18479-58-8 Usage
Chemical Properties
Dihydromyrcenol is a colorless liquid with a
fresh citrus-like odor and a lavender note. 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: (i) by addition of hydrogen chloride and
subsequent hydrolysis of the resulting 2,6-dimethyl-2-chloro-7-octene; or
(ii) by addition of formic acid and subsequent saponification of the resulting
dihydromycrenyl formate; or (iii) by direct hydroxylation with 60–80%
sulfuric acid.Dihydromyrcenol is used in fine fragrances as well as in soap and detergent perfumes
for fresh lime and citrus-like floral notes.
Occurrence
Found in the leaf oils of Barosma venusta and in the oil of hops (Gildemeister & Hoffman, 1960)
Uses
Different sources of media describe the Uses of 18479-58-8 differently. You can refer to the following data:
1. Dihydromyrcenol is used in the fragrance industry for its fresh lime and citrus-like odor.Dihydromyrcenol is a fragrance ingredient 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 (IFRA, 2004). 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 has apparently not been reported to occur in nature.
2. Dihydromyrcenol was used in the synthesis of bioamphiphilic polymers based on the hydrophilic dextran and the hydrophobic terpenes as renewable resources.
Preparation
Dihydromyrcenol is prepared by adding hydrogen chloride to myrcene followed by hydrolysis under mild conditions.(Bedoukian, 1967)
Definition
ChEBI: A monoterpenoid that is oct-7-en-2-ol substituted by methyl groups at positions 2 and 6 respectively.
General Description
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.
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
18479-58-8Relevant articles and documents
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.
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.
Compounds having protected hydroxy groups
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, (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.