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86485

Sigma-Aldrich

Terpinolene

technical, ≥85% (GC)

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Synonym(s):
4-Isopropylidene-1-methylcyclohexene, p-Menth-1,4(8)-diene, p-Meth-1-en-8-yl-formate
Empirical Formula (Hill Notation):
C10H16
CAS Number:
586-62-9
Molecular Weight:
136.23
Beilstein:
1851203
EC Number:
209-578-0
MDL number:
MFCD00049191
UNSPSC Code:
12352100
PubChem Substance ID:
329769467
NACRES:
NA.22

vapor density

~4.7 (vs air)

Quality Level

100

vapor pressure

~0.5 mmHg ( 20 °C)

grade

technical

Assay

≥85% (GC)

form

liquid

refractive index

n20/D 1.489 (lit.)
n20/D 1.491

bp

184-185 °C (lit.)

density

0.861 g/mL at 25 °C (lit.)

SMILES string

C\C(C)=C1/CCC(C)=CC1

InChI

1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4H,5-7H2,1-3H3

InChI key

MOYAFQVGZZPNRA-UHFFFAOYSA-N

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General description

Terpinolene is a biogenically emitted monoterpene. Kinetics of gas phase reaction of OH and NO3 radicals with terpinolene has been investigated. Biotransformation of terpinolene byAspergillus niger and several related species has been reported. Epoxidation of terpinolene in anhydrous conditions using alumina as a heterogeneous catalyst and hydrogen peroxide as the oxidant agent has been studied. It is an major component of essential oil extracted from the aerial parts of Clausena indica.

Signal Word

Danger

Hazard Statements

H304,H317,H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 3 - Asp. Tox. 1 - Skin Sens. 1

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

Certificates of Analysis (COA)

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Kinetics of the gas-phase reactions of hydroxyl and nitrogen oxide (NO3) radicals with 2-carene, 1, 8-cineole, p-cymene, and terpinolene.
Corchnoy SB and Atkinson R.
Environmental Science & Technology Letters, 24(10), 1497-1502 (1990)
Alumina as heterogeneous catalyst for the regioselective epoxidation of terpenic diolefins with hydrogen peroxide.
Uguina MA, et al.
J. Mol. Catal. A: Chem., 256(1), 208-215 (2006)
Tran Huy Thaia et al.
Natural product communications, 9(10), 1531-1534 (2014-12-20)
The chemical composition of Vietnamese oil samples of the aerial parts of Clausena indica (Dalz.) Oliver and C. anisum-olens (Blanco) Merryll have been investigated using a combination of chromatographic and spectroscopic techniques. C. indica essential oil contained mainly terpinolene (53.9
Biotransformation of monoterpenoids,(-)-and menthols, terpinolene and carvotanacetone by Aspergillus species.
Asakawa Y, et al.
Phytochemistry, 30(12), 3981-3987 (1991)
J Grassmann et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 12(6-7), 416-423 (2005-07-13)
Antioxidants from several nutrients, e.g. vitamin E, beta-carotene, or flavonoids, inhibit the oxidative modification of low-density lipoproteins. This protective effect could possibly retard atherogenesis and in consequence avoid coronary heart diseases. Some studies have shown a positive effect of those
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