Dihydromyrcenol

Dihydromyrcenol Basic information
Product Name:Dihydromyrcenol
Synonyms:2,6-dimethyl-7-octen-2-o;2,6-Dimethyl-oct-7-en-2-ol;3,7-Dimethyl-1-octen-7-ol;Mircenol, 6,10-dihydro;FLORALYM(TM);7-OCTEN-2-OL, 2,6-DIMETHYL;2,6-DIMETHYL-7-OCTENE-2-OL;DIHIDROMIRCENOL
CAS:18479-58-8
MF:C10H20O
MW:156.27
EINECS:242-362-4
Product Categories:Used in sweet orange, Lemon Lime fragrance compound;API
Mol File:18479-58-8.mol
Dihydromyrcenol Structure
Dihydromyrcenol Chemical Properties
Boiling point 84 °C10 mm Hg(lit.)
density 0.784 g/mL at 25 °C(lit.)
vapor pressure 20Pa at 25℃
refractive index n20/D 1.443(lit.)
Fp 170 °F
form neat
pka15.31±0.29(Predicted)
color A colourless viscous liquid.
Odorat 100.00 %. fresh citrus lime floral clean cologne weedy
Odor Typecitrus
Water Solubility 939mg/L at 20℃
LogP3.25 at 40℃
CAS DataBase Reference18479-58-8(CAS DataBase Reference)
NIST Chemistry Reference7-Octen-2-ol, 2,6-dimethyl-(18479-58-8)
EPA Substance Registry SystemDihydromyrcenol (18479-58-8)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38-36-36/38
Safety Statements 26-36/37
WGK Germany 1
RTECS RH3420000
toxicityThe acute oral LD50 value in rats was reported as 5.3 g/kg (4.5-6.1 g/kg) (Moreno, 1972). The acute dermal LD50 value in rabbits exceeded 5 g/kg (Moreno, 1972)
MSDS Information
ProviderLanguage
SigmaAldrich English
Dihydromyrcenol Usage And Synthesis
Chemical PropertiesDihydromyrcenol 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.
OccurrenceFound in the leaf oils of Barosma venusta and in the oil of hops (Gildemeister & Hoffman, 1960)
UsesDihydromyrcenol 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.
UsesDihydromyrcenol was used in the synthesis of bioamphiphilic polymers based on the hydrophilic dextran and the hydrophobic terpenes as renewable resources.
PreparationDihydromyrcenol is prepared by adding hydrogen chloride to myrcene followed by hydrolysis under mild conditions.(Bedoukian, 1967)
DefinitionChEBI: A monoterpenoid that is oct-7-en-2-ol substituted by methyl groups at positions 2 and 6 respectively.
General DescriptionMethoxycarbonylation 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 ExplosibilityNotclassified
Dihydromyrcenol Preparation Products And Raw materials
Raw materialsDihydromyrcene
CITRONELLYL FORMATE 3,7-Dimethyl-6-octen-2-ol formate 3,7-Dimethyl-6-octen-2-ol propanoate 8-Amino-2,6-dimethyl-6-octen-2-ol Dacthal Methyl cyclopentenolone TERPINEN-4-OL(SG) (E)-3,7-Dimethyl-4-octen-3-ol Dihydromyrcene 7-OCTEN-2-OL, 2-METHYL-6-METHYLENE PHORBOL 12,13-DIACETATE Dilauryl thiodipropionate 2-Propanone, reaction products with 3,7-dimethyl-6-octen-1-ol Diglycolamide laurate 3,7-DIMETHYL-2-OCTEN-1-OL (6,7-DIHYDROGERANIOL) 17beta-Hydroxy-17-methylandrosta-4,9(11)-dien-3-one [R,(+)]-3,7-Dimethyl-7-octen-1-ol acetate 2,6-Dimethyl-2-octen-8-ol, butyrate,2,6-dimethyl-2-octen-8-ol,butyrat

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