Kinetics and mechanism of the formation of methacrylamide from 2-methyl-2-sulphatopropionamide in strong acid media
Abstract
The kinetics and mechanism of the elimination of sulphuric acid from the sulphate ester of 2-hydroxy-2-methylpropionamide in 90–102% H2SO4 have been studied by multinuclear (1H, 2H, 13C and 15N) NMR spectroscopy. The results, which include activation parameters, influence of acid strength and kinetic isotope effects, are consistent with an E2 elimination occurring from the protonated substrate and involving the hydrogensulphate anion as a base.