The Journal of Organic Chemistry

Studies of sulfinyl radicals. I. Thermal decompositions of benzhydryl p-tolyl sulfoxide and benzhydryl methyl sulfoxide

H Mizuno, M Matsuda, M Iino

Index: Mizuno, Hajime; Matsuda, Minoru; Iino, Masashi Journal of Organic Chemistry, 1981 , vol. 46, # 3 p. 520 - 525

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Citation Number: 15

Abstract

The kinetics and mechanism of the thermal decompositions of benzhydryl p-tolyl sulfoxide (BTSO) and benzhydryl methyl sulfoxide (BMSO) were studied. Product analysis, ESR, and CIDNP results showed that both sulfoxides gave p-toluenesulfiiyl and methaneaulfiiyl radicals, respectively, by the scission of carbon-ulfur bonds at 100-130" C. The presence of a small amount of a base such as pyridine has been found to suppress the formation of ...

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