This paper deals with the kinetic hydrolysis mechanism of Aminocarb, the 3-methyl-4-dimethylaminophenyl-N-methylcarbamate in aqueous media. This work is carried out by reversed phase Liquid Chromatography and LC-MS. The determination of 3-methyl-4-dimethylamino-phenol, as the main product of Aminocarb hydrolysis gives evidence by LC-MS. The obtained positive activation entropy ΔS = + 31.3 J mol-1 K-1 indicated an E1cB mechanism involving unimolecular collapse of the Aminocarb via a methylisocyanate intermediate. This elimination process is confirmed by the position of the point corresponding to the Aminocarb on the Br?nsted and Hammett lines, determined for a serie of substituted N-methylcarbamate which the decomposition mechanism in aqueous media procede via E1cB.
F. Boujelbane, N. Ben Hamida
Aminocarb, degradation, mechanism, LC-ESI-MS