MICELLAR EFFECTS OF CETYLTRIMETHYLAMMONIUM DIBROMOBROMATE IN PHOSPHORYL GROUP TRANSFER REACTIONS

The nucleophilic reactivity of cetyltrimethylammonium dibromobromate (CTABr3) with respect to organophosphorus compounds – 4-nitrophenyl esters of diethylphosphoric (NPDEP) and diethylphosphonic acids (NPDEPN) – has been studied. Solution of CTABr3 in aqueous alkali solutions generated the hypobromite anion, which permitted the formation of a micellar system with reactive alpha-nucleophilic counterion. The kinetics of this system was described in terms of a simple pseudo-phase model, the half-life for the conversion of the organophosphorus substrates into reaction products was 95 s (NPDEP) and 12 s (NPDEPN).