(-)-Terpinen-4-ol

Base Information

• Chemical Name: (-)-Terpinen-4-ol
• CAS No.: 20126-76-5
• Molecular Formula: C₁₀H₁₈O
• Molecular Weight: 154.252
• Hs Code.: 29061900
• European Community (EC) Number: 629-645-1
• UNII: 8VI196VS5T
• DSSTox Substance ID: DTXSID101033857
• Nikkaji Number: J257.436E
• Wikidata: Q27271081
• Metabolomics Workbench ID: 127838
• ChEMBL ID: CHEMBL2287509
• Mol file: 20126-76-5.mol

Synonyms:(R)-1-isopropyl-4-methyl-3-cyclohexen-1-ol;terpinen-4-ol;terpinenol-4

Chemical Property of (-)-Terpinen-4-ol

Chemical Property:

• Appearance/Colour: clear colourless to yellow liquid
• Vapor Pressure: 0.0478mmHg at 25°C
• Melting Point: 208～210℃
• Refractive Index: 1.476-1.482
• Boiling Point: 209 °C at 760 mmHg
• PKA: 14.94±0.40(Predicted)
• Flash Point: 79.4 °C
• PSA: 20.23000
• Density: 0.933 g/cm³
• LogP: 2.50370
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 154.135765193
• Heavy Atom Count: 11
• Complexity: 170

Purity/Quality:

99.9% ^*data from raw suppliers

(-)-Terpinen-4-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CCC(CC1)(C(C)C)O
• Isomeric SMILES: CC1=CC[C@](CC1)(C(C)C)O
• Uses: (-)-Terpinen-4-ol has been used as a standard for the determination of the composition of Lavandula stoechas essential oil by fast gas chromatography-electronic impact ionization/mass spectrometry (FGC-EI/MS).

Technology Process of (-)-Terpinen-4-ol

There total 2 articles about (-)-Terpinen-4-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

(R)-4-isopropyl-4-(methoxymethoxy)-1-methylcyclo-hex-1-ene (1219000-91-5) → (-)-terpinen-4-ol (20126-76-5,562-74-3,2438-10-0,28219-82-1)

Guidance literature:

With 1-thiopropane; zinc dibromide; In dichloromethane; at 20 ℃; for 0.116667h; Inert atmosphere;

DOI:10.1016/j.tet.2010.01.007

Reference yield:

sabinene (2009-00-9) → (-)-terpinen-4-ol (20126-76-5,562-74-3,2438-10-0,28219-82-1)

Guidance literature:

With sulfuric acid;

Reference yield: 99.0%

(-)-terpinen-4-ol (20126-76-5,562-74-3,2438-10-0,28219-82-1) → cis-p-menthan-4-ol (3239-02-9)

Guidance literature:

With (C₆F₅)₃B(IDipp)Ir(1,5-cyclooctadiene); hydrogen; In neat (no solvent); for 2h; under 6000.6 Torr;

DOI:10.1021/ja406529c

upstream raw materials:

sabinene

(R)-4-isopropyl-4-(methoxymethoxy)-1-methylcyclo-hex-1-ene

Downstream raw materials:

(Z)-p-menthan-4-ol

cis-p-menthan-4-ol

2(S)-endo-hydroxy-1,4-cineole

(1R,2R,4R)-1-methyl-4-(1-methylethyl)-1,2,4-cyclohexanetriol

Refernces