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
CAS Number	(mixture): 1330-16-1 ; (1R-α): 7785-70-8 ; (1S-α): 7785-26-4 ; (1R-β): 19902-08-0 ; (1S-β): 18172-67-3 ;
3D model (JSmol)	(mixture): Interactive image;
ChEBI	(mixture): CHEBI:17187; (1R-α): CHEBI:28261; (1S-α): CHEBI:28660; (1S-β): CHEBI:50025;
ChemSpider	(1R-α): 74205; (1S-α): 389795; (1R-β): 8466294; (1S-β): 14198;
ECHA InfoCard	100.029.170
EC Number	(1R-α): 232-087-8;
PubChem CID	(1R-α): 82227; (1S-α): 15837102; (1R-β): 10290825; (1S-β): 440967;
UNII	(mixture): 996299PUKB ; (1R-α): H6CM4TWH1W ; (1S-α): TZR3GM95PR ; (1R-β): IGO73S04D5 ; (1S-β): AFN153A7SU ;
CompTox Dashboard (EPA)	(mixture): DTXSID7041671 ;
	SMILES (mixture): CC1=CCC2CC1C2(C)C;
Properties
Chemical formula	C10H16
Molar mass	136.24 g/mol
Appearance	Liquid
Density	0,86 g·cm−3 (alpha, 15 °C)
Melting point	−62 to −55 °C (−80 to −67 °F; 211 to 218 K) (alpha)
Boiling point	155 to 156 °C (311 to 313 °F; 428 to 429 K) (alpha)
Solubility in water	Practically insoluble in water
	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

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).

^ ^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.
^ Record of beta-Pinen in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 07-January-2016.
^ Gscheidmeier, Manfred; Fleig, Helmut (2000). "Turpentines". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a27_267. ISBN 3527306730.
^ 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.

[GESTIS-1] Record of alpha-Pinen in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 07-January-2016.

[GESTIS_beta-2] Record of beta-Pinen in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 07-January-2016.

[terp-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.

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