EP0180885A2 - Verwendung eines cycloaliphatischen Carbinols als Riechstoff - Google Patents

Verwendung eines cycloaliphatischen Carbinols als Riechstoff Download PDF

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Publication number
EP0180885A2
EP0180885A2 EP85113688A EP85113688A EP0180885A2 EP 0180885 A2 EP0180885 A2 EP 0180885A2 EP 85113688 A EP85113688 A EP 85113688A EP 85113688 A EP85113688 A EP 85113688A EP 0180885 A2 EP0180885 A2 EP 0180885A2
Authority
EP
European Patent Office
Prior art keywords
carbinol
perfuming
cycloaliphatic
perfuming ingredient
ingredient
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
Application number
EP85113688A
Other languages
English (en)
French (fr)
Other versions
EP0180885A3 (en
EP0180885B1 (de
Inventor
Charles Dr. Fehr
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Firmenich SA
Original Assignee
Firmenich SA
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.)
Filing date
Publication date
Application filed by Firmenich SA filed Critical Firmenich SA
Publication of EP0180885A2 publication Critical patent/EP0180885A2/de
Publication of EP0180885A3 publication Critical patent/EP0180885A3/fr
Application granted granted Critical
Publication of EP0180885B1 publication Critical patent/EP0180885B1/de
Expired legal-status Critical Current

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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
    • C11B9/0026—Essential oils; Perfumes compounds containing an alicyclic ring not condensed with another ring
    • C11B9/0034—Essential oils; Perfumes compounds containing an alicyclic ring not condensed with another ring the ring containing six carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/50—Perfumes

Definitions

  • the present invention relates to the field of perfumery and more particularly to the use of a cycloaliphatic carbinol of formula (1) or 4-cyclohexyl-2-methyl-2-butanol, as perfuming ingredient.
  • said compound has useful odorous properties and can therefore be advantageously used in various fields, both in alcoholic perfumery and in technical perfumery. Its offactive qualities are such that it serves to develop flowery notes reminiscent of lily of the valley and coriander. Its character is elegant and deep and can, therefore, enrich a good number of compositions by giving them a natural appearance. Its scent is similar to that of linatol, tetrahydrolinalol, dimetol or 4-isopropyl-cyclohexylmethanol [MAYOL (registered trademark of Firmenich SA)], and can be used to supplement that developed by these ingredients.
  • MAYOL registered trademark of Firmenich SA
  • the proportions in which the carbinol of the invention can produce the desired effects vary over a fairly wide range of values. Such values depend on the particular effect which it is desired to obtain, as well as on the nature of the other ingredients in a given composition or on that of the products which it is desired to flavor.
  • concentrations of the order of 0.1-0.5% by weight, relative to the weight of the perfumed final product can produce marked effects in applications such as the perfuming of soaps or detergents.
  • these proportions can reach much higher values, for example being of the order of 2-5%, or even 20-30% of the weight of the composition.
  • the compound of the invention also finds an advantageous use as an odorous ingredient in functional products. It can indeed be used for perfuming soaps, cationic, anionic, zwitterionic or non-ionic detergents, textile conditioners, cleaning products, waxes or even cosmetic products or shampoos.
  • the carbinol of the invention can be used as a single ingredient, but preferably it is used in admixture with common perfuming co-ingredients (by way of example, natural or synthetic compounds may be mentioned for this purpose mentioned in the European patent application published under No. 0096243).
  • 4-Cyclohexyl-2-methyl-2-butanol is a known chemical compound, cited in particular in the prior art by N.E. Okazawa et al. [Can. J. Chem., 60, 2180-93 (1982)] (see the manufacturing process described by these authors).
  • SM m / e: 59 (100), 55 (23), 81 (19), 41 (18), 95, 67 and 43 (12).

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Detergent Compositions (AREA)
  • Fats And Perfumes (AREA)
  • Cosmetics (AREA)
EP85113688A 1984-11-06 1985-10-28 Verwendung eines cycloaliphatischen Carbinols als Riechstoff Expired EP0180885B1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH530884 1984-11-06
CH5308/84 1984-11-06

Publications (3)

Publication Number Publication Date
EP0180885A2 true EP0180885A2 (de) 1986-05-14
EP0180885A3 EP0180885A3 (en) 1987-01-07
EP0180885B1 EP0180885B1 (de) 1989-02-15

Family

ID=4291412

Family Applications (1)

Application Number Title Priority Date Filing Date
EP85113688A Expired EP0180885B1 (de) 1984-11-06 1985-10-28 Verwendung eines cycloaliphatischen Carbinols als Riechstoff

Country Status (4)

Country Link
US (1) US4701278A (de)
EP (1) EP0180885B1 (de)
JP (1) JPH0765067B2 (de)
DE (1) DE3568287D1 (de)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004076393A1 (de) * 2003-02-26 2004-09-10 Symrise Gmbh & Co. Kg 4-cyclohexyl-2-butanol als riechstoff

