DE2252808A1 - Neue riechstoffe - Google Patents
Neue riechstoffeInfo
- Publication number
- DE2252808A1 DE2252808A1 DE19722252808 DE2252808A DE2252808A1 DE 2252808 A1 DE2252808 A1 DE 2252808A1 DE 19722252808 DE19722252808 DE 19722252808 DE 2252808 A DE2252808 A DE 2252808A DE 2252808 A1 DE2252808 A1 DE 2252808A1
- Authority
- DE
- Germany
- Prior art keywords
- fragrance
- general formula
- methyl ester
- acid methyl
- acetic acid
- 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.)
- Pending
Links
- 239000003205 fragrance Substances 0.000 title claims description 16
- 125000000217 alkyl group Chemical group 0.000 claims description 15
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 12
- 239000000203 mixture Substances 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 8
- -1 n-penten-2-yl Chemical group 0.000 claims description 7
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 6
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 5
- 239000005977 Ethylene Substances 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 5
- 125000003342 alkenyl group Chemical group 0.000 claims description 5
- 125000002947 alkylene group Chemical group 0.000 claims description 5
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 claims description 4
- WNXJIVFYUVYPPR-UHFFFAOYSA-N 1,3-dioxolane Chemical compound C1COCO1 WNXJIVFYUVYPPR-UHFFFAOYSA-N 0.000 claims description 3
- ZNJFBWYDHIGLCU-HWKXXFMVSA-N jasmonic acid Chemical compound CC\C=C/C[C@@H]1[C@@H](CC(O)=O)CCC1=O ZNJFBWYDHIGLCU-HWKXXFMVSA-N 0.000 claims description 3
- 150000002576 ketones Chemical class 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 150000004702 methyl esters Chemical class 0.000 claims description 3
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 claims description 2
- 238000005907 ketalization reaction Methods 0.000 claims description 2
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 claims description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 2
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 2
- 235000019988 mead Nutrition 0.000 claims 1
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 claims 1
- 239000007858 starting material Substances 0.000 claims 1
- KZMGYPLQYOPHEL-UHFFFAOYSA-N Boron trifluoride etherate Chemical compound FB(F)F.CCOCC KZMGYPLQYOPHEL-UHFFFAOYSA-N 0.000 description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 239000012043 crude product Substances 0.000 description 5
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 239000003208 petroleum Substances 0.000 description 3
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- QUKGYYKBILRGFE-UHFFFAOYSA-N benzyl acetate Chemical compound CC(=O)OCC1=CC=CC=C1 QUKGYYKBILRGFE-UHFFFAOYSA-N 0.000 description 2
- QMVPMAAFGQKVCJ-UHFFFAOYSA-N citronellol Chemical compound OCCC(C)CCC=C(C)C QMVPMAAFGQKVCJ-UHFFFAOYSA-N 0.000 description 2
- 239000002304 perfume Substances 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- QMVPMAAFGQKVCJ-SNVBAGLBSA-N (R)-(+)-citronellol Natural products OCC[C@H](C)CCC=C(C)C QMVPMAAFGQKVCJ-SNVBAGLBSA-N 0.000 description 1
- TVZRAEYQIKYCPH-UHFFFAOYSA-N 3-(trimethylsilyl)propane-1-sulfonic acid Chemical compound C[Si](C)(C)CCCS(O)(=O)=O TVZRAEYQIKYCPH-UHFFFAOYSA-N 0.000 description 1
- 240000007436 Cananga odorata Species 0.000 description 1
- 241000402754 Erythranthe moschata Species 0.000 description 1
- 239000005770 Eugenol Substances 0.000 description 1
- 235000010254 Jasminum officinale Nutrition 0.000 description 1
- 240000005385 Jasminum sambac Species 0.000 description 1
- 235000019501 Lemon oil Nutrition 0.000 description 1
- RLAHWVDQYNDAGG-UHFFFAOYSA-N Methanetriol Chemical class OC(O)O RLAHWVDQYNDAGG-UHFFFAOYSA-N 0.000 description 1
- 101100460719 Mus musculus Noto gene Proteins 0.000 description 1
- 240000002505 Pogostemon cablin Species 0.000 description 1
- 235000011751 Pogostemon cablin Nutrition 0.000 description 1
- 235000014443 Pyrus communis Nutrition 0.000 description 1
- 101100187345 Xenopus laevis noto gene Proteins 0.000 description 1
- 229940022663 acetate Drugs 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 229940007550 benzyl acetate Drugs 0.000 description 1
- JGQFVRIQXUFPAH-UHFFFAOYSA-N beta-citronellol Natural products OCCC(C)CCCC(C)=C JGQFVRIQXUFPAH-UHFFFAOYSA-N 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
