EP2100589B1 - 4-Alkyl substituted pyridines as olfactory substances - Google Patents

Description

SCOPE OF THE INVENTION

The present invention relates to preparations with 4-alkyl-substituted pyridines and other flavorings and fragrances and the use of special 4-alkyl-substituted pyridines.

STATE OF THE ART

In the perfume industry, there is a general need for marine fragrances, as consumers are constantly provided with new and modern fragrances with watery-fresh fragrances. Fragrances with marine fragrances are used in large quantities and innumerable variations in perfumes, fragrance mixtures (perfume compositions) and perfumes for a variety of applications. Due to increasing consumer demand for new, modern fragrances, the fragrance industry has a constant need for fragrances that create new effects in perfumes, creating new fashion trends. Compounds with watery-fresh scents have always been important and coveted components in the fragrance industry. Thus, marine fragrances are used today in many perfume compositions.

The marine odor note of many perfume compositions based on 7-methyl-2 H- 1,5-benzodioxepin-3 (4 H) -one (Calone 1951 ^(R)). This classic marine fragrance will be in US 3,517,031 described.

Another classic marine fragrance is 4- (4,8-dimethyl-3,7-nonadienyl) -pyridine (Maritima ^(R) ) and is known in US 3,669,908 (IFF) and DE-OS 2043585 (IFF).

Among other things, in US 3,171,839 (SEARLE) - as an antibiotic - or RECUEIL DES TRAVAUX CHIMIQUES DES PAYS-BAS ET DE LA BELGIQUE, 1953, 72, 513-521 the preparation of 4-decylpyridine described.

Furthermore, 4- n- decylpyridine is commercially available, eg under product number 1904 from Parish Chemical Company, Orem, Utah, USA (www.parishchemical.com, see CAS number 1815-99-2).

The olfactory properties of n- alkylpyridines have been reported in HELV. CHIM. ACT. 2007, 90, 1245 notes that some of these substances have an "aqueous profile," which is more reminiscent of stagnant water, sometimes with the negative connotation "wet dog."

Some regioisomeric 3- n- alkylpyridines with a chain length of up to eight carbon atoms are in US 5,298,486 (Company) and EP 0470391 (COMPANYICH) as well as in PERFUMER & FLAVORIST, 1994, Vol. 19, March / April 19-27 Thus, the sensory profile of 3-n-octylpyridine is described as "fruity, juicy, seafood".

Heptylpyridine was isolated as an ingredient in orange oil ( J. AGRIC. FOOD CHEM. 1992, 40, 2236-2243 ), about its odor properties nothing is said at the place mentioned.

In ANNALES DE CHIMIE, 1944, 19, 487-521 it is noted on page 509 that starting with 4-tridecylpyridine all higher homologs of the 4- n- alkylpyridines have a "pleasant odor".

4- n- tetradecylpyridine, 4- n- hexadecylpyridine, and 4- n- octadecylpyridine are disclosed in U.S. Pat Eur. J. ORG. CHEM. 2004, 835-849 described as "very unpleasant smelling" substances.

Out J. Pharm. Pp. 80-86 (1976 ) preparations are known which contain decylpyridine hydrochloride and octanol, the amount of the pyridine derivative being 0.00067% by weight.

Subject of the US 2,658,850 (REILLY TAR) are fungicides containing 4-nonylpyridine and 4- (2-methyloctylpyridine)

Finally, in the EP 1123950 A1 (NIPPON PAINT) described that alkylpyridines can also be used to inhibit the deposition of digested sludge.

For the creation of novel modern perfume compositions, there is a constant need for marine fragrances with special odor properties that are suitable as a basis for the composition of novel modern perfumes with a complex marine character. The sought-after marine fragrances should, in addition to the typical sea odor, have more notes and aspects that give them an odor character and complexity.

• Die Mechanismen der Geruchswahrnehmung sind nicht ausreichend bekannt.
• Die Zusammenhänge zwischen der speziellen Geruchswahrnehmung einerseits und der chemischen Struktur des zugehörigen Riechstoffs andererseits sind nicht hinreichend erforscht.
• Häufig bewirken bereits geringfügige Änderungen am strukturellen Aufbau eines bekannten Riechstoffs starke Änderungen der sensorischen Eigenschaften und beeinträchtigen die Verträglichkeit für den menschlichen Organismus.

The search for suitable marine fragrances which led to the present invention was hampered by the following facts:

• The mechanisms of smell perception are not sufficiently known.
• The connections between the special smell perception on the one hand and the chemical structure of the corresponding fragrance on the other hand, have not been sufficiently researched.
• Often, even minor changes in the structural makeup of a known fragrance cause significant changes in sensory properties and affect tolerability to the human organism.

The success of finding suitable marine fragrances therefore depends heavily on the intuition of the seeker.

It was therefore the object of the present invention to find marine fragrances with new odor properties, with which fragrance compositions special odor notes and aspects can be imparted.

DESCRIPTION OF THE INVENTION

1. (i) ein oder mehrere 4-C₈-C₁₂-Alkylpyridine und
2. (ii) einen oder mehrere weitere Riech- oder Aromastoffe,

mit der Maßgabe, dass die Gesamtmenge an enthaltenen 4-C₈-C₁₂-Alkylpyridinen bezogen auf die gesamte Aroma- oder Riechstoffmischung im Bereich von 0,00001 bis 0,0001 Gew.-% liegt, geeignet sind, die gestellte Aufgabe zu lösen.It has now surprisingly been found that flavor and / or fragrance mixtures comprising

1. (i) one or more 4-C ₈ -C ₁₂ alkylpyridines and
2. (ii) one or more other fragrances or flavorings,

with the proviso that the total amount of contained 4-C ₈ -C ₁₂ alkylpyridines based on the entire aroma or fragrance mixture in the range of 0.00001 to 0.0001 wt .-%, are suitable to solve the task ,

The mixtures preferably contain, as component (i), 4- n- alkylpyridines, in particular 4-decylpyridine,

alkylpyridines

wobei R ein verzweigter oder unverzweigter Alkylrest mit 8 bis 12 C-Atomen ist. Bevorzugt ist R ein unverzweigter Alkylrest mit 8 bis 12 C-Atomen, d.h. erfindungsgemäß bevorzugt sind die 4-n-C₈-C₁₂-Alkylpyridine.4-C ₈ -C ₁₂ -alkylpyridines to be used according to the invention correspond to the formula (I):

wherein R is a branched or unbranched alkyl radical having 8 to 12 carbon atoms. Preferably, R is an unbranched alkyl radical having 8 to 12 carbon atoms, that is, the 4-n-C are according to the invention preferably ₈ -C ₁₂ -Alkylpyridine.

In summary, especially the 4-C can be stated that the odor properties of the 4-C ₈ -C ₁₂ -Alkylpyridine, in particular the 4- n -C ₈ -C ₁₂ -Alkylpyridine, ₁₀ -Alkylpyridine, thereby again especially 4- n - Decylpyridine, as well as their use and effects in perfume mixtures have not been recognized.

Surprisingly, it has now been found that the 4-C ₈ -C ₁₂ -alkylpyridines to be used according to the invention, in particular the 4- n -C ₈ -C ₁₂ -alkylpyridines, have a very distinct odor profile which differs from 7-methyl-2 H -1,5-benzodioxepin-3 (4 H ) -one (Calone 1951 ^(R) ) and 4- (4,8-dimethyl-3,7-nonadienyl) -pyridine (Maritima ^(R) ).

The used according to invention 4-C ₈ -C ₁₂ -Alkylpyridine, in particular the 4- n -C ₈ -C ₁₂ -Alkylpyridine, ways, depending on the chain length, superior intensity and diffusivity ( "olfactory perception by the area") on , which is completely unique in combination with the odor properties.

The odor descriptions of the individual compounds are as follows:

4- n- octylpyridine

• Very intense marine (watery) odor with an ozone note. Slightly butyrate aspects and the impression of seaweed. In particular, the ozone note in Combination with the aldehyde and ozone characteristics remains dominant in the afterglow.

4- n -Nonylpyridine

• Clear sea odor; Strong, expressive marine (watery) note that hardly changes its character in all phases of the perfume process. Hints of algae smell, slight hazelnut aspects. Enormously powerful and diffusive.

4- n- decylpyridine

• Of all the substances described here, 4- n- decylpyridine is the strongest perfume. It is characterized in particular by the perfumistically coveted and valuable marine character, which dominates as the heart note the focus of fragrance development. Other legates such as ozone, buttery Diacetylaspekte and echoes of orange peel are recorded.

4- n- undecylpyridine

• marine character that combines an aldehydic note with a hint of tangerine. Very intense watery and linear. Marin-floral scent with nuances of ozone and fatty aldehydes.

4- n- dodecylpyridine

• Marine (watery) note reminiscent of seaweed. Fresh, ozone, but not as intense as, for example, 4- n- decylpyridine. Citrus aspects are combined with a nutty-dusty note.

In mixtures with other fragrances, 4- N- alkylpyridines and in particular the 4- n- decylpyridine according to the invention are able to intensify the intensity of a fragrance mixture even at low dosages and to round off the overall appearance of the fragrance mixture and to give the mixture more charisma, freshness and naturalness.

1. (a) zum Vermitteln, Verstärken oder Modifizieren eines marinen Geruchs,
2. (b) zum Vermitteln, Verstärken oder Modifizieren eines marinen Geruchs mit einer ozonigen Note, und/oder
3. (c) zum Vermitteln, Verstärken oder Modifizieren eines Seetang-Geruchs.

A closely related aspect of the invention discussed above relates to the use of each of 4- n- octylpyridine, 4- n- nonylpyridine, 4- n- decylpyridine and 4-n-undecylpyridine

1. (a) for imparting, enhancing or modifying a marine odor,
2. (b) to impart, enhance or modify a marine odor with an ozone note, and / or
3. (c) to mediate, enhance or modify a seaweed odor.

In a corresponding method for imparting, enhancing or modifying a marine odor is a sensorially active amount of 4-C ₈ -C ₁₂ -alkylpyridines, preferably 4- n -C ₈ -C ₁₂ -alkylpyridines, or a 4-C ₈ -C _12- alkylpyridines, preferably 4- n -C ₈ -C ₁₂ -alkylpyridines, comprising olfactory or flavoring mixture brought into contact with a product or mixed.

According to the invention, therefore, flavoring mixtures and fragrance mixtures (perfume oils) are provided which contain one or more 4-C ₈ -C ₁₂ -alkylpyridines and one or more other fragrances or flavorings in the stated mixing ratio. The 4-C ₈ -C ₁₂ -alkylpyridines are preferably 4-nC ₈ -C ₁₂ -alkylpyridines. Especially preferred the 4-C ₈ -C ₁₂ -alkylpyridines are selected from the group consisting of 4-n-octylpyridine, 4-n-nonylpyridine, 4-n-decylpyridine, 4-n-undecylpyridine, 4-n-dodecylpyridine and mixtures of one or several of these substances. Particularly preferred 4-C ₈ -C ₁₂ -Alkylpyridine are mixtures containing 4-n-decyl pyridine alone or with one or more further 4-C ₈ -C ₁₂ -alkylpyridines, preferably one or more further 4-nC ₈ -C ₁₂ - alkylpyridines. The aroma and perfume mixtures according to the invention make it possible to realize the abovementioned advantages and in particular to provide mixtures with valuable marine odor or aqueous character.

The 4-C ₈ -C ₁₂ alkylpyridines also exhibit their beneficial effects in products containing these substances. Therefore, according to the invention, flavored or perfumed products are also provided containing an aroma or fragrance mixture (perfume oil) according to the invention as described above. Expediently, at least one of the 4-C ₈ -C ₁₂ -alkylpyridines is present in a sensory amount sufficient to bring about the advantageous odor impression of the respective substance which is advantageous according to the invention. In particular, it is expedient if the one or more 4-C ₈ -C ₁₂ -alkylpyridines is present in an amount sufficient to produce an aqueous odor.

A sensory sufficient amount for producing an olfactory impression, the expert can easily determine in terms of other constituents of the product by a panel of eight testers without anosmia for the respective 4-C ₈ -C ₁₂ alkylpyridine into which a corresponding sample of the product with different Concentrations of 4-C ₈ -C ₁₂ -alkylpyridines are examined three times by each panel member at room temperature for the presence of the desired sensory property. The minimum concentration is reached when at least four members of the panel attest to the presence of the desired sensory property. Such panel tests are familiar to perfumers and flavorists and are routinely used in a standardized manner.

The products containing the fragrance or flavoring mixture according to the invention, as component (i), preferably have at least one 4-nC ₈ -C ₁₂ -alkylpyridine and more preferably 4-n-decylpyridine alone or together with one or more further 4-C ₈ -C ₁₂ -alkylpyridines, in particular 4-nC ₈ -C ₁₂ -alkylpyridines.

Out US 3,171,839 is the preparation of some 4-alkylpyridine (explicitly 4-C ₁₀ - and 4-C ₁₁ alkylpyridine) from 4-picoline (4-methylpyridine) described as well as the hydrogenation of these 4-alkylpyridines in ethanol on to the corresponding 4-alkylpiperidines. Such synthesis mixtures are not flavoring or fragrance mixtures in the sense of the present invention.

Inventive aroma or fragrance mixtures comprising (i) the 4-C ₈ -C ₁₂ -alkylpyridines to be used according to the invention and, furthermore, 4-picoline are not preferred.

Inventive aroma or fragrance mixtures comprising (i) the 4-C ₈ -C ₁₂ -alkylpyridines to be used according to the invention and, furthermore, the 4-alkylpiperidines obtainable therefrom by means of hydrogenation are likewise not preferred.

SMOKING AND FLAVORING

Fragrance and flavor compositions according to the invention, in particular perfume oils, preferably comprise two, three, four, five, six, seven, eight, nine, ten or more fragrances or flavorings (component ii), preferably selected from the substances described in US Pat Steffen Arctander, PERFUME AND FLAVOR CHEMICALS, Self-Publishing, Montclair, NJ 1969 ; H. Surburg, J. Panten, Common Fragrance and Flavor Materials, 5th Edition, Wiley-VCH, Weinheim 2006 are called.

