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223190

Sigma-Aldrich

γ-Terpinene

97%

Synonym(s):

gamma-Terpinene, 1-Isopropyl-4-methyl-1,4-cyclohexadiene, p-Mentha-1,4-diene

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About This Item

Empirical Formula (Hill Notation):
C10H16
CAS Number:
99-85-4
Molecular Weight:
136.23
Beilstein/REAXYS Number:
2038347
EC Number:
202-794-6
MDL number:
MFCD00001537
UNSPSC Code:
12352100
eCl@ss:
39010915
PubChem Substance ID:
24853370
NACRES:
NA.22

vapor density

4.7 (vs air)

Quality Level

200

vapor pressure

~0.7 mmHg ( 20 °C)

assay

97%

form

liquid

refractive index

n20/D 1.474 (lit.)

bp

182 °C (lit.)

solubility

water: soluble 5%, clear, colorless to faintly yellow

density

0.85 g/mL at 25 °C (lit.)

SMILES string

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

InChI

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

InChI key

YKFLAYDHMOASIY-UHFFFAOYSA-N

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General description

γ-Terpinene, volatile essential oil derived from Melaleuca alternifolia, shows antimicrobial properties against various human pathogens. It is also extracted from Lippia multiflora. The antioxidant, anti-inflammatory and anti-proliferative activities of γ-terpinene is studied.

Application

γ-Terpinene can be used as:
  • Hydrogen precursor in the catalytic transfer hydrogenation of silyl enol ethers.
  • A reference compound in the kinetic study of ozonolysis of (E)-β-farnesene.
  • A hydrogen atom donor in the Cr-catalyzed radical cyclization of halo acetals.

signalword

Warning

Hazard Classifications

Aquatic Chronic 2 - Flam. Liq. 3 - Repr. 2

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

124.9 °F - closed cup

flash_point_c

51.6 °C - closed cup

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
STBK4673
STBK4672
STBJ6637
STBJ6636
STBJ0555

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Bagora Bayala et al.
PloS one, 9(3), e92122-e92122 (2014-03-26)
This research highlights the chemical composition, antioxidant, anti-inflammatory and anti-proliferative activities of essential oils from leaves of Ocimum basilicum, Ocimum americanum, Hyptis spicigera, Lippia multiflora, Ageratum conyzoides, Eucalyptus camaldulensis and Zingiber officinale. Essential oils were analyzed by gas chromatography-mass spectrometry
Tais Susane Pereira et al.
Journal of ethnopharmacology, 151(2), 852-857 (2013-12-10)
The volatile essential oil derived from the plant Melaleuca alternifolia, also called tea tree oil (TTO), is largely employed for its antimicrobial properties against several human pathogens. It is used in many topical formulations to treat cutaneous infections. Since very
Ekhteraei Tousi Samaneh et al.
Natural product research, 24(19), 1834-1842 (2010-11-26)
Essential oils from the subterranean organs of three species of Valeriana L. from Iran (Valeriana sisymbriifolia Vahl, Valeriana alliariifolia Adams and Valeriana officinalis L.) belonging to Valerianaceae family have been obtained by hydrodistillation and analysed by gas chromatography-mass spectrometry in
Nabila Bouderdara et al.
Natural product communications, 6(1), 115-117 (2011-03-04)
The essential oil of aerial parts of Cachrys libanotis L. (Apiaceae) from east Algeria was extracted by hydrodistillation and analyzed by GC-FID and GC-MS. Thirty-one compounds were identified, the main components being germacrene-D (18.0%), gamma-terpinene (6.4%), p-cymene (5.5%), caryophyllene oxide
Mohammad S Abu-Darwish et al.
Natural product research, 26(14), 1310-1317 (2011-06-29)
The effect of plant space and time of harvesting on yield and quality of Thymus vulgaris was evaluated in Jordan. Thyme was cultivated in rows of 50 cm apart with inter-row spacing of 15, 30 or 45 cm and was grown at
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