The bromination of some N,N-dimethylanilines with dibromoisocyanuric acid

Abstract

The reaction of some representative N,N-dimethylanilines with dibromoisocyanuric acid has been investigated. In many cases, mixtures of brominated products were obtained; these mixtures were analysed both by gas-liquid chromatography and by proton magnetic resonance spectroscopy. With excess of reagent, perbromination was readily achieved.     Significant solvent shifts [δ(CDCl₃)-δ(C₆D₆)] were observed for a wide variety of bromo-N,N-dimethylanilines. This solvent shift phenomenon was used not only for the assignment of structure to reaction products but also for the quantitative analysis of mixtures of bromo-N,N-dimethylanilines.