The Effect of Cetyltrimethylammonium Bromide on the 2-Iodosyl-5-octyloxy-benzoate-Catalyzed Hydrolysis of Active Esters and Related Compounds

Abstract

Enhancements provided by micellized cetyltrimethylammonium bromide ( ctab ), to the rates of reaction between 2-iodosyl-5-octyloxybenzoic acid and 4-nitrophenyl diphenyl phosphate (3), 4-nitrophenyl acetate (4), 1-methylethyl methylphosphonofluoridate (5), 1,2,2-trimethylpropyl methylphosphonofluoridate (6) and ethyl N,N- dimethylphosphoramidocyanidate (7) are determined over a range of ctab concentrations. The maximum enhancements observed for substrates (5)-(7) are greater than predicted by the phase-separation model.¹ The suitability of themodel to describe these reactions is considered.