DE3323127C2 - Phenylderivate von 2,4-Dimethyl-2-hexen und deren Verwendung - Google Patents

Phenylderivate von 2,4-Dimethyl-2-hexen und deren Verwendung

Info

Publication number: DE3323127C2
Authority: DE; Germany
Prior art keywords: dimethyl; hexene; low; methylphenyl; phenyl
Prior art date: 1983-06-27
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

Application number

DE3323127A

Other languages

German (de)

English (en)

Other versions

DE3323127A1 (de

Inventor

Koit Vladimirovi&ccaron; Leets

Heino Antonovi&ccaron; Rang

Sirie Ottovna Viitmaa

Toomas Kaljuvi&ccaron; Tallin Vyalimyae

Original Assignee

Institut Chimii Akademii Nauk Estonskoj Ssr, Tallin

Priority date (The priority date 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 date listed.)

1983-06-27

Filing date

1983-06-27

Publication date

1987-01-22

1983-06-27 Application filed by Institut Chimii Akademii Nauk Estonskoj Ssr, Tallin filed Critical Institut Chimii Akademii Nauk Estonskoj Ssr, Tallin

1983-06-27 Priority to DE3323127A priority Critical patent/DE3323127C2/de

1983-06-28 Priority to NL8302289A priority patent/NL8302289A/nl

1983-07-08 Priority to GB08318557A priority patent/GB2163148B/en

1985-01-03 Publication of DE3323127A1 publication Critical patent/DE3323127A1/de

1987-01-22 Application granted granted Critical

1987-01-22 Publication of DE3323127C2 publication Critical patent/DE3323127C2/de

Status Expired legal-status Critical Current

Links

125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 title claims abstract description 6
239000003205 fragrance Substances 0.000 claims abstract description 16
150000001875 compounds Chemical class 0.000 claims abstract description 14
239000001257 hydrogen Substances 0.000 claims abstract description 7
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 7
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 7
125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 6
239000002304 perfume Substances 0.000 abstract description 6
230000015572 biosynthetic process Effects 0.000 abstract description 2
239000000543 intermediate Substances 0.000 abstract description 2
238000003786 synthesis reaction Methods 0.000 abstract description 2
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 16
239000000126 substance Substances 0.000 description 16
239000012044 organic layer Substances 0.000 description 14
238000009835 boiling Methods 0.000 description 12
238000006243 chemical reaction Methods 0.000 description 12
239000000203 mixture Substances 0.000 description 12
239000000243 solution Substances 0.000 description 11
QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 10
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 10
239000000460 chlorine Substances 0.000 description 10
229910052801 chlorine Inorganic materials 0.000 description 10
235000019645 odor Nutrition 0.000 description 10
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
239000012300 argon atmosphere Substances 0.000 description 9
238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 9
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 8
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 8
KMUONIBRACKNSN-UHFFFAOYSA-N potassium dichromate Chemical compound [K+].[K+].[O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O KMUONIBRACKNSN-UHFFFAOYSA-N 0.000 description 8
239000000047 product Substances 0.000 description 8
229910000030 sodium bicarbonate Inorganic materials 0.000 description 8
235000017557 sodium bicarbonate Nutrition 0.000 description 8
QSYKYIPKHNKFRS-UHFFFAOYSA-N (1-chloro-3,5-dimethylhex-4-enyl)benzene Chemical compound CC(C)=CC(C)CC(Cl)C1=CC=CC=C1 QSYKYIPKHNKFRS-UHFFFAOYSA-N 0.000 description 6
SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 6
YZOPWNASQGPFJR-UHFFFAOYSA-N 2-chlorohex-2-ene Chemical class CCCC=C(C)Cl YZOPWNASQGPFJR-UHFFFAOYSA-N 0.000 description 6
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
239000010410 layer Substances 0.000 description 6
JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 6
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical class [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 5
