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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:
Molecular Weight:
136.23
Beilstein/REAXYS Number:
1851203
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

~4.7 (vs air)

Quality Level

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.

signalword

Danger

Hazard Classifications

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

wgk_germany

WGK 3

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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)
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)
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)
Michael F Russell et al.
Phytochemistry, 62(5), 683-689 (2003-03-07)
Individual leaves of the three most common chemotypes of Melaleuca alternifolia were examined both quantitatively and qualitatively for volatile constituents from the emergence of the first true leaves, through to 6-week-old tenth leaf set material. The 1,8-cineole and terpinolene chemotypes

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