DE2365939C3 - Cyclopentene, Verfahren zu deren Herstellung und Riechstoffkompositionen - Google Patents
Cyclopentene, Verfahren zu deren Herstellung und RiechstoffkompositionenInfo
- Publication number
- DE2365939C3 DE2365939C3 DE19732365939 DE2365939A DE2365939C3 DE 2365939 C3 DE2365939 C3 DE 2365939C3 DE 19732365939 DE19732365939 DE 19732365939 DE 2365939 A DE2365939 A DE 2365939A DE 2365939 C3 DE2365939 C3 DE 2365939C3
- Authority
- DE
- Germany
- Prior art keywords
- cyclopentenes
- processes
- production
- fragrance compositions
- woody
- 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.)
- Expired
Links
- 239000003205 fragrance Substances 0.000 title description 6
- 239000000203 mixture Substances 0.000 title description 6
- 238000004519 manufacturing process Methods 0.000 title description 3
- 238000000034 method Methods 0.000 title description 3
- 150000001941 cyclopentenes Chemical class 0.000 title 1
- 125000003545 alkoxy group Chemical group 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 125000002433 cyclopentenyl group Chemical class C1(=CCCC1)* 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 description 9
- 239000002253 acid Substances 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- 150000007513 acids Chemical class 0.000 description 5
- 150000002148 esters Chemical class 0.000 description 5
- -1 alkyl radical Chemical class 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 239000003810 Jones reagent Substances 0.000 description 3
- 235000009508 confectionery Nutrition 0.000 description 3
- 239000002304 perfume Substances 0.000 description 3
- 239000002023 wood Substances 0.000 description 3
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 2
- MCOLWCWFSIVJRV-UHFFFAOYSA-N 3-(2-methyl-5-prop-1-en-2-ylcyclopenten-1-yl)propanoic acid Chemical compound CC(=C)C1CCC(C)=C1CCC(O)=O MCOLWCWFSIVJRV-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 240000007185 Albizia julibrissin Species 0.000 description 2
- 235000011468 Albizia julibrissin Nutrition 0.000 description 2
- 240000007436 Cananga odorata Species 0.000 description 2
- 235000010254 Jasminum officinale Nutrition 0.000 description 2
- 240000005385 Jasminum sambac Species 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- QMVPMAAFGQKVCJ-UHFFFAOYSA-N citronellol Chemical compound OCCC(C)CCC=C(C)C QMVPMAAFGQKVCJ-UHFFFAOYSA-N 0.000 description 2
- 239000012043 crude product Substances 0.000 description 2
- LPIQUOYDBNQMRZ-UHFFFAOYSA-N cyclopentene Chemical compound C1CC=CC1 LPIQUOYDBNQMRZ-UHFFFAOYSA-N 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
- HFJRKMMYBMWEAD-UHFFFAOYSA-N dodecanal Chemical compound CCCCCCCCCCCC=O HFJRKMMYBMWEAD-UHFFFAOYSA-N 0.000 description 2
- RRAFCDWBNXTKKO-UHFFFAOYSA-N eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 description 2
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 description 2
- 239000006210 lotion Substances 0.000 description 2
- KEAMHLARELVHDQ-UHFFFAOYSA-N methyl 3-(2-methyl-5-prop-1-en-2-ylcyclopenten-1-yl)propanoate Chemical compound COC(=O)CCC1=C(C)CCC1C(C)=C KEAMHLARELVHDQ-UHFFFAOYSA-N 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000000741 silica gel Substances 0.000 description 2
- 229910002027 silica gel Inorganic materials 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 239000001490 (3R)-3,7-dimethylocta-1,6-dien-3-ol Substances 0.000 description 1
- XCEXBRKEGXBUJE-ATFAPYMMSA-N (5r,6r)-6,10-dimethyl-3-propan-2-ylidenespiro[4.5]dec-9-en-8-ol Chemical compound C[C@@H]1CC(O)C=C(C)[C@]11CC(=C(C)C)CC1 XCEXBRKEGXBUJE-ATFAPYMMSA-N 0.000 description 1
