This is two week project is to evaluate the stereochemical outcome and facial selectivity of an oxidation-reduction interconversion between 4-tert- butylcyclohexanol and 4-tert-butylcyclohexanone while investigating the stereoselectivity of different reducing agents. During the first week, 4-tert-butylcyclohexanol, a secondary alcohol (mixture of cis and trans stereoisomers) is to be oxidized into a ketone, 4-tert-butylcyclohexanone using sodium hypochlorite (bleach). Thin layer chromatography (TLC) is used to monitor the progress of the the reaction. The second week of the reaction, 4-tert-butylcyclohexanone is reduced using sodium borohydride or the Meerwein-Pondorff-Verley (MPV) conditions. NMR spectroscopy is used to evaluate the stereochemical
