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menthone and isomenthone

34, 1075 (1969). Catal. Sci. Citations are the number of other articles citing this article, calculated by Crossref and updated daily. The Isomerization of (−)-Menthone to (+)-Isomenthone Catalyzed by an Ion-Exchange Resin, Department of Chemistry, California State University Channel Islands, One University Drive, Camarillo, California 93012, United States, Your Mendeley pairing has expired. Jpn. Soc. Rev. 1956, 2165 (1956). Sheldrake and J. Crosby, Chirality in Industry (Wiley, Chichester, 1992). E. Eliel, S. Wilen and L. Mander, Stereochemistry of Organic Compounds (Wiley, 1994). H. Rothbacher and F. Suteu, Pharmazie 222 (1969). Isomerizations among individual isomers were barely detectable. Chem. A: Chemistry 186 (2002) 223. 8, 1920 (1989). C.D. Soc. Google Scholar. redistribute this material, requesters must process their own requests via the RightsLink permission http://pubs.acs.org/page/copyright/permissions.html. S. Mutsui, H. Saito, Y. Yamashita, M. Kaminaga, and Y. Senda, Tetrahedron PubMed Google Scholar. Ferretti, Appl. This way of modifying the catalysts allowed stereoisomers of menthol to be obtained in a one-step process. 5) The observed optical rotation of a mixture of (-)-menthone and (+)-isomenthone with a concentration of 0.0662 g/ml was measured at +0.891° in a 1 decimeter (dm) cell. Catal. 64 (1990) 1. Tax calculation will be finalised during checkout. - 37.97.185.129. V. Vetere, G. Santori, A. Moglioni, G. Moltrasio, M. Casella and O. Ferretti, to be published. Riggs, L.E. J. Solodar, J. Org. M. Misono and N. Noijri, Appl. Correspondence to Research on Chemical Intermediates Eng. 6/28/11 Chirality, Gas Chromatography and Menthone Abstract The purpose of this experiment is to isomerize (-)-menthone to its diasteriomer (-)-isomenthone under acidic conditions. The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Part of Springer Nature. PubMed Google Scholar, Vetere, V., Santori, G.F., Moglioni, A. et al. Immediate online access to all issues from 2019. the Altmetric Attention Score and how the score is calculated. Bedoukian, Perfumery and Flavoring Synthetics, Allured Publishing Corporation, Wheaton, USA, 1986. (−)-Menthol was produced during these reactions to a limited extent, the production of (−)-isomenthol was barcly existent. Chem. Soc. A. Tungler, T. Máthé, Z. Bende and J. Petro, Appl. In the present investigation, menthols were oxidized with sodium dichromate in sulfuric acid by usual way to give menthone and iso­ menthone and then the menthones, having two … G. Santori, M. Casella, G. Siri, O. Ferretti, A. Moglioni and G. Moltrasio, Stud. Chem. The oxidation itself produced (-)-menthone with a purity of 98%. Am. Chem. Hydrogenation of (–)-Menthone, (+)-Isomenthone, and (+)-Pulegone with Platinum/Tin Catalysts. Am. ), Catalytic Hydrogenation, Elsevier, Amsterdam, 1986. Empirical Formula (Hill Notation) C 10 H 18 O . Ferretti, React. L. Červený (Ed. Kukula, P., Červený, L. Stereoselective hydrogenation of (−)-menthone and (+)-isomenthone mixture using nickel catalysts. Surf. Chem. A: Gen. 193 (2000) 285. 257, (, 1900, La Plata, Argentina, Virginia Vetere, Gerardo F. Santori, Mónica L. Casella & Osmar A. Ferretti, Facultad de Ingeniería de la UNLP, 47 No. T. Chihara and K. Tanaka, Bull. R.J. Wicker, J. Chem. P. Ravi, R. Ravichandran and S. Divakar, J. Mol. Listy 41, 2396 (1976). 31 (1987) 713. Am. Please reconnect. The rotational spectra of the monoterpenoids menthol, menthone, and isomenthone are reported in the frequency range of 2-8.5 GHz, obtained with broadband Fourier-transform microwave spectroscopy. Jpn. not otherwise permitted to reproduce, republish, redistribute, or sell any Supporting Information Please note: If you switch to a different device, you may be asked to login again with only your ACS ID. Calculate the mole fraction (x) of (+)-isomenthone using Equation 6. Catalysis Letters 84, 251–257 (2002). Google Scholar. © 2020 Springer Nature Switzerland AG. 148 (1999) 145. 36, S3 (1998). Pavel Kukula. This is a preview of subscription content, log in to check access. 96, 543 (1974). The catalytic hydrogenation of an optically active mixture of (−)-menthone and (+)-isomenthone was studied. Chem. Tax calculation will be finalised during checkout. H. Kuivila and O.F. Subscription will auto renew annually. