DE2226781B2 - Fragrance composition - Google Patents
Fragrance compositionInfo
- Publication number
- DE2226781B2 DE2226781B2 DE2226781A DE2226781A DE2226781B2 DE 2226781 B2 DE2226781 B2 DE 2226781B2 DE 2226781 A DE2226781 A DE 2226781A DE 2226781 A DE2226781 A DE 2226781A DE 2226781 B2 DE2226781 B2 DE 2226781B2
- Authority
- DE
- Germany
- Prior art keywords
- compositions
- methyloctalone
- fragrance
- fragrance composition
- methyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims description 17
- 239000003205 fragrance Substances 0.000 title claims description 10
- 238000000034 method Methods 0.000 claims description 2
- 239000002304 perfume Substances 0.000 description 5
- 244000178870 Lavandula angustifolia Species 0.000 description 3
- 235000010663 Lavandula angustifolia Nutrition 0.000 description 3
- 239000001102 lavandula vera Substances 0.000 description 3
- 235000018219 lavender Nutrition 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 2
- GLZPCOQZEFWAFX-UHFFFAOYSA-N Geraniol Chemical compound CC(C)=CCCC(C)=CCO GLZPCOQZEFWAFX-UHFFFAOYSA-N 0.000 description 2
- 235000001053 badasse Nutrition 0.000 description 2
- ZYGHJZDHTFUPRJ-UHFFFAOYSA-N coumarin Chemical compound C1=CC=C2OC(=O)C=CC2=C1 ZYGHJZDHTFUPRJ-UHFFFAOYSA-N 0.000 description 2
- 239000003599 detergent Substances 0.000 description 2
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 2
- 244000056931 lavandin Species 0.000 description 2
- 235000009606 lavandin Nutrition 0.000 description 2
- 239000000171 lavandula angustifolia l. flower oil Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- AWNOGHRWORTNEI-UHFFFAOYSA-N 2-(6,6-dimethyl-4-bicyclo[3.1.1]hept-3-enyl)ethyl acetate Chemical compound CC(=O)OCCC1=CCC2C(C)(C)C1C2 AWNOGHRWORTNEI-UHFFFAOYSA-N 0.000 description 1
- 244000223760 Cinnamomum zeylanicum Species 0.000 description 1
- 241000207199 Citrus Species 0.000 description 1
- GLZPCOQZEFWAFX-YFHOEESVSA-N Geraniol Natural products CC(C)=CCC\C(C)=C/CO GLZPCOQZEFWAFX-YFHOEESVSA-N 0.000 description 1
- 239000005792 Geraniol Substances 0.000 description 1
- 235000010254 Jasminum officinale Nutrition 0.000 description 1
- 240000005385 Jasminum sambac Species 0.000 description 1
- SUAUILGSCPYJCS-UHFFFAOYSA-N Musk ambrette Chemical compound COC1=C([N+]([O-])=O)C(C)=C([N+]([O-])=O)C=C1C(C)(C)C SUAUILGSCPYJCS-UHFFFAOYSA-N 0.000 description 1
- 244000061176 Nicotiana tabacum Species 0.000 description 1
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 1
- 241000220317 Rosa Species 0.000 description 1
- 244000178231 Rosmarinus officinalis Species 0.000 description 1
- 235000016477 Taralea oppositifolia Nutrition 0.000 description 1
- 241001358109 Taralea oppositifolia Species 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 235000017803 cinnamon Nutrition 0.000 description 1
- 239000010630 cinnamon oil Substances 0.000 description 1
- 239000001926 citrus aurantium l. subsp. bergamia wright et arn. oil Substances 0.000 description 1
- 235000020971 citrus fruits Nutrition 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 235000009508 confectionery Nutrition 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 229960000956 coumarin Drugs 0.000 description 1
- 235000001671 coumarin Nutrition 0.000 description 1
- 229940113087 geraniol Drugs 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 239000001298 pelargonium graveolens oil Substances 0.000 description 1
- 229940067107 phenylethyl alcohol Drugs 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000271 synthetic detergent Substances 0.000 description 1
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 description 1
- FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 description 1
- 235000012141 vanillin Nutrition 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B9/00—Essential oils; Perfumes
- C11B9/0042—Essential oils; Perfumes compounds containing condensed hydrocarbon rings
- C11B9/0046—Essential oils; Perfumes compounds containing condensed hydrocarbon rings containing only two condensed rings
- C11B9/0049—Essential oils; Perfumes compounds containing condensed hydrocarbon rings containing only two condensed rings the condensed rings sharing two common C atoms
- C11B9/0053—Essential oils; Perfumes compounds containing condensed hydrocarbon rings containing only two condensed rings the condensed rings sharing two common C atoms both rings being six-membered
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/613—Unsaturated compounds containing a keto groups being part of a ring polycyclic
- C07C49/617—Unsaturated compounds containing a keto groups being part of a ring polycyclic a keto group being part of a condensed ring system
- C07C49/623—Unsaturated compounds containing a keto groups being part of a ring polycyclic a keto group being part of a condensed ring system having two rings
- C07C49/637—Unsaturated compounds containing a keto groups being part of a ring polycyclic a keto group being part of a condensed ring system having two rings the condensed ring system containing ten carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Fats And Perfumes (AREA)
- Cosmetics (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Das 1O-MethyM 19-octalon-2 (Methyloctalon-I)The 1O-MethyM 19 -octalone-2 (Methyloctalone-I)
(D(D
ist z. B. aus J. Chem., Soc, 53—60 (1937) bekanntgeworden (siehe auch J. Org. Chem., 29,2501-2505 [1964]). Es wurde nun überraschenderweise gefunden, daß diese Substanz besondere Riechstoffeigenschaften besitzt, auf Grund derer sie sich ausgezeichnet als Komponente von Riechstoffkompositionen eignet.is z. B. from J. Chem., Soc, 53-60 (1937) (see also J. Org. Chem., 29,2501-2505 [1964]). It it has now been found, surprisingly, that this substance has special fragrance properties This is why it is excellently suited as a component of fragrance compositions.
