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Synthesis of Chiral Odoriferous Oxy-derivatives of 1,5,5-Trimethylcyclohexene

Wińska K., Wawrzeńczyk C.

Polish Journal of Chemistry

2007

Vol. 81, nr 11

1887-1897

Ten racemic and ten enantiomeric pairs of odor iferous compounds, mainly esters, were obtained from isophorone. The starting material, isophorone was reduced to racemic isophorol, which was resolved in pure enantiomers via the lipase catalyzed esterification. The next steps of syntheses, orthoacetic Claisen rearrangement, reduction of esters, esterification of alcohols or their oxidation were carried out with the racemic and enantiomerically enriched (above 98% ee) compounds. The propionates of isophorol (7, 7a, 7b) and 2-(1,5,5-trimethyl-2-cyclohexen-1-yl)ethanol (10, 10a, 10b) possess the most valuable odoriferous properties, useful for cosmetic and food in dustries.

Production of isophorone by the vapour-phase self-condensation of acetone over the hydrotalcite-derived catalysts

Kuśtrowski P., Sułkowska D., Chmielarz L., Cap S.

Polish Journal of Chemical Technology

2004

Vol. 6, nr 4

41-46

The magnesium-aluminum precursor with the structure of hydrotalcite, confirmed by XRD and FTIR, was transformed into mixed metal oxides by a thermal activation at 450, 500, 550 or 600°C for 16 h. The obtained catalysts were characterized with respect to their textural properties (surface area, total porosity and pore size distribution) and used in the gas-phase aldolization of acetone. The effect of reaction temperature and calcination conditions on the catalytic performance was studied. The highest initial conversion of acetone (87.1%) with the selectivity to isophorone of 89.7% was measured for the hydrotalcite-derived Mg-Al oxides calcined at 600°C in the reaction carried out at 240°C.