2,4,6-TRIMETHOXY-1,3,5-TRIAZINE

Uses

2,4,6-Trimethoxy-1,3,5-triazine was used to investigate the molecularly imprinted solid phase extraction (MISPE) for the isolation of melamine (ML) in food products.

General Description

2,4,6-Trimethoxy-1,3,5-triazine (TMT) is a triazine derivative. It exists in three different polymorphic forms: α-, β- and γ-. 2,4,6-Trimethoxy-1,3,5-triazine molecules are planar in all the three polymorphs. Polymorphic forms differ in the mode of packing of the molecules in the crystal. Kinetics and mechanism of the reaction of radiolytically produced hydrated electron with TMT using pulse and steady-state radiolysis techniques has been studied. TMT undergoes methyl transfer in the melt and in the solid-state, to afford, 2,4,6-trioxo-1,3,5-trimethylazine.

Synthesis

Cyanuric chloride (92 g,0.5 mol) was added to a mixture of NaOH (60 g, 1.5 mol) and MeOH (500 ml) in several small portions at a temperature of 0-5 C. After addition of all cyanuric chloride, the mixture was stirred at 20C for 2 hours. The solvent was evaporated in vacuum and the distillation residue was suspended in H2O (500 ml). The product was aspirated, washed with H2O (2 x 40 ml) and dried at room temperature and pressure. 2,4,6-Trimethoxy-1,3,5-triazine of formula VIIa (79 g, 92%) was obtained as a solid colorless substance.