15582-50-0Relevant academic research and scientific papers
Compounds of the menthane series. Synthesis of unsaturated primary alcohols with the o- and p-menthane skeletons
Fedorov,Fedorova,Sheverdov,Pavlov,Eremkin
, p. 806 - 812 (2016/07/30)
Precursors to terpene alcohols of the o- and p-menthane series (o-cimen-7-ol and o- and p-cimen-9-ols) were synthesized, and their reduction with lithium in ethylenediamine was studied. The reduction of o- and p-cimen-9-ols in the presence of isopropyl alcohol selectively afforded the corresponding 1,4-dihydro derivatives. Under analogous conditions, o-cimen-7-ol was converted into a mixture of unsaturated hydrocarbons. The reduction with lithium in ethylenediamine in the absence of isopropyl alcohol in all cases gave mixtures of menthene alcohols.
Thermodynamics of o-Menthene Isomerization and Additivity of Entropies of Alicyclic Hydrocarbons
Roganov, G. N.,Kabo, G. Ya.,Stolyarova, L. G.
, p. 1408 - 1411 (2007/10/02)
Equilibrium of the isomerization reactions of five o-menthenes is studied and the values of their thermodynamic characteristics are calculated.The stabilizing intramolecular interaction in trans-8-menthene is assessed qualitatively.An additive scheme for calculating the entropy characteristics of alicyclic hydrocarbons and their reactions with regard for participation of effective atoms in formation of cyclic systems, molecular symmetry, and entropy of mixing of the enantiomeric forms is suggested.
INVESTIGATION OF COMPOUNDS OF THE MENTHANE SERIES. XVI. REDUCTION OF o- AND p-ISOPROPENYLTOLUENES WITH CALCIUM HEXAAMMONIATE
Bazyl'chik, V. V.
, p. 1847 - 1851 (2007/10/02)
In the reduction of o- and p-isopropenyltoluenes with calcium hexaammoniate in the presence of protic and aprotic solvents 1,2-addition of hydrogen mostly occurs with the formation of o- and p-cymenes and o- and p-menthatrienes, which under the reaction conditions give the products from 1,2- and 1,4-addition of hydrogen.
INVESTIGATION OF COMPOUNDS IN THE o-MENTHANE SERIES XI. ISOMERIZATION TRANSFORMATIONS OF o-1,4-MENTHADIENES
Bazyl'chik, V. V.,Fedorov, P. I.
, p. 1221 - 1227 (2007/10/02)
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.
