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Merck

223190

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:
Molecular Weight:
136.23
NACRES:
NA.22
PubChem Substance ID:
eCl@ss:
39010915
UNSPSC Code:
12352100
EC Number:
202-794-6
MDL number:
Beilstein/REAXYS Number:
2038347
Assay:
97%
Form:
liquid
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vapor density

4.7 (vs air)

Quality Level

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

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.



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Warning

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk

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
FLP-Catalyzed Transfer Hydrogenation of Silyl Enol Ethers
Khan I, et al.
Angewandte Chemie (International Edition in English), 57, 12356-12359 (2018)
Gas-phase reaction of (E)-β-farnesene with ozone: Rate coefficient and carbonyl products
Kourtchev I, et al.
Atmospheric Environment, 43, 3182-3190 (2009)