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 5
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 5
239000004202 carbamide Substances 0.000 description 5
238000003756 stirring Methods 0.000 description 5
YKYKAXPAICLTGT-UHFFFAOYSA-N 3,5-dimethyl-1-(3-methylphenyl)hex-4-en-1-ol Chemical compound CC(CC(O)C1=CC(=CC=C1)C)C=C(C)C YKYKAXPAICLTGT-UHFFFAOYSA-N 0.000 description 4
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
229910021627 Tin(IV) chloride Inorganic materials 0.000 description 4
UWKAYLJWKGQEPM-LBPRGKRZSA-N linalyl acetate Chemical compound CC(C)=CCC[C@](C)(C=C)OC(C)=O UWKAYLJWKGQEPM-LBPRGKRZSA-N 0.000 description 4
239000002904 solvent Substances 0.000 description 4
HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 4
XZLHIOXQQDQYKT-UHFFFAOYSA-N 1-(1-chloro-3,5-dimethylhex-4-enyl)-3-methylbenzene Chemical compound CC(C)=CC(C)CC(Cl)C1=CC=CC(C)=C1 XZLHIOXQQDQYKT-UHFFFAOYSA-N 0.000 description 3
HPJXNCBHXIVQEQ-UHFFFAOYSA-N 1-(1-chloro-3,5-dimethylhex-4-enyl)-4-methylbenzene Chemical compound CC(C)=CC(C)CC(Cl)C1=CC=C(C)C=C1 HPJXNCBHXIVQEQ-UHFFFAOYSA-N 0.000 description 3
BYNCCOCJFJXXQZ-UHFFFAOYSA-N 3,5-dimethyl-1-(4-methylphenyl)hex-4-en-1-ol Chemical compound CC(CC(O)C1=CC=C(C=C1)C)C=C(C)C BYNCCOCJFJXXQZ-UHFFFAOYSA-N 0.000 description 3
SVWRCUQEKBNBLN-UHFFFAOYSA-N 3,5-dimethyl-1-phenylhex-4-en-1-ol Chemical compound CC(CC(O)C1=CC=CC=C1)C=C(C)C SVWRCUQEKBNBLN-UHFFFAOYSA-N 0.000 description 3
239000003054 catalyst Substances 0.000 description 3
239000005457 ice water Substances 0.000 description 3
230000007935 neutral effect Effects 0.000 description 3
230000002085 persistent effect Effects 0.000 description 3
239000003208 petroleum Substances 0.000 description 3
239000011541 reaction mixture Substances 0.000 description 3
239000011592 zinc chloride Substances 0.000 description 3
235000005074 zinc chloride Nutrition 0.000 description 3
RCJMVGJKROQDCB-UHFFFAOYSA-N 2-methylpenta-1,3-diene Chemical group CC=CC(C)=C RCJMVGJKROQDCB-UHFFFAOYSA-N 0.000 description 2
REGIUFZVMMENCC-UHFFFAOYSA-N 3,5-dimethyl-1-(3-methylphenyl)hex-4-en-1-one Chemical compound CC(C)=CC(C)CC(=O)C1=CC=CC(C)=C1 REGIUFZVMMENCC-UHFFFAOYSA-N 0.000 description 2
JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 2
CJSBUWDGPXGFGA-UHFFFAOYSA-N 4-methylpenta-1,3-diene Chemical compound CC(C)=CC=C CJSBUWDGPXGFGA-UHFFFAOYSA-N 0.000 description 2
240000000662 Anethum graveolens Species 0.000 description 2
241000167854 Bourreria succulenta Species 0.000 description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
244000179970 Monarda didyma Species 0.000 description 2
235000010672 Monarda didyma Nutrition 0.000 description 2
235000009754 Vitis X bourquina Nutrition 0.000 description 2
235000012333 Vitis X labruscana Nutrition 0.000 description 2
240000006365 Vitis vinifera Species 0.000 description 2
235000014787 Vitis vinifera Nutrition 0.000 description 2
239000007795 chemical reaction product Substances 0.000 description 2
235000019693 cherries Nutrition 0.000 description 2
-1 cologne Substances 0.000 description 2
235000013399 edible fruits Nutrition 0.000 description 2
UWKAYLJWKGQEPM-UHFFFAOYSA-N linalool acetate Natural products CC(C)=CCCC(C)(C=C)OC(C)=O UWKAYLJWKGQEPM-UHFFFAOYSA-N 0.000 description 2
238000002156 mixing Methods 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
239000000344 soap Substances 0.000 description 2
229910000029 sodium carbonate Inorganic materials 0.000 description 2
239000011780 sodium chloride Substances 0.000 description 2
239000001724 (4,8-dimethyl-2-propan-2-ylidene-3,3a,4,5,6,8a-hexahydro-1H-azulen-6-yl) acetate Substances 0.000 description 1
JZHGRUMIRATHIU-UHFFFAOYSA-N 1-ethenyl-3-methylbenzene Chemical compound CC1=CC=CC(C=C)=C1 JZHGRUMIRATHIU-UHFFFAOYSA-N 0.000 description 1
AFQYGZFERFQKQG-UHFFFAOYSA-N 3,5-dimethyl-1-(4-methylphenyl)hex-4-en-1-one Chemical compound CC(C)=CC(C)CC(=O)C1=CC=C(C)C=C1 AFQYGZFERFQKQG-UHFFFAOYSA-N 0.000 description 1
DHZXQNALSASBEO-UHFFFAOYSA-N 3,5-dimethyl-1-phenylhex-4-en-1-one Chemical compound CC(C)=CC(C)CC(=O)C1=CC=CC=C1 DHZXQNALSASBEO-UHFFFAOYSA-N 0.000 description 1
