Terpineol

alpha-terpineol
Names
	IUPAC names p-Menth-1-en-8-ol; 2-(4-Methylcyclohex-3-en-1-yl)propan-2-ol
	Other names 2-(4-Methyl-1-cyclohex-3-enyl)propan-2-ol; alpha-terpineol; α-terpineol; α,α,4-Trimethylcyclohex-3-ene-1-methanol; Terpene alcohol
Identifiers
CAS Number	α: 98-55-5 ; β: 138-87-4; γ: 586-81-2; 4-: 562-74-3;
3D model (JSmol)	α: Interactive image;
Beilstein Reference	2325137
ChEBI	α: CHEBI:22469 ; β: CHEBI:132899; γ: CHEBI:81151; 4-: CHEBI:78884;
ChEMBL	α: ChEMBL507795 ; 4-: ChEMBL507795;
ChemSpider	α: 13850142 ; β: 8418; γ: 10983; 4-: 10756;
EC Number	α: 202-680-6; β: 205-342-6; γ: 209-584-3; 4-: 209-235-5;
KEGG	β: C17517; 4-: C17073;
PubChem CID	α: 17100; β: 8748; γ: 11467; 4-: 11230;
UNII	α: 21334LVV8W ; γ: 5PH9U7XEWS;
CompTox Dashboard (EPA)	4-: DTXSID4044824;
	InChI InChI=1S/C10H18O/c1-8-4-6-9(7-5-8)10(2,3)11/h4,9,11H,5-7H2,1-3H3 Key: WUOACPNHFRMFPN-UHFFFAOYSA-N ; α: InChI=1/C10H18O/c1-8-4-6-9(7-5-8)10(2,3)11/h4,9,11H,5-7H2,1-3H3 Key: WUOACPNHFRMFPN-UHFFFAOYAL;
	SMILES α: C\C1=C\CC(CC1)C(O)(C)C;
Properties
Chemical formula	C10H18O
Molar mass	154.253 g·mol−1
Appearance	Colorless liquid
Odor	Pleasant, lilac-like
Density	0.93 g/cm3
Melting point	−35.9 to −28.2 °C (−32.6 to −18.8 °F; 237.2 to 245.0 K) (mixture of isomers)
Boiling point	214–217 °C (417–423 °F; 487–490 K) (mixture of isomers)
Solubility in water	2.42 g/L
Magnetic susceptibility (χ)	−111.9·10−6 cm3/mol
Hazards
NFPA 704 (fire diamond)	2 1 0
Flash point	88 °C (190 °F; 361 K)
Safety data sheet (SDS)	External MSDS
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Terpineol is any of four isomeric monoterpenoids. Terpenoids are terpene that are modified by the addition of a functional group, in this case, an alcohol. Terpineols have been isolated from a variety of sources such as cardamom, cajuput oil, pine oil, and petitgrain oil. Four isomers exist: α-terpineol, β-terpineol, γ-terpineol, and terpinen-4-ol. β-Terpineol and γ-terpineol differ only by the location of the double bond. Terpineol is usually a mixture of these isomers with α-terpineol as the major constituent.

Terpineol has a pleasant odor similar to lilac and is a common ingredient in perfumes, cosmetics, and flavors. α-Terpineol is one of the two most abundant aroma constituents of lapsang souchong tea; the α-terpineol originates in the pine smoke used to dry the tea. (+)-α-Terpineol is a chemical constituent of skullcap.