Question

Synthesis of cyclohexane lab

1) Draw the mechanism of the reaction (2) Explain how cyclohexene could form at the beginning of this reaction. Use a mechanism to support your answer. (3) Look up the IR spectra for cyclohexanol and cyclohexanone and discuss their key differences. Draw or attach the IR spectra. (4) Did you perform a ketone test? If so, discuss your results

Answer 1

Hope you have used NaOCI solution for H3C H3C +H OCI the oxidation of cyclohexanol. OR o Na -8 OH OCI +δ Cl OCI + HOcI+C

H-O; The protonation of hydroxyl group makes it a better leaving group and hence elimination of side proton gives cyclohexene in the starting of this reaction. OCI IR spectra: Cyclohexanol: 3300cm-1 corrosponding to the hydroxyl, and absence of ketone arround 1720cm-1. Cyclohexanone: absence of hydroxyl peak and presence of ketone 1720cm-1 Ketone test: ketone forms 24DNP derivative, hence you must have done test in the product to detect formation of the ketone