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Menthone is a constituent of the essential oils of peppermint, Pelargonium geraniums, pennyroyal, Mentha arvensis, and others. https://doi.org/10.1163/156856700X00390, DOI: https://doi.org/10.1163/156856700X00390, Over 10 million scientific documents at your fingertips, Not logged in Chem. For permission to reproduce, republish and The hydrogenation of these terpenones was favored by the presence of tin in the bimetallic phase. Beumel, J. Isomenthone is a ketone derived from menthone, as found in geranium, cistus, pennyroyal, cornmint, calamint, and peppermint. CAS  This “green” modification dramatically reduces the quantity of waste, eliminates the hazards of concentrated acid, and allows for the isomer ratio to be monitored as a function of time. Molecular Weight 154.25 . Chem. J. Margitfalvi, M. Hegedüs, S. Göbölös, E. Kern-Tálas, P. Szedlacsek, S. Szabó and F. Nagy, Proc. B. Rickborn, J. Adúriz and O.A. Makouangou, D.Y. These metrics are regularly updated to reflect usage leading up to the last few days. a3-Menthone enol acetate (VII) was pre-pared from both menthone and isomenthone by several workersl-5 J. Find more information about Crossref citation counts. Eng. Dauscher and R.A. Touroude, Ind. Immediate online access to all issues from 2019. 41, 1902 (1968). P. Kukula and L. Červený, Chem. Kinet. P.Z. Catal. 84, 2414 (1962). M. Bartók, Stereochemistry of Heterogeneous Metal Catalysis, John Wiley & Sons, New York, 1985. Subscription will auto renew annually. J.H. Find more information on the Altmetric Attention Score and how the score is calculated. Chem. Catal. G. Santori, M. Casella and O. Ferretti, J. Mol. Catal. Google Scholar. Murzin, A.E. This experiment generates large quantities of organic and aqueous waste, and only allows the final ratio of isomers to be determined. Khim. Chem. 76, 6361 (1954). Moulder, Handbook of X-Ray Photoelectron Spectroscopy, ed. It is a monoterpene and a ketone; it is structurally related to menthol and is seen to have carbonyl positioned in the place of secondary alcohol. 39, 1017 (1974). Muilemberg (Minnesota, USA, 1978). Surf. system. Sodano, and M.J. Sisbarro, J. Org. without permission from the American Chemical Society. Casella, G.J. Electronic Supporting Information files are available without a subscription to ACS Web Editions. Catalysts modified with (2R,3R)-(+)-tartaric acid were tested as well. G.F. Santori, M.L. 257, (, 1900, La Plata, Argentina, Facultad de Farmacia y Bioquímica, UBA, Departamento de Química Orgánica, Junín 954, (, 1113, Buenos Aires, Argentina, Albertina Moglioni & Graciela Y. Moltrasio Iglesias, You can also search for this author in Klabunovskii, and L.A. Kheifits, Izv. Soc. Catalysis Letters http://pubs.acs.org/page/copyright/permissions.html. CINDECA (UNLP-CONICET), 47 No. By pooling their data, students can examine the effect of both catalyst quantity and temperature on the position of the equilibrium, and the rate of the reaction. N.D. Zubareva, E.I. This material is available via the Internet at http://pubs.acs.org. CAS  Students then test their hypothesis by performing the reaction with different catalyst quantities and at different temperatures. Information. - 193.70.89.154. Res Chem Intermed 26, 913–922 (2000). Roberts, J. Org. from the ACS website, either in whole or in part, in either machine-readable form or any other form You have to login with your ACS ID befor you can login with your Mendeley account. Soc. The hydrogenation of (-)-menthone, (+)-isomenthone, and (+)-pulegone over SiO2-supported Pt and Pt-Sn catalysts was studied in this work. volume 26, pages913–922(2000)Cite this article. 75 (2002) 225. A: Gen. 197 (2000) 141. K. Hanaya, Bull. Its optical rotation was -16.02° within the wavelength À = 589 nm and at the temperature 20°C. Catal. Am. This article has not yet been cited by other publications. Student laboratory manual procedure including molecular modeling instructions for MarvinSketch, and instructor notes consisting of background information, gas chromatography conditions and data, answers to prelab questions, and CAS registry numbers. This is a preview of subscription content, log in to check access. G.E. Collins, G.N. Article Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. G.E. Siri, H.R. 11, 1389 (1974). Department of Organic Technology, Institute of Chemical Technology — ICT Prague, Technická 5, 166 28, Prague 6, Czech Republic, You can also search for this author in

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