- QMVPMAAFGQKVCJ-SNVBAGLBSA-N (R)-(+)-citronellol Natural products OCC[C@H](C)CCC=C(C)C QMVPMAAFGQKVCJ-SNVBAGLBSA-N 0.000 description 1
- CDOSHBSSFJOMGT-JTQLQIEISA-N (R)-linalool Natural products CC(C)=CCC[C@@](C)(O)C=C CDOSHBSSFJOMGT-JTQLQIEISA-N 0.000 description 1
- CWRKZMLUDFBPAO-VOTSOKGWSA-N (e)-dec-4-enal Chemical compound CCCCC\C=C\CCC=O CWRKZMLUDFBPAO-VOTSOKGWSA-N 0.000 description 1
- DQZVSZVABWENGU-UHFFFAOYSA-N 2-methyl-3-(2-methyl-5-prop-1-en-2-ylcyclopenten-1-yl)propanal Chemical compound O=CC(C)CC1=C(C)CCC1C(C)=C DQZVSZVABWENGU-UHFFFAOYSA-N 0.000 description 1
- VDSHBKQGQVFNIH-UHFFFAOYSA-N 2-methyl-3-(2-methyl-5-prop-1-en-2-ylcyclopenten-1-yl)propanoic acid Chemical compound OC(=O)C(C)CC1=C(C)CCC1C(C)=C VDSHBKQGQVFNIH-UHFFFAOYSA-N 0.000 description 1
- UJOYFNQUCLANMV-UHFFFAOYSA-N 3-(2-methyl-5-prop-1-en-2-ylcyclopenten-1-yl)propanal Chemical compound CC(=C)C1CCC(C)=C1CCC=O UJOYFNQUCLANMV-UHFFFAOYSA-N 0.000 description 1
- HMNKTRSOROOSPP-UHFFFAOYSA-N 3-Ethylphenol Chemical compound CCC1=CC=CC(O)=C1 HMNKTRSOROOSPP-UHFFFAOYSA-N 0.000 description 1
- PCFHYANYPQEMPU-UHFFFAOYSA-N 4-(2,2,3-trimethyl-5-bicyclo[2.2.1]heptanyl)cyclohexan-1-ol Chemical compound CC1(C)C(C)C2CC1CC2C1CCC(O)CC1 PCFHYANYPQEMPU-UHFFFAOYSA-N 0.000 description 1
- 235000018185 Betula X alpestris Nutrition 0.000 description 1
- 235000018212 Betula X uliginosa Nutrition 0.000 description 1
- 238000006418 Brown reaction Methods 0.000 description 1
- 241000218645 Cedrus Species 0.000 description 1
- NPBVQXIMTZKSBA-UHFFFAOYSA-N Chavibetol Natural products COC1=CC=C(CC=C)C=C1O NPBVQXIMTZKSBA-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 239000005770 Eugenol Substances 0.000 description 1
- 241000147041 Guaiacum officinale Species 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical group COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 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
- 241000218657 Picea Species 0.000 description 1
- UVMRYBDEERADNV-UHFFFAOYSA-N Pseudoeugenol Natural products COC1=CC(C(C)=C)=CC=C1O UVMRYBDEERADNV-UHFFFAOYSA-N 0.000 description 1
- 244000303379 Styrax officinalis Species 0.000 description 1
- 235000001361 Styrax officinalis Nutrition 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- JGQFVRIQXUFPAH-UHFFFAOYSA-N beta-citronellol Natural products OCCC(C)CCCC(C)=C JGQFVRIQXUFPAH-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000010624 camphor oil Substances 0.000 description 1
- 229960000411 camphor oil Drugs 0.000 description 1
- 239000010627 cedar oil Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 235000000484 citronellol Nutrition 0.000 description 1
- 239000001926 citrus aurantium l. subsp. bergamia wright et arn. oil Substances 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 229960002217 eugenol Drugs 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 229940091561 guaiac Drugs 0.000 description 1
- 235000019382 gum benzoic Nutrition 0.000 description 1
- 229930007744 linalool Natural products 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- JROJIDFJTHBZBD-UHFFFAOYSA-N n,n-dimethoxypropan-2-amine Chemical compound CON(OC)C(C)C JROJIDFJTHBZBD-UHFFFAOYSA-N 0.000 description 1
- GYHFUZHODSMOHU-UHFFFAOYSA-N nonanal Chemical compound CCCCCCCCC=O GYHFUZHODSMOHU-UHFFFAOYSA-N 0.000 description 1
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 1
- 229940067107 phenylethyl alcohol Drugs 0.000 description 1
- 239000010665 pine oil Substances 0.000 description 1
- SATCULPHIDQDRE-UHFFFAOYSA-N piperonal Chemical compound O=CC1=CC=C2OCOC2=C1 SATCULPHIDQDRE-UHFFFAOYSA-N 0.000 description 1