• Extrakte aus natürlichen Rohstoffen, wie Etherische Öle, Concretes, Absolüs, Resine, Resinoide, Balsame, Tinkturen wie z. B. Ambratinktur; Amyrisöl; Angelicasamenöl; Angelicawurzelöl; Anisöl; Baldrianöl; Basilikumöl; Baummoos-Absolü; Bayöl; Beifussöl; Benzöresin; Bergamotteöl; Bienenwachs-Absolü; Birkenteeröl; Bittermandelöl; Bohnenkrautöl; Buccoblätteröl; Cabreuvaöl; Cadeöl; Calmusöl; Campheröl; Canangaöl; Cardamomenöl; Cascarillaöl; Cassiaöl; Cassie-Absolü; Castoreum-Absolü; Cedernblätteröl; Cedernholzöl; Cistusöl; Citronellöl; Citronenöl; Copaivabalsam; Copaivabalsamöl; Corianderöl; Costuswurzelöl; Cuminöl; Cypressenöl; Davanaöl; Dillkrautöl; Dillsamenöl; Eau de brouts-Absolü; Eichenmoos-Absolü; Elemiöl; Estragonöl; Eucalyptus-Citriodora-öl; Eucalyptusöl; Fenchelöl; Fichtennadelöl; Galbanumöl; Galbanumresin; Geraniumöl; Grapefruitöl; Guajakholzöl; Gurjunbalsam; Gurjunbalsamöl, Helichrysum-Absolü; Helichrysumöl; Ingweröl; Iriswurzel-Absolü; Iriswurzelöl; Jasmin-Absolü; Kalmusöl; Kamillenöl blau; Kamillenöl römisch; Karottensamenöl; Kaskarillaöl; Kiefernadelöl; Krauseminzöl; Kümmelöl; Labdanumöl; Labdanum-Absolü; Labdanumresin; Lavandin-Absolü; Lavandinöl; Lavendel-Absolü; Lavendelöl; Lemongrasöl; Liebstocköl; Limetteöl destilliert; Limetteöl gepresst; Linalööl; Litsea-Cubeba-öl; Lorbeerblätteröl; Macisöl; Majoranöl; Mandarinenöl; Massoirindenöl; Mimosa-Absolü; Moschuskörneröl; Moschustinktur; Muskateller-Salbei-öl; Muskatnussöl; Myrrhen-Absolü; Myrrhenöl; Myrtenöl; Nelkenblätteröl; Nelkenblütenöl; Neroliöl; Olibanum-Absolü; Olibanumöl; Opopanaxöl; Orangenblüten-Absolü; Orangenöl; Origanumöl; Palmarosaöl; Patchouliöl; Peri-Ilaöl; Perubalsamöl; Petersilienblätteröl; Petersiliensamenöl; Petitgrainöl; Pfefferminzöl; Pfefferöl; Pimentöl; Pineöl; Poleyöl; Rosen-Absolü; Rosenholzöl; Rosenöl; Rosmarinöl; Salbeiöl dalmatinisch; Salbeiöl spanisch; Sandelholzöl; Selleriesamenöl; Spiklavendelöl; Sternanisöl; Styraxöl; Tagetesöl; Tannennadelöl; Tea-Tree-öl; Terpentinöl; Thymianöl; Tolubalsam; Tonka-Absolü; Tuberosen-Absolü; Vanilleextrakt; Veilchenblätter-Absolü; Verbenaöl; Vetiveröl; Wacholderbeeröl; Weinhefenöl; Wermutöl; Wintergrünöl; Ylangöl; Ysopöl; Zibet-Absolü; Zimtblätteröl; Zimtrindenöl; sowie Fraktionen davon bzw. daraus isolierte Inhaltsstoffe;
• Kohlenwasserstoffe, wie z. B. 3-Caren; a-Pinen; beta -Pinen; a-Terpinen; ?-Terpinen; p-Cymol; Bisabolen; Camphen; Caryophyllen; Cedren; Farnesen; Limonen; Longifolen; Myrcen; Ocimen; Valencen; (E,Z)-1,3,5-Undecatrien;
• Aliphatische Alkohole, wie z. B. Hexanol; Octanol; 3-Octanol; 2,6-Dimethylheptanol; 2-Methylheptanol, 2-Methyloctanol; (E)-2-Hexenol; (E)- und (Z)-3-Hexenol; 1-Octen-3-ol; Gemisch von 3,4,5,6,6-Pentamethyl-3/4-hepten-2-ol und 3,5,6,6-Tetramethyl-4-methyleneheptan-2-ol; (E,Z)-2,6-Nonadienol; 3,7-Dimethyl-7-methoxyoctan-2-ol; 9-Decenol; 10-Undecenol; 4-Methyl-3-decen-5-ol;
• Aliphatische Aldehyde und deren Acetale, wie z. B. Hexanal; Heptanal; Octanal; Nonanal; Decanal; Undecanal; Dodecanal; Tridecanal; 2-Methyloctanal; 2-Methylnonanal; (E)-2-Hexenal; (Z)-4-Heptenal; 2,6-Dimethyl-5-heptenal; 10-Undecenal; (E)-4-Decenal; 2-Dodecenal; 2,6,10-Trimethyl-5,9-undecadienal; Heptanal-diethylacetal; 1,1-Dimethoxy-2,2,5-trimethyl-4-hexen; Citronellyloxyacetaldehyd;
• Aliphatische Ketone und deren Oxime, wie z. B. 2-Heptanon; 2-Octanon; 3-Octanon; 2-Nonanon; 5-Methyl-3-heptanon; 5-Methyl-3-heptanonoxim; 2,4,4,7-Tetramethyl-6-octen-3-on;
• Aliphatische schwefelhaltige Verbindungen, wie z. B. 3-Methylthiohexanol; 3-Methylthiohexylacetat; 3-Mercaptohexanol; 3-Mercaptohexylacetat; 3-Mercaptohexylbutyrat; 3-Acetylthiohexylacetat; 1-Menthen-8-thiol;
• Aliphatische Nitrile, wie z. B. 2-Nonensäurenitril; 2-Tridecensäurenitril; 2,12-Tridecensäurenitril; 3,7-Dimethyl-2,6-octadiensäurenitril; 3,7-Dimethyl-6-octensäurenitril;
• Aliphatische Carbonsäuren und deren Ester, wie z. B. (E)- und (Z)-3-Hexenylformiat; Ethylacetoacetat; Isoamylacetat; Hexylacetat; 3,5,5-Trimethylhexylacetat; 3-Methyl-2-butenylacetat; (E)-2-Hexenylacetat; (E)- und (Z)-3-Hexenylacetat; Octylacetat; 3-Octylacetat; 1-Octen-3-ylacetat; Ethylbutyrat; Butylbutyrat; Isoamylbutyrat; Hexylbutyrat; (E)- und (Z)-3-Hexenylisobutyrat; Hexylcrotonat; Ethylisovalerianat; Ethyl-2-methylpentanoat; Ethylhexanoat; Allylhexanoat; Ethylheptanoat; Allylheptanoat; Ethyloctanoat; Ethyl-(E,Z)-2,4-decadienoat; Methyl-2-octinat; Methyl-2-noninat; Allyl-2-isoamyloxyacetat; Methyl-3,7-dimethyl-2,6-octadienoat;
• Acyclische Terpenalkohole, wie z. B. Citronellol; Geraniol; Nerol; Linalool; Lavadulol; Nerolidol; Farnesol; Tetrahydrolinalool; Tetrahydrogeraniol; 2,6-Dimethyl-7-octen-2-ol; 2,6-Dimethyloctan-2-ol; 2-Methyl-6-methylen-7-octen-2-ol; 2,6-Dimethyl-5,7-octadien-2-ol; 2,6-Dimethyl-3,5-octadien-2-ol; 3,7-Dimethyl-4,6-octadien-3-ol; 3,7-Dimethyl-1,5,7-octatrien-3-ol; 2,6-Dimethyl-2,5,7-octatrien-I-ol; sowie deren Formiate, Acetate, Propionate, Isobutyrate, Butyrate, Isovalerianate, Pentanoate, Hexanoate, Crotonate, Tiglinate, 3-Methyl-2-butenoate;
• Acyclische Terpenaldehyde und -ketone, wie z. B. Geranial; Neral; Citronellal; 7-Hydroxy-3,7-dimethyloctanal; 7-Methoxy-3,7-dimethyloctanal; 2,6,10-Trimethyl-9-undecenal; Geranylaceton; sowie die Dimethyl- und Diethylacetale von Geranial, Neral, 7-Hydroxy-3,7-dimethyloctanal;
• Cyclische Terpenalkohole, wie z. B. Menthol; Isopulegol; a-Terpineol; Terpinenol-4; Menthan-8-ol; Menthan-1-ol; Menthan-7-ol; Borneol; Isoborneol; Linalooloxid; Nopol; Cedrol; Ambrinol; Vetiverol; Guajol; sowie deren Formiate, Acetate, Propionate, Isobutyrate, Butyrate, Isovalerianate, Pentanoate, Hexanoate, Crotonate, Tiglinate, 3-Methyl-2-butenoate;
• Cyclische Terpenaldehyde und -ketone, wie z. B. Menthon; Isomenthon; 8-Mercaptomenthan-3-on; Carvon; Campher; Fenchon; a-Ionon; beta -Ionon; a-n-Methylionon; beta -n-Methylionon; a-Isomethylionon; beta -Isomethylionon; a-Iron; a-Damascon; beta -Damascon; beta -Damascenon; ?-Damascon; d-Damascon; 1-(2,4,4-Trimethyl-2-cyclohexen-1-yl)-2-buten-1-on; 1,3,4,6,7,8a-Hexahydro-1,1,5,5-tetramethyl-2H-2,4a-methanonaphthalen-8(5H)-on; Nootkaton; Dihydronootkaton; a-Sinensal; beta - Sinensal; acetyliertes Cedernholzöl (Methylcedrylketon);
• Cyclische Alkohole, wie z. B. 4-tert-Butylcyclohexanol; 3,3,5-Trimethylcyclohexanol; 3-Isocamphylcyclohexanol; 2,6,9-Trimethyl-(Z2,Z5,E9)-cyclododecatrien-1-ol; 2-Isobutyl-4-methyltetrahydro-2H-pyran-4-ol;
• aus der Gruppe der cycloaliphatischen Alkohole wie z. B. a,3,3-Trimethylcyclohexylmethanol; 2-Methyl-4-(2,2,3-trimethyl-3-cyclopent-1-yl)butanol; 2-Methyl-4-(2,2,3-trimethyl-3-cyclopent-1-yl)-2-buten-1-ol; 2-Ethyl-4-(2,2,3-trimethyl-3-cyclopent-1-yl)-2-buten-1-ol; 3-Methyl-5-(2,2,3-trimethyl-3-cyclopent-1-yl)-pentan-2-ol; 3-Methyl-5-(2,2,3-trimethyl-3-cyclopent-1-yl)-4-penten-2-ol; 3,3-Dimethyl-5-(2,2,3-trimethyl-3-cyclopent-1-yl)-4-penten-2-ol; 1-(2,2,6-Trimethylcyclohexyl)pentan-3-ol; 1-(2,2,6-Trimethylcyclohexyl)-hexan-3-ol;
• Cyclische und cycloaliphatische Ether, wie z. B. Cineol; Cedrylmethylether; Cyclododecylmethylether; (Ethoxymethoxy)cyclododecan; a-Cedrenepoxid; 3a,6,6,9a-Tetramethyldodecahydronaphtho[2,1-b]furan; 3a-Ethyl-6,6,9a-trimethyl-dodecahydronaphtho[2,1-b]furan; 1,5,9-Trimethyl-13-oxabicyclo[10.1.0]trideca-4,8-dien; Rosenoxid; 2-(2,4-Dimethyl-3-cyclohexen-1-yl)-5-methyl-5-(1-methylpropyl)-1,3-dioxan;
• Cyclische Ketone, wie z. B. 4-tert-Butylcyclohexanon; 2,2,5-Trimethyl-5-pentylcyclopentanon; 2-Heptylcyclopentanon; 2-Pentylcyclopentanon; 2-Hydroxy-3-methyl-2-cyclopenten-1-on; 3-Methyl-cis-2-penten-1-yl-2-cyclopenten-1-on; 3-Methyl-2-pentyl-2-cyclopenten-1-on; 3-Methyl-4-cyclopentadecenon; 3-Methyl-5-cyclopentadecenon; 3-Methylcyclopentadecanon; 4-(1-Ethoxyvinyl)-3,3,5,5-tetramethylcyclohexanon; 4-tert-Pentylcyclohexanon; 5-Cyclohexadecen-1-on; 6,7-Dihydro-1,1,2,3,3-pentamethyl-4(5H)-indanon; 9-Cycloheptadecen-1-on; Cyclopentadecanon; Cyclohexadecanon;
• Cycloaliphatische Aldehyde, wie z. B. 2,4-Dimethyl-3-cyclohexencarbaldehyd; 2-Methyl-4-(2,2,6-trimethyl-cyclohexen-1-yl)-2-butenal; 4-(4-Hydroxy-4-methylpentyl)-3-cyclohexencarbaldehyd; 4-(4-Methyl-3-penten-1-yl)-3-cyclohexencarbaldehyd;
• Cycloaliphatische Ketone, wie z. B. 1-(3,3-Dimethylcyclohexyl)-4-penten-1-on; 1-(5,5-Dimethyl-1-cyclohexen-1-yl)-4-penten-1-on; 2,3,8,8-Tetramethyl-1,2,3,4,5,6,7,8-octahydro-2-naphtalenylmethylketon; Methyl-2,6,10-trimethyl-2,5,9-cyclododecatrienylketon; tert-Butyl-(2,4-dimethyl-3-cyclohexen-1-yl)keton;
• Ester cyclischer Alkohole, wie z. B. 2-tert-Butylcyclohexylacetat; 4-tert-Butylcyclohexylacetat; 2-tert-Pentylcyclohexylacetat; 4-tert-Pentylcyclohexylacetat; Decahydro-2-naphthylacetat; 3-Pentyltetrahydro-2H-pyran-4-ylacetat; Decahydro-2,5,5,8a-tetramethyl-2-naphthylacetat; 4,7-Methano-3a,4,5,6,7,7a-hexahydro-5- bzw. -6-indenylacetat; 4,7-Methano-3a,4,5,6,7,7a-hexahydro-5- bzw. -6-indenylpropionat; 4,7-Methano-3a,4,5,6,7,7a-hexahydro-5- bzw. -6-indenylisobutyrat; 4,7-Methanooctahydro-5- bzw. -6-indenylacetat;
• Ester cycloaliphatischer Carbonsäuren, wie z. B. Allyl-3-cyclohexylpropionat; Allylcyclohexyloxyacetat; Methyldihydrojasmonat; Methyljasmonat; Methyl-2-hexyl-3-oxocyclopentancarboxylat; Ethyl-2-ethyl-6,6-dimethyl-2-cyclohexencarboxylat; Ethyl-2,3,6,6-tetramethyl-2-cyclohexencarboxylat; Ethyl-2-methyl-1,3-dioxolan-2-acetat;
• Aromatische Kohlenwasserstoffe, wie z. B. Styrol und Diphenylmethan;
• Araliphatische Alkohole, wie z. B. Benzylalkohol; 1-Phenylethylalkohol; 2-Phenylethylalkohol; 3-Phenylpropanol; 2-Phenylpropanol; 2-Phenoxyethanol; 2,2-Dimethyl-3-phenylpropanol; 2,2-Dimethyl-3-(3-methylphenyl)propanol; 1,1-Dimethyl-2-phenylethylalkohol; 1,1-Dimethyl-3-phenylpropanol; 1-Ethyl-1-methyl-3-phenylpropanol; 2-Methyl-5-phenylpentanol; 3-Methyl-5-phenylpentanol; 3-Phenyl-2-propen-1-ol; 4-Methoxybenzylalkohol; 1-(4-Isopropylphenyl)ethanol;
• Ester von araliphatischen Alkoholen und aliphatischen Carbonsäuren, wie z. B. Benzylacetat; Benzylpropionat; Benzylisobutyrat; Benzylisovalerianat; 2-Phenylethylacetat; 2-Phenylethylpropionat; 2-Phenylethylisobutyrat; 2-Phenylethylisovalerianat; 1-Phenylethylacetat; a-Trichlormethylbenzylacetat; a,a-Dimethylphenylethylacetat; a,a-Dimethylphenylethylbutyrat; Cinnamylacetat; 2-Phenoxyethylisobutyrat; 4-Methoxybenzylacetat;
• Araliphatischen Ether, wie z. B. 2-Phenylethylmethylether; 2-Phenylethylisoamylether; 2-Phenylethyl-1-ethoxyethylether; Phenylacetaldehyddimethylacetal; Phenylacetaldehyd-diethylacetal; Hydratropaaldehyd-dimethylacetal; Phenylacetaldehyd-glycerinacetal; 2,4,6-Trimethyl-4-phenyl-1,3-dioxane; 4,4a,5,9b-Tetrahydroindeno[1,2-d]-m-dioxin; 4,4a,5,9b-Tetrahydro-2,4-dimethylindeno[1,2-d]-m-dioxin;
• Aromatische und araliphatische Aldehyde, wie z. B. Benzaldehyd; Phenylacetaldehyd; 3-Phenylpropanal; Hydratropaaldehyd; 4-Methylbenzaldehyd; 4-Methylphenylacetaldehyd; 3-(4-Ethylphenyl)-2,2-dimethylpropanal; 2-Methyl-3-(4-isopropylphenyl)-propanal; 2-Methyl-3-(4-tert-butylphenyl)propanal; 3-(4-tert-Butylphenyl)propanal; Zimtaldehyd; a-Butylzimtaldehyd; a-Amylzimtaldehyd; a-Hexylzimtaldehyd; 3-Methyl-5-phenylpentanal; 4-Methoxybenzaldehyd; 4-Hydroxy-3-methoxybenzaldehyd; 4-Hydroxy-3-ethoxybenzaldehyd; 3,4-Methylendioxybenzaldehyd; 3,4-Dimethoxybenzaldehyd; 2-Methyl-3-(4-methoxyphenyl)propanal; 2-Methyl-3-(4-methylendioxyphenyl)propanal;
• Aromatische und araliphatische Ketone, wie z. B. Acetophenon; 4-Methylacetophenon; 4-Methoxyacetophenon; 4-tert-Butyl-2,6-dimethylacetophenon; 4-Phenyl-2-butanon; 4-(4-Hydroxyphenyl)-2-butanon; 1-(2-Naphthalenyl)ethanon; Benzophenon; 1,1,2,3,3,6-Hexamethyl-5-indanylmethylketon; 6-tert-Butyl-1,1-dimethyl-4-indanylmethylketon; 1-[2,3-dihydro-1,1,2,6-tetramethyl-3-(1-methylethyl)-1H-5-indenyl]ethanon; 5',6',7',8'-Tetrahydro-3',5',5',6',8',8'-hexamethyl-2-acetonaphthon;
• Aromatische und araliphatische Carbonsäuren und deren Ester, wie z. B. Benzoesäure; Phenylessigsäure; Methylbenzoat; Ethylbenzoat; Hexylbenzoat; Benzylbenzoat; Methylphenylacetat; Ethylphenylacetat; Geranylphenylacetat; Phenylethyl-phenylacetat; Methylcinnamat; Ethylcinnamat; Benzylcinnamat; Phenylethylcinnamat; Cinnamylcinnamat; Allylphenoxyacetat; Methylsalicylat; Isoamylsalicylat; Hexylsalicylat; Cyclohexylsalicylat; cis-3-Hexenylsalicylat; Benzylsalicylat; Phenylethylsalicylat; Methyl-2,4-dihydroxy-3,6-dimethylbenzoat; Ethyl-3-phenylglycidat; Ethyl-3-methyl-3-phenylglycidat;
• Stickstoffhaltige aromatische Verbindungen, wie z. B. 2,4,6-Trinitro-1,3-dimethyl-5-tert-butylbenzol; 3,5-Dinitro-2,6-dimethyl-4-tert-butylacetophenon; Zimtsäurenitril; 5-Phenyl-3-methyl-2-pentensäurenitril; 5-Phenyl-3-methylpentansäurenitril; Methylanthranilat; Methy-N-methylanthranilat; Schiff'sche Basen von Methylanthranilat mit 7-Hydroxy-3,7-dimethyloctanal, 2-Methyl-3-(4-tert-butylphenyl)propanal oder 2,4-Dimethyl-3-cyclohexencarbaldehyd; 6-Isopropylchinolin; 6-Isobutylchinolin; 6-sec-Butylchinolin; Indol; Skatol; 2-Methoxy-3-isopropylpyrazin; 2-Isobutyl-3-methoxypyrazin; 4-(4,8-Dimethyl-3,7-nonadienyl)-pyridin;
• Phenole, Phenylether und Phenylester, wie z. B. Estragol; Anethol; Eugenol; Eugenylmethylether; Isöugenol; Isöugenylmethylether; Thymol; Carvacrol; Diphenylether; beta - Naphthylmethylether; beta -Naphthylethylether; beta -Naphthylisobutylether; 1,4-Dimethoxybenzol; Eugenylacetat; 2-Methoxy-4-methylphenol; 2-Ethoxy-5-(1-propenyl)phenol; p-Kresylphenylacetat;
• aus der Gruppe der heterocyclischen Verbindungen wie z. B. 2,5-Dimethyl-4-hydroxy-2H-furan-3-on; 2-Ethyl-4-hydroxy-5-methyl-2H-furan-3-on; 3-Hydroxy-2-methyl-4H-pyran-4-on; 2-Ethyl-3-hydroxy-4H-pyran-4-on;
• Lactone, wie z. B. 1,4-Octanolid; 3-Methyl-1,4-octanolid; 1,4-Nonanolid; 1,4-Decanolid; 8-Decen-1,4-olid; 1,4-Undecanolid; 1,4-Dodecanolid; 1,5-Decanolid; 1,5-Dodecanolid; 1,15-Pentadecanolid; cis- und trans-11-Pentadecen-1,15-olid; cis- und trans-12-Pentadecen-1,15-olid; 1,16-Hexadecanolid; 9-Hexadecen-1,16-olid; 10-Oxa-1,16-hexadecanolid; 11-Oxa-1,16-hexadecanolid; 12-Oxa-1,16-hexadecanolid; Ethylen-1,12-dodecandioat; Ethylen-1,13-tridecandioat; Cumarin; 2,3-Dihydrocumarin; Octahydrocumarin.