- 239000012141 concentrate Substances 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 125000004494 ethyl ester group Chemical group 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 229960002217 eugenol Drugs 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000010501 lemon oil Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 125000004370 n-butenyl group Chemical group [H]\C([H])=C(/[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 229940067107 phenylethyl alcohol Drugs 0.000 description 1
- 239000001738 pogostemon cablin oil Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/72—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 spiro-condensed with carbocyclic rings
-
- 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)
- Fats And Perfumes (AREA)
- Cosmetics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1791671A CH567567A5 (en) | 1971-12-09 | 1971-12-09 | Ketals - for use in perfumes and cosmetics |
| CH912472 | 1972-06-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2252808A1 true DE2252808A1 (de) | 1973-06-14 |
Family
ID=25704314
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19722252808 Pending DE2252808A1 (de) | 1971-12-09 | 1972-10-27 | Neue riechstoffe |
Country Status (4)
| Country | Link |
|---|---|
| JP (1) | JPS4864054A (OSRAM) |
| DE (1) | DE2252808A1 (OSRAM) |
| FR (1) | FR2162376B1 (OSRAM) |
| GB (1) | GB1353574A (OSRAM) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7365097B2 (en) | 2003-07-28 | 2008-04-29 | L'oreal, S.A. | Use of at least one (dihydro)jasmonic acid derivative as a desquamating agent |
| CN112638861B (zh) * | 2018-12-19 | 2024-10-11 | 弗门尼舍有限公司 | 制备顺式-α,β-取代的环戊酮的方法 |
-
1972
- 1972-10-27 DE DE19722252808 patent/DE2252808A1/de active Pending
- 1972-11-16 FR FR7240715A patent/FR2162376B1/fr not_active Expired
- 1972-12-08 JP JP12325472A patent/JPS4864054A/ja active Pending
- 1972-12-08 GB GB5672072A patent/GB1353574A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR2162376A1 (OSRAM) | 1973-07-20 |
| FR2162376B1 (OSRAM) | 1975-03-28 |
| GB1353574A (en) | 1974-05-22 |
| JPS4864054A (OSRAM) | 1973-09-05 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP0076493B1 (de) | Verwendung von 1,1-Di(C1-C6-alkyl)-2-phenyl-ethan-Derivaten als Riechstoffe | |
| DE3004661A1 (de) | Verwendung alkylsubstituierter 1,3-dioxolane als riechstoffe, sowie diese enthaltende riechstoffkompositionen | |
| DE2240206C3 (de) | Acetaldehydäthyllinalylacetal, Verfahren zu dessen Herstellung und dessen Verwendung als Riechstoff | |
| DE2652452C2 (de) | Cyclohexenester, Verfahren zu ihrer Herstellung und ihre Verwendung als Riechstoffe | |
| CH621105A5 (OSRAM) | ||
| US4302363A (en) | Perfume compositions containing 4(5)-acetyl-7,7,9(7,9,9)-trimethylbicyclo[4.]non-1-ene | |
| DE2756772C2 (OSRAM) | ||
| DE2006388C3 (de) | Cycloalkylidenbutanale und diese enthaltende Riechstoffe | |
| EP0002510A1 (de) | Cyclohexane, Verfahren zu deren Herstellung, deren Verwendung und diese enthaltende Kompositionen | |
| DE2252808A1 (de) | Neue riechstoffe | |
| EP0025869B1 (de) | 3-Methyl-cyclohexadecen-5-on-1, Verfahren zu seiner Herstellung und seine Verwendung als Riechstoff | |
| EP0098791B1 (de) | 2-Methylpentansäureester mit verzweigtem oder carbocyclischem Alkoholrest, deren Herstellung und Verwendung als Riechstoffe | |
| EP0543470A1 (de) | Cyclische Isolongifolanon-Ketale, ihre Herstellung und ihre Verwendung | |
| EP1284951B1 (de) | 3,3-dimethylcyclohexan-derivate | |
| DE2945812A1 (de) | 1,5-dimethyl-bicyclo eckige klammer auf 3,2,1 eckige klammer zu octan-derivate, verfahren zu ihrer herstellung und ihre verwendung | |
| DE2407817C3 (de) | cyclohexenyl] -2-methyl-2-penten oder 2-methylpentan | |
| US3557188A (en) | 4,7-methanoindene derivatives | |
| EP0586442B1 (de) | Verwendung isomerer 1,1,1-trialkyl-2-phenyl-ethan-derivate als riechstoffe, sowie diese enthaltende riechstoffkompositionen | |
| CH567567A5 (en) | Ketals - for use in perfumes and cosmetics | |
| DE68906256T2 (de) | Tricyclische Ketone, Verfahren zu deren Herstellung und deren Anwendung als Riechstoffe. | |
| EP1485350B1 (de) | Verwendung von ungesättigten ketone als riechstoffe | |
| DE3306798A1 (de) | Neue oxaspirododecan-derivate, deren herstellung und verwendung als riechstoffe sowie diese enthaltende riechstoffkompositionen | |
| EP1129060B1 (de) | Carbonylverbindungen und deren verwendung als riechstoffe | |
| EP0053716A1 (de) | Terpenether, deren Herstellung und Verwendung sowie diese enthaltende Riechstoffkompositionen | |
| DE2514815A1 (de) | Neue riechstoffe |