Die Erfindung betrifft demgemäß die Verwendung von lO-Methyl-d^-octalon^ als Riechstoff zur Herstellung von Riechstoffkompositionen, Riechstoffkompositionen mit einem Gehalt an Methyloctalon-I, als auch ein Verfahren zur Veränderung der parfümistischen Eigenschaften von Riechstoffkompositionen, das dadurch gekennzeichnet ist, daß man den genannten Kompositionen Methyloctalon-I einverleibt.The invention accordingly relates to the use of 10-methyl-d ^ -octalone ^ as a fragrance for production of fragrance compositions, fragrance compositions containing methyloctalone-I, as well as a method for changing the perfuming properties of odoriferous compositions that thereby is characterized in that methyloctalone-I is incorporated into the compositions mentioned.
Der Geruch des Methyloctalon-I ist »agreste«, balsamisch und heuartig; er weist insbesondere honigartige, tonka- und coumarinartige, süß-irisartige, würzige, leicht holzige und an hellen Tabak erinnernde Noten auf.The smell of Methyloctalone-I is "agreste", balsamic and hay-like; he particularly shows honey-like, Tonka and coumarin-like, sweet-iris-like, spicy, slightly woody notes reminiscent of light tobacco on.
Das Methyloctalon-I kann bei der Herstellung von Kompositionen von mannigfacher Duftrichtung Verwendung finden; es kann besonders als Komponente von Parfumbasen für moderne Herrenlinien Verwendung finden. Es kann des weitern der Charakter von Kompositionen mit z. B. Blumennoten, insbesondere solchen mit Jasmin-, Rosen- oder Muguetcharakter, unter Zuhilfenahme dieser Substanz verändert, bzw. verstärkt werden. Dasselbe gilt auch von Basen mit Holz-, Chypre- oder Fougerecharakter, deren Duftnoten durch die Einverleibung von Methyloctalon-I in wünschenswerter Weise beeinflußt wird.Methyloctalone-I can be used in the production of compositions with a wide variety of scents Find; it can especially be used as a component of perfume bases for modern men's lines Find. Furthermore, the character of compositions with z. B. floral notes, in particular those with a jasmine, rose or muguet character, changed or modified with the help of this substance. be reinforced. The same applies to bases with a wood, chypre or fougere character, their scent notes Desirably affected by the incorporation of methyl octalone-I.
Da der Geruch des Methyloctalon-I — wie oben aufgeführt - - Coumarinno'en aufweist, kann es diese Substanz, (die heute als nicht mehr unbedenklich angesehen wird) überhaupt in fast jeder Komposition, wo die warme süße, krautige, etwas würzige Coumarinnote erwünscht ist, ersetzen. Neben den oben aufgeführten Kompositionen gilt dies also für eine ganze Reihe weiterer Kompositionen, z. B. solchen mit Lavendel-, Lavandin-, Rosmarin-, Citrus-, Eichenmoos-, krautigem, grünem, würzigem, balsamischem, fruchtigem oder animalischem Charakter.Since the smell of Methyloctalone-I - as listed above - has coumarinno'en, it can do this Substance (which is now considered to be no longer harmless) in almost every composition, where the warm, sweet, herbaceous, somewhat spicy coumarin note is desired. Besides the above This applies to a whole range of other compositions, e.g. B. such with Lavender, lavandin, rosemary, citrus, oakmoss, herbaceous, green, spicy, balsamic, fruity or animal character.
Schließlich wirkt die Verbindung I auch fixierend.Finally, the compound I also has a fixing effect.
