1. Add ZnCl2/conc HCl into the liquid.
1-methylcyclohexanol gives white ppt immediately while 3-methylcyclohaxanol gives white ppt after several minutes.(This test can be used to test distingish 1 degree, 2 degree and 3 degree alcohol)
2. Can
But make sure that Br2 in CCl4 should be in dark.