... 6.4Hz, H-7), 1.22(6H,s,H-9 and H-10), 3. 72(1H,dt,J = 10.4,4.3Hz,H -3 ) . 13 CNMR(50MHz,CDCl 3 , TMS): δ22.0(q,C-9), 23. 8(q,C-10), 27.1(t,C-5), 30 .1(q,C-7), 31 .4(d,C-1), 34 .6(t,C-6), 44.7(t,C-2), 53. 5(C-4), ... 35 .0(t,C-6), 42.6(t,C-2), 48.4(d,C-4), 68.1(d,C -3 ) , 73. 3(s,C-8).p-Menthane -3 , 8-trans-diol(2). Mp 77. 3- 7 8 .3 (from Et2O-hexane), [α] 23 D± 0° (CHCl 3 ; c =0.1). IRνKBrmaxcm–1: 32 50, 2960, 2920, ... 0.87(3H,d,J = 6.4Hz, H-7), 1.22(3H,s,H-9), 1 .36 (3H,s,H-10), 4.41(1H,q,J = 2.4Hz,H -3 ) . 13 CNMR(50MHz, CDCl 3 , TMS): δ20.4 (t,C-5), 22 .3 (q,C-7), 25.7 (d,C-1), 28.8(q,C-9),29.0(q,C-10), 35 .0(t,C-6),...