All Photos(2)

W304522

Sigma-Aldrich

(−)−α-Terpineol

natural, ≥96%, FCC, FG

Synonym(s):
(S)-2-(4-Methyl-3-cyclohexenyl)-2-propanol, (S)-p-Menth-1-en-8-ol
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:
PubChem Substance ID:
Flavis number:
2.014
NACRES:
NA.21

Quality Level

grade

FG
Halal
Kosher
natural

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%

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.)

Documentation

see Safety & Documentation for available documents

Organoleptic

lilac; citrus; floral; woody; pine

application(s)

flavors and fragrances

food allergen

no known allergens

fragrance allergen

α-terpineol

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

Related Categories

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. These plant EOs show promising potential as natural insecticides/pesticides due to their act antimicrobial, insecticidal and antifeedant activities.

Application

α-Terpineol may be used in the synthesis of α-terpinyl esters of acetic acid and acetic anhydride via lipase-mediated esterification.

Packaging

5, 10 kg in poly drum
1 kg in glass bottle

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

Plant essential oils for pest and disease management.
Isman MB.
Crop Protection, 19(8), 603-608 (2000)
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)
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)

Protocols

GC Analysis of Peppermint Essential Oil on SUPELCOWAX® 10

-Cymene; (−)-Menthone; α-Terpineol, natural, ≥96%, FCC, FG; Terpinolene; β-Bourbonene; 1-Octen-3-ol; β-Caryophyllene; Linalool; α-Terpinene; (−)-Menthol

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

Related Content

GC Analysis of Geranium Bourbon Essential Oil on SUPELCOWAX® 10

-(+)-Limonene, purum, ≥98.0% (sum of enantiomers, GC); Geranyl tiglate; α-Terpineol, natural, ≥96%, FCC, FG; Geranyl formate; α-Pinene

Essential Oil on SLB®-5ms

Cinnamoµm Camphor, also known as the camphor tree, is grown in several parts of the world including Japan, Taiwan, and Australia. Camphor, which is used in medicinal and cosmetic preparations, is derived from the leaves and wood of this tree.

GC Analysis of Spearmint Essential Oil on SLB®-IL59

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

GC Analysis of Lemon Essential Oil on SLB®-5ms (10 m x 0.10 mm I.D., 0.10 µM), Fast GC Analysis

-3,7-Dimethyl-2,6-octadien-1-ol; Neral; Geraniol; Geranial; Undecanal; Citronellyl acetate; Neryl acetate; 3,7-Dimethyl-2,6-octadienyl acetate; 1-Tetradecene; Tetradecane; α-Bisabolol

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