1: 2.) hydrogen / 2.) Adams' catalyst / 1.) propanol, reflux, 2.) room temperature, 60 - 80 min 2: 18 percent / 6 percent hydrogen peroxide, conc. hydrochloric acid / ethanol / 0.5 h / Heating View Scheme

1: 2.) hydrogen / 2.) Adams' catalyst / 1.) propanol, reflux, 2.) room temperature, 60 - 80 min 2: 12 percent / 3 M sodium hydroxide / 0.5 h / Heating View Scheme

With  hydrogen; platinum(IV) oxide  1.) propanol, reflux, 2.) room temperature, 60 - 80 min;  Yield given. Multistep reaction;   

With  bromine in  methanol; chloroform  Ambient temperature;