- 239000001738 pogostemon cablin oil Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000010675 spruce oil Substances 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
- DXNCZXXFRKPEPY-UHFFFAOYSA-N tridecanedioic acid Chemical compound OC(=O)CCCCCCCCCCCC(O)=O DXNCZXXFRKPEPY-UHFFFAOYSA-N 0.000 description 1
- 239000010679 vetiver oil Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
- C07C49/21—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing rings other than six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
- C07C45/511—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups
- C07C45/513—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups the singly bound functional group being an etherified hydroxyl group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
- C07C45/511—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups
- C07C45/515—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups the singly bound functional group being an acetalised, ketalised hemi-acetalised, or hemi-ketalised hydroxyl group
-
- 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
- C11B9/0026—Essential oils; Perfumes compounds containing an alicyclic ring not condensed with another ring
- C11B9/003—Essential oils; Perfumes compounds containing an alicyclic ring not condensed with another ring the ring containing less than six 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Fats And Perfumes (AREA)
- Cosmetics (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH404072A CH565728A5 (enExample) | 1972-03-17 | 1972-03-17 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2365939A1 DE2365939A1 (de) | 1976-12-09 |
| DE2365939B2 DE2365939B2 (de) | 1980-05-08 |
| DE2365939C3 true DE2365939C3 (de) | 1981-01-15 |
Family
ID=4268690
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19732365939 Expired DE2365939C3 (de) | 1972-03-17 | 1973-03-15 | Cyclopentene, Verfahren zu deren Herstellung und Riechstoffkompositionen |
| DE19732313017 Expired DE2313017C3 (de) | 1972-03-17 | 1973-03-15 | Cyclopentene und Verfahren zu deren Herstellung |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19732313017 Expired DE2313017C3 (de) | 1972-03-17 | 1973-03-15 | Cyclopentene und Verfahren zu deren Herstellung |
Country Status (6)
| Country | Link |
|---|---|
| JP (2) | JPS5422968B2 (enExample) |
| CH (1) | CH565728A5 (enExample) |
| DE (2) | DE2365939C3 (enExample) |
| FR (1) | FR2176786B1 (enExample) |
| GB (1) | GB1379874A (enExample) |
| NL (2) | NL160800C (enExample) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2513995C2 (de) * | 1975-03-29 | 1984-04-12 | Basf Ag, 6700 Ludwigshafen | Cyclopentenderivate |
| GB8813557D0 (en) * | 1988-06-08 | 1988-07-13 | James River Graphics Ltd | Coating composition & coated paper |
| FR2735399B1 (fr) * | 1995-06-16 | 1997-07-25 | Inst Francais Du Petrole | Nouvelle composition catalytique a base de complexes de metaux de transition et procede pour l'hydrogenation des composes insatures |
| US6187386B1 (en) * | 1996-05-30 | 2001-02-13 | Joseph W. Hundley | Liquid sealant composition and method of using same |
-
1972
- 1972-03-17 CH CH404072A patent/CH565728A5/xx not_active IP Right Cessation
-
1973
- 1973-02-23 NL NL7302559A patent/NL160800C/xx not_active IP Right Cessation
- 1973-03-15 JP JP3047573A patent/JPS5422968B2/ja not_active Expired
- 1973-03-15 DE DE19732365939 patent/DE2365939C3/de not_active Expired
- 1973-03-15 DE DE19732313017 patent/DE2313017C3/de not_active Expired
- 1973-03-16 FR FR7309483A patent/FR2176786B1/fr not_active Expired