Families Citing this family (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0394810B1 (de) * 1989-04-27 1993-10-13 Firmenich Sa Verfahren zum Parfümieren
US5500154A (en) * 1994-10-20 1996-03-19 The Procter & Gamble Company Detergent compositions containing enduring perfume
US6491728B2 (en) 1994-10-20 2002-12-10 The Procter & Gamble Company Detergent compositions containing enduring perfume
US5780404A (en) * 1996-02-26 1998-07-14 The Procter & Gamble Company Detergent compositions containing enduring perfume
US6172016B1 (en) * 1999-07-12 2001-01-09 Bush Boakes Allen Inc. Fragrance materials
US6187727B1 (en) * 1999-07-12 2001-02-13 Bush Boake Allen, Inc. Fragrance materials
JP2001172666A (ja) 1999-12-17 2001-06-26 Takasago Internatl Corp 香料組成物
US6720295B2 (en) * 2001-08-27 2004-04-13 Firmenich Sa Use of tertiary alcohols or esters as perfuming ingredients
DE102005002010A1 (de) * 2005-01-15 2006-07-20 Symrise Gmbh & Co. Kg Verwendung von 2,2-Dimethyl-3-cyclohexyl-1-propanol als Riechstoff
EP2722323B1 (de) 2010-03-24 2018-11-28 Basf Se Verfahren zur Herstellung von 2-Methyl-4-phenyl-2-pentanol
US8450534B2 (en) * 2010-03-24 2013-05-28 Basf Se Process for preparing 4-cyclohexyl-2-methyl-2-butanol
CN106187685A (zh) * 2011-09-16 2016-12-07 巴斯夫欧洲公司 制备4‑环己基‑2‑甲基‑2‑丁醇的方法
US9056812B2 (en) 2011-09-16 2015-06-16 Basf Se Process for preparing 4-cyclohexyl-2-methyl-2-butanol
JP6099740B2 (ja) 2012-06-27 2017-03-22 フイルメニツヒ ソシエテ アノニムＦｉｒｍｅｎｉｃｈ Ｓａ ４−シクロヘキシル−２−メチル−２−ブタノールの製造方法
US9340754B2 (en) * 2012-11-27 2016-05-17 Basf Se Process for the preparation of cyclohexyl-substituted tertiary alkanols
CN106474028A (zh) * 2015-08-28 2017-03-08 金玛瑙香水（明光）有限公司 一种茉莉花香润肤香水

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH510106A (de) * 1967-04-14 1971-07-15 Hoffmann La Roche Riechstoffkomposition
US3996296A (en) * 1974-04-17 1976-12-07 International Flavors & Fragrances Inc. Novel compounds, 4-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2-butanol and 4-(6,6-dimethyl-2-methylene-3-cyclohexen-1-yl)-2-butanol
EP0121828A2 (de) * 1983-04-12 1984-10-17 Firmenich Sa Aliphatische Alkohole, ihre Herstellung und ihre Anwendung als Parfumierungsbestandteile

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4006218A (en) * 1974-07-08 1977-02-01 Johnson & Johnson Potentiated medicaments
JPS5896002A (ja) * 1981-12-02 1983-06-07 Earth Chem Corp Ltd 害虫忌避剤組成物及び害虫忌避材

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH510106A (de) * 1967-04-14 1971-07-15 Hoffmann La Roche Riechstoffkomposition
US3996296A (en) * 1974-04-17 1976-12-07 International Flavors & Fragrances Inc. Novel compounds, 4-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2-butanol and 4-(6,6-dimethyl-2-methylene-3-cyclohexen-1-yl)-2-butanol
EP0121828A2 (de) * 1983-04-12 1984-10-17 Firmenich Sa Aliphatische Alkohole, ihre Herstellung und ihre Anwendung als Parfumierungsbestandteile

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
CHEMICAL ABSTRACTS, vol. 98, no. 3, 17 janvier 1983, page 460, résumé no. 16112x, Columbus, Ohio, US; N.E. OKAZAWA et al.: "Solution carbocation stabilities measured by internal competition for a hydride ion", & CAN. J. CHEM. 1982, 60(17), 2180-93 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004076393A1 (de) * 2003-02-26 2004-09-10 Symrise Gmbh & Co. Kg 4-cyclohexyl-2-butanol als riechstoff

Also Published As

Publication number Publication date
EP0180885A3 (en) 1987-01-07
JPH0765067B2 (ja) 1995-07-12
JPS61115017A (ja) 1986-06-02
DE3568287D1 (en) 1989-03-23
US4701278A (en) 1987-10-20
EP0180885B1 (de) 1989-02-15

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