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Merck

04899

Supelco

(−)-α-Terpineol

analytical standard

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About This Item

Fórmula empírica (notación de Hill):
C10H18O
Número de CAS:
Peso molecular:
154.25
Beilstein/REAXYS Number:
2325137
EC Number:
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

assay

≥95.0% (GC)

shelf life

limited shelf life, expiry date on the label

impurities

≤1.0% water

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.)

application(s)

cleaning products
cosmetics
food and beverages
personal care

format

neat

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 of Melaleuca alternifolia (tea tree) essential oil. The reaction rate constant of α-terpineol with 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

α-Terpineol has been used as a reference standard for the identification of α-terpineol in tequila by solid phase microextraction (SPME) and capillary gas chromatography−mass spectrometry (GC-MS), and in virgin olive oil samples by headspace SPME followed by GC-MS equipped with flame ionization detector (FID).
It may be used as a reference standard for the analysis of α-terpineol as trace volatile compound in wine by solid-phase extraction (SPE) followed by GC-MS and in essential oils and related compounds from aromatic plants by SPME and GC-MS.
α-Terpineol may be used in the synthesis of α-terpinyl esters of acetic acid and acetic anhydride via lipase-mediated esterification.

Other Notes

This compound is commonly found in plants of the genus: cinnamomum mentha pimpinella salvia thymus valeriana glycyrrhiza
Depending on the ambient or transport temperature the aggregation state can vary.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

195.8 °F - closed cup

flash_point_c

91 °C - closed cup


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Determination of terpenes in tequila by solid phase microextraction-gas chromatography-mass spectrometry.
Pe?a-Alvarez, et al.
Journal of Chromatography A, 1134(1-2), 291-297 (2006)
Lipase catalyzed esterification of a-terpineol with various organic acids: application of the Plackett?Burman design.
Rao P and Divakar S.
Process. Biochem., 36(11), 1125-1128 (2001)
Analysis of virgin olive oil volatile compounds by headspace solid-phase microextraction coupled to gas chromatography with mass spectrometric and flame ionization detection.
Vichi, et al.
Journal of Chromatography A, 983(1-2), 19-33 (2003)
Determination of minor and trace volatile compounds in wine by solid-phase extraction and gas chromatography with mass spectrometric detection.
Lopez, et al.
Journal of Chromatography A, 966(1-2), 167-177 (2002)
Jana Richter et al.
Analytical and bioanalytical chemistry, 387(6), 2207-2217 (2007-01-16)
Different extraction methods for the subsequent gas chromatographic determination of the composition of essential oils and related compounds from marjoram (Origanum majorana L.), caraway (Carum carvi L.), sage (Salvia officinalis L.), and thyme (Thymus vulgaris L.) have been compared. The

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