6-triamino-s-triazine tetramethylsilicate 2,4,6-tris(chloroamine)triazine 2,4-dihydroxy-5-methylpyrimidine... 

MGlaminG. Melamine (cyanurotriamide 2,4,6-triamino-s-triazine), CsHeNe, is a white crystalline solid, melting at approximately 350°C with vaporization, only slightly soluble in water. The commercial product, recrystallized grade, is at least 99% pure. Melamine was synthesized early in the development of organic chemistry, but it remained of theoretical interest until it was found to be a useful constituent of amino resins. Melamine was first made commercially from dicyandiamide [461-58-5] is now made from urea, a much cheaper starting material (9-12). 

Capillary electrophoresis with amperometric detection was also used for the determination of four electroactive preservatives (methylparaben, ethylparaben, propylparaben, and butylparaben) and, indirectly, two nonelectroactive preservatives (potassium sorbate and sodium lactate) in various types of foodstuffs [17]. Moreover, high-performance micellar electrokinetic capillary chromatography with amperometric detection (MECC-AD) has been also employed for the fast determination of melamine (2,4,6-triamino-s-triazine), which was occasionally used to increase the apparent protein content of milk products [18]. 

CYANUROTRIAMINE CYMEL HICOPHOR PR ISOMELAMNE NCI-C50715 PLURAGARD PLURAGARD C 133 TEOHARN THEOHARN 2,4,6-TRLAMINO-s-TRIAZINE 2,4,6-TRIA NO-l,3,5-TRIAZINE l,3,5-TRIAZINE-2,4,6-TRIAMINE s-TRIAZINE, 2,4,6-TRIAMINO- VIRSET 656-4... 

Trichloro-s-triazine is mono-aminated at temperatures of — 15° to 100°, depending on the nucleophilicity of the amine and on the solvent. With ammonia and alkylamines, one chloro group is replaced at — 15 to 10°, a second at 10—50°, and a third at 20-100°. ° Unsymmetrical triamino derivatives can be prepared by adding one mole of three different amines to the reaction mixture at each of the three temperatures. The tribromo analog is stated to react more rapidly than cyanuric chloride with ammonia or primary and secondary amines. Toward ammonia, methoxide ion, or water, the trifluoro analog is also qualitatively more reactive with ammonia (0°, 1 hr) mono-amination occurred in ether and di-amination in tetrahydrofuran. ... 

Modern life and civilization opened the way to other important practical applications of heterocycles, for example dyestuffs, copolymers, solvents, photographic sensitizers and developers, and in the rubber industry antioxidants and vulcanization accelerators. Some of the sturdiest polymers, such as Kevlar, have aromatic rings. Melamines (2,4,6-triamino-substituted s-triazines) are monomers with numerous applications as both homopolymers and copolymers. Scheme 9 shows a few examples of compounds with various applications in our daily life, having in common the same building block, the aromatic s-triazine. 

The triazine compound melamine (2,4,6-triamino-1,3,5-triazine) was first isolated, and named, in 1834 by Justus Liebig, who obtained it by reacting alkali with melam. A. Claus in 1875 improved on Liebig s method. S. Cloez and S. Cannizzaro in 1851, and E. Dreschel in 1875 and 1876, demonstrated that melamine was formed when cyanamide or dicyandiamide were heated at elevated temperatures (Scheme 32). In 1885, A. W. Hofmann made melamine from thiocyanuric esters by heating them in sealed tubes with concentrated aqueous ammonia101. 

See Melamine-formaldehyde resin, methylated s-Triazine, 2,4,6-triamino-. See Melamine... 

Melamine me-b- men [Gr Melamin] (ca. 1835) (2,4,6-triamino-l,3,5-triazine) n. C3N3(NH2)3. a cyclic unsaturated compound, derived from cyanuric acid, with the structure shown below. It reacts with formaldehyde to give a series of heat reactive resins. Melamine s main use is for melamine-formaldehyde resins. 

CgHigNigOg Trimeres OziminomalonsSure-nit -amidin, yielleicht 2.4.6-Triamino-2.4.6-trie- [ozimino-cyan-methyI]-hexa< bydro-l.S.S-triazin 8 II477. 

Figure 3.20 Continued) (c) Formation of toroidal aggregates via assembly of barbituric acid/2,4,6-triamino-1,3,5-triazine building blocks. (Reproduced with permission from S. Yagai, S. Mahesh, Y. Kikkawa et aL, Toroidal nanoobjects from rosette assemblies of melamine-linked oligo(p-phenyleneethynylene)s and cyanurates., Angewandte Chemie International Edition, 2008, 47, 4691-4694. Wiley-VCH Verlag GmbH Co. KGaA.)...

Melamine (l,3,5-triamino-2,4,6-triazine) was first prepared by Liebig in 1835. For a hundred years the material remained no more than a laboratory curiosity until Henkel S patented the production of resins by condensation with formaldehyde. Today large quantities of melamine-formaldehyde resins are used in the manufacture of moulding compositions, laminates, adhesives, surface coatings and other applications. Although in many respects superior in properties to the urea-based resins they are also significantly more expensive. 

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