The Journal of Organic Chemistry

Intermediates in the peroxy acid oxidation of phenyl phenylmethanethiosulfinate

F Freeman, CN Angeletakis

Index: Freeman, Fillmore; Angeletakis, Christos N. Journal of Organic Chemistry, 1981 , vol. 46, # 20 p. 3991 - 3996

Full Text: HTML

Citation Number: 16

Abstract

The m-chloroperoxybenzoic acid (MCPBA) oxidation of phenyl phenylmethanethiosulfinate (9) in CDCl, has been studied. Low-temperature'H NMR and 13C NMR spectra show that phenyl phenylmethanethiosulfonate (7), phenylmethanesulfonic acid (26), and phenylmethanesulfinic acid (27) are formed during the early stages of oxidation. Although 7 may be formed via direct attack of MCPBA at the sulfinyl sulfur atom of 9, the presence of 7 ...

 Related Synthetic Route

~12%

Detail

~%

~3%

Detail

~11%

Detail

~3%

Detail

~6%

Detail

~%

~8%

Detail

~%

~6%

Detail

~9%

Detail

~59%

Detail

~%

~%

~52%

Detail

~59%

Detail

~53%

Detail

~0%

Detail