73956-74-8Relevant articles and documents
A TRICYCLIC TERPENE HYDROCARBON - CYCLOPINENE
Dembitskii, A. D.,Yurina, R. A.,Goryaev, M. I.
, p. 671 - 673 (1982)
The reduction of the tosylate of filipendulol (2,7,7-trimethylbicyclohept-2-en-6-ol) with lithium tetrahydroaluminate in ether has given a hydrocarbon (I), C10H16 (bp 66.5 deg C/50 mm, n20D 1.4565, d2020 0.8599, 19D -104.5 deg.NMR: 0.69 ppm (CH3); 0.95 ppm, (CH3); 1.17 ppm (CH3); no signals of olefinic protons.IR: 3054 cm-1 (three-membered ring with gem-protons); 1363 and 1387 cm-1 (gem-CH3), absorption bands of multiple bonds absent.Heating (70 deg C) (I) with a sulfonated cation-exchange resin in hexane gave α-pinene.The hydrogenation of (I) over PtO2 in acetic acid gave pinane.The most probable structure of (I) is 2,7,7-trimethyltricyclo2,4>heptane.The substance has been called cyclopinene.