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

pka

15.31±0.29(Predicted)

color 

A colourless viscous liquid.

Odor

at 100.00 %. fresh citrus lime floral clean cologne weedy

Odor Type

citrus

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)

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

• Language:English Provider:SigmaAldrich

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

Not classified

Solubility in organics

Practically insoluble in water, soluble in alcohol and oils.

Dihydromyrcenol(18479-58-8)Related Product Information

• ENOLASE
• Dimethyl carbonate
• Allylestrenol
• Dimethyl sulfate
• Dimethyl fumarate
• Dimethyl sulfide
• N,N-Dimethylallylamine
• Pregnenolone
• Docetaxel
• Dacthal
• Dimethyl sulfoxide
• N,N-Dimethylformamide
• 7-OCTEN-2-OL, 2-METHYL-6-METHYLENE
• Myrcene
• Methyl cyclopentenolone
• (+)-Cloprostenol
• ETHANE
• Dimethyl ether