- STUDIES OF COMPOUNDS IN THE MENTHANE SERIES. XIX. SYNTHESIS AND PROPERTIES OF TRANS-o-4-MENTHEN-8-OL AND STEREOISOMERIC o-5-METHEN-8-OLS
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Trans-o-4-Menthen-8-ol and cis- and trans-o-5-menthen-8-ols have been prepared via the Diels-Alder reactions of 1,3-butadiene with crotonaldehyde in the presence of boron trifluoride etherate, and piperylene with methyl acrylate, respectively.The dehydration reactions of these alcohols have been studied in the presence of acetic anhydride and potassium bisulfate; the latter reagent demonstrates a high reaction selectivity.
- Bazyl'chik, V. V.,Fedorov, P. I.,Klyuev, N. A.,Dank, E. Kh.
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p. 1320 - 1327
(2007/10/02)
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- INVESTIGATION OF COMPOUNDS OF THE o-METHANE SERIES. XII. INVESTIGATION OF THE COMPOSITION OF THE PRODUCTS FROM PYROLYSIS OF VERBENENE
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During the pyrolysis of verbenene the opening of the cyclobutane ring occurs at the C1-C7 and C5-C7 bond with the formation of terpene compounds of the o- and p-methane series.The latter were submitted to secondary reactions of isomerization and disproportionation of hydrogen, leading to the reduction of monocyclic and bicyclic terpene and aromatic hydrocarbons and unsaturated compounds of the isobutylcyclohexane series.
- Bazyl'chik, V. V.,Fedorov, P. I.,Skakovskii, E. D.,Vinogradov, L. I.
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p. 268 - 272
(2007/10/02)
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- INVESTIGATION OF COMPOUNDS IN THE o-MENTHANE SERIES XI. ISOMERIZATION TRANSFORMATIONS OF o-1,4-MENTHADIENES
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Under the conditions of base catalysis under the influence of potassium tert-butoxide in dimethyl sulfoxide and lithium and calcium amides o-1,4-menthadiene forms equilibrium mixtures of o-1,3-menthadiene, o-1,5-menthadiene, and the skeletal rearrangement product 1-isopropyl-5-ethylidenecyclopentene.In the presence of NaX and KX zeolites competing dehydrogenation and disproportionation of the hydrogen occur in o-1,4-menthadiene with the formation of a mixture of o-menthenes and o-cymene.With increase in temperature the dehydration process becomes determining.With acid catalysis the transformation of o-1,4-menthadiene into 1-isopropyl-5-ethylidenecyclopentene and dehydration to o-cymene are the mainpaths.
- Bazyl'chik, V. V.,Fedorov, P. I.
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p. 1221 - 1227
(2007/10/02)
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- APPLICATION OF 1H NMR AND 13C NMR FOR ESTABLISHING THE SPATIAL STRUCTURE OF STEREOISOMERIC o- AND p-MENTHANE, o- AND p-MENTHENES, AND ISOPROPYLCYCLOHEXANE.
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An attempt to establish the spatial structure of stereoisomeric o- and p-menthanes, 8-o- and 8-p-menthenes, and isopropylcyclohexane on the basis of an analysis of the **1H NMR and **1**3C NMR spectra is described.
- Bazyl'chik,Samitov,Ryabushkina
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p. 543 - 548
(2007/10/02)
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