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86473

Sigma-Aldrich

α-Terpinene

≥95.0% (GC)

Synonym(s):

alpha-Terpinene, 1-Isopropyl-4-methyl-1,3-cyclohexadiene, p-Mentha-1,3-diene

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About This Item

Empirical Formula (Hill Notation):
C10H16
CAS Number:
99-86-5
Molecular Weight:
136.23
Beilstein/REAXYS Number:
1853379
EC Number:
202-795-1
MDL number:
MFCD00001534
UNSPSC Code:
12352100
PubChem Substance ID:
57653161
NACRES:
NA.22

assay

≥95.0% (GC)

form

liquid

refractive index

n20/D 1.478 (lit.)

bp

173-175 °C (lit.)

density

0.837 g/mL at 25 °C (lit.)

storage temp.

−20°C

SMILES string

CC(C)C1=CC=C(C)CC1

InChI

1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,6,8H,5,7H2,1-3H3

InChI key

YHQGMYUVUMAZJR-UHFFFAOYSA-N

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General description

α-Terpinene, a cyclic monoterpene commonly used as a fragrance compound, is found in various essential oils. It is responsible for the antioxidant activity of tea tree oil.

Application

α-Terpinene can be used as an organic reductant in the guaiacol deoxygenation to yield phenols using V2O5/Al2O3 catalyst.

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Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Asp. Tox. 1 - Eye Irrit. 2 - Flam. Liq. 3 - Skin Sens. 1B

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

122.0 °F - closed cup

flash_point_c

50 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Conformational Space and Photochemistry of α-Terpinene
Marzec KM, et al.
The Journal of Physical Chemistry A, 114(17), 5526-5536 (2010)
Vanadium catalyzed guaiacol deoxygenation
Filley J and Roth C
J. Mol. Catal. A: Chem., 139(2-3), 245-252 (1999)
D Djenane et al.
Food science and technology international = Ciencia y tecnologia de los alimentos internacional, 17(6), 505-515 (2011-11-04)
Essential oils (EOs) extracted by hydrodistillation from leaf parts of Algerian Eucalyptus globulus, Myrtus communis and Satureja hortensis were analyzed by gas chromatography/mass spectrometry (GC/MS). The main components of EOs obtained were γ-terpinene (94.48%), 1,8-cineole (46.98%) and carvacrol (46.10%), respectively
Nataraj Jagannath et al.
Natural product communications, 7(7), 943-946 (2012-08-23)
The essential oil was extracted from the seeds of Heracleum rigens by hydrodistillation and a total of twenty compounds accounting for 98.5% of the total oil composition were identified. Physicochemical properties and chemical composition of the oil was determined by
Isabel Rivero-Cruz et al.
Journal of food science, 76(2), C309-C317 (2011-05-04)
In the present study, we reported a comparative analysis of the chemical composition and pharmacological properties of the essential oils obtained from 2 Mexican oreganos, Poliomintha longiflora and Lippia graveolens. The gas chromatography-mass spectrometry (GC-MS) profiles of the oils showed
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