ZLYGXQYHWPEHHX-UHFFFAOYSA-N 3-methyl-1-phenylhex-4-en-1-one Chemical class CC=CC(C)CC(=O)C1=CC=CC=C1 ZLYGXQYHWPEHHX-UHFFFAOYSA-N 0.000 description 1
JIGUICYYOYEXFS-UHFFFAOYSA-N 3-tert-butylbenzene-1,2-diol Chemical compound CC(C)(C)C1=CC=CC(O)=C1O JIGUICYYOYEXFS-UHFFFAOYSA-N 0.000 description 1
244000144725 Amygdalus communis Species 0.000 description 1
235000011437 Amygdalus communis Nutrition 0.000 description 1
241000208152 Geranium Species 0.000 description 1
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
UAVFEMBKDRODDE-UHFFFAOYSA-N Vetiveryl acetate Chemical compound CC1CC(OC(C)=O)C=C(C)C2CC(=C(C)C)CC12 UAVFEMBKDRODDE-UHFFFAOYSA-N 0.000 description 1
150000001242 acetic acid derivatives Chemical class 0.000 description 1
230000002378 acidificating effect Effects 0.000 description 1
239000000443 aerosol Substances 0.000 description 1
239000003513 alkali Substances 0.000 description 1
235000020224 almond Nutrition 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
150000008365 aromatic ketones Chemical class 0.000 description 1
238000004140 cleaning Methods 0.000 description 1
239000002537 cosmetic Substances 0.000 description 1
239000006071 cream Substances 0.000 description 1
235000019197 fats Nutrition 0.000 description 1
239000012467 final product Substances 0.000 description 1
238000005194 fractionation Methods 0.000 description 1
235000021384 green leafy vegetables Nutrition 0.000 description 1
239000003845 household chemical Substances 0.000 description 1
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
230000002045 lasting effect Effects 0.000 description 1
239000007788 liquid Substances 0.000 description 1
238000000034 method Methods 0.000 description 1
239000002674 ointment Substances 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
239000000843 powder Substances 0.000 description 1
238000007127 saponification reaction Methods 0.000 description 1
239000002453 shampoo Substances 0.000 description 1
229910052938 sodium sulfate Inorganic materials 0.000 description 1
235000011152 sodium sulphate Nutrition 0.000 description 1
239000001117 sulphuric acid Substances 0.000 description 1
235000011149 sulphuric acid Nutrition 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
- C11B9/0061—Essential oils; Perfumes compounds containing a six-membered aromatic ring not condensed with another ring
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/26—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton
- C07C17/272—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by addition reactions
- C07C17/275—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by addition reactions of hydrocarbons and halogenated hydrocarbons
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C22/00—Cyclic compounds containing halogen atoms bound to an acyclic carbon atom
- C07C22/02—Cyclic compounds containing halogen atoms bound to an acyclic carbon atom having unsaturation in the rings
- C07C22/04—Cyclic compounds containing halogen atoms bound to an acyclic carbon atom having unsaturation in the rings containing six-membered aromatic rings
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C33/00—Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C33/28—Alcohols containing only six-membered aromatic rings as cyclic part with unsaturation outside the aromatic rings
- C07C33/30—Alcohols containing only six-membered aromatic rings as cyclic part with unsaturation outside the aromatic rings monocyclic
- 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
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/29—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups
- 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
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/29—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups
- C07C45/292—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups with chromium derivatives
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/794—Ketones containing a keto group bound to a six-membered aromatic ring having unsaturation outside an aromatic ring

