86485

Sigma-Aldrich

Terpinolene

technical, ≥85% (GC)

Synonym(s):
p-Meth-1-en-8-yl-formate, 4-Isopropylidene-1-methylcyclohexene, p-Menth-1,4(8)-diene
Empirical Formula (Hill Notation):
C10H16
CAS Number:
Molecular Weight:
136.23
Beilstein/REAXYS Number:
1851203
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

vapor density

~4.7 (vs air)

vapor pressure

~0.5 mmHg ( 20 °C)

grade

technical

assay

≥85% (GC)

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.

Packaging

100, 500 mL in glass bottle

Signal Word

Danger

Hazard Statements

hazcat

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

storage_class_code

3 - Flammable liquids

WGK Germany

WGK 3

Flash Point(F)

141.8 °F - Seta closed cup

Flash Point(C)

61 °C - Seta closed cup

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Biotransformation of monoterpenoids,(-)-and menthols, terpinolene and carvotanacetone by Aspergillus species.
Asakawa Y, et al.
Phytochemistry, 30(12), 3981-3987 (1991)
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...
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)
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)
John H Borden et al.
Journal of economic entomology, 101(4), 1266-1275 (2008-09-05)
The superiority of the host monoterpene myrcene as a synergist for trans-verbenol and exo-brevicomin, aggregation pheromone components of the mountain pine beetle, Dendroctonus ponderosae Hopkins (Coleoptera: Curculionidae), suggests that the ancestral host of the mountain pine beetle is a pine...

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