Abstract
The reaction of benzoyl peroxide with para-disubstituted benzenes (excluding those with sulphur-containing substituents) can lead to substitution by phenyl and/or benzoyloxy-radicals. Product formation is dependent upon the nature of the substituent groups and may be correlated with Hammett σp values. In para-substituted toluenes, the formation of bibenzyls is reduced with increase in the σp value of the para-substituent. Neither phenylation nor benzoyloxylation of the aromatic ring is observed in the reactions of benzoyl peroxide with methyl phenyl sulphide, methyl p-tolyl sulphide, or methyl p-tolyl sulphoxide. The major reaction is oxidation at the sulphur atom, which leads to the formation of, in addition to benzoic anhydride, arylthiomethyl and arylsulphinylmethyl benzoates from the aryl sulphides and sulphoxides respectively. There is no evidence that free radicals are involved in the reaction of benzoyl peroxide with these sulphur-containing compounds.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.