Pinene

Pinene
Pinene
Names
IUPAC names
(1S,5S)-2,6,6-trimethylbicyclo[3.1.1]hept-2-ene
(1S,5S)-6,6-dimethyl-2-methylenebicyclo[3.1.1]heptane
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.029.170 Edit this at Wikidata
EC Number
  • (1R-α): 232-087-8
UNII
  • (mixture): CC1=CCC2CC1C2(C)C
Properties
C10H16
Molar mass 136.24 g/mol
Appearance Liquid
Density 0,86 g·cm−3 (alpha, 15 °C)[1][2]
Melting point −62 to −55 °C (−80 to −67 °F; 211 to 218 K) (alpha)[1]
Boiling point 155 to 156 °C (311 to 313 °F; 428 to 429 K) (alpha)[1]
Practically insoluble in water
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 ?)

Pinene is a collection of unsaturated bicyclic monoterpenes. Two geometric isomers of pinene are found in nature, α-pinene and β-pinene. Both are chiral. As the name suggests, pinenes are found in pines. Specifically, pinene is the major component of the liquid extracts of conifers.[3] Pinenes are also found in many non-coniferous plants such as camphorweed (Heterotheca)[4] and big sagebrush (Artemisia tridentata).

  1. ^ a b c Record of alpha-Pinen in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 07-January-2016.
  2. ^ Record of beta-Pinen in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 07-January-2016.
  3. ^ Gscheidmeier, Manfred; Fleig, Helmut (2000). "Turpentines". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a27_267. ISBN 3527306730.
  4. ^ Lincoln DE, Lawrence BM (1984). "The Volatile Constituents of Camphorweed, Heterotheca subaxillaris". Phytochemistry. 23 (4): 933–934. Bibcode:1984PChem..23..933L. doi:10.1016/S0031-9422(00)85073-6.