Conclusions
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1.
ESR methods involving the use of 2-methyl-2-nitrosopropane spin traps have been used to demonstrate thiyl radical addition at the C=O group during photochemical decomposition of S-phenyl and S-n-butyl thioacetates. The same methods have been used to show the addition of C6H5S radicals generated in (C6H5S) photolysis at the C=O groups of acetophenone and benzophenone. Spin adducts of the CH3(O)(SR)SR1 type were observed in the case of the thioacetates, and of the CC6H5(O(R2)SR1 type in the case of the ketones.
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2.
Thiyl radicals generated by heating n-butanethiol in the presence of benzoyl peroxide also add at the C=O group of S-phenyl thioacetate, and by the same type of reaction.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 11, pp. 2464–2467, November, 1977.
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Gasanov, R.G., Petrova, R.G., Bragina, I.O. et al. An ESR study of thiyl radical addition at the carbonyl group. Russ Chem Bull 26, 2284–2287 (1977). https://doi.org/10.1007/BF00958711
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DOI: https://doi.org/10.1007/BF00958711