As odorants combinable with 4-C ₈ -C ₁₂ -alkylpryridines and in particular 4-nC ₈ -C ₁₂ -alkylpryridines, particular preference is given to representatives from the following groups:

• Extracts from natural raw materials such as essential oils, concretes, absolues, resines, resinoids, balsams, tinctures such. B. amber tincture; Amyrisöl; Angelica seed oil; Angelica root oil; anise oil; Valerian oil; Basil oil; Tree moss absolute; Bay oil; Beifussöl; Benzöresin; Bergamot oil; Beeswax absolute; birch tar; Bitter almond oil; Savory oil; Buccoblätteröl; Cabreuvaöl; cade oil; calamus; camphor oil; Cananga oil; cardamom; Cascarillaöl; cassia; Cassie absolute; Castoreum absolute; Cedernblätteröl; cedarwood; cistus; citronella; lemon; copaiba balsam; Copaivabalsamöl; Coriander oil; costus root; Cuminöl; Cypress oil; Davanaöl; Dill herb oil; Dill seed oil; Eau de Brouts-Absolute; Oak moss absolute; elemi; Tarragon oil; Eucalyptus Citriodora-oil; eucalyptus oil; Fennel oil; Pine needle oil; galbanum; Galbanumresin; geranium; Grapefruit oil; guaiac wood; gurjun balsam; Gurjunbalsam Oil, Helichrysum Absolute; Helichrysumöl; Ginger oil; Iris root absolute; Orris root oil; Jasmine absolute; calamus; Chamomile oil blue; Camomile oil Roman; Carrot seed oil; Kaskarillaöl; Pine needle oil; spearmint; Seed oil; labdanum; Labdanum absolute; Labdanumresin; Lavandin absolute; lavender oil; Lavender absolute; Lavender oil; Lemongrass oil; Lovage oil; Distilled lime oil; Lime oil pressed; linaloe; Litsea cubeba oil; Bay leaf oil; Macisöl; Marjoram oil; Mandarin oil; Massoirindenöl; Mimosa absolute; Musk seed oil; musk tincture; Clary sage oil; Nutmeg oil; Myrrh absolute; Myrrh oil; myrtle; Clove leaf oil; Clove flower oil; neroli; Olibanum absolute; olibanum; Opopanaxöl; Orange blossom absolute; Orange oil; oregano; Palmarosa oil; patchouli oil; Peri-Ilaöl; Peruvian balsam oil; Parsley leaf oil; Parsley seed oil; Petitgrain oil; Peppermint oil; Pepper oil; chilli; pine oil; Poleyöl; Rose absolute; Rosewood oil; Rose oil; Rosemary oil; Sage oil Dalmatian; Sage oil spanish; sandalwood; Celery seed oil; spike lavender oil; star anise; Styraxöl; tagetes; Pine needle oil; Tea tree oil; turpentine; Thyme oil; Tolu; Tonka absolute; Tuberose absolute; Vanilla extract; Violet leaf absolute; verbena; vetiver; Juniper berry oil; Wine yeast oil; Wormwood oil; Wintergreen oil; ylang oil; hyssop oil; Civet absolute; cinnamon leaf; cinnamon bark oil; and fractions thereof or ingredients isolated therefrom;
• Hydrocarbons, such as. 3-carene; a-pinene; beta pinene; a-terpinene; ! Terpinene; p-cymene; bisabolene; camphene; caryophyllene; cedrene; farnesene; limonene; longifolene; myrcene; ocimene; valencene; ( E, Z ) -1,3,5-undecatriene;
• Aliphatic alcohols, such as. Hexanol; octanol; 3-octanol; 2,6-dimethylheptanol; 2-methylheptanol, 2-methyl-octanol; ( E ) -2-hexenol; ( E ) - and ( Z ) -3-hexenol; 1-octene-3-ol; Mixture of 3,4,5,6,6-pentamethyl-3/4-hepten-2-ol and 3,5,6,6-tetramethyl-4-methyleneheptan-2-ol; ( E, Z ) -2,6-nonadienol; 3,7-dimethyl-7-methoxyoctane-2-ol; 9-decenol; 10-undecenol; 4-methyl-3-decen-5-ol;
• Aliphatic aldehydes and their acetals, such as. Hexanal; heptanal; octanal; nonanal; decanal; undecanal; dodecanal; tridecanal; 2-methyloctanal; Of 2-methyl nonanal; ( E ) -2-hexenal; ( Z ) -4-heptenal; 2,6-dimethyl-5-heptenal; 10-undecenal; ( E ) -4-decenal; 2-dodecenal; 2,6,10-trimethyl-5,9-undecadienal; Heptanal diethyl; 1,1-dimethoxy-2,2,5-trimethyl-4-hexene; citronellyloxyacetaldehyde;
• Aliphatic ketones and their oximes, such as. For example, 2-heptanone; 2-octanone; 3-octanone; 2-nonanone; 5-methyl-3-heptanone; 5-methyl-3-heptanone oxime; 2,4,4,7-tetramethyl-6-octen-3-one;
• Aliphatic sulfur-containing compounds, such as. For example, 3-methylthiohexanol; 3-Methylthiohexylacetat; 3-mercaptohexanol; 3-mercaptohexyl acetate; 3-mercaptohexyl butyrate; 3-acetylthiohexyl acetate, 1-menthene-8-thiol;
• Aliphatic nitriles, such as. B. 2-nonenitrile; 2-Tridecensäurenitril; 2,12-Tridecensäurenitril; 3,7-dimethyl-2,6-octadiensäurenitril; 3,7-dimethyl-6-octensäurenitril;
• Aliphatic carboxylic acids and their esters, such as. B. ( E ) - and ( Z ) -3-hexenylformate; ethylacetoacetate; isoamyl; hexyl acetate; 3,5,5-trimethylhexyl acetate; 3-methyl-2-butenyl acetate; ( E ) -2-hexenyl acetate; ( E ) - and ( Z ) -3-hexenylacetate; octyl acetate; 3-octyl acetate; 1-octen-3-yl acetate; ethyl butyrate; butyl butyrate; isoamyl; hexyl butyrate; ( E ) - and ( Z ) -3-hexenyl isobutyrate; hexyl crotonate; Ethylisovalerianat; Ethyl 2-methylpentanoate; ethylhexanoate; allyl hexanoate; ethyl heptanoate; allyl heptanoate; ethyl octanoate; Ethyl ( E, Z ) -2,4-decadienoate; Methyl-2-octinat; Methyl-2-noninat; Allyl-2-isoamyloxyacetat; Methyl-3,7-dimethyl-2,6-octadienoate;
• Acyclic terpene alcohols, such as. Citronellol; geraniol; nerol; linalool; Lavadulol; nerolidol; farnesol; tetrahydrolinalool; tetrahydrogeraniol; 2,6-dimethyl-7-octene-2-ol; 2,6-dimethyl octane-2-ol; 2-methyl-6-methylene-7-octen-2-ol; 2,6-dimethyl-5,7-octadiene-2-ol; 2,6-dimethyl-3,5-octadiene-2-ol; 3,7-dimethyl-4,6-octadiene-3-ol; 3,7-dimethyl-1,5,7-octatriene-3-ol; 2,6-dimethyl-2,5,7-octatriene-I-ol; as well as their formates, acetates, propionates, isobutyrates, butyrates, isovalerates, pentanoates, hexanoates, crotonates, tiglinates, 3-methyl-2-butenoates;
• Acyclic terpene aldehydes and ketones, such as. B. Geranial; neral; citronellal; 7-hydroxy-3,7-dimethyloctanal; 7-methoxy-3,7-dimethyloctanal; 2,6,10-trimethyl-9-undecenal; geranyl acetone; and the dimethyl and diethyl acetals of geranial, neral, 7-hydroxy-3,7-dimethyloctanal;
• Cyclic terpene alcohols, such as. Menthol; isopulegol; a-terpineol; Terpinenol-4; Menthane-8-ol; Menthane-1-ol; Menthane-7-ol; borneol; soborneol; linalool; monopoly; cedrol; ambrinol; Vetyverol; guaiol; as well as their formates, acetates, propionates, isobutyrates, butyrates, isovalerates, pentanoates, hexanoates, crotonates, tiglinates, 3-methyl-2-butenoates;
• Cyclic terpene aldehydes and ketones, such as. Eg menthone; menthone; 8-mercaptomenthan-3-one; carvone; camphor; fenchon; a-ionone; beta-ionone; an-methyl ionone; beta -n-methyl ionone; a-isomethylionone; beta-isomethylionone; a-Iron; a-damascone; beta damascone; beta -demascenone; ? Damascone; d-damascone; 1- (2,4,4-trimethyl-2-cyclohexen-1-yl) -2-buten-1-one; 1,3,4,6,7,8a-hexahydro-1,1,5,5-tetramethyl-2H-2,4a-methanonaphthalen-8 (5H) -one; nootkatone; Dihydronootkaton; a-sinensal; beta - Sinensal; acetylated cedarwood oil (methyl cedryl ketone);
• Cyclic alcohols, such as. B. 4- tert- butylcyclohexanol; 3,3,5-trimethylcyclohexanol; 3-isocamphylcyclohexanol; 2,6,9-trimethyl- ( Z 2, Z 5, E 9) -cyclododecatrien-1-ol; 2-isobutyl-4-methyl tetrahydro-2 H -pyran-4-ol;
• from the group of cycloaliphatic alcohols such. B. a, 3,3-trimethylcyclohexylmethanol; 2-methyl-4- (2,2,3-trimethyl-3-cyclopent-1-yl) butanol; 2-methyl-4- (2,2,3-trimethyl-3-cyclopent-1-yl) -2-buten-1-ol; 2-ethyl-4- (2,2,3-trimethyl-3-cyclopent-1-yl) -2-buten-1-ol; 3-methyl-5- (2,2,3-trimethyl-3-cyclopent-1-yl) pentan-2-ol; 3-methyl-5- (2,2,3-trimethyl-3-cyclopent-1-yl) -4-penten-2-ol; 3,3-Dimethyl-5- (2,2,3-trimethyl-3-cyclopent-1-yl) -4-penten-2-ol; 1- (2,2,6-trimethylcyclohexyl) pentan-3-ol; 1- (2,2,6-trimethylcyclohexyl) -hexan-3-ol;
• Cyclic and cycloaliphatic ethers, such as. Cineol; cedryl methyl ether; cyclododecyl; (Ethoxymethoxy) cyclododecane; a-Cedrenepoxid; 3a, 6,6,9a-tetramethyl-dodecahydronaphtho [2,1-b] furan; 3a-ethyl-6,6,9a-trimethyl-dodecahydronaphtho [2,1-b] furan; 1,5,9-trimethyl-13-oxabicyclo [10.1.0] trideca-4,8-diene; rose oxide; 2- (2,4-dimethyl-3-cyclohexen-1-yl) -5-methyl-5- (1-methylpropyl) -1,3-dioxane;
• Cyclic ketones, such as. B. 4- tert- butylcyclohexanone; 2,2,5-trimethyl-5-pentylcyclopentanone; 2-heptylcyclopentanone; 2-pentylcyclopentanone; 2-hydroxy-3-methyl-2-cyclopenten-1-one; 3-methyl-cis-2-penten-1-yl-2-cyclopenten-1-one; 3-methyl-2-pentyl-2-cyclopenten-1-one; 3-methyl-4-cyclopentadecenone; 3-methyl-5-cyclopentadecenone; 3-methylcyclopentadecanone; 4- (1-ethoxyvinyl) -3,3,5,5-tetramethylcyclohexanone; 4- tert- pentylcyclohexanone; 5-cyclohexadecen-1-one; 6,7-Dihydro-1,1,2,3,3-pentamethyl-4 (5 H) -indanon; 9-cycloheptadecen-1-on; cyclopentadecanone; cyclohexadecanone;
• Cycloaliphatic aldehydes, such as. B. 2,4-dimethyl-3-cyclohexene carbaldehyde; 2-methyl-4- (2,2,6-trimethyl-cyclohexen-1-yl) -2-butenal; 4- (4-hydroxy-4-methylpentyl) -3-cyclohexene carbaldehyde; 4- (4-methyl-3-penten-1-yl) cyclohexene carbaldehyde -3-;
• Cycloaliphatic ketones, such as. B. 1- (3,3-dimethylcyclohexyl) -4-penten-1-one; 1- (5,5-dimethyl-1-cyclohexen-1-yl) -4-penten-1-one; 2,3,8,8-tetramethyl-1,2,3,4,5,6,7,8-octahydro-2-naphtalenylmethylketon; Methyl-2,6,10-trimethyl-2,5,9-cyclododecatrienylketon; tert -Butyl- (2,4-dimethyl-3-cyclohexen-1-yl) ketone;
