20126-76-5

Basic information

• Product Name: (-)-TERPINEN-4-OL
• Synonyms: (-)-P-MENTH-1-EN-4-OL;P-MENTH-1-EN-4-OL;(R)-4-Isopropyl-1-methyl-1-cyclohexen-4-ol;3-Cyclohexen-1-ol, 4-methyl-1-(1-methylethyl)-, (R)-;L-4-terpineneol;L-4-terpineol;L-terpinen-4-ol;p-Menth-1-en-4-ol, (R)-(-)-
• CAS NO: 20126-76-5
• Molecular Formula: C₁₀H₁₈O
• Molecular Weight: 154.25
• EINECS: 2017-001-1
• Product Categories: Biochemistry;Monocyclic Monoterpenes;Terpenes
• Mol File: 20126-76-5.mol
• Article Data: 1

Chemical Properties

• Melting Point: 208～210℃
• Boiling Point: 212 °C
• Flash Point: 90 °C
• Appearance: Clear colorless to yellow/Liquid
• Density: 0.933
• Vapor Pressure: 0.0478mmHg at 25°C
• Refractive Index: 1.476-1.482
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 14.94±0.40(Predicted)
• CAS DataBase Reference: (-)-TERPINEN-4-OL(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-TERPINEN-4-OL(20126-76-5)
• EPA Substance Registry System: (-)-TERPINEN-4-OL(20126-76-5)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 37/39-26
• RIDADR: NA 1993 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 20126-76-5(Hazardous Substances Data)

Usage

Chemical Properties

clear colourless to yellow liquid

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).

Synthesis Reference(s)

Synthesis, p. 888, 1983 DOI: 10.1055/s-1983-30550Tetrahedron Letters, 27, p. 1195, 1986 DOI: 10.1016/S0040-4039(00)84214-8

General Description

Terpinen-4-ol, a monoterpenoid alcohol, is the key constituent of tea tree (Melaleuca alternifolia) oil.

InChI:InChI=1/C10H18O/c1-8(2)10(11)6-4-9(3)5-7-10/h4,8,11H,5-7H2,1-3H3/t10-/m0/s1

Upstream product

• 1219000-91-5 (R)-4-isopropyl-4-(methoxymethoxy)-1-methylcyclo-hex-1-ene 
• 2009-00-9 sabinene 

Downstream Products

• 902523-70-0 (R)-1-isopropyl-4-methyl-3-cyclohexenyl diphenylphosphinite 
• 1219000-91-5 (R)-4-isopropyl-4-(methoxymethoxy)-1-methylcyclo-hex-1-ene 
• 99-87-6 4-methylisopropylbenzene 
• 179735-23-0 (5S)-5-hydroxy-2-methyl-5-(1-methylethyl)cyclohex-2-enone 
• 70856-11-0 (2Z)-3,7-dimethyl-6-oxooct-2-enal 
• 108-24-7 acetic anhydride 
• 2514-94-5 (1R,2R,4R)-1-methyl-4-(1-methylethyl)-1,2,4-cyclohexanetriol 
• 470-65-5 p-menthane-4-ol 
• 1361325-67-8 methyl 4-((1R,5R,7R)-5-isopropyl-2-methyl-6-oxabicyclo[3.2.1]oct-2-en-7-yl)benzoate 
• 1361325-69-0 (1R,5R,7R)-5-isopropyl-2-methyl-7-(2-nitrophenyl)-6-oxabicyclo[3.2.1]oct-2-ene 
• 1361325-64-5 (1R,5R,7R)-7-(4-bromophenyl)-5-isopropyl-2-methyl-6-oxabicyclo[3.2.1]oct-2-ene 
• 1361325-68-9 (1R,5R,7R)-5-isopropyl-2-methyl-7-(4-nitrophenyl)-6-oxabicyclo[3.2.1]oct-2-ene 
• 1361325-63-4 (1R,5R,7R)-7-(4-chlorophenyl)-5-isopropyl-2-methyl-6-oxabicyclo[3.2.1]oct-2-ene 
• 1361325-66-7 (1R,5R,7R)-7-(4-fluorophenyl)-5-isopropyl-2-methyl-6-oxabicyclo[3.2.1]oct-2-ene 

Relevant articles and documents

A facile method for the rapid and selective deprotection of methoxymethyl (MOM) ethers

We describe a rapid and efficient method for selective deprotection of methoxymethyl (MOM) ethers using ZnBr2 and n-PrSH, which completely removed MOM from diverse MOM ethers of primary, secondary, and tertiary alcohols or phenol derivatives. The deprotection takes less than ten minutes with both high yield and selectivity in the presence of other protecting groups. In addition, the rapid deprotection of MOM ethers of tertiary hydroxyls in high yield with no epimerization allows MOM to be a suitable protecting group for tertiary alcohols.