Some Phenoxybenzenesulfonyl Chlorides and Related Compounds
- 1 January 1979
- journal article
- research article
- Published by CSIRO Publishing in Australian Journal of Chemistry
- Vol. 32 (2) , 445-452
- https://doi.org/10.1071/ch9790445
Abstract
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.Keywords
This publication has 2 references indexed in Scilit:
- Chlorosulphonation of Some N-Phenyl-N'-pyridylureasAustralian Journal of Chemistry, 1977
- Studies in the chemistry of polyhalogenobenzene compounds. The synthesis and reactivity of 2,3,5,6- and 2,3,4,5-tetrachlorobenzenesulphonyl chlorides and related compoundsAustralian Journal of Chemistry, 1976