SOME INVESTIGATIONS OF THE CttEMISTRY OF CARENE 251 J 5.5Hz, CH3-10 ). (--)-cis-Carane showed signals in its nrnr spectrum at • 9.2-9.8 (2 cyclopropane protons), 9.07 and 9.02 (each 3H, gem- dimethyl protons) and 9.18 (doublet, J 5Hz, CH 3-10). Table I. Effect of temperature on the hydrogenation of (q-)-car-3-ene in propionic acid using palladised charcoal as catalyst •o 1,1,4-Trimethyl- Temperature •o cis-Carane cycloheptane 0 ø 35.5 64.5 8 20 33 48 61 73 90 106 126 33.0 26.0 18.5 7.0 3.0 0 0 0 0 67.0 74.0 81.5 93.0 97.0 100.0 100.0 100.0 100.0 100 (I) % 5O •0 20 Hydrogen uptake, m[ [_ Figure 1. Percentage composition of reaction mixture during hydrogenation of (+)-car-2-ene (formula 1) [(formula 9.) (q-)-Car-8~ene, (formula 5) (--)-cis-Carane, (formula 7) 1,1,4- trimethylcycloheptane ]

252 JOURNAL OF THE SOCIETY OF COSMETIC CHEMISTS IOO c •.•••.•..•... •: ......... .•'?"..