Dihydromyrcenol

Synonym(s):GTX 2&3

CAS NO.：18479-58-8
Empirical Formula: C10H20O
Molecular Weight: 156.27
MDL number: MFCD00004474
EINECS: 242-362-4
SAFETY DATA SHEET (SDS)
Update Date: 2024-08-15 16:24:08

What is Dihydromyrcenol?

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)

The Uses of Dihydromyrcenol

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.

The Uses of Dihydromyrcenol

Dihydromyrcenol was used in the synthesis of bioamphiphilic polymers based on the hydrophilic dextran and the hydrophobic terpenes as renewable resources.

What are the applications of Application

Dihydromyrcenol is used in the synthesis of bioamphiphilic polymers

Definition

ChEBI: A monoterpenoid that is oct-7-en-2-ol substituted by methyl groups at positions 2 and 6 respectively.

Preparation

Dihydromyrcenol is 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-2PPh₃has 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.

Properties of Dihydromyrcenol

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.
Odor	at 100.00 %. fresh citrus lime floral clean cologne weedy
Water Solubility	939mg/L at 20℃
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 for Dihydromyrcenol

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation
Precautionary Statement Codes	P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P332+P313:IF SKIN irritation occurs: Get medical advice/attention. P337+P313:IF eye irritation persists: Get medical advice/attention.