Evidence for the electrophilic character of the toluene-p-sulphonyl free radical: relative rates of its addition to some substituted styrenes

Abstract
Relative rates of photochemically promoted additions of toluene-p-sulphonyl iodide to styrene and four of its derivatives have been measured in benzene solutions containing picric acid to inhibit concurrent polymerisation. Electron-attracting substituents in the Ar group of Ar·CH:CH2 retard the rate of addition of Tol·SO2· to the double bond. With reference to σ+(Brown)ρ is estimated as –0·50 and with reference to σ(Hammett) as –0·55.

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