Henkel Kommanditgesellschaft Auf Aktien

Henkel Kommanditgesellschaft Auf Aktien (henkel Kgaa)

Henkel & Cie G.m.b.h.

Klaus Bruns

Jens Conrad

Ulf-Armin Schaper

Horst Upadek

Peter Meins

Siegfried Bloesl

Thomas Gerke

Benno Streschnak

Jens Hagen

Michael J Virnig

Thomas Markert

Hinrich Moller

Harald Schnegelberger

Ursula Weber

Josef Penninger

Horst-Juergen Krause

Volker Porrmann

Werner Faber

Theo Stalberg

Michael Dischmann

Thuy N Dang

Siegfried Blosl

Ulf A Schaper

Volker Falk

Ursula Schmitz

Michael Meiertoberens

The invention concerns pentene derivatives of the general formula (I), in which, independently of each other, R.sup.1 is hydrogen or a methyl group, R.sup.2 and R.sup.3 are hydrogen or an alkyl group with 1 to 5 C-atoms, R.sup.4 is hydrogen or a CHR.sup.5 R.sup.6 group (R.sup.5 and R.sup.6 being hydrogen or an alkyl group with 1 to 6 C-atoms) and X is a CO or CHOH group, with the provision that (a) at least one of the groups R.sup.2 and R.sup.3 is an alkyl group and (b) 2-methyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-4-penten-1-ol is excluded. Such compounds are odoriferous substances with interesting fragrances and high diffusion power.

Pentene derivatives, their production and use

The isomeric 11-oxa-tricyclo[7.3.0.0.sup.2,6 ]dodecene derivatives proposed are valuable new odoriferous substances characterized by their different nuances of intense woody notes and extremely high persistence. They can be mixed with each other, or with other odoriferous substances, in widely varying proportions to give new perfume compositions, generally containing between 1 and 50% by wt., relative to tile weight of the whole composition, of the derivatives proposed.

Isomeric 11-oxatricyclo[7.3.02,6]dodecene derivatives, their production

Process for the stereoselective preparation of 8.alpha., 12-oxido-13,

Process for the production of sclareolide

Certain trimethylbicylo-[4.3.0]-nonane derivatives, particularly those having a single acetyl substituent on the six membered ring, are novel compounds useful as perfumes to give highly persistent iris butter, methyl ionone, tobacco, and wood odor notes.

Derivatives of trimethylbicyclo-[4.3.0]-nonane, useful as perfumes

Isomeric formyl trimethylbicyclo[2.2.2]oct-7-enes, their use as perfumes, and a process for their preparation comprising a Diels-Alder reaction of acrolein with either 1,5,5-trimethylcyclohexa-1,3-diene, 3,5,5-trimethylcyclohexa-1,3-diene, 5,5-dimethyl-3-methylene-cyclohex-1-ene or mixtures thereof.

Isomeric formyl trimethylbicyclo[2.2.2]oct-7-enes

2-Alkylidene-3,3,5(3,5,5)-trimethylcyclopentanones corresponding to the following general formula ##STR1## in which three of the substituents R.sub.1 to R.sub.4 are CH.sub.3, one of the substituents R.sub.1 to R.sub.4 is H, and R.sub.5 is a saturated or unsaturated, linear branched C.sub.1 -C.sub.7 alkyl radical, and the double bond is in the endo position to the cyclopentanone structure. The compounds of formula (I) are useful as perfumes.

2-alkylidene-3,3,5(3,5,5)-trimethyl cyclopentanones

The invention relates to the use as perfumes of 1-alkyl/alkenyl cyclohexan-1-ols corresponding to the general formula ##STR1## in which R is a C.sub.1-4 alkyl or a C.sub.2-4 alkenyl, 0 to 3 of the 10 substituents R' are methyl and the balance of the 10 substituents R' are hydrogen, in compositions containing active chlorine, and perfumed compositions so obtained.

1-alkyl/alkenyl cyclohexan-1-ols as perfumes

The invention relates to isomeric 1-alkyl/alkenyl-2,2,4(2,4,4)-trimethyl cyclopentan-1-ols corresponding to general formulae I a/b below ##STR1## in which R is C.sub.2-5 alkyl or a C.sub.3-5 alkenyl; the use of compounds of the same formula in which R is C.sub.1-5 alkyl or C.sub.2-5 alkenyl as perfumes in compositions containing active chlorine or capable of generating active chlorine; and methods for their preparation.

Isomeric 1-alkyl/alkenyl-2,2,4(2,4,4)-trimethyl cyclopentan-1-ols as

The invention relates to the use as perfumes of tertiary, alkyl-substituted alcohols corresponding to the general formula ##STR1## in which R.sup.1 and R.sup.2 are individually each a C.sub.1-3 alkyl and R.sup.3 is a C.sub.4-9 alkyl, in compositions containing active chlorine, and to such compositions themselves.

Tertiary alkyl-substituted alcohols as perfumes

This invention is directed to oxaspirododecane derivatives, the preparation thereof, and perfume compositions containing same.

Oxaspirododecane derivatives and perfume compositions containing them

Methyl pentanoic acid esters corresponding to the formula ##STR1## wherein R is an olefinically unsaturated, straight-chain or branched-chain or carbocyclic hydrocarbon group, a phenyl or alkyl substituted phenyl group, a phenyl substituted alkyl group, or a phenyl substituted alkenyl group, wherein R contains from 3 to 9 carbon atoms, are valuable perfumes having strong, generally vegetably odor notes and outstanding persistence. They are produced by esterifying 2-methyl pentanoic acid with an unsaturated or carbocyclic alcohol or phenol containing radicals R corresponding to the general formula. The compounds can be effectively combined with other perfumes and standard perfume ingredients to form new compositions. The methyl pentanoic acid ester content thereof generally amounts to between about 1 and about 50% by weight.

2-methyl pentanoic acid esters and perfume compositions containing them

Trimethylbicyclo [4.3.0] non-1-ene derivatives are fragrant substances which are suitable for use alone and in perfume and odorant compositions. Methods of preparation and representive compositions are also disclosed.

Trimethylbicyclo [4.3.0] non-1-ene derivatives

This invention is directed to terpene derivatives. More particularly, this invention relates to a mixture of isomers of the formula ##STR1## wherein R.sub.1 and R.sub.2, which are different from each other, are each methyl or isopropyl, the preparation thereof, and perfume compositions containing them.

Terpene derivatives and perfume compositions containing them

2,4-dioxa-7,10-methano-spiro [5,5] undecanes having the formula ##STR1## wherein R is a member selected from the group consisting of hydrogen, alkyl having from 1 to 4 carbon atoms, vinyl and propenyl and their isomeric mixtures; its synthesis, its use as a perfumery agent and as an olefactant component in perfumery compositions and as an odorant for technical products.

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Krefeld-Traar, Germany

Klaus Bruns