Hypochlorite Oxidation of Cyclohexanol to Cyclohexanone

Basically in this experiment, we took some cyclohexanol and reacted it with hypochlorite to form cycohexanone.

1.)In this experiment, why is a solution of sodium bisulfite added to the reaction product mixture? Write a reaction to account for what is happening. Is the Bisulfite ion acting as an oxidizing or reducing agent?

2.) In the isolation of the cyclohexanone product, 50 mg of sodium chloride is added to the water - cyclohexanol - diethyl ether mixture. Explain how the addition of sodium chloride aids in the isolation of the cyclohexanone product.

3.) Predict the product for each of the following oxidation reactions. Give suitable name for each reactant and product.

a. (8 sided carbon ring with 4 double bonds, attached to a CH3-C=O) --NaOBr, H+ --> ?

b. CH3CH2OH --NaOI, H+-->

c. CH3-CH(OH)-CH3 --NaOBr,H+-->

The OH here is below the CH in the middle.

4.) Using structural Formulas, write a balanced reaction for the following: 2 Butanol + Jones Reagent.

5.) Cyclohexanone is separated from theraction mixture by steam distillation. At what temperature will it distill? Explain.