18479-57-7

Basic information

• Product Name: TETRAHYDROMYRCENOL
• Synonyms: TETRALOL;TETRALOL R;TETRAHYDROALLOOCIMENOL;TETRAHYDRO MUGUOL;TETRAHYDROMYRCENOL;2,6-dimethyl-2-octano;2,6-Dimethyl-2-octanol;Linacsol
• CAS NO: 18479-57-7
• Molecular Formula: C₁₀H₂₂O
• Molecular Weight: 158.28
• EINECS: 242-361-9
• Product Categories: Aroma Chemicals;Alphabetical Listings;Flavors and Fragrances;Q-Z
• Mol File: 18479-57-7.mol
• Article Data: 14

Chemical Properties

• Melting Point: -1.53°C (estimate)
• Boiling Point: 197-201 °C(lit.)
• Flash Point: 185 °F
• Appearance: Clear colourless to slightly yellowish liquid.
• Density: 0.823 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.115mmHg at 25°C
• Refractive Index: n20/D 1.4335(lit.)
• PKA: 15.33±0.29(Predicted)
• Water Solubility: 281.9mg/L at 24℃
• CAS DataBase Reference: TETRAHYDROMYRCENOL(CAS DataBase Reference)
• NIST Chemistry Reference: TETRAHYDROMYRCENOL(18479-57-7)
• EPA Substance Registry System: TETRAHYDROMYRCENOL(18479-57-7)

Safety Data

• Statements: 52/53
• Safety Statements: 61
• WGK Germany: 2
• Hazardous Substances Data: 18479-57-7(Hazardous Substances Data)

Usage

Occurrence

Has apparently not been reported to occur in nature.

Preparation

From allo-ocimene, via allo-ocimenol followed by hydrogenation (Arctander, 1969). Uses: Use in fragrances in the USA amounts to approximately 35,000 lb/yr.

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C10H22O/c1-5-9(2)7-6-8-10(3,4)11/h9,11H,5-8H2,1-4H3

Upstream product

• 917-64-6 methyl magnesium iodide 
• 925-69-9 6-Methyl-2-octanone 
• 543-39-5 myrcenol 
• 18479-58-8 Dihydromyrcenol 
• 201230-82-2 carbon monoxide 
• 13837-60-0 2-ethynyl-2,6,6-trimethyl-3,4,5,6-tetrahydro-(2H)-pyran 
• 838835-60-2 trans-4-methyl-1-cyclohexyl pivalate 
• 74-95-3 1,1-dibromomethane 
• 2385-77-5 (R)-Citronellal 
• 51116-73-5 3-methylpentyl bromide 
• 589-35-5 3-methyl-1-pentanol 
• 925-90-6 ethylmagnesium bromide 
• 98611-99-5 (-)-2,6-dimethyloctane 
• 102736-13-0 2-chloro-2,6-dimethyloctane 

Downstream Products

• 33978-70-0 2,2-Dimethyl-5-<1-methyl-propyl>-tetrahydrofuran 

Relevant articles and documents

Highly efficient, regioselective, and stereospecific oxidation of aliphatic C-H groups with H2O2, catalyzed by aminopyridine manganese complexes

Aminopyridine manganese complexes [LMnII(OTf)2] having a similar coordination topology catalyze the oxidation of unactivated aliphatic C-H groups with H2O2, demonstrating excellent efficiency (up to TON = 970), site selectivity, and stereospecificity (up to >99%).

Highly enantiospecific oxyfunctionalization of nonactivated hydrocarbon sites by perfluoro-cis-2-n-butyl-3-n-propyloxaziridine

(equation presented) Nonactivated hydrocarbon sites of enantiopure compounds are oxyfunclionalized enantiospecifically by perfluoro-cis-2-n-butyl-3-n-propyloxaziridine under remarkably mild reaction conditions. The reaction occurs with retention of configuration at the oxidized stereogenic center, and the enantiospecificity is highly independent from both the carbon framework of the substrate and the presence of functional groups.

SYNTHESIS OF TETRAHYDROMYRCENOL

The present invention relates to a new and improved synthesis of tetrahydromyrcenol (IUPAC name: 2,6-dimethyl-2-octanol).

An iron catalyst for oxidation of alkyl C-H bonds showing enhanced selectivity for methylenic sites

Many are called but few are chosen: A nonheme iron complex catalyzes the oxidation of alkyl C-H bonds by using H2O2 as the oxidant, showing an enhanced selectivity for secondary over tertiary C-H bonds (see scheme). Copyright