Micellar catalysis of organic reactions. IX. The reaction of sodium azide with activated aromatic halides and the subsequent decomposition of the initially formed aryl azide

Abstract

The effect of micelles of cetyltrimethylammonium bromide on the S_NAr reaction of azide ions with 1-halogeno-2,4-dinitrobenzenes and on the subsequent decomposition of the aryl azide product has been measured. The nucleophilic aromatic substitution reaction is shown to be subject to significant micellar catalysis whereas the subsequent decomposition of the aryl azide is not.