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W304603

Sigma-Aldrich

Terpinolene

≥95%, FG

Synonym(s):

4-Isopropylidene-1-methylcyclohexene, p-Menth-1,4(8)-diene, p-Meth-1-en-8-yl-formate

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About This Item

Empirical Formula (Hill Notation):
C10H16
CAS Number:
586-62-9
Molecular Weight:
136.23
FEMA Number:
3046
Beilstein:
1851203
EC Number:
209-578-0
Council of Europe no.:
2115
MDL number:
MFCD00049191
UNSPSC Code:
12164502
PubChem Substance ID:
24901446
Flavis number:
1.005
NACRES:
NA.21

biological source

synthetic

Quality Level

400

grade

FG
Halal
Kosher

reg. compliance

EU 1334/2008 & 872/2012

vapor density

~4.7 (vs air)

vapor pressure

~0.5 mmHg ( 20 °C)

Assay

≥95%

refractive index

n20/D 1.489 (lit.)

bp

184-185 °C (lit.)

density

0.861 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

Organoleptic

fresh; woody; citrus; pine; sweet

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 volatile monoterpene that occurs naturally in sage, rosemary and carrot.

Application


  • Based on HPLC and HS-GC-IMS Techniques, the Changes in the Internal Chemical Components of Schisandra chinensis (Turcz.) Baill. Fruit at Different Harvesting Periods Were Analyzed.: This study utilized high-performance liquid chromatography and headspace gas chromatography-ion mobility spectrometry to examine changes in internal chemical components, including terpinolene, of Schisandra chinensis during various harvest periods, offering insights into optimal harvest timing for maximum chemical efficacy (Sun et al., 2024).

  • Exogenous methyl jasmonate treatment induced the transcriptional responses and accumulation of volatile terpenoids in Oenanthe javanica (Blume) DC.: Research focused on the effect of methyl jasmonate on the accumulation of volatile terpenoids, such as terpinolene, in Oenanthe javanica, demonstrating enhanced production of these compounds which are critical for plant defense mechanisms (Feng et al., 2024).


Signal Word

Danger

Hazard Statements

H304,H317,H410

Hazard Classifications

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

Storage Class Code

3 - Flammable liquids

WGK

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Terpinolene, a component of herbal sage, downregulates AKT1 expression in K562 cells.
Okumura N, et al
Oncology Letters, 3(2), 321-324 (2012)
Carrot flavor: effects of genotype, growing conditions, storage, and processing.
Simon PW.
Evaluation of quality of fruits and vegetables, 315-328 (1985)
Yan Ma et al.
Physical chemistry chemical physics : PCCP, 11(21), 4198-4209 (2009-05-22)
Gas-phase ozonolysis of terpinolene was studied in static chamber experiments using gas chromatography coupled to mass spectrometric and flame ionisation detection to separate and detect products. Two isomers of C(7)-diacids and three isomers of C(7)-aldehydic acids were identified in the
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
G Misra et al.
Applied microbiology and biotechnology, 45(6), 831-838 (1996-07-01)
Batch experiments were conducted to assess the biotransformation potential of four hydrocarbon monoterpenes (d-limonene, alpha-pinene, gamma-terpinene, and terpinolene) and four alcohols (arbanol, linalool, plinol, and alpha-terpineol) under aerobic conditions at 23 degrees C. Both forest-soil extract and enriched cultures were
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