2-Pinanol

2-Pinanol is a pair of isomeric organic compounds consisting of bicyclic terpenoid. They are obtained from the terpene pinene. Both cis and trans isomers exist. Both are chiral They are produced by hydrogenation of corresponding cis- and trans-2-pinane hydroperoxides, which in turn are produced by autoxidation of pinane with air.^[2] Heating 2-pinanol gives linalool.^[3]

2-Pinanol

Names
Other names 2,6,6-trimethylbicyclo[3.1.1]heptan-2-ol
Identifiers
CAS Number	473-54-1 trans: 4948-29-2 cis: 4948-28-1
3D model (JSmol)	Interactive image trans: Interactive image cis: Interactive image
ChemSpider	9723 cis: 4933698
ECHA InfoCard	100.006.789
EC Number	207-466-6
PubChem CID	10128 trans: 1268143 cis: 6428289
UNII	5DZK63N3UU
CompTox Dashboard (EPA)	DTXSID5029180 trans: DTXSID8027583 cis: DTXSID3027582
InChI InChI=1S/C10H18O/c1-9(2)7-4-5-10(3,11)8(9)6-7/h7-8,11H,4-6H2,1-3H3 Key: YYWZKGZIIKPPJZ-UHFFFAOYSA-N trans: InChI=1S/C10H18O/c1-9(2)7-4-5-10(3,11)8(9)6-7/h7-8,11H,4-6H2,1-3H3/t7-,8+,10+/m0/s1 Key: YYWZKGZIIKPPJZ-QXFUBDJGSA-N cis: InChI=1S/C10H18O/c1-9(2)7-4-5-10(3,11)8(9)6-7/h7-8,11H,4-6H2,1-3H3/t7-,8+,10-/m0/s1 Key: YYWZKGZIIKPPJZ-XKSSXDPKSA-N
SMILES CC1(C2CCC(C1C2)(C)O)C trans: CC1(C)[C@@H]2C[C@H]1[C@](C)(O)CC2 cis: CC1(C)[C@@H]2C[C@H]1[C@@](C)(O)CC2
Properties
Chemical formula	C10H18O
Molar mass	154.253 g·mol−1
Appearance	colorless solid
Melting point	78–79 °C (cis) 58–59 °C (trans
Hazards
GHS labelling:[1]
Pictograms
Signal word	Danger
Hazard statements	H302, H311, H312, H315, H319
Precautionary statements	P264, P264+P265, P270, P280, P301+P317, P302+P352, P305+P351+P338, P316, P317, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references