Abstract
The effects of surfactants HTABr, SDS, and Brij 35 on the electrochemical reduction of α,β-unsaturated ketone 9at a Hg cathode were determined. In aqueous micellar media the yields of ketone 8were higher than in an Et0H-Na0C0Me-MeC02H-H20 buffer. The influence of HTABr was ascribed to a combination of micellar and ion pairing effects, and that of Brij 35 to the former. The origin of the increased yield of 8 with SDS was not clear.
This is a preview of subscription content, log in via an institution to check access.
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
Preview
Unable to display preview. Download preview PDF.
References
For examples, see J. P. Coleman, R. Lines, J. H. P. Utley, and B. C. L. Weedon, J. Chem. Soc., Perkin Trans. 2, 1064 (1974).
For a discussion, see M. M. Baizer and L. G. Feoktistov, in “Organic Electrochemistry”, M. M. Baizer and H. Lund, Editors, 2nd ed., p. 359, Marcel Dekker, New York, 1983.
Compound 6is only one of several possible dimers.
(a)J. P. Zimmer, J. A. Richards, J. C. Turner, and D. H. Evans, Anal. Chem., 43, 1000 (1971). (b) R. Pasternak, Helv. Chim. Acta, 31, 753 (1948).
For example, see I. R. Gould, M. B. Zimmt, N. J. Turro, B. H. Baretz, and G. F. Lehr, J. Am. Chem. Soc., 107, 4607 (1985).
G. L. Mclntire, and H. N. Blount, in “Solution Behavior of Surfactants - Theoretical and Applied Aspects”, K. L. Mittal and E. J. Fendler, Editors, Vol. 2, p. 1101, Plenum Press, New York, 1982.
D. A. Jaeger, D. Bolikal, and B. Nath, J. Org. Chem., 52, 276 (1987).
Author information
Authors and Affiliations
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 1989 Plenum Press, New York
About this chapter
Cite this chapter
Jaeger, D.A., Bolikal, D., Nath, B. (1989). Surfactant Effects on the Electrochemical Reduction of an α,β-Unsaturated Ketone. In: Mittal, K.L. (eds) Surfactants in Solution. Springer, Boston, MA. https://doi.org/10.1007/978-1-4613-0839-3_11
Download citation
DOI: https://doi.org/10.1007/978-1-4613-0839-3_11
Publisher Name: Springer, Boston, MA
Print ISBN: 978-1-4612-8108-5
Online ISBN: 978-1-4613-0839-3
eBook Packages: Springer Book Archive