- 1973-03-16 GB GB1266573A patent/GB1379874A/en not_active Expired
-
1978
- 1978-02-03 JP JP1137978A patent/JPS53109957A/ja active Granted
-
1979
- 1979-05-28 NL NL7904191A patent/NL7904191A/xx not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| CH565728A5 (enExample) | 1975-08-29 |
| GB1379874A (en) | 1975-01-08 |
| DE2365939A1 (de) | 1976-12-09 |
| NL160800C (nl) | 1979-12-17 |
| JPS53109957A (en) | 1978-09-26 |
| JPS5422968B2 (enExample) | 1979-08-10 |
| NL160800B (nl) | 1979-07-16 |
| DE2313017C3 (de) | 1980-03-20 |
| DE2313017B2 (de) | 1979-07-12 |
| FR2176786A1 (enExample) | 1973-11-02 |
| JPS5440616B2 (enExample) | 1979-12-04 |
| DE2313017A1 (de) | 1973-09-27 |
| JPS4911850A (enExample) | 1974-02-01 |
| NL7302559A (enExample) | 1973-09-19 |
| FR2176786B1 (enExample) | 1979-01-12 |
| NL7904191A (nl) | 1979-09-28 |
| DE2365939B2 (de) | 1980-05-08 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH622762A5 (enExample) | ||
| EP0177807B1 (de) | Hexanoate, Verfahren zu deren Herstellung und Riech- und/oder Geschmackstoffkompositionen mit einem Gehalt an solchen Verbindungen | |
| DE2654268B2 (de) | Verwendung von Tricyclodecanderivaten als Bestandteil von Parfümkompositionen und parfümierten Produkten | |
| DE2365939C3 (de) | Cyclopentene, Verfahren zu deren Herstellung und Riechstoffkompositionen | |
| EP0085352B1 (de) | Ungesättigte Oxime(I) und Verfahren zu deren Herstellung, Verwendung von (I) als Riechstoffe sowie Riechstoffkompositionen mit einem Gehalt an (I) | |
| DE2756772C2 (enExample) | ||
| DE2812288C2 (enExample) | ||
| DE2652452A1 (de) | Cyclohexenester, verfahren zu ihrer herstellung und ihre verwendung in riechstoff-kompositionen | |
| DE69203575T2 (de) | Tertiäre cyclische Alkohole und ihre Anwendung als Riechstoffbestandteile. | |
| EP0191365B1 (de) | Araliphatische Oxime, Verfahren zu deren Herstellung und Riechstoffkompositionen mit einem Gehalt an solchen Verbindungen | |
| EP0043507B1 (de) | 2,4-Dioxa-7,10-methano-spiro(5,5)undecane, deren Herstellung sowie diese enthaltende Riechstoffkompositionen | |
| DE3023483C2 (enExample) | ||
| DE2928347B1 (de) | Aliphatische Ether des Hydroximethylcyclododecans,diese enthaltende Stoffkombinationen sowie ihre Verwendung zur Herstellung von Riechstoffkompositionen | |
| EP0105157B1 (de) | Riechstoffkompositionen mit einem Gehalt an Spirolactonen | |
| EP0103125A2 (de) | Aliphatische Dicarbonsäureester als Riechstoffe und diese enthaltende Parfümkompositionen und parfümierte Produkte | |
| DE2624654B2 (enExample) | ||
| EP0291849B1 (de) | 4-Methyl-4-phenyl-1-pentanale, deren Herstellung und Verwendung als Riechstoffe | |
| DE2255119C2 (de) | Parfümkomposition | |
| EP0098791A1 (de) | 2-Methylpentansäureester mit verzweigtem oder carbocyclischem Alkoholrest, deren Herstellung und Verwendung als Riechstoffe | |
| DE2938979C2 (de) | Parfümkomposition, die 3-Phenyl-cyclohex-2-en-1-on enthält | |
| DE2553328C2 (de) | Verfahren zur Herstellung von Riechstoffzusammensetzungen, parfümierten Stoffen oder parfümierten Artikeln und 8-Allyl-8-hydroxytricyclo [5,2,1,0↑2↑↑,↑↑6↑] decan | |
| EP0330995B1 (de) | Bicyclische Aether | |
| EP1485350B1 (de) | Verwendung von ungesättigten ketone als riechstoffe | |
| EP0586442B1 (de) | Verwendung isomerer 1,1,1-trialkyl-2-phenyl-ethan-derivate als riechstoffe, sowie diese enthaltende riechstoffkompositionen | |
| DE3245047A1 (de) | Aliphatische alkohole und ester und ihre verwendung als parfumbestandteile |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| 8339 | Ceased/non-payment of the annual fee |