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Synergic Actions of BEA-Type Zeolites and Ultrasonic Irradiation in Conversion of Geraniol
Corresponding Author(s) : Ts. Ramishvili
Asian Journal of Chemistry,
Vol. 31 No. 2 (2019): Vol. 31 No. 2
Abstract
The geraniol conversion reaction was initiated by the simultaneous action of micro- and micro-mesoporous BEA-type zeolites and ultrasonic irradiation (UMR-300B hybrid reactor, 25 kHz, 100-900 W; SRF-1, 20-60 kHz, 100 W). Geraniol by ultrasonic irradiation at 27-100 ºC, had a low degree of conversion, upto 2 %. Geraniol was a resistant to ultrasound in argon atmosphere solutions of N,N-dimethylformamide and methanol. In methanolic solution, geraniol was actively converted to linalool and to methyl ethers of linalool and nerol with the selectivity of 80 % on zeolite BEA-25 under ultrasonic irradiation in air at 30 ºC. Using BEA-type zeolite/ultrasonic-assisted reaction was increased the degree of conversion of geraniol, the selectivity and yield to linalool and nerol on the most active RBEA-25 zeolite by prolonged ultrasonic irradiation (1.5-5 h) or under combined ultrasound and microwave irradiation (US 300 W/MW 550 W, 1.5 h, 80 ºC).
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References
C.S. Sell, A Fragrant Introduction to Terpenoid Chemistry, The Royal Society of Chemistry Thomas Graham House, Cambridge UK, edn 2, p. 348 (2003).
I.N. Bratus, Chimia dushistich veschestv, Izdatelstvo: Agropromizdat, Moscow, edn 2, p. 304, (1992).
P. Chabardes, S.J. Kuntz and J. Varagnat, Tetrahedron, 33(14-H), 1775 (1977); https://doi.org/10.1016/0040-4020(77)84059-3.
T. Hosogai, Y. Fujita, Y. Ninagawa and T. Nishida, Chem. Lett., 11, 357 (1982); https://doi.org/10.1246/cl.1982.357.
V.A. Semikolenov, I.I. Ilina and R.I. Maksimovskaya, J. Mol. Catal. A: Chem., 204-205, 201 (2003); https://doi.org/10.1016/S1381-1169(03)00299-1.
T. Ramishvili, V.V. Yushchenko and M.K. Charkviani, Moscow Univ. Chem. Bull., 62, 180 (2007); https://doi.org/10.3103/S0027131407040025.
V. Tsitsishvili, I. Ivanova, Ts. Ramishvili, N. Kokiashvili, T. Bukia, I. Dobryakova and G. Kurtsikidze, Bull. Georg. Natl. Acad. Sci., 11, 79 (2017).
T. Ramishvili, V. Tsitsishvili, I. Ivanova, T. Bukia, G. Kurtsikidze and N. Kokiashvili, Int. J. Recent Sci. Res., 9, 25454 (2018).
D. Chen, eds.: D. Chen, S.K. Sharma and A. Mudhoo, Handbook on Applications of Ultrasound: Sonochemistry for Sustainability, CRC Press: Boca Raton, Chap. 15, p. 373 (2012).
G. Chatel, Sonochemistry: New Opportunities for Green Chemistry, World Scientific Europe Ltd, London, United Kingdom, 188 (2017).
T.J. Mason, Chem. Soc. Rev., 26, 443 (1997); https://doi.org/10.1039/cs9972600443.
K. Martina, S. Tagriapietra, A. Barge and G. Crawotto, eds.: J.C. Colmenares and G. Chatel, Sonochemistry from Basic Principles to Innovative Applications, Springer International Publishing, Switzerland, p. 175 (2017).
P. Cintas, G. Gravotto and A. Canals, eds.: D. Chen, S.K. Sharma and A. Mudhoo, Handbook on Applications of Ultrasound: Sonochemistry for Sustainability, CRC Press: Boca Raton, Chap. 25, p. 659 (2012).
C.O. Kappe, D. Dallinger and Sh. Murphree, Practical Microwave Synthesis for Organic Chemists, Wiley-VCH: Weinheim, p. 300 (2009).
T.J. Mason and P. Cintas, ed.: J. Clark and D. Macquarrie, Handbook of Green Chemistry and Technology, Blackwell Science: Oxford, UK, Chap. 16, p. 372 (2002).
I.I. Ivanova and E.E. Knyazeva, Patent RF No 2282587 (2006) (in Russian).
I. Ivanova, O. Ponomareva, E. Knyazeva, V. Yushchenko, E. Timoshin and E. Asachenko, Patent RF 2288034 (2006) (in Russian).
Ts. Ramishvili, V. Tsitsishvili, R. Chedia, V. Gabunia, E. Sanaia and N. Kokiasvili, Am. J. Nano Res. Appl., 5, 26 (2017); https://doi.org/10.11648/j.nano.s.2017050301.17.
M.S. Wigderhaus, Raschioti v gazovoi chromatographii, Izdatelstvo Chimia, Moskwa, 246 (1978) (in Russian).
V. Ragaini and C.L. Bianchi, “Synthetic Organic Sonochemistry”, ed. J.-L. Luche, 1998, Chapter 6, Springer, US, p.235.
T.G Masson and D. Peters, Practical Sonochemistry, Power Ultrasound Uses and Application, Ellis Horwood Publishers: Chichester, UK, edn 2, p. 155 (2003).