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Sigma-Aldrich

α-Terpineol

90%, technical grade

Synonym(e):

(S)-2-(4-Methyl-3-cyclohexenyl)-2-propanol, (S)-p-Menth-1-en-8-ol

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About This Item

Empirische Formel (Hill-System):
C10H18O
CAS-Nummer:
98-55-5
Molekulargewicht:
154.25
Beilstein:
2325137
EG-Nummer:
233-986-8
MDL-Nummer:
MFCD00001557
UNSPSC-Code:
12352212
PubChem Substanz-ID:
24867093
NACRES:
NA.22

Qualität

technical grade

Assay

90%

Brechungsindex

n20/D 1.482 (lit.)

bp

217-218 °C (lit.)

mp (Schmelzpunkt)

31-35 °C (lit.)

Dichte

0.93 g/mL at 25 °C (lit.)

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

InChIKey

WUOACPNHFRMFPN-UHFFFAOYSA-N

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Allgemeine Beschreibung

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.

Anwendung

  • 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).

Sonstige Hinweise

Optical rotation varies with isomer mix.
remainder γ-isomer

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H315,H319

Gefahreneinstufungen

Eye Irrit. 2 - Skin Irrit. 2

Lagerklassenschlüssel

10 - Combustible liquids

WGK

WGK 1

Flammpunkt (°F)

195.8 °F - closed cup

Flammpunkt (°C)

91 °C - closed cup

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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Slide 1 of 3

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Terpineol mixture of isomers, analytical standard

Supelco

77663

Terpineol

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

Sigma-Aldrich

11584

(−)-Terpinen-4-ol

4-Carvomenthenol natural, ≥95%, FG

Sigma-Aldrich

W224820

4-Carvomenthenol

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
Soon-Nang Park et al.
Anaerobe, 18(3), 369-372 (2012-04-28)
Linalool and α-terpineol exhibited strong antimicrobial activity against periodontopathic and cariogenic bacteria. However, their concentration should be kept below 0.4 mg/ml if they are to be used as components of toothpaste or gargling solution. Moreover, other compounds with antimicrobial activity
Jason E Ham et al.
Chemosphere, 83(3), 327-333 (2011-01-18)
Indoor environments are dynamic reactors where consumer products (such as cleaning agents, deodorants, and air fresheners) emit volatile organic compounds (VOCs) that can subsequently interact with indoor oxidants such as ozone (O(3)), hydroxyl radicals, and nitrate radicals. Typically, consumer products
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