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2,6-Dimethyl-7-octen-2-ol, also known as Dihydromyrcenol, is a monoterpenoid with a fresh citrus-like odor and a lavender note. It is a colorless, somewhat viscous liquid that is a mixture of approximately 50% 2,6-dimethyl-7-octen-2-ol and 50% 2,6-dimethyl-7-octen-2-yl formate. It is obtained from 3,7-dimethyl-1,6-octadiene (citronellene), the pyrolysis product of cis-pinane and can be prepared by three different processes.

18479-58-8

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18479-58-8 Usage

Uses

Used in Fragrance Industry:
2,6-Dimethyl-7-octen-2-ol is used as a fragrance ingredient for its fresh lime and citrus-like odor. It is used in cosmetics, fine fragrances, shampoos, toilet soaps, and other toiletries, as well as in non-cosmetic products such as household cleaners and detergents. Its worldwide use is greater than >1000 metric tons per year.
Used in Synthesis of Bioamphiphilic Polymers:
2,6-Dimethyl-7-octen-2-ol was used in the synthesis of bioamphiphilic polymers based on the hydrophilic dextran and the hydrophobic terpenes as renewable resources.
Used in Soap and Detergent Perfumes:
Dihydromyrcenol is used in fine fragrances as well as in soap and detergent perfumes for fresh lime and citrus-like floral notes.
Used in the Leaf Oils of Barosma venusta and Hops:
2,6-Dimethyl-7-octen-2-ol is found in the leaf oils of Barosma venusta and in the oil of hops.
Methoxycarbonylation of Dihydromyrcenol:
Methoxycarbonylation of dihydromyrcenol catalyzed by [PdCl2(PPh3)2]-SnCl2·2H2O-2PPh3 has been investigated. Dihydromyrcenol is a widely used fragrance ingredient and has been evaluated for developmental toxicity in pregnant Sprague-Dawley rats.

Preparation

Dihydromyrcenol is prepared by adding hydrogen chloride to myrcene followed by hydrolysis under mild conditions.(Bedoukian, 1967)

Flammability and Explosibility

Notclassified

Check Digit Verification of cas no

The CAS Registry Mumber 18479-58-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,8,4,7 and 9 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 18479-58:
(7*1)+(6*8)+(5*4)+(4*7)+(3*9)+(2*5)+(1*8)=148
148 % 10 = 8
So 18479-58-8 is a valid CAS Registry Number.
InChI:InChI:1S/C10H20O/c1-5-9(2)7-6-8-10(3,4)11/h5,9,11H,1,6-8H2,2-4H3

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  • Sigma-Aldrich

  • (55688)  Dihydromyrcenol  analytical standard

  • 18479-58-8

  • 55688-1ML

  • 616.59CNY

  • Detail

18479-58-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name dihydromyrcenol

1.2 Other means of identification

Product number -
Other names Dihydro

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Fragrances
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:18479-58-8 SDS

18479-58-8Relevant academic research and scientific papers

Selective hydration of dihydromyrcene in ionic liquids

Davey, Paul N.,Earle, Martyn J.,Hamill, Jennifer T.,Katdare, Suhas P.,Rooney, David W.,Seddon, Kenneth R.

, p. 628 - 631 (2010)

Acid catalysed direct hydration of dihydromyrcene to dihydromyrcenol proceeds selectively in ionic liquid media. By making use of the tuneable physicochemical properties of ionic liquids, and depending upon the process requirement, either biphasic or triphasic systems can be developed. The selectivity to dihydromyrcenol remains extremely high over a wide range of reaction conditions.

PRO-FRAGRANCE COMPOUNDS

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Page/Page column 21, (2014/12/09)

A compound of Formula (I) wherein R1 represents a C3 to C20 hydrocarbon group derived from a fragrant alcohol of formula R1OH or from a fragrant aryl aldehyde or ketone of Formula (II), wherein: R2 is, independently, hydrogen atom, hydroxyl group, acetoxy group, -O(C=O)CH(CH3), optionally substituted C1-C6 alkyl group or C1-C6 alkoxy group, wherein any two of R2 may form an optionally substituted 5 or 6 membered ring, and R1 represents a radical derived from a fragrant alcohol of formula R1OH or from a fragrant aldehyde or from a fragrant aryl aldehyde or ketone of formula (II). The compounds are useful for example as a precursor for the prolonged delivery or release of fragrant compounds such as fragrant alcohols or aldehydes.

