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18479-58-8

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Identification

Name
2,6-Dimethyl-7-octen-2-ol
CAS
18479-58-8
Synonyms
2,6-DIMETHYL-7-OCTEN-2-OL
2,6-DIMETHYL-7-OCTENE-2-OL
7-OCTEN-2-OL, 2,6-DIMETHYL
DIHYDROMYRCENOL
DIMYRCETOL
FLORALYM(TM)
LYMOLENE
MYRCENOL
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
DIHIDROMIRCENOL
Dihydromyrcenate
Dimyrcetal
Myrcetol
DIHYDROMYRCENOL 99+%
6(10)-dihydromyrcenol,2,6-dimethyl-7-octen-2-ol
dihydromyrcenol,6,10-dihydromyrcenol
Dihydro
EINECS(EC#)
242-362-4
Molecular Formula
C10H20O
MDL Number
MFCD00004474
Molecular Weight
156.27
MOL File
18479-58-8.mol

Chemical Properties

Boiling point 
84 °C10 mm Hg(lit.)

bp 
84 °C10 mm Hg(lit.)

density 
0.784 g/mL at 25 °C(lit.)

refractive index 
n20/D 1.443(lit.)

Fp 
170 °F

form 
neat
pka
15.31±0.29(Predicted)
color 
A colourless viscous liquid.
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
18479-58-8(EPA Substance)

Safety Data

Hazard Codes 
Xi
Risk Statements 
R36/37/38:Irritating to eyes, respiratory system and skin .
Safety Statements 
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37:Wear suitable protective clothing and gloves .
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)

Hazard Information

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.
Definition
ChEBI: A monoterpenoid that is oct-7-en-2-ol substituted by methyl groups at positions 2 and 6 respectively.
Preparation
Prepared by adding hydrogen chloride to myrcene followed by hydrolysis under mild conditions (Bedoukian, 1967)
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.

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