SC CHEM 333 - Oxidation of Cyclohexanol to Cyclohexanone Post-Lab (4 pages)

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Oxidation of Cyclohexanol to Cyclohexanone Post-Lab



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Organic Chemistry 333L section 03M Laboratory Post Lab Oxidation of Cyclohexanol to Cyclohexanone By Cameron Kahn 22 October 2013 TA James Collie 1 Page Observations When the cyclohexanol was added to the small test tube a clear liquid and a peppermint like odor was observed With the addition of acetic acid a clear liquid and sodium bicarbonate a white powder looking substance to the cyclohexanol the sodium bicarbonate dissolved into the solution After the addition of sodium bisulfite and sodium hydroxide the solution remained transparent With the addition of ether the solution decomposed into two separate layers The bottom layer was a clear solution and the top layer a cloudy solution Sciences The top layer was the organic layer The addition of 2 4 DNP a yellowish looking solution to the organic layer formed a yellow sand looking precipitate Results The theoretical melting point of 2 4 DNP derivative was 162oC The melting point observed in the lab experiment of 2 4 DNP was 184oC a 22 difference The liquid was already at it melting point at room temperature With the addition of 2 4 DNP a solid was formed increasing the melting point To calculate the theoretical yield of a reaction first determine and calculate the limiting reagent Since the amounts of the starting materials are given calculate which reagents are in excess and which are limiting For this experiment it is quite simple since cyclohexanol is the only reagent which is changed therefore it is the limiting reagents for this experiment CITATION Geo122 l 1033 The starting amount of cyclohexanol was 0 17g and the mass of the final product of cyclohexanone was 0 15g The theoretical yield of cyclohexanone was 0 16g and the mass of the final product falls below this number making the final product recovered acceptable The percentage yield of cyclohexanone was 0 88 Calculations Melting Point Percent Difference Theoretical temperature oC Actual Temperature oC x100 Melting Point Percent Difference 162oC 184oC x100



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