Conclusions
-
1.
Rearrangement of 2,4,6,8-tetrathiaprotoadamantane into 2,4,6,8-tetrathiaadamantane was observed in the addition reaction of thioacetic acid with 1-methylene-3,5,7-trimethyl2,4,6,8-tetrathiaprotoadamantane.
-
2.
The addition of thioacetic acid to 1-methylene-3,5,7-trimethyl-2,4,6,8-tetrathiaprotoadamantane in ether proceeds according to the anti-Markovnikov-rule. In the absence of the solvent and the presence of an excess of the acid the Markovnikov-rule and the anti-Markovnikov-rule additions compete.
Similar content being viewed by others
Literature cited
B. M. Lerman, Z. Ya. Aref'eva, L. I. Umanskaya, and G. A. Tolstikov, Izv. Akad. Nauk SSSR, Ser. Khim. Nauk, 2550 (1974).
B. M. Lerman, L. I. Umanskaya, and G. A. Tolstikov, Izv. Akad. Nauk SSSR, Ser. Khim. Nauk, 2743 (1975).
B. M. Lerman, Z. Ya. Aref'eva, L. I. Umanskaya, and G. A. Tolstikov, Izv. Akad. Nauk SSSR, Ser. Khim. Nauk, 2527 (1976).
I. L. Knunyants and A. F. Fokin, Usp. Khim.,19, 545 (1950).
E. N. Prilezhaeva and M. F. Shostakovskii, Usp. Khim.,32, 897 (1963).
Author information
Authors and Affiliations
Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimiya, No. 3, pp. 638–640, March, 1977.
Rights and permissions
About this article
Cite this article
Lerman, B.M., Umanskaya, L.I. & Tolstikov, G.A. Interaction of 1-methylene-3,5,7-trimethyl-2,4,6,8-tetrathia-protoadamantane with thioacetic acid. Russ Chem Bull 26, 574–576 (1977). https://doi.org/10.1007/BF01179469
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF01179469