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223190

Sigma-Aldrich

γ-Terpinene

97%

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Synonym(s):
gamma-Terpinene, 1-Isopropyl-4-methyl-1,4-cyclohexadiene, p-Mentha-1,4-diene
Empirical Formula (Hill Notation):
C10H16
CAS Number:
Molecular Weight:
136.23
Beilstein/REAXYS Number:
2038347
EC Number:
MDL number:
eCl@ss:
39010915
PubChem Substance ID:
NACRES:
NA.22

vapor density

4.7 (vs air)

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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This Item
86478W35590986476
vibrant-m

223190

γ-Terpinene

vibrant-m

86478

γ-Terpinene

vibrant-m

W355909

γ-Terpinene

vibrant-m

86476

γ-Terpinene

Quality Level

200

Quality Level

200

Quality Level

400

Quality Level

100

solubility

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

solubility

-

solubility

-

solubility

-

refractive index

n20/D 1.474 (lit.)

refractive index

n20/D 1.474 (lit.)

refractive index

n20/D 1.474 (lit.)

refractive index

n20/D 1.474 (lit.)

bp

182 °C (lit.)

bp

182 °C (lit.)

bp

182 °C (lit.)

bp

182 °C (lit.)

density

0.85 g/mL at 25 °C (lit.)

density

0.85 g/mL at 25 °C (lit.)

density

0.85 g/mL at 25 °C (lit.)

density

0.85 g/mL at 25 °C (lit.)

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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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
Gas-phase reaction of (E)-β-farnesene with ozone: Rate coefficient and carbonyl products
Kourtchev I, et al.
Atmospheric Environment, 43, 3182-3190 (2009)
Chromium-catalyzed radical cyclization of bromo and chloro acetals
MacLeod KC, et al.
Organometallics, 29, 6639-6641 (2010)
FLP-Catalyzed Transfer Hydrogenation of Silyl Enol Ethers
Khan I, et al.
Angewandte Chemie (International Edition in English), 57, 12356-12359 (2018)
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

Articles

-Cymene; Linalool; Menthol; α-Terpineol; Menthyl acetate

Protocols

-3,7-Dimethyl-2,6-octadien-1-ol; Neral; Geraniol; Geranial; Undecanal; Citronellyl acetate; Neryl acetate; 3,7-Dimethyl-2,6-octadienyl acetate; 1-Tetradecene; Tetradecane; α-Bisabolol

-β-Farnesene; α-Huµlene; Germacrene D; (+)-Valencene; Bicyclogermacrene; (+)-δ-Cadinene

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