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W304522

Sigma-Aldrich

(−)−α-Terpineol

greener alternative

natural, ≥96%, FCC, FG

Synonym(s):

(S)-2-(4-Methyl-3-cyclohexenyl)-2-propanol, (S)-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
Beilstein:
2325137
EC Number:
Council of Europe no.:
62c
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
2.014
NACRES:
NA.21

grade

FG
Fragrance grade
Halal
Kosher
natural

Quality Level

Agency

follows IFRA guidelines

reg. compliance

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

Assay

≥96%

greener alternative product characteristics

Less Hazardous Chemical Syntheses
Use of Renewable Feedstocks
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

refractive index

n20/D 1482 (lit.)

bp

217-218 °C (lit.)

mp

31-35 °C (lit.)

density

0.93 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

α-terpineol

greener alternative category

Organoleptic

lilac; citrus; woody; floral; pine

SMILES string

CC1=CC[C@@H](C(O)(C)C)CC1

InChI

1S/C10H18O/c1-8-4-6-9(7-5-8)10(2,3)11/h4,9,11H,5-7H2,1-3H3/t9-/m1/s1

InChI key

WUOACPNHFRMFPN-SECBINFHSA-N

General description

α-Terpineol is a monoterpene alcohol. It is one of the components responsible for the antifungal activity of Melaleuca alternifolia (tea tree) essential oil. It is also found in Origanum essential oil and Rosmarinus officinalis essential oil.
α-Terpineol is a monoterpene compound mainly found in the essential oil (EO) of plants such as pine, rosemary and tea tree.
We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives . This product is a Biobased products, showing key improvements in Green Chemistry Principles “Less Hazardous Chemical Syntheses” and “Use of Renewable Feedstock”.

Application

Estersof α-terpineol possess a fruity, characteristic lavender and bergamot-likefragrance and are widely used for their flavor value in bakery, frozen dairy,chewing gum, alcoholic and non-alcoholic beverages, and meat products.

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

204.8 °F - closed cup

Flash Point(C)

96 °C - 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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Acute, sublethal, antifeedant, and synergistic effects of monoterpenoid essential oil compounds on the tobacco cutworm, Spodoptera litura (Lep., Noctuidae).
Hummelbrunner LA & Isman MB.
Journal of Agricultural and Food Chemistry, 49(2), 715-720 (2001)
Antimicrobial testings and gas chromatographic analysis of pure oxygenated monoterpenes 1, 8-cineole, ?-terpineol, terpinen-4-ol and camphor as well as target compounds in essential oils of pine (Pinus pinaster), rosemary (Rosmarinus officinalis), tea tree (Melaleuca alternifolia).
Jirovetz L, et al.
Scientia Pharmaceutica, 73(1), 27-38 (2005)
Antimicrobial and cytotoxic activities of Origanum essential oils.
Sivropoulou A, et al.
Journal of Agricultural and Food Chemistry, 44(5), 1202-1205 (1996)
Comparative toxicity of Rosmarinus officinalis L. essential oil and blends of its major constituents against Tetranychus urticae Koch (Acari: Tetranychidae) on two different host plants.
Miresmailli S, et al.
Pest Management Science, 62(4), 366-371 (2006)
Lipase catalyzed esterification of a-terpineol with various organic acids: application of the Plackett?Burman design.
Rao P and Divakar S.
Process. Biochem., 36(11), 1125-1128 (2001)

Articles

Recent regulatory changes in the US and EU have put the focus on fragrance safety and ingredient transparency, including the MoCRA, to be implemented within the next two years. Manufacturers and suppliers must comply with these changes to ensure they are meeting consumer demand and industry expectations for safety.

Recent regulatory changes in the US and EU have put the focus on fragrance safety and ingredient transparency, including the MoCRA, to be implemented within the next two years. Manufacturers and suppliers must comply with these changes to ensure they are meeting consumer demand and industry expectations for safety.

Recent regulatory changes in the US and EU have put the focus on fragrance safety and ingredient transparency, including the MoCRA, to be implemented within the next two years. Manufacturers and suppliers must comply with these changes to ensure they are meeting consumer demand and industry expectations for safety.

Recent regulatory changes in the US and EU have put the focus on fragrance safety and ingredient transparency, including the MoCRA, to be implemented within the next two years. Manufacturers and suppliers must comply with these changes to ensure they are meeting consumer demand and industry expectations for safety.

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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