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; (1R-α): Interactive image; (1R-β): Interactive image; (1S-β): Interactive image;
ChEBI	(mixture): CHEBI:17187; (1R-α): CHEBI:28261; (1S-α): CHEBI:28660; (1S-β): CHEBI:50025;
ChEMBL	(1R-β): ChEMBL2269085; (1S-β): ChEMBL3184774;
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 ;
	InChI InChI=1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h8H,4-6H2,1-3H3 Key: NDUIFQPPDDOKRN-UHFFFAOYSA-N; (1R-α): InChI=1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h4,8-9H,5-6H2,1-3H3/t8-,9-/m1/s1 Key: GRWFGVWFFZKLTI-RKDXNWHRSA-N; (1R-β): InChI=1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h8-9H,1,4-6H2,2-3H3/t8-,9-/m1/s1 Key: WTARULDDTDQWMU-RKDXNWHRSA-N; (1S-β): InChI=1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h8-9H,1,4-6H2,2-3H3/t8-,9-/m0/s1 Key: WTARULDDTDQWMU-IUCAKERBSA-N;
	SMILES (mixture): CC1=CCC2CC1C2(C)C; (1R-α): CC1=CC[C@@H]2C[C@H]1C2(C)C; (1R-β): CC1([C@@H]2CCC(=C)[C@H]1C2)C; (1S-β): CC1([C@H]2CCC(=C)[C@@H]1C2)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, and both contain a strained four-membered ring. As the name suggests, pinenes are found in pines. Specifically, pinene is the major component of the liquid extracts of conifers. Pinenes are also found in many non-coniferous plants such as camphorweed (Heterotheca) and big sagebrush (Artemisia tridentata).