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Life Sciences & Earth Sciences (AREA)
Engineering & Computer Science (AREA)
Oil, Petroleum & Natural Gas (AREA)
Wood Science & Technology (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Fats And Perfumes (AREA)

DE3323127A 1983-06-27 1983-06-27 Phenylderivate von 2,4-Dimethyl-2-hexen und deren Verwendung Expired DE3323127C2 (de)

Priority Applications (3)

Application Number	Priority Date	Filing Date	Title
DE3323127A DE3323127C2 (de)	1983-06-27	1983-06-27	Phenylderivate von 2,4-Dimethyl-2-hexen und deren Verwendung
NL8302289A NL8302289A (nl)	1983-06-27	1983-06-28	Fenylderivaten van 2,4-dimethyl-2-hexeen.
GB08318557A GB2163148B (en)	1983-06-27	1983-07-08	Phenyl derivatives of 2,4-dimethyl-2-hexene

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
DE3323127A DE3323127C2 (de)	1983-06-27	1983-06-27	Phenylderivate von 2,4-Dimethyl-2-hexen und deren Verwendung
NL8302289A NL8302289A (nl)	1983-06-27	1983-06-28	Fenylderivaten van 2,4-dimethyl-2-hexeen.
GB08318557A GB2163148B (en)	1983-06-27	1983-07-08	Phenyl derivatives of 2,4-dimethyl-2-hexene

Publications (2)

Publication Number	Publication Date
DE3323127A1 DE3323127A1 (de)	1985-01-03
DE3323127C2 true DE3323127C2 (de)	1987-01-22

Family

ID=27191092

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DE3323127A Expired DE3323127C2 (de)	1983-06-27	1983-06-27	Phenylderivate von 2,4-Dimethyl-2-hexen und deren Verwendung

Country Status (3)

Country	Link
DE (1)	DE3323127C2 (fr)
GB (1)	GB2163148B (fr)
NL (1)	NL8302289A (fr)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
IL88674A0 (en) *	1987-12-18	1989-07-31	Norwich Eaton Pharma	Preparation of certain substituted aromatic compounds

1983
- 1983-06-27 DE DE3323127A patent/DE3323127C2/de not_active Expired
- 1983-06-28 NL NL8302289A patent/NL8302289A/nl not_active Application Discontinuation
- 1983-07-08 GB GB08318557A patent/GB2163148B/en not_active Expired

