Scm Corporation

Union Camp Corporation

James O Bledsoe, Jr

Carlos G Cardenas

Richard L Veazey

Bernard J Kane

Levy A Canova

Walter E Johnson

Karen E Irving

Bernard Brust

A process for purifying exo-2-hydroxy-1,4-cineole contaminated with ketones is carried out by derivatizing the ketone to form a compound readily separable from the desired cineole, either by distillation, solvent extraction or like separation process. In one embodiment method of the invention, derivatization is carried out by reaction of the ketone with an amine. The amine reacts with the ketone impurities to form water and relatively stable enamine derivatives that have a much lower vapor pressure than the exo-2-hydroxy-1,4-cineole. The desired product may then be separated by distillation.

Process for purifying exo-2-hydroxy-1,4 cineole

Terpene ethers are found to be advantageous tackifiers in elastomeric resin based adhesives.

Adhesive compositions

d-3-Menthene of high optical purity is obtained by the selective isomerization/hydrogenation of d-isolimonene in the presence of minor amounts of a palladium catalyst at temperatures up to 200.degree. C. and pressures of preferably about 100-500 psig.

Selective conversion of d-isolimonene to d-3-menthene

Non-conjugated para-menthadienes having one site of unsaturation at the 4(8)- or 8-position are hydrogenated to selectively form 3-menthene in the presence of a homogeneous ruthenium catalyst complex.

Hydrogenation process for the selective preparation of 3-menthene

Substituted cyclopropyl ketones can be made by heating unsaturated halo-ketones in the presence of alkaline earth metal carbonate and liquid glycol vehicle.

Substituted cyclopropane process and product

In a process for hydrogenation, with elemental hydrogen gas in the presence of a hydrogenation catalyst, of a cyclic unsaturated compound having an hydroxyl group projecting from an asymmetric center of the ring and an olefinic carbon-to-carbon double bond which when saturated in the hydrogenation process creates an additional asymmetric center in the ring, the improvement for obtaining increased stereoselectivity by increasing the addition of said hydrogen to that side of the olefin bond on the same side of the compound molecule as said hydroxyl group, comprising: conducting said hydrogenation with a nickel hydrogenation catalyst that has a substantial fraction of its reactive surfaces inactivated. The invention is particularly applicable to the hydrogenation of d-trans-piperitol to d-isomenthol.

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Jacksonville, FL, United States of America

James O Bledsoe, Jr