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W304506

Sigma-Aldrich

Terpineol

mixture of isomers, 96%, FG

Synonym(s):

α,α,4-trimethyl-3-cyclohexene-1-methanol, 2-(4-methyl-3-cyclohexen-1-yl)-2-propanol, p-menth-1-en-8-ol

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About This Item

Empirical Formula (Hill Notation):
C10H18O
CAS Number:
Molecular Weight:
154.25
FEMA Number:
3045
EC Number:
Council of Europe no.:
62
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
2.230
NACRES:
NA.21

biological source

synthetic

Quality Level

grade

FG
Fragrance grade
Halal
Kosher

Agency

follows IFRA guidelines

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002
FDA 21 CFR 172.515
FDA 21 CFR 178.1010

Assay

96%

form

viscous liquid

composition

d-terpineol, <1.0%
a-terpineol, ≥55.0%
b-terpineol, <10.0% (cis)
b-terpineol, <13.0% (trans)
g-terpineol, <23.0%

bp

213-218 °C (lit.)

solubility

ethanol: soluble 1.25ml/10ml, clear to slightly hazy, colorless to light yellow (50% ethanol)
ethanol: soluble 2.5ml/10ml, clear to slightly hazy, colorless to light yellow
ethanol: soluble 5mL/10mL, clear to slightly hazy, colorless to light yellow (70% Ethanol)

density

0.934 g/mL at 20 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

terpineol (mixture of isomers), α-terpineol

Organoleptic

lilac; woody; floral; citrus; pine

SMILES string

CC(=C)C1CCC(C)(O)CC1.CC2=CCC(CC2)C(C)(C)O

InChI

1S/2C10H18O/c1-8-4-6-9(7-5-8)10(2,3)11;1-8(2)9-4-6-10(3,11)7-5-9/h4,9,11H,5-7H2,1-3H3;9,11H,1,4-7H2,2-3H3

InChI key

MGABGZGUMNDCSN-UHFFFAOYSA-N

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General description

α-Terpineol is a cyclic monoterpene. It is one of the major monoterpenol component of the cultivar Gewürztraminer and other aroma-rich grape varieties. α-Terpineol, a monoterpenoid alcohol, has been investigated for its anticonvulsant activity. It was one of the insecticidal constituent of the essential oils of Dahlia pinnata.FCC includes the following isomers in the listed purity: alpha-, (E)-beta, (Z)-beta, gamma-, terpinen-4-ol, and terpinen-1-ol.

Application

α-Terpineol is the suitable aroma standard used to study the influence of the drying method on volatile compounds of Origanum vulgare. It may be employed as a highly viscous solvent in the preparation of photocatalytic transparent TiO2 thin film.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

190.4 °F - Information taken from reference works and the literature.

Flash Point(C)

88 °C - Information taken from reference works and the literature.

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Evolution of the anticonvulsant activity of α-terpineol.
de Sousa DP, et al.
Pharmaceutical biology, 45(1), 69-70 (2007)
Preparation of photocatalytic TiO2 transparent thin film by thermal decomposition of Ti-alkoxide with a-terpineol as a solvent.
Negishi N and Takeuchi K.
Thin Solid Films, 392(2), 249-253 (2001)
Composition of oregano essential oil (Origanum vulgare) as affected by drying method.
Figiel A, et al.
Journal of Food Engineering, 98(2), 240-247 (2010)
Da-Cheng Wang et al.
Natural product research, 29(18), 1748-1751 (2015-01-08)
The aim of this research was to determine the chemical composition of the essential oils of Dahlia pinnata, their insecticidal activity against Sitophilus zeamais and Sitophilusoryzae and to isolate insecticidal constituents. Based on bioactivity-guided fractionation, active constituents were isolated and
Annarica Calcabrini et al.
The Journal of investigative dermatology, 122(2), 349-360 (2004-03-11)
The search for innovative therapeutic approaches based on the use of new substances is gaining more interest in clinical oncology. In this in vitro study the potential anti-tumoral activity of tea tree oil, distilled from Melaleuca alternifolia, was analyzed against

Protocols

Fast GC analysis of sweet orange essential oil in hexane. Key components identified includes: β-Farnesene; α-Huµlene; Germacrene D; (+)-Valencene; Bicyclogermacrene; (+)-δ-Cadinene

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