• Esters of cyclic alcohols, such as. B. 2- tert- butylcyclohexyl acetate; 4- tert- butylcyclohexyl acetate; 2- tert- pentylcyclohexyl acetate; 4- tert- pentylcyclohexyl acetate; Decahydro-2-naphthyl acetate; 3-pentyltetrahydro-2 H -pyran-4-yl acetate; Decahydro-2,5,5,8a-tetramethyl-2-naphthyl acetate; 4,7-Methano-3a, 4,5,6,7,7a-hexahydro-5- or -6-indenyl acetate; 4,7-methano-3a, 4,5,6,7,7a-hexahydro-5- or -6-indenylpropionate; 4,7-methano-3a, 4,5,6,7,7a-hexahydro-5- or -6-indenyl isobutyrate; 4,7-Methanooctahydro-5- or -6-indenyl acetate;
• Esters of cycloaliphatic carboxylic acids, such as. For example, allyl-3-cyclohexylpropionate; Allylcyclohexyloxyacetat; methyldihydrojasmonate; methyl jasmonate; Methyl-2-hexyl-3-oxocyclopentanecarboxylate; Ethyl 2-ethyl-6,6-dimethyl-2-cyclohexenecarboxylate; Ethyl 2,3,6,6-tetramethyl-2-cyclohexenecarboxylate; Ethyl 2-methyl 1,3-dioxolan-2-acetate,
• Aromatic hydrocarbons, such as. Styrene and diphenylmethane;
• Araliphatic alcohols, such as. B. benzyl alcohol; 1-phenylethyl; 2-phenylethyl; 3-phenylpropanol; 2-phenylpropanol; 2-phenoxyethanol; 2,2-dimethyl-3-phenylpropanol; 2,2-dimethyl-3- (3-methylphenyl) propanol; 1,1-dimethyl-2-phenylethyl; 1,1-dimethyl-3-phenylpropanol; 1-ethyl-1-methyl-3-phenylpropanol; 2-methyl-5-phenylpentanol; 3-methyl-5-phenylpentanol; 3-phenyl-2-propen-1-ol; 4-methoxybenzyl; 1- (4-isopropylphenyl) ethanol;
• Esters of araliphatic alcohols and aliphatic carboxylic acids, such as. B. benzyl acetate; benzylpropionate; benzyl isobutyrate; Benzylisovalerianat; 2-phenylethyl acetate; 2-phenylethyl propionate; 2-Phenylethylisobutyrat; 2-Phenylethylisovalerianat; 1-phenylethyl acetate; a-Trichlormethylbenzylacetat; a, a-Dimethylphenylethylacetat; a, a-Dimethylphenylethylbutyrat; cinnamyl; 2-phenoxyethyl isobutyrate; 4-methoxybenzyl acetate;
• Araliphatic ethers, such as. B. 2-phenylethyl methyl ether; 2-Phenylethylisoamylether; 2-phenylethyl-1-ethoxyethyl ether; phenylacetaldehyde; Phenylacetaldehyde diethyl; Hydratropaaldehyd dimethyl; Phenylacetaldehyde glycerinacetal; 2,4,6-trimethyl-4-phenyl-1,3-dioxane; 4,4a, 5,9b-tetrahydroindeno [1,2-d] -m-dioxin; 4,4a, 5,9b-tetrahydro-2,4-dimethylindeno [1,2-d] -m-dioxin;
• Aromatic and araliphatic aldehydes, such as. B. benzaldehyde; phenylacetaldehyde; 3-phenylpropanal; Hydratropaaldehyd; 4-methylbenzaldehyde; 4-methylphenylacetaldehyde; 3- (4-ethylphenyl) 2,2-dimethylpropanal; 2-methyl-3- (4-isopropylphenyl) -propanal; 2-methyl-3- (4- tert- butylphenyl) propanal; 3- (4- tert- butylphenyl) propanal; cinnamic aldehyde; a-Butylzimtaldehyd; a-amyl cinnamic aldehyde; a-hexyl cinnamic aldehyde; 3-methyl-5-phenylpentanal; 4-methoxybenzaldehyde; 4-Hydroxy-3-methoxybenzaldehyde; 4-hydroxy-3-ethoxybenzaldehyde; 3,4-methylenedioxybenzaldehyde; 3,4-dimethoxybenzaldehyde; 2-methyl-3- (4-methoxyphenyl) propanal; 2-methyl-3- (4-methylenedioxyphenyl) propanal;
• Aromatic and araliphatic ketones, such as. Acetophenone; 4-methylacetophenone; 4-methoxyacetophenone; 4- tert- butyl-2,6-dimethylacetophenone; 4-phenyl-2-butanone; 4- (4-hydroxyphenyl) -2-butanone; 1- (2-naphthalenyl) ethanone; benzophenone; 1,1,2,3,3,6-hexamethyl-5-indanyl methyl ketone; 6- tert -butyl-1,1-dimethyl-4-indanyl methyl ketone; 1- [2,3-dihydro-1,1,2,6-tetramethyl-3- (1-methylethyl) -1H-5-indenyl] ethanone; 8'-hexamethyl-2-acetonaphthone, 5 ', 6', 7 ', 8'-tetrahydro-3', 5 ', 5', 6 ', 8';
• Aromatic and araliphatic carboxylic acids and their esters, such as. B. benzoic acid; phenylacetic acid; methylbenzoate; ethyl benzoate; hexyl benzoate; benzyl benzoate; methyl phenylacetate; ethyl phenylacetate; geranyl phenylacetate; Phenylethyl phenylacetate; methyl cinnamate; ethylcinnamate; Benzyl; Phenylethylcinnamat; cinnamyl cinnamate; allyl phenoxyacetate; methyl salicylate; isoamyl; hexyl salicylate; cyclohexyl; cis 3-hexenyl salicylate; benzyl; phenylethyl; Methyl-2,4-dihydroxy-3,6-dimethylbenzoate; Ethyl 3-phenylglycidate; Ethyl-3-methyl-3-phenylglycidate;
• Nitrogen-containing aromatic compounds, such as. B. 2,4,6-trinitro-1,3-dimethyl-5- tert- butylbenzene; 3,5-dinitro-2,6-dimethyl-4- tert- butylacetophenone; cinnamic acid; 5-phenyl-3-methyl-2-pentensäurenitril; 5-phenyl-3-methylpentansäurenitril; methyl anthranilate; Methyl N-methylanthranilate; Schiff bases of methyl anthranilate with 7-hydroxy-3,7-dimethyloctanal, 2-methyl-3- (4- tert- butylphenyl) propanal or 2,4-dimethyl-3-cyclohexene carbaldehyde; 6-Isopropyl; 6-Isobutylchinolin; 6 sec -butylquinoline; indole; skatol; 2-methoxy-3-isopropylpyrazine; 2-isobutyl-3-methoxypyrazine; 4- (4,8-dimethyl-3,7-nonadienyl) pyridine;
• Phenols, phenyl ethers and phenyl esters, such as. Eg estragole; anethole; eugenol; Eugenylmethylether; isoeugenol; Isöugenylmethylether; thymol; carvacrol; diphenyl ether; beta-naphthyl methyl ether; beta-naphthylethyl ether; beta-naphthyl isobutyl ether; 1,4-dimethoxybenzene; Eugenylacetat; 2-methoxy-4-methyl phenol; 2-ethoxy-5- (1-propenyl) phenol; p-Kresylphenylacetat;
• from the group of heterocyclic compounds such. For example, 2,5-dimethyl-4-hydroxy-2H-furan-3-one; 2-ethyl-4-hydroxy-5-methyl-2H-furan-3-one; 3-hydroxy-2-methyl-4H-pyran-4-one; 2-ethyl-3-hydroxy-4H-pyran-4-one;
• Lactones, such as B. 1,4-octanolide; 3-methyl-1,4-octanolide; 1,4-nonanolide; 1,4-decanolide; 8-decen-1,4-olide; 1,4-undecanolide; 1,4-dodecanolide; 1,5-decanolide, 1,5-dodecanolide; 1.15 pentadecanolide; cis- and trans-11-pentadecene-1,15-olide; cis and trans-12-pentadecene-1,15-olide; 1,16-hexadecanolide; 9-hexadecene-1,16-olide; 10-oxa-1,16-hexadecanolide; 11-oxa-1,16-hexadecanolide; 12-oxa-1,16-hexadecanolide; Ethylene-1,12-dodecanedioate; Ethylene-1,13-tridecandioat; coumarin; 2,3-dihydrocoumarin; Octahydrocoumarin.

The perfume oils containing the 4-C ₈ -C ₁₂ -alkylpyridines, preferably 4- n -C ₈ -C ₁₂ -alkylpyridines, which are used according to the invention as component (i) can be used in perfumed form in liquid form, neat or diluted with a solvent. Suitable solvents for this are, in particular, ethanol, isopropanol, diethylene glycol monoethyl ether, glycerol, propylene glycol, 1,2-butylene glycol, dipropylene glycol, diethyl phthalate, triethy citrate and isopropyl myristate. These solvents are perfumery aids and are not to be regarded as fragrances (for the purposes of the invention).

Mixtures or solutions of certain 4-alkylpyridines are known, for example of 4-n-decylpyridine in ethanol ( Langmuir 2001, 1054-1059 ) or methanol ( US 4,555,520 and Journal of Solid State Chemistry, 1987, 69, 145-152 ).

Should these solvents, in particular ethanol or methanol, nevertheless be regarded as flavorings and / or fragrances, an aromatic and / or fragrance mixture according to the invention comprises, in addition to these solvents, one or more 4-C ₈ -C ₁₂ -alkylpyridines additionally at least one or more further Fragrances or flavorings.

In low dosages it has also been found that the 4-C ₈ -C ₁₂ -alkylpyridines to be used according to the invention as component (i), in particular the 4- n -C ₈ -C ₁₂ -alkylpyridines, are outstandingly suitable, in particular in the low concentrations mentioned below Modifying and / or enhancing an odor or taste are suitable, ie that they can act in particular as a so-called booster or enhancer.

• Vermischen eines oder mehrerer Riech- oder Aromastoffe mit einer, mehreren oder sämtlichen der Noten blumig, fruchtig, marinig und/oder moosig, mit einer Menge an 4-C₈-C₁₂-Alkylpyridinen, insbesondere die 4-n-C₈-C₁₂-Alkylpyridinen, die ausreicht, den Geruchs- und/oder Geschmackseindruck des bzw. der Riech- oder Aromastoffe, die eine oder mehrere der Noten blumig, fruchtig, marinig und/oder moosig, verursachen, sensorisch zu modifizieren und/oder zu verstärken.

With regard to this aspect of the present invention, it has already been stated that the 4-C ₈ -C ₁₂ -alkylpyridines to be used according to the invention, in particular the 4- n -C ₈ -C ₁₂ -alkylpyridines, can be used as boosters for fragrances or flavorings , A corresponding method for modifying and / or enhancing (boosting) an odor and / or flavor with one, several or all of the notes flowery, fruity, marinaceous and / or mossy comprises the following step:

• Mixing one or more fragrances or flavors with one, several or all of the notes flowery, fruity, marinous and / or mossy, with an amount of 4-C ₈ -C ₁₂ -alkylpyridines, especially the 4- n -C ₈ -C _12- Alkylpyridinen sufficient to sensory modify and / or enhance the odor and / or taste impression of the or the fragrances or flavors that cause one or more of the notes flowery, fruity, marinous and / or mossy.

By mixing the inventively used as component (i) 4-C ₈ -C ₁₂ alkylpyridines, preferably 4- n -C ₈ -C ₁₂ alkylpyridines, other odoriferous combinations and effects can be achieved with other marine fragrances, in particular in combination With Calone 1951 ^(R) or Maritima ^(R) you can reach many different types of sea.

The olfactory enhancement of flowery fragrances or flavorings by the 4-C ₈ -C ₁₂ -alkylpyridines to be used according to the invention, in particular the 4- n -C ₈ -C ₁₂ -alkylpyridines, is obtained in particular in the case of fragrances or flavorings having a floral odor or taste observed in the directions of jasmine, rose, lily of the valley, violet, geranium, magnolia, iris, narcissus, freesia, boronia, tuberose, gardenia and hyacinth.

