
%0 Journal Article
%A Cremlyn, RJ 
%A Cronje, T 
%A Goulding, K 
%T Some Phenoxybenzenesulfonyl Chlorides and Related Compounds
%J Australian Journal of Chemistry
%D 1979/02/01
%V 32
%N 2
%P 445-452
%K 
%R https://doi.org/10.1071/CH9790445
%U https://www.publish.csiro.au/paper/CH9790445 
%X Phenoxybenzene (diphenyl ether) has been converted into the 4-sulfonyl chloride (1) which on condensation with various nucleophilic reagents gave a range of sulfonyl derivatives (2-11), such as the azide, hydrazides, and hydrazones. The sulfonyl chloride (1), by nitration, gave 4-(4'-nitrophenoxy)benzenesulfonyl chloride (12) which was similarly converted into sulfonyl derivatives (13-18). Reaction of o-chlorophenol with p-chloronitrobenzene afforded 2-chlorophenyl 4-nitrophenyl ether; with chlorosulfonic acid this gave the sulfonyl chloride (19) which was converted into the sulfonyl derivatives (20)-(25). Condensation of 2,6-dichlorophenol with p-chloronitrobenzene similarly gave the substituted diphenyl ether (26) which with chlorosulfonic acid afforded 3,5- dichloro-4-(4'-nitrophenoxy)benzenesulfonyl chloride (27). The phenoxybenzenesulfonyl derivatives are of interest as potential herbicides and their algicidal and antibacterial properties are briefly discussed. 