Der Effekt des Methyloctalon-I auf eine Parfumb?se soll an Hand des folgenden Beispiels veranschaulicht werden:The effect of methyl octalone-I on a perfume se is illustrated with the aid of the following example will:
550550
Zugabe von 5—10 Gew.-% des Methyloctalon-I zu dieser Komposition verleiht dieser eine vollere, wärmere Note und der Lavendelcharakter der Komposition wird entschieden intensiviert. Auf diese Weise kann teures, natürliches Lavendelöl eingespart werden.Addition of 5-10% by weight of Methyloctalone-I to this composition gives it a fuller, warmer note and the lavender character of the composition is decidedly intensified. In this way expensive, natural lavender oil can be saved.
Die Mengen, in welchen das Methyloctalon-I in Riechstoffkompositionen verwendet werden kann, schwanken innerhalb weiter Grenzen. In Parfumbasen kann das Methyloctalon-I z. B. in Mengen von ca. 2—20 Gew.-% eingesetzt werden und in Fertigprodukten, wie Parfüms, Lotions, etc. hierauf schließlich etwa 1—2% betragen. Für die Parfümierung von technischen Produkten, z. B. von festen und flüssigen Detergentien, synthetischen Waschmitteln, Aerosolen oder kosmetischen Produkten aller Art (z. B. Seifen), können allgemein ca. 0,1—0,3% (im Falle von Waschmitteln) oder 0,8 —2% (Seifen) solcher Parfumbasen zum Einsatz gelangen.The amounts in which the methyloctalone-I can be used in fragrance compositions, fluctuate within wide limits. In perfume bases the methyloctalone-I can, for. B. in amounts of approx. 2-20 % By weight are used and in finished products such as perfumes, lotions, etc. finally about 1-2% be. For perfuming technical products, e.g. B. of solid and liquid detergents, synthetic detergents, aerosols or cosmetic products of all kinds (e.g. soaps) generally about 0.1-0.3% (in the case of detergents) or 0.8-2% (soaps) of such perfume bases are used reach.
Claims (2)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH914871 | 1971-06-23 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2226781A1 DE2226781A1 (en) | 1972-12-28 |
| DE2226781B2 true DE2226781B2 (en) | 1978-10-26 |
| DE2226781C3 DE2226781C3 (en) | 1979-06-21 |
Family
ID=4348862
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2226781A Expired DE2226781C3 (en) | 1971-06-23 | 1972-06-02 | Fragrance Composition |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US3864285A (en) |
| JP (1) | JPS5443587B1 (en) |
| BE (1) | BE785319A (en) |
| BR (1) | BR7203549D0 (en) |
| CH (1) | CH546818A (en) |
| DE (1) | DE2226781C3 (en) |
| FR (1) | FR2143357B1 (en) |
| GB (1) | GB1343379A (en) |
| IT (1) | IT955932B (en) |
| NL (1) | NL166720C (en) |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2912462A (en) * | 1957-10-22 | 1959-11-10 | Trubeck Lab | Substituted bicyclic decanols and decanones |
| US3265739A (en) * | 1962-02-23 | 1966-08-09 | Int Flavors & Fragrances Inc | Preparation of 2-octalones |
-
1971
- 1971-06-23 CH CH914871A patent/CH546818A/en not_active IP Right Cessation
-
1972
- 1972-05-26 IT IT24947/72A patent/IT955932B/en active
- 1972-05-30 NL NL7207297.A patent/NL166720C/en not_active IP Right Cessation
- 1972-06-02 BR BR3549/72A patent/BR7203549D0/en unknown
- 1972-06-02 DE DE2226781A patent/DE2226781C3/en not_active Expired
- 1972-06-13 US US262411A patent/US3864285A/en not_active Expired - Lifetime
- 1972-06-14 JP JP5934972A patent/JPS5443587B1/ja active Pending
- 1972-06-22 GB GB2926372A patent/GB1343379A/en not_active Expired
- 1972-06-23 FR FR7222723A patent/FR2143357B1/fr not_active Expired
- 1972-06-23 BE BE785319A patent/BE785319A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| NL7207297A (en) | 1972-12-28 |
| BR7203549D0 (en) | 1973-05-24 |
| IT955932B (en) | 1973-09-29 |
| NL166720B (en) | 1981-04-15 |
| DE2226781A1 (en) | 1972-12-28 |
| DE2226781C3 (en) | 1979-06-21 |
| NL166720C (en) | 1981-09-15 |
| JPS5443587B1 (en) | 1979-12-20 |
| US3864285A (en) | 1975-02-04 |
| GB1343379A (en) | 1974-01-10 |
| FR2143357A1 (en) | 1973-02-02 |
| CH546818A (en) | 1974-03-15 |
| BE785319A (en) | 1972-12-27 |
| FR2143357B1 (en) | 1979-08-24 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| 8339 | Ceased/non-payment of the annual fee |