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
NICHTS-ERMITTELT

Also Published As

Publication number	Publication date
GB2163148A (en)	1986-02-19
GB2163148B (en)	1987-04-23
DE3323127A1 (de)	1985-01-03
NL8302289A (nl)	1985-01-16
GB8318557D0 (en)	1983-08-10

Legal Events

Date	Code	Title
1985-09-19	8110	Request for examination paragraph 44
1987-01-22	D2	Grant after examination
1987-07-16	8364	No opposition during term of opposition
1993-06-09	8339	Ceased/non-payment of the annual fee

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CH600882A5 (fr)	1978-06-30
DE60009394T2 (de)	2005-02-24	Cyclopentylalkylnitrile und die Verwendung von Cyclopentylalkyl-Derivaten als Duftstoffe
EP0085352B1 (fr)	1986-01-22	Oximes insaturées, leurs procédés de préparation et leur utilisation comme parfum et dans les compositions de parfum
EP0086945B1 (fr)	1984-12-05	Alcénols, procédé de leur préparation, utilisation de ceux-ci à titre de parfums et compositions odoriférantes contenant ces alcénols
DE3323127C2 (de)	1987-01-22	Phenylderivate von 2,4-Dimethyl-2-hexen und deren Verwendung
EP0301375A2 (fr)	1989-02-01	Aldéhydes bicycliques
EP0045453A1 (fr)	1982-02-10	Alcénols (I) et leur procédé de synthèse, utilisation de (I) comme agent parfumant et/ou aromatisant ainsi que les compositions parfumantes et/ou aromatisantes contenant (I)
EP0045861B1 (fr)	1984-10-03	Composés insaturés, leur procédé de préparation, leur utilisation comme parfums ainsi que les compositions parfumantes les contenant
EP0002510A1 (fr)	1979-06-27	Cyclohexanes, procédé de leur préparation, leur utilisation et compositions les contenant
EP0191365B1 (fr)	1989-08-02	Oximes araliphatiques, procédé pour leur préparation et compositions odoriférantes contenant de tels composés
DE2359659C3 (de)	1980-10-30	4-Tricyclo [5.2.1.02·6! decyl-8-butanal, Verfahren zu seiner Herstellung und Verwendung als Riechstoff
EP0115007B1 (fr)	1986-11-26	Acides alcoxy-acétiques, leur procédé de préparation et leur utilisation
DE2644762C2 (de)	1982-08-26	Verwendung von 2-Äthyl-6,6-dimethyl-2-cyclohexen-1-carbonsäureäthylester als Riechstoff
DE2733857A1 (de)	1978-02-02	Verfahren zur herstellung von riechstoffen und riechstoffkompositionen
DE1811289C3 (de)	1975-07-31	cis-1,7,7-Trimethyl-bicyclo eckige Klammer auf 4,4,0 eckige Klammer zu decanon- (3), Verfahren zu dessen Herstellung und dessen Verwendung als Riechstoff
AT382611B (de)	1987-03-25	Verfahren zur herstellung neuer 2,4-dimethyl-2 -hexenderivate
DE69618486T2 (de)	2002-09-19	Verfahren zum herstellen von riechstoffkompositionen und riechstoffprodukten und so erhaltene produkte
DE2517620A1 (de)	1976-11-04	Verwendung von exo-norbornyl-2- essigsaeureestern als riechstoffe sowie diese enthaltende riechstoffkompositionen
AT377697B (de)	1985-04-25	Riechstoffkomposition
CH654565A5 (en)	1986-02-28	Phenyl derivatives of 2,4-dimethyl-2-hexene
EP0098791A1 (fr)	1984-01-18	Esters de l'acide 2-méthylpentanoique avec alcools ramifiés ou carbocycliques, leur préparation et leur utilisation comme produits odoriférants
DE2639182A1 (de)	1977-03-24	3-(10-undecenyloxy)-propionitril, verfahren zu seiner herstellung und seine verwendung