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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
Molecular Weight:
154.25
FEMA Number:
3045
EC Number:
232-268-1
Council of Europe no.:
62
MDL number:
MFCD00166983
UNSPSC Code:
12164502
PubChem Substance ID:
24901443
Flavis number:
2.230
NACRES:
NA.21

biological source

synthetic

Quality Level

400

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
GHS07

Signal Word

Warning

Hazard Statements

H315 - H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

No data available

Flash Point(C)

No data available

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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Terpinen 4-ol primary reference standard

03900590

Terpinen 4-ol

4-Carvomenthenol natural, &#8805;95%, FG

Sigma-Aldrich

W224820

4-Carvomenthenol

Ethyl cellulose viscosity 4&#160;cP, 5&#160;% in toluene/ethanol 80:20(lit.), extent of labeling: 48% ethoxyl

Sigma-Aldrich

200646

Ethyl cellulose

Evolution of the anticonvulsant activity of α-terpineol.
de Sousa DP, et al.
Pharmaceutical biology, 45(1), 69-70 (2007)
Diane M Martin et al.
Phytochemistry, 65(9), 1223-1229 (2004-06-09)
The flavour and aroma of certain Vitis vinifera grape varieties is dominated by volatile terpenes and small volatile aldehydes. Monoterpenes contribute to the final grape and wine aroma and flavour in form of free volatiles and as glycoside conjugates of
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
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)
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)
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Protocols

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GC Analysis of Spearmint Essential Oil on SLB®-IL59

-Cymene; Linalool; Menthol; α-Terpineol; Menthyl acetate

GC Analysis of Lemon Essential Oil on SLB®-IL59, 3 °C/min Oven Ramp

-α-Bergamotene; β-Bisabolene; α-Terpineol; Neryl acetate; Geranyl acetate; Neral; Geranial

Sweet Orange Essential Oil GC Analysis

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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