Firmenich Sa

Francois Delay

Wolfgang K Giersch

Fritz Gautschi

Ferdinand Naef

Alan F Thomas

Anthony F Morris

Arnoldus Uijttewaal

Andre Boschung

Gunther Ohloff

Charles Fehr

Pierre-Alain Blanc

Hubert Mimoun

Michel Joyeux

Philippe Schneider

Nathalie Chaptal-Gradoz

We disclose a novel nitrile, i.e. 5,6,7,8-tetrahydro-3,5,5,6,7,8,8-heptamethyl-2-naphthalenecarbonitrile, a perfuming ingredient having a musky, earthy odor, and which is remarkably stable in particularly aggressive media such as for instance antiperspirant bases. This compound may present itself as a racemate or in the form of one of its optically active isomers. Said isomers can be obtained from aldehydes, namely (-)-(6S,7S) and (+)-(6R,7R)-5,6,7,8-tetrahydro-3,5,5,6,7,8,8-heptamethyl-2-naphtalenecarba ldehyde, which aldehydes are not only useful as starting products for the preparation of the corresponding nitriles, but also as perfuming ingredients.

Tetralinic nitriles, their use as perfuming ingredients and aldehyde

The compounds of formula ##STR1## wherein symbol X designates a C.dbd.O (Ia) or C(CH.sub.3)--OC(O)CH.sub.3 (Ib) group and the dotted line indicates the location of a single or double bond in formula (Ia) and of a double bond in formula (Ib), are characterised by useful odor notes of the aromatic, fruity, even amber type and can as a result be advantageously used as active perfuming ingredients.

Polycyclic compounds and their use as perfuming ingredients

Aromatic aldehydes of formula ##STR1## possessing a single or a double bond in the position indicated by the dotted line and wherein symbol X represents a monovalent radical or formula ##STR2## or, when the dotted line represents a single bond, of formula ##STR3## and wherein symbol Z stands for an oxygen atom or for two R.sup.2 O radicals, each of R.sup.1 and R.sup.2 representing an alkyl radical having from 1 to 3 carbon atoms. Aromatic aldehydes (I) possess useful odorous properties and can be used as perfuming ingredients for the preparation of perfume bases and perfumed articles. They can also be used as starting materials for the preparation of useful end-products having herbicide and fungicide properties. Process for the preparation of aromatic aldehydes (I) starting from 8-methoxycuminic aldehyde.

Aromatic aldehydes, their derivatives and their utilization as perfuming

Aromatic aldehydes of formula ##STR1## possessing a single or a double bond in the position indicated by the dotted line and wherein symbol X represents a monovalent radical or formula ##STR2## or, when the dotted line represents a single bond, of formula ##STR3## and wherein symbol Z stands for an oxygen atom or for two R.sup.2 O radicals, each of R.sup.1 and R.sup.2 representing an alkyl radical having from 1 to 3 carbon atoms. Aromatic aldehydes (I) posses useful odorous properties and can be used as perfuming ingredients for the preparation of perfume bases and perfumed articles. They can also be used as starting materials for the preparation of useful end-products having herbicide and fungicide properties. Process for the preparation of aromatic aldehydes (I) starting from 8-methoxycuminic aldehyde.

Aromatic aldehydes and their derivatives

Spiranic lactone of formula ##STR1## possesses useful fragrance properties and it can be used advantageously as fragrance ingredient in various consumable materials. It develops warm, spicy, lactonic and coumarinic odor notes.

Use of a spiranic lactone as fragrance ingredient

Process for the preparation of isoxazoles by anodic oxidation of alpha,beta-unsaturated oximes, both in heterogeneous and homogeneous phase.

Process for the preparation of isoxazoles

1(7)-p-Menthen-9-al, a novel terpene aldehyde, possesses useful organoleptic properties and develops bitter, herbal and aromatic perfume notes. In the field of flavors, 1(7)-p-menthen-9-al develops flowery, herbal and fatty characters reminiscent of certain aspects of the flavor of nuts or cumin.

1(7)-p-Menthen-9-al and its utilization as perfuming and flavoring

1(7)-p-Methen-9-al, a novel terpene aldehyde, possesses useful organoleptic properties and develops bitter, herbal and aromatic perfume notes. In the field of flavors, 1(7)-p-menthen-9-al develops flowery, herbal and fatty characters reminiscent of certain aspects of the flavor of nuts or cumin.

1(7)-P-menthen-9-al

The macrocyclic acetylenic ketones of formula ##STR1## wherein symbol R designates a hydrogen atom or a methyl radical are prepared by an anodic oxidation of a hydrazone of formula ##STR2## wherein R has the above given meaning and A represents a hydrogen atom or a sulfonyl radical of formula R.sup.1 --SO.sub.2 --, wherein R.sup.1 stands for a substituted or unsubstituted aryl group. Compounds (I) are useful industrial intermediates for the preparation of EXALTONE.RTM. and muscone, two musk ingredients widely used in the perfume industry.

Process for the preparation of cyclopentadec-4-ynone and of its 3-methyl

New norbornane (-ene) derivatives of formula ##STR1## containing a single or a double bond in the position indicated by the dotted line and wherein symbol R represents a lower alkyl radical having 1 to 4 carbon atoms, find a useful application as perfuming ingredients for the manufacture of perfumes and perfumed products.

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Carouge, Switzerland

Francois Delay