Abstract
Infrared spectroscopic characteristics and gas chromatographic retention indices of tri- and tetramethylcyclohexenyl butenyl ketones were determined at different temperatures of analysis. Thermodynamic characteristics of sorption on the apolar stationary phase were calculated. The sorption characteristics of tri- and tetramethylcyclohexenyl butenyl ketones show that under conditions of capillary gas chromatography these compounds are retained due to the dispersive energy. It was shown by FTIR spectroscopy that the formation of conjugation systems of double bonds is responsible for the higher retention of the β-isomers compared with that of the α-isomers. The shortening of the distance between the carbonyl and trimethylcyclohexenyl groups was found to be accompanied by a decrease in the retention of the isomeric compounds.
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References
K. Bauer, D. Garbe, and H. Surburg, in Common Fragrance and Flavor Materials, VCH Verlagsgesellschaft, Weiheim, 1990, 52.
S. A. Voitkevich, 865 Dushistykh veshchestv dlya parfyumerii i bytovoi khimii[865 Fragrants for Perfumery and Household Chemical Goods], Pishchevaya Prom-st´, Moscow, 1994, 593 pp. (in Russian).
E. S. Keith and J. J. Powers, J. Food Sci., 1968, 33, 213.
R. G. Berger, F. Drawert, and H. Kollmannsberger, Z. Lebensm, Unters. Forch., 1989, 188, 122.
E. Kovats, Helv. Chim. Acta, 1958, 41, 1915.
H. van den Dool and P. D. Kratz, J. Chromatogr., 1963, 11, 463.
A. Lee Smith, Applied Infrared Spectroscopy. Fundamentals, Techniques, and Analytical Problem-Solving, Wiley-Interscience, J. Wiley and Sons, New York-Chichester-Brisbane-Toronto, 1979.
H. Hasni and B. J. Meklafi, J. Chromatogr., 1992, 33, 267.
R. V. Golovnya and A. L. Samusenko, Izv. Akad. Nauk SSSR, Ser. Khim., 1983, 1993 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1983, 32, 1801 (Engl. Transl.)].
R. V. Golovnya, A. L. Samusenko, and L. B. Dmitriev, Izv. Akad. Nauk SSSR, Ser. Khim., 1987, 2234 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1987, 36, 2069 (Engl. Transl.)].
R. V. Golovnya, A. L. Samusenko, and L. B. Dmitriev, Zh. Anal. Khim., 1987, 42, 699 [J. Anal. Chem. USSR, 1987, 42, 639 (Engl. Transl.)].
T. A. Misharina, I. V. Beletskii, and R. V. Golovnya, Izv. Akad. Nauk, Ser. Khim., 1994, 70 [Russ. Chem. Bull., 1994, 43, 64 (Engl. Transl.)].
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Misharina, T.A., Samusenko, A.L. & Belyaeva, N.V. Gas chromatographic and IR spectroscopic characteristics of tri- and tetramethylcyclohexenyl butenyl ketones. Russian Chemical Bulletin 51, 1684–1688 (2002). https://doi.org/10.1023/A:1021347404479
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DOI: https://doi.org/10.1023/A:1021347404479