Flowery fragrances or flavorings, with which the 4-C ₈ -C ₁₂ -alkylpyridines to be used according to the invention, in particular the 4- n -C ₈ -C ₁₂ -alkylpyridines, can advantageously be combined, are preferably selected from the group consisting of: hydroxycitronellal , Methoxycitronellal, cyclamenaldehyde [2-methyl-3- (4-isopropylphenyl) propanal], 1- (4-isopropylcyclohexyl) ethanol (mugetanol ^(R) ), 4-tert-butyl-a-methyldihydrocinnamaldehyde (Lilial ^{(R. )} , cis-hexahydrocuminyl alcohol (Mayol ^(R) ), 3- [4- (1,1-dimethylethyl) phenyl] propanal (Bourgeonal ^(R) ), 2,2-dimethyl-3- (3-methylphenyl) propanol ( Majantol ^(R) ), 3-methyl-3- (3-methylbenzyl) -butan-2-ol, 2-isobutyl-4-methyltetrahydro-2H-pyran-4-ol (Florosa ^(R) ), 2-methyl- 3- (3,4-methylenedioxyphenyl) propanal (Heliofola ^(R) ), 4- (4-hydroxy-4-methylpentyl) -3-cyclohexene carbaldehyde (Lyral ^{( R)} ), 4- (octahydro-4,7-methano) 5H-inden-5-ylidene-butanal (Dupical ^(R) ), vernaldehyde, 4- (4-methyl-3-penten-1-yl) -3-cyclohexene carbaldehyde ⁽ Vertomugal ^(R) ), O ctahydro-5- (4-methoxybutylidene) -4,7-methano-1H-indene (Mugoflor ^(R) ), 2,6-dimethyl-2-heptanol (Freesiol ^(R) ), 1-ethyl-1-methyl- 3-phenylpropanol (Phemec ^(R) ), 2,2-dimethyl-3-phenyl-1-propanol (Mugüt alcohol), profarnesol, dihydrofarnesol, farnesol, nerolidol, hydroxycitronellaldimethyl acetal, hexyl benzoate, geraniol, nerol, linalool, tetrahydrogeraniol, tetrahydrolinalool, Ethyllinalool, geranyltiglinate, phenethyl alcohol (2-phenylethyl alcohol), citronellol, rose oxide, 2-methyl-5-phenylpentanol (rosaphene), 3-methyl-5-phenylpentanol (phenoxanol), methyldihydrojasmonate (hedione ^(R) , hedione ^(R) high cis ), 2-heptylcyclopentanone (Projasmon P), cis-jasmone, dihydrojasmon, cinnamyl alcohol (3-phenyl-2-propen-1-ol), dihydrocinnamyl alcohol (3-phenylpropanol), 2-methyl-4-phenyl-1,3- dioxolane (Jacinthaflor ^(R) ), dihydromyrcenol (2,6-dimethyl-7-octene-2-ol).

The olfactory intensification of fruity odoriferous or aromatic substances by the 4-C ₈ -C ₁₂ -alkylpyridines to be used according to the invention, in particular the 4- n -C ₈ -C ₁₂ -alkylpyridines, becomes particularly in the case of fragrances or flavorings having a fruity odor or taste of apple, pineapple, raspberry, strawberry, banana, blueberry, pear, grapefruit, melon, apricot, peach, vanilla, orange, lemon, bergamot, lime, caramel and coconut.

Fruity fragrance or aroma substances with which -Alkylpyridine ₈ -C _12, especially the 4- n -C ₈ -C ₁₂ -Alkylpyridine, advantageously combined with the invention used according to 4-C are preferably selected from the group consisting of: ethyl 2-methylbutyrate, 4- (p-hydroxyphenyl) -2-butanone, ethyl 3-methyl-3-phenylglycidate, isobutyric butyrate, isoamyl acetate, n-butyl acetate, Ethyl butyrate, ethyl 3-methylbutyrate, ethyl n-hexanoate, allyl n-hexanoate, ethyl 2-trans-4-cis-decadienoate, 1,1-dimethoxy-2,2,5-trimethyl-4-hexane, 2,6- Dimethyl-5-hepten-1-al, gamma-undecalactone, gamma-nonalactone, hexanal, 3Z-hexenal, n-decanal, n-dodecanal, citral, limonene, vanillin, ethylvanillin, maltol, ethylmaltol and mixtures thereof.

For some applications, it is advantageous to use the perfume oils containing 4-C ₈ -C ₁₂ -alkylpyridines, preferably 4- n -C ₈ -C ₁₂ -alkylpyridines, adsorbed on a carrier which is suitable both for a fine distribution of the perfumes in the product and also ensures a controlled release during use. Such supports may include porous inorganic materials such as light sulfate, silica gels, zeolites, gypsum, clays, clay granules, aerated concrete, etc., or organic materials such as woods; Cellulose-based substances, sugars or plastics such as PVC, polyvinyl acetates or polyurethanes.

For other applications, it is advantageous for the perfume oils containing 4-C ₈ -C ₁₂ -alkylpyridines, preferably 4- n -C ₈ -C ₁₂ -alkylpyridines, to be microencapsulated, spray-dried, employed as an inclusion complex or as an extrusion product, and in this Add form to the product to be perfumed.

The properties of such modified perfume oils are further optimized in some cases by so-called "coating" with suitable materials with a view to a more targeted fragrance release, including preferably waxy plastics such. As polyvinyl alcohol can be used.

The microencapsulation of the perfume oils, for example, by the so-called coacervation method using capsule materials z. B. made of polyurethane-like substances or soft gelatin. The spray-dried perfume oils can be prepared, for example, by spray-drying an emulsion or dispersion containing the perfume oil, it being possible to use as excipients modified starches, proteins, dextrin and vegetable gums. Inclusion complexes may, for. B. by introducing dispersions of the perfume oil and cyclodextrins or urea derivatives in a suitable solvent, for. As water, are produced. Extrusion products can be obtained by fusing the perfume oils with a suitable waxy substance and by extrusion with subsequent solidification, optionally in a suitable solvent, for. For example, isopropanol.

The perfume oils according to the invention as component (i) 4-C ₈ -C ₁₂ -alkylpyridines, preferably 4- n -C ₈ -C ₁₂ -alkylpyridines, can be used in concentrated form, in solutions or in another modified form for the preparation of z. Perfumes, perfumes, eau de parfums, eau de toilettes, shaving waters, eau de colognes, pre-shave products, splash colognes and perfumed towelettes, as well as the perfuming of acidic, alkaline and neutral detergents, e.g. As floor cleaners, window glass cleaners, dishwashing detergents, bathroom and sanitary cleaners, scouring cream, solid and liquid toilet cleaners, powder and foam carpet cleaners, liquid detergents, powdered detergents, laundry pretreatment agents such as bleaching agents, soak and stain removers, fabric softeners, laundry soap, washing tablets, disinfectants, Surface disinfectants and air fresheners in liquid, gel-like or applied on a solid support form, aerosol sprays, waxes and polishes such as furniture polishes, floor waxes, shoe creams and personal care such. As solid and liquid soaps, shower gels, shampoos, shaving soaps, shaving foams, bath oils, cosmetic oil-in-water, water-in-oil and water-in-oil-in-water type such. Skin creams and lotions, face creams and lotions, sunscreen creams and lotions, after-sun creams and lotions, hand creams and lotions, foot creams and lotions, depilatory creams and lotions, after-shave creams, and lotions. lotions, tanning creams and lotions, hair care products such. As hair sprays, hair gels, hair lotions, hair rinses, permanent and semi-permanent hair dyes, hair styling agents such as cold waves and hair straighteners, hair lotions, hair creams and lotions, deodorants and antiperspirants such. As underarm sprays, Rollons, Deosticks, Deocremes or products of decorative cosmetics.

The abovementioned perfumed products preferably have a content of perfume oils according to the invention which contain the 4-C ₈ -C ₁₂ -alkylpyridines to be used according to the invention, preferably the 4- n -C ₈ -C ₁₂ -alkylpyridines, in the range from 0.1 to 6 % By weight, preferably in the range from 0.2 to 4% by weight, preferably in the range from 0.3 to 3% by weight, based in each case on the total weight of the perfumed product.

• Konservierungsmittel, Abrasiva, Antiakne-Mittel, Mittel gegen Hautalterung, antibakterielle Mittel, Anticellulitis-Mittel, Antischuppen-Mittel, entzündungshemmende Mittel, irritationsverhindernde Mittel, irritationshemmende Mittel, antimikrobielle Mittel, Antioxidantien, Adstringentien, schweisshemmende Mittel, antiseptische Mittel, Antistatika, Binder, Puffer, Trägermaterialien, Chelatbildner, Zellstimulantien, reinigende Mittel, pflegende Mittel, Enthaarungsmittel, oberflächenaktive Substanzen, deodorierende Mittel, Antiperspirantien, Weichmacher, Emulgatoren, Enzyme, ätherische Öle, Fasern, Filmbildner, Fixateure, Schaumbildner, Schaumstabilisatoren, Substanzen zum Verhindern des Schäumens, Schaumbooster, Fungizide, gelierende Mittel, gelbildende Mittel, Haarpflegemittel, Haarverformungsmittel, Haarglättungsmittel, feuchtigkeitsspendende Mittel, anfeuchtende Substanzen, feuchthaltende Substanzen, bleichende Mittel, stärkende Mittel, fleckenentfernende Mittel, optisch aufhellende Mittel, imprägnierende Mittel, schmutzabweisende Mittel, reibungsverringernde Mittel, Gleitmittel, Feuchtigkeitscremes, Salben, Trübungsmittel, plastifizierende Mittel, deckfähige Mittel, Politur, Glanzmittel, Polymere, Pulver, Proteine, rückfettende Mittel, abschleifende Mittel, Silicone, hautberuhigende Mittel, hautreinigende Mittel, hautpflegende Mittel, hautheilende Mittel, Hautaufhellungsmittel, hautschützende Mittel, hauterweichende Mittel, kühlende Mittel, hautkühlende Mittel, wärmende Mittel, hautwärmende Mittel, Stabilisatoren, UV-absorbierende Mittel, UV-Filter, Waschmittel, Weichspüler, suspendierende Mittel, Hautbräunungsmittel, Verdickungsmittel, Vitamine, öle, Wachse, Fette, Phospholipide, gesättigte Fettsäuren, ein-oder mehrfach ungesättigte Fettsäuren, a-Hydroxysäuren, Polyhydroxyfettsäuren, Verflüssiger, Farbstoffe, farbschützende Mittel, Pigmente, Antikorrosiva, Aromen, Geschmackstoffe, Riechstoffe, Polyole, Tenside, Elektrolyte, organische Lösungsmittel oder Silikonderivate.

Preferred materials with which the invention as component (i) to be used 4-C ₈ -C ₁₂ -Alkylpyridine, preferably the 4- n -C ₈ -C ₁₂ -Alkylpyridine, or fragrance of the invention or flavoring compositions may be combined, are :

• Preservatives, abrasives, anti-acne agents, anti-aging agents, antibacterial agents, anti-cellulite agents, anti-dandruff agents, anti-inflammatory agents, anti-irritants, anti-irritants, antimicrobials, antioxidants, astringents, antiperspirants, antiseptics, antistatic agents, binders, buffers , Carrier materials, chelating agents, cell stimulants, cleansing agents, nourishing agents, depilatory agents, surface-active substances, deodorizing agents, antiperspirants, plasticizers, emulsifiers, enzymes, essential oils, fibers, film formers, fixatives, foaming agents, foam stabilizers, foaming inhibitors, foam boosters, Fungicides, gelling agents, gelling agents, hair care products, hair styling agents, hair straighteners, moisturizers, moisturisers, moisturisers, bleaching agents, tonics, stain removers, optically brightening anti-caking agents, antisoiling agents, anti-friction agents, lubricants, moisturizers, ointments, opacifiers, plasticizers, masks, polish, brighteners, polymers, powders, proteins, lubricating agents, abrasives, silicones, skin soothing agents, skin cleansers, skin-care agents, skin-healing agents, skin-lightening agents, skin-protecting agents, skin softening agents, cooling agents, skin-cooling agents, warming agents, skin-warming agents, stabilizers, UV-absorbing agents, UV filters, detergents, fabric softeners, suspending agents, skin tanning preparations, thickeners, vitamins, oils, waxes, fats, phospholipids, saturated fatty acids, monounsaturated or polyunsaturated fatty acids, α-hydroxy acids, polyhydroxy fatty acids, plasticizers, dyes, color protectants, pigments, anti-corrosives, flavors, flavorings, fragrances, polyols, surfactants, electrolytes, organic oils solvents or silicone derivatives.

The 4-C ₈ -C ₁₂ -alkylpyridines, preferably the 4- n -C ₈ -C ₁₂ -alkylpyridines, are also distinguished by a high (inherent) adhesion, a very low odor threshold, a high diffusivity, a good substantivity and very good fixing properties. Compared to Calone 1951 ^(R) and marine ^(R) to be used in the invention is 4-C ₈ -C ₁₂ -Alkylpyridine, in the special 4- n -C ₈ -C ₁₂ -Alkylpyridine, a good stability to oxidative reagents (such as for example, in bleach liquors) and an extremely low threshold as well as an unusually high diffusibility. The 4-C ₈ -C ₁₂ -alkylpyridines, in particular the 4- n -C ₈ -C ₁₂ -alkylpyridines, in particular 4-n-decylpyridine, are therefore especially suitable for use in air fresheners, shampoos, bleaches and detergents and fabric softeners suitable.

To illustrate the properties described above, the diffusivity and threshold in air of Maritima ^(R) and 4-decylpyridine were compared in the following manner:

Example diffusivity:

Of the fragrances to be tested, 0.5 g are weighed into each Petri dish and closed with the shell lid. The Petri dish is placed at a distance of 50 cm (distance is marked on the table before the test) in front of the subject.

Now, the lid of the Petri dish is opened and the subject starts a stopwatch at the same time. The subject stops the time as soon as he perceives the smell. The subject assesses the intensity of the sample on a scale from 1 = odorless to 9 = very strong. On the test sheet the stopped time and the intensity are noted.

Each sample is scored three times by each subject. To make sure that the result is not falsified, all windows and doors must be closed. There is normal room temperature (20 - 25 ° C). The subjects have no anosmia on the samples to be examined. As a rule, at least 8 participants evaluate the sample. test scale 4 - decylpyridine Maritima ^(R) diffusivity 1-9 8.1 3.4

Example threshold in air:

The fragrance to be examined is evaporated in a defined sample system and then sensory assessed with respect to the perception threshold. The sample system includes the sample bags and a gas flow outlet. A defined amount of the desired fragrance is injected into the bag. The equilibration time after filling the sample is about 18 hours at room temperature, then the contents of the bag is presented to the subjects by means of a constant gas flow. At the first recognizable odor impression, a response button is pressed. The odor threshold concentration is reached if in the next dilution stage the odor impression is confirmed by repeatedly pressing the response button. The concentration of the sample increases by a factor of 2 from the previous to the next sample.

The threshold air value is measured against a standard and usually 8 subjects participate in the sensory evaluation. The participants have no anosmia on the samples to be examined. test scale 4 - decylpyridine Maritima ^(R) Threshold in air [Ppm] 0,014 0,155

The (inherent) adhesion, also referred to as attachment, refers to the ability of a compound to adhere to a substrate. By diffusivity is meant the rate at which the fragrance's transmission through space is perceived. Substantivity refers to the ability to grow from a mostly aqueous phase onto a substrate or to remain on a substrate even after a washing or rinsing process. This effect is particularly evident on substrates such as skin, hair and textile fibers (eg cotton, wool, linen, synthetic fibers). The ability to act as a "fixator" (fixing property) means that the corresponding compound obtains the adhesive strength of other fragrances. This can be z. B. by reducing vapor pressure or odoriferous reinforcement (eg., Lowering of the threshold value).

The described effects of the 4-C ₈ -C ₁₂ -Alkylpyridine, preferably the 4- n -C ₈ -C ₁₂ -Alkylpyridine, and of the mixtures according to the invention perfume compositions are particularly the comparison of the olfactory change in the application.

The following examples illustrate the invention. Unless otherwise stated, all information, in particular amounts or percentages, refers to the weight.

The following abbreviations are used: BA = benzyl alcohol, BB = benzyl benzoate; DEP = diethyl phthalate; DPG = dipropylene glycol, IPM = isopropyl myristate, KRIST. = crystalline, TEC = triethyl citrate

EXAMPLES Example 1 Preparation of Various 4- N- Alkylpyridines on the Example of 4-n-Decylpyridine

160 g of 4-picoline are added dropwise at -50 ° C and within 20 minutes in a solution of 1000 mL lithium diisopropylamide (1.8 M) in 1600 mL of tetrahydrofuran. Subsequently, the batch is stirred at -20 ° C for one hour. A solution of 330 g of nonyl bromide in 400 ml of tetrahydrofuran is added dropwise within two hours at -50 ° C, stirred for one hour and the mixture allowed to come to room temperature. 600 ml of water are added, the phases are separated and the organic phase is distilled.

