Conclusions
-
1.
Telomerization of 1-hexene with butyraldehyde results in the formation of two main series of telomers — ketones and hydrocarbons.
-
2.
In the reaction studied, radical rearrangement with 1,6-migration of a hydrogen atom along the chain containing a carbonyl group occurs to a significant extent.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
Literature cited
H. Fisher and H. Paul, Acc. Chem. Res.,20, No. 5, 200 (1987).
G. N. Nikishin, M. G. Vinogradov, and R. V. Kereselidze, Zh. Org. Chem.,2, No. 11, 1918 (1966).
K. Hirota, S. Iizuka, H. Ochi, and M. Hatada, Bull. Chem. Soc. Jpn.,36, No. 1, 115 (1963).
V. V. Fedorov, A. G. Shostenko, and P. A. Zagorets, “The chemistry and technology of organic and high molecular weight compounds,” Tr. Mosk. Khim.-Tekh. Inst., No. 86, 3 (1975).
B. Giese and H. Horler, Chem. Ber.,119, No. 2, 444 (1986).
I. Tabbaa, M. Cazaux, and R. Lalade, Bull. Soc. Chim. Belg.,92, Nos. 11, 12, 1011 (1983).
L. P. Lindemann and J. Q. Adams, Anal. Chem.,43, No. 10, 1245 (1971).
M. S. Kharasch, W. H. Urry, and B. M. Kuderna, J. Org. Chem.,14, No. 2, 251 (1949).
F. Mayo, J. Am. Chem. Soc.,70, No. 11, 3689 (1948).
Author information
Authors and Affiliations
Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 874–878, April, 1989.
The authors express their gratitude to V. I. Dostovalova for taking part in discussions about the spectra.
Rights and permissions
About this article
Cite this article
Orlova, S.A., Terent'ev, A.B. Radical telomerization of 1-hexene with butyraldehyde. Russ Chem Bull 38, 785–788 (1989). https://doi.org/10.1007/BF00953292
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00953292