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11584

Sigma-Aldrich

(−)-Terpinen-4-ol

≥95.0% (sum of enantiomers, GC)

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Synonym(s):
(R)-1-Isopropyl-4-methyl-3-cyclohexen-1-ol, (R)-p-Menth-1-en-4-ol
Empirical Formula (Hill Notation):
C10H18O
CAS Number:
Molecular Weight:
154.25
MDL number:
PubChem Substance ID:
NACRES:
NA.22

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

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

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This Item
495988647786473
(−)-Terpinen-4-ol ≥95.0% (sum of enantiomers, GC)

Sigma-Aldrich

11584

(−)-Terpinen-4-ol

(−)-Terpinen-4-ol analytical standard

Supelco

49598

(−)-Terpinen-4-ol

(+)-Terpinen-4-ol analytical standard

Supelco

86477

(+)-Terpinen-4-ol

α-Terpinene ≥95.0% (GC)

Sigma-Aldrich

86473

α-Terpinene

refractive index

n20/D 1.479

refractive index

-

refractive index

n20/D 1.479

refractive index

n20/D 1.478 (lit.)

density

0.934 g/mL at 20 °C

density

0.934 g/mL at 20 °C

density

0.933 g/mL at 20 °C (lit.)

density

0.837 g/mL at 25 °C (lit.)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

-

optical activity

[α]20/D -25±6°, neat

optical activity

[α]/D -25±6°, neat

optical activity

-

optical activity

-

optical purity

enantiomeric ratio: ~2:1

optical purity

enantiomeric ratio: ~2:1

optical purity

enantiomeric ratio: ~2:1

optical purity

-

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).

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

174.2 °F - closed cup

Flash Point(C)

79 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)
Laura de Fátima Souto Maior et al.
Clinical oral investigations, 23(7), 2837-2848 (2019-05-22)
This study investigated the anti-Candida activity and the Shore A hardness of a tissue conditioner (Softone™) modified by incorporation of terpinen-4-ol and cinnamaldehyde. Agar diffusion, microdilution, and mechanism of action methods were performed to determine to evaluate the antifungal activity
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)
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
P H Hart et al.
Inflammation research : official journal of the European Histamine Research Society ... [et al.], 49(11), 619-626 (2000-12-29)
To evaluate potential antiinflammatory properties of tea tree oil, the essential oil steam distilled from the Australian native plant, Melaleuca alternifolia. The ability of tea tree oil to reduce the production in vitro of tumour necrosis factor-alpha (TNFalpha), interleukin (IL)-1beta

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