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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:
98-55-5
Molecular Weight:
154.25
Beilstein:
2325137
EC Number:
233-986-8
MDL number:
MFCD00001557
UNSPSC Code:
12352212
PubChem Substance ID:
24867093
NACRES:
NA.22
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grade

technical grade

Quality Level

100

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.[1] 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.[2]

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

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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Certificates of Analysis (COA)

Lot/Batch Number
SHBR8141
SHBR2751
SHBQ4982
SHBP7968
SHBP6571

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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
Antifungal activity of the components of Melaleuca alternifolia (tea tree) oil.
Hammer KA , et al.
Journal of Applied Microbiology, 95(4), 853-860 (2003)
Hien-Trung Trinh et al.
Planta medica, 77(18), 1996-2002 (2011-08-11)
To investigate the inhibitory effects of Artemisia princeps Pamp. (family Asteraceae) essential oil (APEO) and its main constituents against bacterial vaginosis and vulvovaginal candidiasis, their antimicrobial activities against Gardnerella vaginalis and Candida albicans in vitro and their anti-inflammatory effects against
Aline Augusti Boligon et al.
Natural product research, 27(1), 68-71 (2012-01-26)
The essential oils obtained by hydrodistillation from the leaves of Tabernaemontana catharinensis had their composition analysed by GC-MS. A total of 18 substances were identified, consisting of a complex mixture of sesquiterpenes (83.52%), monoterpenes (5.46%) and triterpenes (4.56%). The main
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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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