181 g of 4-n-decylpyridine were isolated in 99.3% purity. This corresponds to a theoretical yield of 51%.

4-octyl pyridine

• ¹H-NMR (400 MHz, CDCl₃): d = 0.88 (t, J = 6.9 Hz, 3 H), 1.22-1.36 (m, 10 H), 1.57-1.67 (m, 2 H), 2.59 (m, 2 H), 7.10 (m, 2 H), 8.48 (dd, J = 1.6 Hz, J = 4.4 Hz, 2 H) ppm.
• ¹³C-NMR (100 MHz, CDCl₃): d = 14.09 (CH₃), 22.65 (CH₂), 29.19 (2 x CH₂), 29.37 (CH₂), 30.31 (CH₂), 31.84 (CH₂), 35.26 (CH₂), 123.91 (2 x CH), 149.62 (2 x CH), 151.77 (C) ppm.
• MS: m/z (%) = 191 (8) [M⁺], 162 (4), 148 (6), 134 (4), 120 (6), 106 (82), 93 (100), 65 (9).

[0071]

• ¹ H-NMR (400 MHz, CDCl _3): d = 0.88 (t, J = 6.9 Hz, 3 H), 1:22 to 1:36 (m, 10 H), 1.57-1.67 (m, 2 H), 2:59 (m , 2H), 7.10 (m, 2H), 8.48 (dd, J = 1.6 Hz, J = 4.4 Hz, 2H) ppm.
• ¹³ C-NMR (100 MHz, CDCl _3): d = 14.09 (CH _3), 22.65 _(CH2), 29.19 (2 x CH _2), 29.37 _(CH2), 30.31 _(CH2), 31.84 (CH ₂ ), 35.26 (CH ₂ ), 123.91 (2 x CH), 149.62 (2 x CH), 151.77 (C) ppm.
• MS: m / z (%) = 191 (8) [M ⁺ ], 162 (4), 148 (6), 134 (4), 120 (6), 106 (82), 93 (100), 65 ( 9).

4-nonylpyridine

• ¹ H-NMR (400 MHz, CDCl _3): d = 0.88 (t, J = 6.8 Hz, 3 H), 1:21 to 1:36 (m, 12 H), 1.56-1.68 (m, 2 H), 2:59 (m , 2H), 7.10 (m, 2H), 8.48 (dd, J = 4.4 Hz, J = 1.6 Hz, 2H) ppm.
• ¹³ C-NMR (100 MHz, CDCl _3): d = 14.11 (CH _3), 22.67 _(CH2), 29.19 _(CH2), 29.29 _(CH2), 29.41 _(CH2), 29.49 _(CH2), 30.32 (CH ₂ ), 31.88 (CH ₂ ), 35.26 (CH ₂ ), 123.92 (2 x CH), 149.62 (2 x CH), 151.78 (C) ppm.
• MS: m / z (%) = 205 (8) [M ⁺ ], 190 (2), 176 (3), 162 (7), 148 (4), 134 (2), 120 (6), 106 ( 100), 93 (65), 65 (7).

4 - decylpyridine

• ¹ H-NMR (400 MHz, CDCl _3): d = 0.88 (t, J = 6.8 Hz, 3 H), 1:22 to 1:35 (m, 14 H), 1.57-1.67 (m, 2 H), 2:59 (m , 2H), 7.10 (m, 2H), 8.47 (dd, J = 4.4 Hz, J = 1.6 Hz, 2H) ppm.
• ¹³ C-NMR (100 MHz, CDCl _3): d = 14.11 (CH _3), 22.69 _(CH2), 29.19 _(CH2), 29.31 _(CH2), 29.41 _(CH2), 29.53 _(CH2), 29.58 (CH ₂ ), 30.31 (CH ₂ ), 31.90 (CH ₂ ), 35.26 (CH ₂ ), 123.92 (2 x CH), 149.61 (2 x CH), 151.79 (C) ppm.
• [ MS : m / z (%) = 219 (6) [M ⁺ ], 204 (4), 190 (5), 176 (7), 162 (7), 148 (5), 134 (2), 120 (8), 106 (100), 93 (47), 77 (3).

4-Undecylpyridin

• ¹ H-NMR (400 MHz, CDCl _3): d = 0.88 (t, J = 6.7 Hz, 3 H), 1:22 to 1:35 (m, 16 H), 1.57-1.66 (m, 2 H), 2:59 (m , 2H), 7.10 (m, 2H), 8.47 (dd, J = 1.6 Hz, J = 6.0 Hz, 2H) ppm.
• ¹³ C-NMR (100 MHz, CDCl _3): d = 14.12 (CH _3), 22.70 _(CH2), 29.20 _(CH2), 29.34 _(CH2), 29.41 _(CH2), 29.53 _(CH2), 29.62 (CH ₂ ), 29.63 (CH ₂ ), 30.31 (CH ₂ ), 31.92 (CH ₂ ), 35.26 (CH ₂ ), 123.92 (2 x CH), 149.62 (2 x CH), 151.78 (C) ppm.
• MS: m / z (%) = 233 (11) [M ⁺ ], 218 (4), 204 (5), 190 (6), 176 (3), 162 (6), 148 (4), 134 ( 2), 120 (6), 106 (100), 93 (41), 65 (5).

Example 2: Perfume oil compositions and Formulation Examples Example 2.1: Washing powder:

matenal Manufacturer Chemical name function Wt .-% Sodium metasilicate pentahydrate Akzo Nobel Chemicals, Germany Sodium Metasilicate Pentahydrate 48.0 sodium hydrogencarbonate Various Sodium hydrogen carbonate alkali 15.0 sodium Various Sodium carbonate peroxyhydrate bleach 15.0 Peractive AC Blue Clariant GmbH, Germany TAED / Na-carboxymethylcellulose activator 5.00 Genapol OA-080 Clariant GmbH, Germany Oxoalcohol C14-15, 8EO Nonionic surfactant 3.00 Texapon K12 powder Cognis Germany GmbH Sodium Lauryl Sulphate C12 Anionic surfactant 7.00 Tinopal CBS-X Ciba, Germany brighteners 0.50 Savinase 6.0 T, Type W Novozymes protease enzyme 0.40 Termamyl 120 T Novozymes Alpha-amylase enzyme 0.30 sodium sulphate Various Sodium sulphate filler 5.50 Perfume oil P1 or P2 Symrise Perfume (fragrance) 0.30

Perfume oils for this washing powder:

Fragrance (s) Perfume oil P1 Perfume molecule P2 ROSMARINOEL 5.0 5.0 dihydromyrcenol 140.0 140.0 HERBAFLORAT (ESSIGSAEURETRICYCLO [5.2.1.0] -4-DECEN-8-YLESTER) 50.0 50.0 HEXYLZIMTALDEHYDE ALPHA 125.0 125.0 COUMARIN 10.0 10.0 diphenyl 5.0 5.0 LILIAL ^(R) (PROPANAL, 2-METHYL-3- (4-TERT.-BUTYLPHENYL) -) 40.0 40.0 GALAXOLIDE ^(R) 50% in DEP (1,1,2,3,3,8-hexamethyl-1,2,3,5,7,8-hexahydro-6-oxacyclopenta [b] naphthalene) 150.0 150.0 ISORALDEIN ^(R) 70 ((E) -3-methyl-4- (2,6,6-trimethyl-cyclohex-2-enyl) -but-3-en-2-one) 30.0 30.0 allyl amyl 7.0 7.0 ISO E SUPER ^(R) (BICYCLO [4.4.0] DECEN, 3-ACETYL-3,4,10,10-TETRAMETHYL-1 (6) -) 80.0 80.0 ROSES BASE 100.0 100.0 GALBANUM BASE 15.0 15.0 DIPROPYLENE GLYCOL (DPG) 5.0 4.9 APPLE BASE 25.0 25.0 OZONIL 10% in DPG (DODECENYLCYANID, 1Z-) 15.0 15.0 MELONAL ^(R) 10% in DPG (HEPTENAL, 2,6-DIMETHYL-5-) 3.0 3.0 METHYL OCTIN CARBONATE 10% in DPG 5.0 5.0 DAMASCONE DELTA 10% in DPG (1- (2,6,6-trimethyl-cyclohex-3-enyl) -but-2-en-1-one) 7.0 7.0 SANDRANOL ^(R) (BUTENOL, 2-ETHYL-4- (2,2,3-TRIMETHYL-3-CYCLOPENENYL) -2E-) 20.0 20.0 VERTOCITRAL (CYCLOHEXEN, TRANS-2,4-DIMETHYL-1-FORMYL-3-) 3.0 3.0 AGRUMEX (ACETIC ACID 2-TERT.-BUTYLCYCLOHEXYLESTER) 100.0 100.0 benzyl acetone 10.0 10.0 ALDEHYDE C12 MNA (Methylnonylacetaldehyde) 5.0 5.0 PROJASMON P (CYCLOPENTANONE, 2-HEPTYL-) 10.0 10.0 NEROLIN YARA YARA 15.0 15.0 INTRELEVENALDEHYDE 10% in DPG (10-undecenal) 5.0 5.0 patchouli oil 15.0 15.0 4-n-decyl pyridine 0.1 1,000.0 1,000.0

At a dosage of 0.3% of the perfume oil P1 or P2 in a detergent powder (powder detergent), the following results: the proportion of 0.01% 4-n-decylpyridine in perfume oil P2 causes a strengthening of the lily of the valley, and the fruity notes to a very special extent (booster effect). Furthermore, the composition with 4-n-decylpyridine exudes overall more freshness.

Example 2.2: Soap

matenal Manufacturer Chemical name function % By weight Deionized water Water solvent 2.0 Soap bases mix Various Sodium tallowates / palmitates surfactants 95.8 Titanium dioxide Kronos Titan GmbH, Germany Titanium dioxides Dye / brightener 1.0 Perfume oil C1 or C2 Symrise Perfume (fragrance) 1.20

Perfume oils for this soap

Fragrance (s) Example C1 (comparison) Example C2 (according to the invention) KETAMBER 10% in BB (Ambraketal) 3.0 3.0 LEMONGRASOEL 10.0 10.0 ORANGENOELTERPENE 50.0 50.0 ROSMARINOEL 1.0 1.0 dihydromyrcenol 65.0 65.0 ALDEHYDE C11 (N-UNDECANAL) 10.0 10.0 HERBAFLORAT (ESSIGSAEURETRICYCLO [5.2.1.0] -4-DECEN-8-YLESTER) 30.0 30.0 ALDEHYD C10 (N-DECANAL) 5.0 5.0 cyclohexylethyl acetate 15.0 15.0 MANZANATE (PENTANEAN ETHETYLENE, 2-METHYL-) 5.0 5.0 CITRONELLOL 35.0 35.0 ALDEHYDE C12 (N-DODECANAL) 2.0 2.0 HEXYLZIMTALDEHYDE ALPHA 75.0 75.0 diphenyl 5.0 5.0 LILIAL ^(R) (PROPANAL, 2-METHYL-3- (4-TERT.-BUTYLPHENYL) -) 70.0 70.0 phenylethyl 100.0 100.0 TONALIDE ^(R) (TETRALIN, 6-ACETYL-1,1,2,4,4,7-HEXAMETHYL-) 25.0 25.0 HEDION ^(R) (METHYL-DIHYDROJASMONATE) 100.0 100.0 AGRUNITRILE (HEPTENYLCYANIDE, 2,6-DIMETHYL-5-) 15.0 15.0 HEXENOL CIS-3 2.0 2.0 ISO E SUPER ^(R) (BICYCLO [4.4.0] DECEN, 3-ACETYL-3,4,10,10-TETRAMETHYL-1 (6) -) 75.0 75.0 DAMASCONE DELTA ((1- (2,6,6-trimethylcyclohex-3-enyl) -but-2-en-1-one) 1.0 1.0 GALAXOLIDE ^(R) 50% in IPM (1,1,2,3,3,8-hexamethyl-1,2,3,5,7,8-hexahydro-6-oxa-cyclopenta [b] naphthalene) 80.0 80.0 estragol 5.0 5.0 dipropylene 7.0 6.3 APPLE BASE 10.0 10.0 GALBASCONE (CYCLOHEXEN, 4,4-DIMETHYL-2- (1-OXO-4-PENTENYL) -) 1.0 1.0 MANDARIL 10% in DPG (DODECADIENYLCYANIDE, 2Z, 11-) 3.0 3.0 AMBROXIDE CRYSTAL. 10% in IPM 3.0 3.0 ALDEHYDE C11 MOA (Methyloctylacetaldehyde) 10% in DPG 5.0 5.0 ETHYLMETHYLBUTYRATE-2 10% in DPG 5.0 5.0 DAMASCENONE 10% in DPG (BUTEN-1-ON, 2- (2,6,6-TRIMETHYL-1,3-CYCLOHEXADIEN-1-YL) -2E-) 5.0 5.0 VERTOCITRAL (CYCLOHEXEN, TRANS-2,4-DIMETHYL-1-FORMYL-3-) 5.0 5.0 AGRUMEX (ACETIC ACID 2-TERT.-BUTYLCYCLOHEXYLESTER) 40.0 40.0 ALDEHYD C14 SENSE 15.0 15.0 ALLYLHEPTYLAT 5.0 5.0 hexyl acetate 15.0 15.0 benzyl 30.0 30.0 ANETHOLE 2.0 2.0 ORYCLON ^(R) (ACETIC ACID 4-TERT.-BUTYLCYCLOHEXYLESTER) 65.0 65.0 4-n-decyl pyridine 0.7 1,000.0 1,000.0

At a dosage of 1.2% of each perfume oil C1 or C2 in soap is the effect is very convincing: the proportion of 0.07% 4-decylpyridine in perfume oil C2 causes a tremendous increase in freshness character and gives the entire composition more charisma and strength. In addition, the base odor of the soap is much better covered by the perfume oil C2.

