11584
(−)-Terpinen-4-ol
≥95.0% (sum of enantiomers, GC)
Synonym(s):
(R)-1-Isopropyl-4-methyl-3-cyclohexen-1-ol, (R)-p-Menth-1-en-4-ol
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About This Item
Empirical Formula (Hill Notation):
C10H18O
CAS Number:
Molecular Weight:
154.25
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352002
MDL number:
Assay:
≥95.0% (sum of enantiomers, GC)
Quality Level
assay
≥95.0% (sum of enantiomers, GC)
optical activity
[α]20/D -25±6°, neat
optical purity
enantiomeric ratio: ~2:1
refractive index
n20/D 1.479
density
0.934 g/mL at 20 °C
functional group
hydroxyl
SMILES string
CC(C)[C@@]1(O)CCC(C)=CC1
InChI
1S/C10H18O/c1-8(2)10(11)6-4-9(3)5-7-10/h4,8,11H,5-7H2,1-3H3/t10-/m0/s1
InChI key
WRYLYDPHFGVWKC-JTQLQIEISA-N
General description
Terpinen-4-ol, a monoterpenoid alcohol, is the key constituent of tea tree (Melaleuca alternifolia) oil.
Application
(-)-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).
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signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
174.2 °F - closed cup
flash_point_c
79 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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Evaluation of the anticonvulsant activity of terpinen-4-ol
Sousa, Dami?o P. de, et al
Zeitschrift fur Naturforschung C, 64(1-2), 1-5 (2009)
Zhenbiao Li et al.
Applied microbiology and biotechnology, 104(5), 2163-2178 (2020-01-26)
Tea tree oil (TTO) and its two characteristic components (terpinen-4-ol and 1,8-cineole) have been shown to inhibit Botrytis cinerea growth. In this study, we conducted a transcriptome analysis to determine the effects of TTO and its characteristic components, alone and
Lavandula stoechas essential oil from Spain: Aromatic profile determined by gas chromatography-mass spectrometry, antioxidant and lipoxygenase inhibitory bioactivities.
Carrasco A, et al.
Industrial Crops and Products, 73, 16-27 (2015)