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432628

Sigma-Aldrich

α-Terpineol

90%, technical grade

Synonym(s):

alpha-Terpineol

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About This Item

Empirical Formula (Hill Notation):
C10H18O
CAS Number:
Molecular Weight:
154.25
Beilstein:
2325137
EC Number:
MDL number:
UNSPSC Code:
12352212
PubChem Substance ID:
NACRES:
NA.22

grade

technical grade

Assay

90%

refractive index

n20/D 1.482 (lit.)

bp

217-218 °C (lit.)

mp

31-35 °C (lit.)

density

0.93 g/mL at 25 °C (lit.)

functional group

hydroxyl

SMILES string

CC1=CC[C@H](CC1)C(C)(C)O

InChI

1S/C10H18O/c1-8-4-6-9(7-5-8)10(2,3)11/h4,9,11H,5-7H2,1-3H3

InChI key

WUOACPNHFRMFPN-UHFFFAOYSA-N

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General description

α-Terpineol is a monoterpene alcohol. It is one of the components responsible for the antifungal activity in Melaleuca alternifolia (tea tree) essential oil. The reaction rate constant of α-terpineol with the OH radical and ozone was found to be (1.9±0.5)×10-10cm3 molecule-1s-1 and (3.0±0.2)×10-16cm3 molecule-1s-1, respectively.

Application

  • a-Terpineol, a natural monoterpene: A review of its biological properties: This review article explores the wide range of biological activities of a-terpineol, including antimicrobial, anti-inflammatory, and anticancer properties, providing a comprehensive overview of its therapeutic potential (C Khaleel, N Tabanca, G Buchbauer, 2018).
  • Production, properties, and applications of a-terpineol: Discusses the production methods, physical and chemical properties, and various industrial applications of a-terpineol, highlighting its importance in food and bioprocess technologies (A Sales et al., 2020).
  • Antifungal activity of citral, octanal and a-terpineol against Geotrichum citri-aurantii: This article examines the effectiveness of a-terpineol, along with other compounds, in inhibiting the growth of a fungal pathogen affecting citrus fruits, showcasing its potential as a natural fungicide (H Zhou et al., 2014).

Other Notes

Optical rotation varies with isomer mix.
remainder γ-isomer

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

195.8 °F - closed cup

Flash Point(C)

91 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Annarica Calcabrini et al.
The Journal of investigative dermatology, 122(2), 349-360 (2004-03-11)
The search for innovative therapeutic approaches based on the use of new substances is gaining more interest in clinical oncology. In this in vitro study the potential anti-tumoral activity of tea tree oil, distilled from Melaleuca alternifolia, was analyzed against
Francesca Mondello et al.
BMC infectious diseases, 6, 158-158 (2006-11-07)
Recent investigations on the antifungal properties of essential oil of Melaleuca alternifolia Cheel (Tea Tree Oil, TTO) have been performed with reference to the treatment of vaginal candidiasis. However, there is a lack of in vivo data supporting in vitro
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
Antifungal activity of the components of Melaleuca alternifolia (tea tree) oil.
Hammer KA , et al.
Journal of Applied Microbiology, 95(4), 853-860 (2003)
Chokri Messaoud et al.
Chemistry & biodiversity, 8(2), 300-310 (2011-02-22)
Extracts of mature dark blue and white berries from two Tunisian Myrtus communis morphs growing at the same site were assessed for their essential-oil and fatty-acid compositions, phenolic contents, and antioxidant activities. The GC and GC/MS analyses of the essential

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