Example 2.3: All-purpose cleaner

matenal Manufacturer Chemical name function % By weight Deionized water Water solvent 59.6 Mergal K9N Troy chemistry, Seelze 5-Chloro-2-methyl-3- (2H) -isothiazolones and 2-methyl-3- (2H) -isothiazolones preservative 0.1 Trisodium citrate dihydrate Various Tri Sodium Citrate Dihydrate complexing 3.0 Zetesol NL-2 Zschimmer and Schwarz, Germany Fatty alcohol C12-14-sulfate, sodium Anionic surfactant Anionic surfactant 30.0 Imbentin C / 125/055 Dr. W. Kolb AG Chem. Fatty alcohol C12-C15, 8EO Nonionic surfactant 5.0 Ethanol 96% Various ethanol solvent 2.0 Perfume oil A1 or A2 Symrise Perfume (fragrance) 0.3

Perfume oils for this all-purpose cleaner:

Fragrance (s) Perfume oil A1 (comparison) Perfume oil A2 (according to the invention) cedarwood 8.0 8.0 AMBROCENIDE ^(R) 10% in DPG 1.0 1.0 ROSMARINOEL 8.0 8.0 dihydromyrcenol 80.0 80.0 ISOBUTYLCHINOLIN 0.5 0.5 AMBROXAN.RTM 1.0 1.0 LIGUSTRAL (CYCLOHEXEN, TRANS-2,4-DIMETHYL-1-FORMYL-3-) 2.0 2.0 AMYL SALICYLATE N / ISO 24.0 24.0 CITRONELLOL 8.0 8.0 VERTOFIX (1- (3,6,8,8-tetramethyl-2,3,4,7,8,8a-hexahydro-1H-3a, 7-methano-azulen-5-yl) -ethanone) 30.0 30.0 HEXYLZIMTALDEHYDE ALPHA 50.0 50.0 COUMARIN 4.0 4.0 COUMARONE (BENZOFURAN, 2-ACETYL) 0.6 0.6 isobornyl 30.0 30.0 FIGHTER 8.0 8.0 LILIAL ^(R) (PROPANAL, 2-METHYL-3- (4-TERT.-BUTYLPHENYL) -) 30.0 30.0 LINALOOL 40.0 40.0 Linalylacetat 40.0 40.0 TERPINEOL 100.0 100.0 GALAXOLIDE ^(R) 50% in DEP (1,1,2,3,3,8-hexamethyl-1,2,3,5,7,8-hexahydro-6-oxa-cyclopenta [b] naphthalene) 24.0 24.0 GLOBALIDE ^(R) (PENTADECEN-1.15-OLID, 11E / Z) 5.0 5.0 ETHYLENE BRASSYLATE (BRASSYLSAEUREETHANDIOLESTER) 24.0 24.0 AGRUNITRILE (HEPTENYLCYANIDE, 2,6-DIMETHYL-5-) 16.0 16.0 ISORALDEIN ^(R) 70 (E) -3-methyl-4- (2,6,6-trimethylcyclohex-2-enyl) -but-3-en-2-one) 20.0 20.0 OZONEIL (DODECENYLCYANIDE, 1Z-) 1.5 1.5 ALLYLAMYLGLYCOLATE (ACETIC ACID ALLYLESTER, 2-METHYLBUTOXY-) 15.0 15.0 DAMASCONE DELTA ((1- (2,6,6-trimethylcyclohex-3-enyl) -but-2-en-1-one) 2.0 2.0 TIMBEROL ^(R) (CYCLOHEXAN, 2,2,6-TRIMETHYL-1- (3-HYDROXYHEXYL) -) 2.0 2.0 estragol 1.0 1.0 MYSORANE ^(R) BASE 10.0 10.0 dipropylene 346.2 346.15 CITRONENOEL TERPENE 20.0 20.0 GERANIOL 8.0 8.0 GERANIUM BASE 5.0 5.0 PATCHOULI BASE 8.0 8.0 GALBASCONE 10% in DPG (CYCLOHEXEN, 4,4-DIMETHYL-2- (1-OXO-4-PENTENYL) -) 2.0 2.0 CALONE ^(R) 1951 10% in DPG (BENZODIOXEPINONE, 7-METHYL-3,4-DIHYDRO-3-) 4.0 4.0 ISOBUTYLCHINOLIN 0.2 0.2 EUGENOL 1.5 1.5 FARENAL ^(R) (UNDECENAL, 2,6,10-TRIMETHYL-9-) 0.5 0.5 LIMETTENOEL 12.0 12.0 ANETHOLE 4.0 4.0 METHYLNAPHTHYLKETONE BETA 3.0 3.0 4-n-decyl pyridine 0.05 1,000.0 1,000.0

At a dosage of 0.3% of the perfume oil in the all-purpose cleaner results in the following finding: a share of 0.005% of 4-n-decylpyridine causes an extreme enhancement of marinig-mossy note paired with a significant intensification of the fresh top note. In addition, the diffusivity is increased.

Example 2.4: Shampoo

material Produce INCI name Wt .-% Deionized water Water 71.5 Plantacare PS 10 Cognis Germany GmbH Sodium Laureth Sulfate, Lauryl Glucoside 20.0 Euperlan PK 771 Cognis Germany GmbH Glycol Distearate, Sodium Lauryl Sulfate, Cocamide MEA, Laureth-10 6.0 Dragocid Liquid Symrise Phenoxyethanol, methylparaben, ethylparaben, butylparaben, propylparaben, isobutylparaben 0.5 Sodium chloride Sodium Chloride 1.4 Citric acid monohydrate crystalline Citric Acid 0.1 Perfume oil S1 or S2 Symrise Perfume (fragrance) 0.5

Perfume oils for this pearlescent shampoo:

Fragrance (s) Perfume oil S1 (comparison) Perfume oil S2 (according to the invention) NELKENBLUETENOEL 10.0 10.0 patchouli oil 79.5 79.5 dihydromyrcenol 60.0 60.0 ISORALDEIN ^(R) ((E) -3-methyl-4- (2,6,6-trimethyl-cyclohex-2-enyl) -but-3-en-2-one) 20.0 20.0 EBANOL (PENTEN-2-ON, 3-METHYL-5- (2,2,3-TRIMETHYL-3-CYCLOPENENYL) -4E / Z-) 15.0 15.0 GLOBALIDE ^(R) (PENTADECEN-1.15-OLID, 11E / Z) 60.0 60.0 HEXYLZIMTALDEHYDE ALPHA 40.0 40.0 COUMARIN 20.0 20.0 LILIAL ^(R) (PROPANAL, 2-METHYL-3- (4-TERT.-BUTYLPHENYL) -) 30.0 30.0 LINALOOL 20.0 20.0 Linalylacetat 30.0 30.0 VANILLIN 20.0 20.0 LYRAL® ⁽ cyclohexene, 4-formyl-2- (4-hydroxy-4-methylpentyl)) 40.0 40.0 HEDION ^(R) (METHYL-CIS / TRANS-DIHYDROJASMONATE) 30.0 30.0 EVERNYL ^(R) (BENZOESAEURE METHYL ETHER, 2,4-DIHYDROXY-3,6-DIMETHYL-) 5.0 5.0 CEDRAMBER (CEDRYLMETHYL ETHER) 20.0 20.0 ISO E SUPER ^(R) (BICYCLO [4.4.0] DECEN, 3-ACETYL-3,4,10,10-TETRAMETHYL-1 (6) -) 150.0 150.0 GERANIUM BASE 20.0 20.0 BERGAMOTTE BASE 80.0 80.0 BEIFUSSOEL 10.0 10.0 GALBANUMOEL 10% in DPG 15.0 15.0 AMBROCENIDE ^(R) 0.1% in DPG 20.0 20.0 CYCLOGALBANATE ^(R) 10% in DPG (CYCLOHEXYLOXY ACID ACID ALLYLESTER) 5.0 5.0 CISTUSOEL 10% in DPG 10.0 10.0 KRAUSEMINZOEL (SPEARMINT) 10% in DPG 10.0 10.0 AURELIONE (CYCLOHEXADECENON, 7 / 8E / Z-) 120.0 120.0 AMBROXID 5.0 5.0 MANDARINENOEL 5.0 5.0 LAVANDINOEL GROSSO 30.0 30.0 lemon 20.0 20.0 4-n-decyl pyridine 0.5 999.5 1,000.0

The proportion of 0.05% 4-decylpyridine in perfume oil S2 (with a dosage of 0.5% of the perfume oil in the shampoo) enhances the fruity peach / apricot character and gives the overall composition an exotic tropical fruitiness. Furthermore, the entire composition appears much more harmonious and rounder.

Example 2.5: Shower gel

matenal Manufacturer INCI name Wt .-% Deionized water water 76.3 Plantacare PS 10 Cognis Germany GmbH Sodium Laureth Sulfate, Lauryl Glucoside 20.0 Dragocid Liquid Symrise Phenoxyethanol, methylparaben, ethylparaben, butylparaben, propylparaben, isobutylparaben 0.5 Sodium chloride Sodium Chloride 1.4 Citric acid monohydrate crystalline Citric Acid 1.3 Perfume oil D1 or D2 Symrise Perfume (fragrance) 0.5

Perfume oils for this shower gel

Fragrance (s) Perfume oil D1 (comparison) Perfume oil D2 (according to the invention) CASSIS BASE 10.0 10.0 NELKENBLUETENOEL 5.0 5.0 patchouli oil 5.0 5.0 dihydromyrcenol 60.0 60.0 hexyl salicylate 20.0 20.0 HEDION ^(R) (METHYL-CIS / TRANS-DIHYDROJASMONATE) 210.0 210.0 ORANGE OIL 25.0 25.0 GLOBALIDE ^(R) (PENTADECEN-1.15-OLID, 11 E / Z) 20.0 20.0 POLYSANTOL ^(R) (PENTEN-2-OL, 3,3-DIMETHYL-5- (2,2,3-TRIMETHYL-3-CYCLOPENENYL) -4-) 5.0 5.0 LAVANDINOEL GROSSO 20.0 20.0 YSAMBER ^(R) K (ISOLONGIFOLANONE HANDIOL KETAL) 20.0 20.0 HEXYLZIMTALDEHYDE ALPHA 100.0 100.0 LILIAL ^(R) (PROPANAL, 2-METHYL-3- (4-TERT.-BUTYLPHENYL) -) 50.0 50.0 LINALOOL 60.0 60.0 Linalylacetat 50.0 50.0 TERPINEOL 20.0 20.0 ETHYLENE BRASSYLATE (BRASSYLSAEUREETHANDIOLESTER) 20.0 20.0 ALLYLAMYLGLYCOLATE (ACETIC ACID ALLYLESTER, 2-METHYLBUTOXY-) 10.0 10.0 ISO E SUPER ^(R) (BICYCLO [4.4.0] DECEN, 3-ACETYL-3,4,10,10-TETRAMETHYL-1 (6) -) 50.0 50.0 KEPHALIS (CYCLOHEXANONE, 3,3,5,5-TETRAMETHYL-4- (1-ETHOXYVINYL) -) 5.0 5.0 BERGAMOTTE BASE 100.0 100.0 FLORALOZONE (PROPANAL, 2-METHYL-2- (4-ETHYLBENZYL) - 10.0 10.0 MANDARIN ALDEHYDE 10% in TEC (DODECENAL, 2E-) 5.0 5.0 LIGUSTRAL ^(R) 10% in DPG (CYCLOHEXEN, TRANS-2,4-DIMETHYL-1-FORMYL-3-) 10.0 10.0 DAMASCON ALPHA 1% in DPG ((E / Z) -1- (2,6,6-trimethylcyclohex-2-enyl) -but-2-en-1-one) 20.0 20.0 FARENAL ^(R) 1% in DPG (UNDECENAL, 2,6,10-TRIMETHYL-9-) 20.0 20.0 LEAFOVERT ^(R) 10% in DPG (CARBON ACID-3Z-HEXENYLMETHYLESTER) 20.0 20.0 CALONE ^(R) 1951 10% in DPG (BENZODIOXEPINONE, 7-METHYL-3,4-DIHYDRO-3-) 30.0 30.0 4-n-DECYLPYRIDINE 1% in DPG 20.0 980.0 1,000.0

The proportion of 0.02% 4-decylpyridine in the perfume oil D2 (with a dosage of 0.5% of the perfume oil in the shower gel) boosts (intensifies) the watery-fresh top note of the perfume oil composition and also gives the aromatic, woody men's fragrance more power and fullness ,

Example 2.6: Fine Fragrance

Fragrance (s) Perfume oil F1 (comparison) Perfume oil F2 (according to the invention) BRAHMANOL ^(R) (BUTANOL, 2-METHYL-4- (2,2,3-TRIMETHYL-3-CYCLOPENENYL) -) 5.0 5.0 AMBROCENIDE ^(R) 10% in DPG 2.0 2.0 dihydromyrcenol 40.0 40.0 HELIONAL (PROPANAL, 2-PIPERONYL) 10.0 10.0 lemon 30.0 30.0 GERANIOL 5.0 5.0 IRALDEIN GAMMA ((E) -3-methyl-4- (2,6,6-trimethyl-cyclohex-2-enyl) -but-3-en-2-one) 20.0 20.0 GLOBALIDE ^(R) (PENTADECEN-1.15-OLID, 11E / Z) 50.0 50.0 CITRONELLOL 5.0 5.0 YSAMBER ^(R) K (ISOLONGIFOLANONE HANDIOL KETAL) 90.0 90.0 LILIAL ^(R) (PROPANAL, 2-METHYL-3- (4-TERT.-BUTYLPHENYL) -) 30.0 30.0 LINALOOL 30.0 30.0 Linalylacetat 50.0 50.0 HEDION ^(R) (METHYL-CIS / TRANS-DIHYDROJASMONATE) 100.0 100.0 HEXENOL CIS-3 1.0 1.0 HEXENYL ACETATE CIS-3 1.0 1.0 ethyl linalool 20.0 20.0 CALONE ^(R) 1951 (BENZODIOXEPINONE, 7-METHYL-3,4-DIHYDRO-3-) 2.0 2.0 GALAXOLIDE ^(R) 50% in IPM (1,1,2,3,3,8-hexamethyl-1,2,3,5,7,8-hexahydro-6-oxa-cyclopenta [b] naphthalenes) 100.0 100.0 BERGAMOTTE BASE 50.0 50.0 ISO E SUPER ^(R) (BICYCLO [4.4.0] DECEN, 3-ACETYL-3,4,10,10-TETRAMETHYL-1 (6) -) 175.0 175.0 patchouli oil 10.0 10.0 COSTUS BASE 1% in DPG 5.0 5.0 CUMARIN 10% in DPG 5.0 5.0 CASTOREUM BASE 10% in DPG 1.0 1.0 MANZANATE 1% in DPG (PENTANSAEUREETHYLESTER, 2-METHYL-) 3.0 3.0 PARMANYL ^(R) 10% in DPG (ETHYLCYANIDE, 2- (3Z-HEXENYLOXY) -) 9.0 9.0 VANILLIN 10% in DPG 5.0 5.0 DAMASCON ALPHA 10% in DPG ((E / Z) -1- (2,6,6-trimethylcyclohex-2-enyl) -but-2-en-1-one) 3.0 3.0 EUGENOL 10% in DPG 5.0 5.0 VERTOCITRAL 10% in DPG (CYCLOHEXEN, TRANS-2,4-DIMETHYL-1-FORMYL-3-) 2.0 2.0 ZIBETH BASE 10% in DPG 3.0 3.0 GERANYLACETATE 10% in DPG 5.0 5.0 DAMASCON BETA 10% in DPG ((E / Z) -1- (2,6,6-trimethylcyclohex-1-enyl) -but-2-en-1-one) 2.0 2.0 CARVON L 10% in DPG 5.0 5.0 ZIMTRINDENOEL CEYLON 10% in DPG 5.0 5.0 AURELIONE (CYCLOHEXADECENON, 7- / 8-E / Z-) 20.0 20.0 AMBROXIDE 10.0 10.0 GLOBANONE ^(R) (CYCLOHEXADECENON, 8-E / Z-) 50.0 50.0 STYROLYLACETAT 1.0 1.0 CARDAMOMENOEL (ex GUATEMALA) 1.0 1.0 MELONAL ^(R) 1.0 1.0 benzyl 30.0 30.0 AGRUMEX ^(R) 3.0 3.0 4-DECYLPYRIDINE 0.01% in DPG 10.0 1,000.0 1,010.0

The proportion of 0.001% 4-decylpyridine in perfume oil F2 (with a dosage of 12% of the perfume oil in ethanol) enhances the transparent fresh top note and gives this men's fragrance increased radiation.