METHOD FOR SELECTIVE HYDRATION OF AROMA OLEFINS TO ALCOHOLS IN CONTINUOUS SOLID CATALYST COLUMN REACTOR

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Page/Page column 8-9, (2012/02/15)

Present invention is related to method for selective hydration of aroma olefins to alcohols in continuous solid catalyst column reactor. The invention discloses the continuous production of unsaturated aroma alcohol and/or ester comprising of C10-12 carbon chain by selective solid acid catalyzed hydration reaction. According to the process of the invention production of Octa-1-ene-7- ol, 3,7-dimethyl- (Dihydromyrcenol) and/or dihydromyrcenyl acetate can be carried out by passing 1,6-Octadiene, 3,7-dimethyl- (dihydromyrcene) and water continuously through a packed bed column reactor wherein the residence time of column is not more than 90 minutes and reaction temperature not substantially above 100 degree C. The present disclosure solves the problem of effluent treatment and increases the yield of the process due to selectivity in reaction.

CATALYTIC REACTION-RECTIFICATION INTEGRATED PROCESS AND SPECIALIZED DEVICE THEREOF

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Page/Page column 4-5, (2011/06/26)

A catalytic reaction-rectification integrated process and a catalytic reaction-rectification integrated column (T-01), the specialized device of such process. The process comprises that the reactants are preheated and mixed with catalysts, and then fed into a jet agitation reaction section (6) located in the middle of the catalytic reaction-rectification integrated column (T-01) from a feeding inlet. The jet agitation reaction section (6) is a kettle-like reactor located in the middle of the catalytic reaction-rectification integrated column (T-01). After pressurized by a centrifugal pump (21), the reactant materials are admitted into a subsonic or transonic agitator (33) located within the reaction section (6). The reactant materials are ejected into the jet agitation reaction section (6) at high speed, to efficiently mix the solid and liquid phases in the reaction section (6) and to reinforce heat and mass transfer efficiency during the reaction. The liquid reaction mixture is separated and purified directly in the catalytic reaction-rectification integrated column (T-01). This process may be used for esterification, the production of alcohols from olefins and water, and the production of ethers from olefins and alcohols.

Compounds having protected hydroxy groups

-

, (2008/06/13)

The present invention relates to compounds with protected hydroxy groups of formula (I) These compounds are precursors for organoleptic agents, such as fragrances, and masking agents and for antimicrobial agents. When activated, the compounds of formula (I) are cleaved and form one or more organoleptic and/or antimicrobial compounds.

PERFUME COMPOSITION

-

, (2008/06/13)

A perfume composition contains specified ketones, salicylates and alcohols/acetates/propionates. Use of such a perfume composition inhibits development of human body malodour. The combination of specified materials makes it possible to avoid inclusion of individual components with powerful, unacceptable odours. The perfume composition may be used in various products notably in a fabric conditioning product used during the rinsing or tumble drying of fabrics after washing to soften the fabrics.

Cyclic trimers of aldehydes, organoletpic uses thereof and process for preparing same

-

, (2008/06/13)

Described are novel aldehyde cyclic trimers which are useful for controllably releasing fragrance composition components into the environment surrounding the location of said trimers. The trimers are particularly useful in effecting malodor elimination from solid or semisolid surfaces, e.g., the human epidermis (skin) and surfaces that have a displeasing tobacco aroma.

Perfume compositions

-

, (2008/06/13)

A perfume composition contains at least 50% by weight of materials which fall into five categories defined by structure, and molecular weight. Amounts of material within each category fall within specified ranges of percentage of the whole composition. Two categories, ethers and salicylates, must be present. At least two of the remaining three categories, which are alcohols, acetate/propionate esters and methyl aryl ketones, must also be present. The compositions enable good levels of deodorant activity to be achieved along with consumer-acceptable fragrance.

Deodorant compositions

-

, (2008/06/13)

The invention provides a deodorant composition suitable for topical application to the human skin, comprising a composition of fragrance materials which have a Deodorant Value greater than 0.25, as measured by the Deodorant Value Test, and an inorganic deodorant active material, in a cosmetically suitable vehicle.

Preparation of dihydromyrcenol

-

, (2008/06/13)

Dihydromyrcenol (3,7-dimethylocta-1-en-7-ol) and carboxylic acid esters thereof are prepared from dimethylcyclooctene reactant mixtures comprising 1,5-dimethylcyclooctene in admixture with 1,6-dimethylcyclooctene and/or 1,4-dimethylcyclooctene by (a) thermally isomerizing the dimethylcyclooctene reactant mixture to afford a mixed octadiene product comprising 2,6-dimethylocta-1,7-diene in admixture with 2,7-and/or 2,5-dimethylocta-1,7-diene, (b) reacting the mixed octadiene product with a carboxylic acid to selectively form the ester of 3,7-dimethyl-octa-1-en-7-ol and (c) optionally hydrolyzing the ester of 3,7-dimethyl-octa-1-en-7-ol under basic conditions to yield dihydromyrcenol.

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