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Dihydromyrcenol

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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
  • DIMYRCETOL
  • FLORALYM(TM)
  • MYRCENOL
  • LYMOLENE
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
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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.)
Flash point:
170 °F
form 
neat
pka
15.31±0.29(Predicted)
color 
A colourless viscous liquid.
Water Solubility 
939mg/L at 20℃
LogP
3.25 at 40℃
CAS DataBase Reference
18479-58-8(CAS DataBase Reference)
NIST Chemistry Reference
7-Octen-2-ol, 2,6-dimethyl-(18479-58-8)
EPA Substance Registry System
Dihydromyrcenol (18479-58-8)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38-36-36/38
Safety Statements 
26-36/37
WGK Germany 
1
RTECS 
RH3420000
Toxicity
The 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

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Dihydromyrcenol Usage And Synthesis

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

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.

Uses

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

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