Summary
-
1.
A method for obtaining 2,2-bis-(alkylthio)-propan-1-ols has been developed which is based on the reaction of 2-methyl-2-(hydroxymethyl)-1,3-dioxolan with mercaptans on heating at 70–80° in the absence of acidic catalysts.
-
2.
In the presence of acidic catalysts, 2-methyl-2-(hydroxymethyl)-1,3-dioxolans react with mercaptans with the cleavage of the dioxolan ring and the replacement of the hydroxy group by a thioalkyl radical, giving rise to 1,2,2-tris-(alkylthio)-propanes.
Literature cited
M. F. Shostakovskii, A. V. Bogdanova, and G. I. Plotnikova, Izv. AN SSSR, Otd. khim. n., 1514, 1901 (1960).
M. F. Shostakovskii, V. M. Vlasov, and A. A. Nikiforov, Zh. obshch. khimii,34, 1686 (1964).
D. C. Gregg, H. A. Iddles, and P. W. Stearns- Jr., J. Organ. Chem.,16, 246 (1951).
G. W. Stacy, B. F. Barnett, and P. L. Strong, J. Organ. Chem.,30, 592 (1965).
M. F. Shostakovskii, E. N. Prilezhaeva, and É. S. Shapiro, Izv. AN SSSR, Otd. khim. n., 357 (1958).
Author information
Authors and Affiliations
Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 12, pp. 2225–2227, December, 1966.
Rights and permissions
About this article
Cite this article
Atavin, S.A., Vasil'ev, N.P., Dmitrieva, L.P. et al. Reaction of 2-methyl-2-(hydroxymethyl)-1,3-dioxolan with mercaptans. Russ Chem Bull 15, 2158–2159 (1966). https://doi.org/10.1007/BF00867725
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00867725