Isomerization of 2,2-bis(n-butylthio)butane and 2,2-bis(n-butylthio)hexane under the influence of tert-butyl peroxide

Conclusions The radical chain isomerization of aliphatic ketone mercaptals under the influence of tert-butyl peroxide has general significance. Both possible migration paths of the thiol groups are realized in the case of the unsymmetrical mercaptals of 2, 2-bis(n-butylthio)hexane and 2,2-bis(n-butylthio)butane, with the formation of both 1,2-bis(n-butylthio)alkanes and 2,3-bis(n-butylthio)alkanes.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 11, pp. 2517–2521, November, 1974.The authors express their gratitude to V. I. Dostovalova for assistance in interpreting the NMR spectra and valuable discussion.