18479-58-8

Basic information

• Product Name: 2,6-Dimethyl-7-octen-2-ol
• 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);LYMOLENE;7-OCTEN-2-OL, 2,6-DIMETHYL
• CAS NO: 18479-58-8
• Molecular Formula: C₁₀H₂₀O
• Molecular Weight: 156.27
• EINECS: 242-362-4
• Product Categories: Used in sweet orange， Lemon Lime fragrance compound
• Mol File: 18479-58-8.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 84 °C10 mm Hg(lit.)
• Flash Point: 170 °F
• Appearance: /
• Density: 0.784 g/mL at 25 °C(lit.)
• Vapor Pressure: 20Pa at 25℃
• Refractive Index: n20/D 1.443(lit.)
• PKA: 15.31±0.29(Predicted)
• Water Solubility: 939mg/L at 20℃
• CAS DataBase Reference: 2,6-Dimethyl-7-octen-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Dimethyl-7-octen-2-ol(18479-58-8)
• EPA Substance Registry System: 2,6-Dimethyl-7-octen-2-ol(18479-58-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-36-36/38
• Safety Statements: 26-36/37
• WGK Germany: 1
• RTECS: RH3420000
• Hazardous Substances Data: 18479-58-8(Hazardous Substances Data)

Usage

Description

2,6-Dimethyl-7-octen-2-ol, also known as Dihydromyrcenol, is a monoterpenoid with a fresh citrus-like odor and a lavender note. It is 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 is obtained from 3,7-dimethyl-1,6-octadiene (citronellene), the pyrolysis product of cis-pinane and can be prepared by three different processes.

Uses

Used in Fragrance Industry:
2,6-Dimethyl-7-octen-2-ol is used as a fragrance ingredient for its fresh lime and citrus-like odor. It is 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.
Used in Synthesis of Bioamphiphilic Polymers:
2,6-Dimethyl-7-octen-2-ol was used in the synthesis of bioamphiphilic polymers based on the hydrophilic dextran and the hydrophobic terpenes as renewable resources.
Used in Soap and Detergent Perfumes:
Dihydromyrcenol is used in fine fragrances as well as in soap and detergent perfumes for fresh lime and citrus-like floral notes.
Used in the Leaf Oils of Barosma venusta and Hops:
2,6-Dimethyl-7-octen-2-ol is found in the leaf oils of Barosma venusta and in the oil of hops.
Methoxycarbonylation of Dihydromyrcenol:
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.

Preparation

Dihydromyrcenol is prepared by adding hydrogen chloride to myrcene followed by hydrolysis under mild conditions.(Bedoukian, 1967)

Flammability and Explosibility

Notclassified

InChI:InChI:1S/C10H20O/c1-5-9(2)7-6-8-10(3,4)11/h5,9,11H,1,6-8H2,2-4H3

Upstream product

• 2436-90-0 (+)-β-citronellene 
• 2436-90-0 dihydromyrcene 

Downstream Products

• 30385-25-2 2,6-dimethyl-6-octen-2-ol 
• 64390-63-2 hydroxycitronellal 
• 22414-71-7 7-hydroxy-2,3,7-trimethyloctanal 
• 2436-90-0 dihydromyrcene 
• 62498-85-5 4,8-dimethylnon-7-enoic acid 
• 7643-65-4 (Z)-2,6-dimethyl-oct-6-en-2-ol 
• 96-17-3 2-Methylbutyraldehyde 
• 14690-12-1 2-methyl-3-butenal 
• 1777-33-9 3-methyl-4-pentenal 
• 78-84-2 isobutyraldehyde 
• 1166840-01-2 ((2,6-dimethyloct-7-en-2-yloxy)methyl)benzene 
• 18479-57-7 2,6-dimethyl-2-octanol 
• 6874-35-7 2,6-dimethyl-octa-1,7-diene 
• 53767-93-4 2,6-dimethyl-7-octene-2-yl acetate 

Relevant articles and documents

Selective hydration of dihydromyrcene in ionic liquids

Acid catalysed direct hydration of dihydromyrcene to dihydromyrcenol proceeds selectively in ionic liquid media. By making use of the tuneable physicochemical properties of ionic liquids, and depending upon the process requirement, either biphasic or triphasic systems can be developed. The selectivity to dihydromyrcenol remains extremely high over a wide range of reaction conditions.

METHOD FOR SELECTIVE HYDRATION OF AROMA OLEFINS TO ALCOHOLS IN CONTINUOUS SOLID CATALYST COLUMN REACTOR

Present invention is related to method for selective hydration of aroma olefins to alcohols in continuous solid catalyst column reactor. The invention discloses the continuous production of unsaturated aroma alcohol and/or ester comprising of C10-12 carbon chain by selective solid acid catalyzed hydration reaction. According to the process of the invention production of Octa-1-ene-7- ol, 3,7-dimethyl- (Dihydromyrcenol) and/or dihydromyrcenyl acetate can be carried out by passing 1,6-Octadiene, 3,7-dimethyl- (dihydromyrcene) and water continuously through a packed bed column reactor wherein the residence time of column is not more than 90 minutes and reaction temperature not substantially above 100 degree C. The present disclosure solves the problem of effluent treatment and increases the yield of the process due to selectivity in reaction.

Compounds having protected hydroxy groups

The present invention relates to compounds with protected hydroxy groups of formula (I) These compounds are precursors for organoleptic agents, such as fragrances, and masking agents and for antimicrobial agents. When activated, the compounds of formula (I) are cleaved and form one or more organoleptic and/or antimicrobial compounds.