The free p·CH3·C6H4·SO2 radical is easily produced by the thermolysis or photolysis of p·Me·C6H4·SO2·l; copper powder assists the removal of iodine and so do radicals R2C(CN)·. Evidence is presented to show that p·Me·C6H4·SO2·l adds homolytically to olefins and that free p·Me·C6H4·SO2· radicals tend to disproportionate according to the equation: 6 Me·C6H4·SO2·→ 2(Me·C6H4·SO2)2O + Me·C6H4·S·SO2·C6H4·Me p·Me·C6H4·SO2· radicals add to the oxygen atoms of quinones giving the ditoluene-p-sulphonate esters of quinols. Arylsulphinyl radicals do not appear to have a similar reactivity; they merely dimerise to thiolsulphonate esters Ar·S·SO2·Ar.
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Journal of the Chemical Society C: Organic
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