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432628

Sigma-Aldrich

(−)-α-Terpineol

90%, technical grade

Synonyme(s) :

alpha-Terpineol

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About This Item

Formule empirique (notation de Hill):
C10H18O
Numéro CAS:
98-55-5
Poids moléculaire :
154.25
Numéro Beilstein :
2325137
Numéro CE :
233-986-8
Numéro MDL:
MFCD00001557
Code UNSPSC :
12352212
ID de substance PubChem :
24867093
Nomenclature NACRES :
NA.22

Qualité

technical grade

Pureté

90%

Indice de réfraction

n20/D 1.482 (lit.)

Point d'ébullition

217-218 °C (lit.)

Pf

31-35 °C (lit.)

Densité

0.93 g/mL at 25 °C (lit.)

Chaîne SMILES 

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

Clé InChI

WUOACPNHFRMFPN-UHFFFAOYSA-N

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Catégories apparentées

Description générale

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).

Autres remarques

Optical rotation varies with isomer mix.
remainder γ-isomer

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

195.8 °F - closed cup

Point d'éclair (°C)

91 °C - closed cup

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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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
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
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
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
Antifungal activity of the components of Melaleuca alternifolia (tea tree) oil.
Hammer KA , et al.
Journal of Applied Microbiology, 95(4), 853-860 (2003)
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