Example 2.7: Fabric softener

matenal Manufacturer Chemical name function Wt .-% deionized water solvent 72.4 Rewoquat WE 18 Evonic Goldschmidt GmbH Dialkylesterammoniumethosulfate Cationic surfactant 16.6 Mergal K9N Honeywell Austria GmbH 5-Chloro-2-methyl-3- (2H) -isothiazolones and 2-methyl-3- (2H) -isothiazolones preservative 0.10 Dow Corning 1520 Antifoam Dow Corning GmbH, Germany Polydimethyl siloxanes defoamers 0.30 Chloride 1% solution Magnesium chloride solution bodying 10.00 Perfume oil W1 or W2 Symrise Perfume (fragrance) 0.60

Perfume oils for this fabric softener:

Fragrance (s) Perfume oil W1 (comparative) Perfume oil W2 (according to the invention) AMBROCENIDE ^(R) 10% in DPG 5.0 5.0 dihydromyrcenol 80.0 80.0 HERBAFLORAT (ESSIGSAEURETRICYCLO [5.2.1.0] -4-DECEN-8-YLESTER) 80.0 80.0 hexyl salicylate 100.0 100.0 ALDEHYDE C8 (n-octanal) 10.0 10.0 UNDECAVERTOL (DECEN-5-OL, 4-METHYL-3) 10.0 10.0 MAJANTOL ^(R) (PROPANOL, 2- (3-methylbenzyl) -2-methyl-) 50.0 50.0 HEXYLZIMTALDEHYDE ALPHA 70.0 70.0 dimethyl benzyl 15.0 15.0 phenylethyl 35.0 35.0 HEDION ^(R) (METHYL-CIS / TRANS-DIHYDROJASMONATE) 30.0 30.0 ISORALDEIN ^(R) 70 ((E) -3-methyl-4- (2,6,6-trimethyl-cyclohex-2-enyl) -but-3-en-2-one) 50.0 50.0 HERBYLPROPIONATE (PROPIONSAEURETRICYCLO [5.2.1.0] -5 (6) DECEENE-2-YLESTER) 40.0 40.0 ISO E SUPER ^(R) (BICYCLO [4.4.0] DECEN, 3-ACETYL-3,4,10,10-TETRAMETHYL-1 (6) -) 120.0 120.0 SYMROSE ^(R) (CYCLOHEXANOL, 4- (3-METHYL-BUTYL) -TRANS / CIS-) 50.0 50.0 PHENOXANOL (PENTANOL, 3-METHYL-5-PHENYL-) 20.0 20.0 DAMASCON ALPHA 1% in DPG ((E / Z) -1- (2,6,6-trimethylcyclohex-2-enyl) -but-2-en-1-one) 20.0 20.0 NEROLIONE ^(R) (BENZOFURAN, 2-ACETYL-3-METHYL-) 5.0 5.0 ORYCLON ^(R) (ACETIC ACID-TRANS-4-TERT.-BUTYLCYCLOHEXYLESTER) 100.0 100.0 AGRUMEX (ACETIC ACID 2-TERT.-BUTYLCYCLOHEXYLESTER) 40.0 40.0 patchouli oil 50.0 50.0 HELVETOLIDE ^(R) (PROPIONSAFE-2- (1- (3,3-DIMETHYLCYCLOHEXYL) -ETHOXY-2-METHYLPROPYLESTER) 10.0 10.0 4-decyl pyridine 10.0 990.0 1,000.0

At a dosage of 0.6% of the perfume oil W2 in the fabric softener, the proportion of 1.0% 4-decylpyridine contained therein harmonizes the fresh floral composition and also greatly increases the coveted violet character.

Example 2.8: Transparent deodorant sticks (formulations A, B) or deodorant cream sticks (formulations C, D)

component A B C D % By weight % By weight % By weight Wt .-% Aluminum zirconium tetrachlorohydrate - glycine complex 25,00 20.00 25,00 20.00 Dimethicone (10 Cst) - - 5.00 5.00 cyclopentasiloxane - 0.50 1.00 0.50 petrolatum 5.00 4.70 5.00 5.00 ozokerite 1.00 1.50 - - stearyl 12,00 12,00 - - 2-butyl octanoic 0.50 - 0.50 - wax - - 1.25 1.25 PPG-14 butyl ether 9.00 9.00 - - Hardened rape seed oil - - 5.00 5.00 silica - - 1.00 - farnesol 0.25 - 0.25 - paraffin oil 0.50 0.50 - - Hydrogenated castor oil (castor wax) 3.50 3.50 - - talc 4.00 4.00 - - behenyl 0.20 0.20 - - d-panthenyl 1.00 1.00 - - preservative q.s. q.s. q.s. q.s. Perfume oil S2 from Example 2.4 1.50 - 1.15 - Perfume oil C2 from example 2.2 0.90 - 0.75 water Ad 100 Ad 100 Ad 100 Ad 100 PPG: polypropylene glycol

Example 2.9: Antiperspirant roll-on

component Wt .-% Wt .-% Caprylyl trimethicone (SilCare ™ Silicone 31 M 50) 0.30 0.30 Steareth-20 (GENAPOLTM HS 200) 3.00 3.00 Steareth-2 (GENAPOL ™ HS 020) 1.50 1.50 Dicaprylyl ethers (Cetiol ™ OE) 2.00 2.00 Coco Caprylate / Caprate (Cetiol TM LC) 2.00 2.00 glycerin 2.00 2.00 Glyceryl Stearate (Cutina TM GMS) 2.00 2.00 Octyldodecanol (Eutanol ™ G) 1.00 1.00 Stearyl alcohol 2.50 2.50 Aluminum chlorohydrate according to Example 1 of EP 1321431 10.00 10.00 Avocado Extract Persea Gratissima 0.30 0.20 Perfume oil D2 from example 2.5 0.50 - Perfume oil S2 from Example 2.4 - 0.60 water Ad 100 Ad 100

Example 2.10: Antiperspirant stick

component % By weight % By weight Phenyl Trimethicone (SilCare ™ Silicone 15 M 50) 13.50 13.50 Cetearyl alcohol Ad 100 Ad 100 Cetiol CC (dicaprylyl carbonate) 13.50 13.50 stearic acid 3.50 3.50 PEG-40 hydrogenated castor oil (Emulsogen ™ HCO 040) 4.10 4.10 PEG-8 distearate (Cithrol 4 DS) 4.10 4.10 petrolatum 6.90 6.90 aluminum chlorohydrate 13.80 13.80 Aluminum Zirconium Trichlorohydrex Gly 19.50 20.00 Ethylhexylglycerol (octoxyglycerol) 0.30 0.20 4-methyl-4-phenyl-2-pentanol (Vetikol) 0.25 0.10 Perfume oil F2 from example 2.6 1.00 - Perfume oil S2 from Example 2.4 - 0.80

Example 2.11: Aerosol spray

component % By weight % By weight octyldodecanol 0.50 - phenoxyethanol - - 1,2-pentanediol 1.00 1.00 1,2-hexanediol 0.25 0.15 1,2-octanediol 0.25 0.25 farnesol - 0.25 Ethylhexylglycerol (octoxyglycerol) 0.50 0.30 Perfume oil F2 from example 2.6 0.80 - Perfume oil D2 from example 2.5 - 1.15 ethanol Ad 100 Ad 100

The mixture obtained after mixing together the specified components was filled with a propane-butane mixture (2: 7) in a weight ratio of 2: 3 in an aerosol container.

Example 2.12: O / W Lotion

component % By weight % By weight % By weight paraffin oil 5.00 5.00 5.00 isopropyl palmitate 5.00 5.00 5.00 cetyl alcohol 2.00 2.00 2.00 beeswax 2.00 2.00 2.00 Ceteareth-20 2.00 2.00 2.00 PEG-20 glyceryl stearate 1.50 1.50 1.50 glycerin 3.00 3.00 3.00 phenoxyethanol 0.50 0.50 - Parabens (mixture of methyl, ethyl, propyl, butyl, isobutylparaben) - - 0.50 Perfume oil D2 from example 2.5 1.00 - 0.80 Perfume oil F2 from example 2.6 - 1.25 - water Ad 100 Ad 100 Ad 100

Example 2.13: Hair conditioner with UV protection

component INCI name % By weight % By weight Lanette O Cetearyl Alcohol 4.00 4.00 Dragoxat 89 Ethylhexyl isononanoate 4.00 4.00 Emulsiphos Potassium Cetyl Phosphate, Hydrogenated Palm Glycerides 0.50 0.50 Natrosol 250 HR hydroxyethyl 0.25 0.25 Neo Heliopan Hydro Phenylbenzimidazole sulfonic acid 2.00 2.00 L-arginine Arginine 1.20 1.20 Benzophenone-4 Benzophenone-4 0.50 0.50 Neo Heliopan AP Disodium phenyl dibenzimidazole tetrasulfonates 0.50 1.00 Edeta BD Disodium EDTA 0.05 0.05 Dragocide Liquid Phenoxyethanol (and) Methylparaben (and) Butyparaben (and) Ethyparaben (and) Propylparaben 0.80 0.80 Dow Corning 949 Cationic Emulsion Amodimethicone, Cetrimonium Chloride, Trideceth-12 2.00 2.00 Dow Corning 5200 Laurylmethicone copolyol 0.50 0.50 Perfume oil C2 from example 2.2 Perfume 0.95 - Perfume oil 52 from Example 2.4 Perfume 1.25 water Water (aqua) Ad 100 Ad 10

Example 2.14: Sunscreen spray

part raw materials INCI name % By weight A Water, demineralized Water (aqua) 69,50 glycerin glycerin 4.00 1,3 butylene glycol Butylene glycol 5.00 D-panthenol panthenol 0.50 Lara Care A-200 Galactoarabinan 0.25 B Baysilone oil M 10 0 Dimethicone 1.00 Edeta BD Disodium EDTA 0,100 Copherol 1250 Tocopheryl acetate 0.50 Cetiol OE Dicaprylyl ether 3.00 Neo Heliopan ^(R) HMS Homosalate 5.00 Neo Heliopan ^(R) AV Ethylhexyl methoxycinnamate 6.00 Neo Heliopan ^(R) 357 Butyl methoxydibenzoylmethane 1.00 Corapan TQ Diethylhexylnaphthalate 2.00 Alpha bisabolol bisabolol 0.10 Pemulen TR-2 Acrylates / C10-30 Alkyl Acrylate Crosspolymer 0.25 C phenoxyethanol phenoxyethanol 0.70 Solbrol M methylparaben 0.20 Solbrol P Propylparaben 0.10 D NaOH, 10% Sodium hydroxides 0.60 e Perfume oil D2 from example 2.5 Fragrance (perfume) 0.20

Herste ll profit from con-

• Part A: Dissolve Lara Care A-200 with stirring in the other ingredients of Part A.
• Part B: Weigh out all raw materials (without pemulen) and dissolve the crystalline substances by heating. Disperse pemulen. Add part B to part A and homogenize for 1 minute.
• Add parts C-E: and homogenise with the Ultra Turrax for another 1-2 minutes.

Example 2.15: Sunscreen Soft Cream (W / O), Sun Protection Factor (SPF) 40

part raw materials INCI name Wt .-% A Dehymuls PGPH Polyglyceryl-2 dipolyhydroxystearates 5.00 Copherol 1250 Tocopheryl acetate 0.50 Permulgin 3220 ozocerites 0.50 zinc stearate Zinc stearate 0.50 Tegosoft TN C12-15 alkyl benzoates 10.00 Neo Heliopan ^(R) E1000 Isoamyl p-methoxycinnamate 2.00 Neo Heliopan ^(R) 303 Octocrylene 5.00 Neo Heliopan ^(R) MBC 4-methylbenzylidene camphor 3.00 Zinc oxide neutral Zinc oxides 5.00 B Water, distilled Water (aqua) Ad 100 EDETA BD Disodium EDTA 0.10 glycerin glycerin 4.00 phenoxyethanol phenoxyethanol 0.70 Solbrol M methylparaben 0.20 Solbrol P Propylparaben 0.10 magnesium sulfate Magnesium sulphates 0.50 C Perfume oil F2 from example 2.6 Perfume (fragrance) 0.30

production method

• Part A: Heat to about 85 ° C.
• Part B: Heat to about 85 ° C (without zinc oxide, to disperse zinc oxide with the Ultra Turrax).
• Give B to A. Allow to cool while stirring.
• Part C: Add and then homogenize.

Example 2.16: Sunscreen Milk (W / O)

part raw materials INCI name Wt .-% A Dehymuls PGPH Polyglyceryl-2 dipolyhydroxystearates 3.00 Beeswax 8100 Beeswax 1.00 Monomuls 90-0-18 Glyceryl Oleate 1.00 zinc stearate Zinc stearate 1.00 Cetiol SN Cetearyl Isononanoate 5.00 Cetiol OE Dicaprylyl ether 5.00 Tegosoft TN C12-15 alkyl benzoates 4.00 Vitamin E tocopherol 0.50 Solbrol P Propylparaben 0.10 Neo Heliopan ^(R) OS Ethyl hexyl salicylates 5.00 Neo Heliopan ^(R) AV Ethylhexyl methoxycinnamate 7.50 Uvinul ^(R) T150 Ethylhexyl triazone 1.50 B Water, distilled Water (aqua) Ad 100 Trilon BD Disodium EDTA 0.10 glycerin glycerin 5.00 Solbrol M methylparaben 0.20 phenoxyethanol phenoxyethanol 0.70 Neo Heliopan ^(R) AP 10% solution neutralized with NaOH Disodium phenyl dibenzimidazole tetrasulfonates 15.00 C Perfume oil S2 from Example 2.4 Perfume (fragrance) 0.25 Alpha bisabolol bisabolol 0.10

production method

• Part A: Heat to about 85 ° C.
• Part B: Heat to about 85 ° C. Give B to A. Allow to cool while stirring.
• Part C: Add and then homogenize.

Claims (8)

1. Aroma and/or fragrance compositions, encompassing

   (i) one or more 4-C₈-C₁₂ alkyl pyridines, and

   (ii) one or more fragrances or aroma compounds.

   on condition that the total amount of 4-C₈-C₁₂-alkyl pyridines present in the composition ranges from 0.00001 to 0.0001 % b.w. - calculated on the total aroma or fragrance mixture.
2. Mixtures according to Claim 1, characterized in that they comprise as component (a) 4-C₈-C₁₂ alkyl pyridines selected from the group consisting of 4-n-octyl pyridine, 4-n-nonyl pyridine, 4-n-decyl pyridine, 4-n-undecyl pyridine, 4-n-dodecyl pyridine or mixtures of one or more of said compounds.
3. Mixtures according to Claim 1, characterized in that they comprise as 4-C₈-C₁₂ alkyl pyridine 4-n-decyl pyridine, optionally together with one or more other 4-C₈-C₁₂ alkyl pyridines.
4. Use of 4-n-octyl pyridine for

   (a) imparting, increasing or modifying a marine odour,

   (b) imparting, increasing or modifying a marine odour with an ozone note; and/or

   (c) imparting, increasing or modifying a seaweed odour.
5. Use of 4-n-nonyl pyridine for

   (a) imparting, increasing or modifying a marine odour;

   (b) imparting, increasing or modifying a marine odour with algae odour as a secondary note;

   (c) imparting, increasing or modifying a marine odour with aspects of hazel nuts; and/or

   (d) increasing diffusity of a fragrance mixture, preferably a fragrance mixture with marine odour.
6. Use of 4-n-decyl pyridine for

   (a) imparting, increasing or modifying a marine odour;

   (b) imparting, increasing or modifying a marine odour with secondary notes of ozone, buttery diacetyl aspects and/or sounds of orange peel; and/or

   (c) increasing diffusity of a fragrance mixture, preferably a fragrance mixture with marine odour.
7. Use of 4-n-undecyl pyridine for

   (a) imparting, increasing or modifying a marine odour;

   (b) imparting, increasing or modifying a marine odour with secondary notes of mandarins, ozone of fatty aldehydes; and/or

   (c) increasing diffusity of a fragrance mixture, preferably a fragrance mixture with marine odour.
8. Use of 4-n-dodecyl pyridine for

   (a) imparting, increasing or modifying a marine odour;

   (b) imparting, increasing or modifying a marine odour with secondary notes of seaweed, citric aspects and/or a nuts-and-dust-like notes; and/or

   (c) increasing diffusity of a fragrance mixture, preferably a fragrance mixture with marine odour.