Back ترپینئول AZB Terpineole German Terpineolo Esperanto Terpineol Spanish ترپینئول Persian Terpineoli Finnish Terpinéol French टेर्पिनियल Hindi テルピネオール Japanese Terpineol Portuguese

Terpineol

alpha-terpineol
Skeletal formula
Skeletal formula
Ball-and-stick model
Ball-and-stick model
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
3D model (JSmol)
2325137
ChEBI
ChEMBL
ChemSpider
EC Number
  • α: 202-680-6
  • β: 205-342-6
  • γ: 209-584-3
  • 4-: 209-235-5
KEGG
UNII
  • InChI=1S/C10H18O/c1-8-4-6-9(7-5-8)10(2,3)11/h4,9,11H,5-7H2,1-3H3 checkY
    Key: WUOACPNHFRMFPN-UHFFFAOYSA-N checkY
  • 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
  • α: C\C1=C\CC(CC1)C(O)(C)C
Properties
C10H18O
Molar mass 154.253 g·mol−1
Appearance Colorless liquid[1]
Odor Pleasant, lilac-like
Density 0.93 g/cm3[1]
Melting point −35.9 to −28.2 °C (−32.6 to −18.8 °F; 237.2 to 245.0 K)[1] (mixture of isomers)
Boiling point 214–217 °C (417–423 °F; 487–490 K)[1] (mixture of isomers)
2.42 g/L[1]
−111.9·10−6 cm3/mol
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
2
1
0
Flash point 88 °C (190 °F; 361 K)[1]
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).
☒N verify (what is checkY☒N ?)

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.[2] 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.

Terpineols: alpha-, beta-, gamma-, and the 4-terpineol isomer

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.[3] (+)-α-Terpineol is a chemical constituent of skullcap.

  1. ^ a b c d e f Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
  2. ^ The Merck Index: An Encyclopedia of Chemicals, Drugs, and Biologicals (11th ed.). Merck. 1989. p. 9103. ISBN 091191028X.
  3. ^ Yao, Shan-Shan; Guo, Wen-Fei; Lu, Yi; Jiang, Yuan-Xun (2005). "Flavor Characteristics of Lapsang Souchong and Smoked Lapsang Souchong, a Special Chinese Black Tea with Pine Smoking Process". Journal of Agricultural and Food Chemistry. 53 (22): 8688–93. Bibcode:2005JAFC...53.8688Y. doi:10.1021/jf058059i. PMID 16248572.
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