UEBER DIE Si-N-BINDUNG. XLI. KINETISCHE UNTERSUCHUNGEN ZUR HYDROLYSE VON TRIMETHYLSILYLURETHANEN DES TYPS Me3Si(p-XC6H4)NCOOEt

Article abstract of DOI:10.1016/S0022-328X(00)98672-8

Hydrolysis reactions of silylurethanes Me3Si(p-XC6H4)NCOOEt (I) with X=Cl, H or Me in aqueous buffer solutions, with pH values from 1.94 to 10.00 were studied.The catalytic rate constants for the acid and base catalysed reactions and for the "non-catalysed" reaction k(H3O⁺), k(CH3COO^-), k(H2PO^-4), k(HPO^2-4), k(NH3), k(OH^-) and k₀ were evaluated from the pseudo first-order rate constants k_exp determined by UV spectroscopy.The Broensted coefficients for the base-catalysed reactions were obtained from the catalytic rate constants found and the known constants of dissociation K(HB⁺).The ρ values of the reactions could be derived from the ? constants given by Jaffe.The kinetical results obtained are interpreted mechanistically and are believed to also have model character for other nucleophilic substitution reactions with silicon compounds.