SC CHEM 333 - Reactions of Carbocation’s Post-Lab (3 pages)

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Reactions of Carbocation’s Post-Lab



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Organic Chemistry 333L section 03M Laboratory Post Lab Reactions of Carbocation s By Cameron Kahn 29 October 2013 TA James Collie Observations After Placing 100 mg of triphenylmethanol a white crystalline looking solid into a small test tube no smell observed With the addition of acetic acid 2 mL to the test tube a clear liquid with a slightly sweet vinegar smell was observed With the addition of the acetic acid and heat the triphenylmethanol dissolved and only a clear liquid remained behind This step took about 18 minutes to completely dissolve the solid After the addition of hydrobromic acid HBr a clear liquid the solution turned to a slightly yellow color This could have been due to the test tube not being thoroughly cleaned After a longer period of heating the yellowish solution did appear to get lighter in color The solution was left to stand at room temperature and then placed into an ice bath After an additional 15 minutes a yellowish powder like precipitate formed The yellowish substance was then suction filtered and washed for impurities The observed yellow powder took the form of yellowish crystalline solids and a vinegar like odor was detected Results The Starting value of triphenylmethanol was measured to be 102 mg The initial value of the weighing paper was 121 0 mg After suction filtration and rinsing the product with 3 to 4 drops 1 Page of both cold hexane and deionized water the weighing paper plus the product was measured to be 129 0 mg From the weight by difference method the final product was measured to be 8 0 mg and a calculated percent yield of 6 35 was noted The record melting point of the product was 122 C The melting point percent error was noted to be 79 74 Calculations Net weight of product Weighing Paper and product Weighing paper Net Product 129 mg 121 mg 8 mg Triphenylmethyl bromide Percent product yield triphenymethylbromid 323 23 g 1 mol 1 mol triphenylmethanol 1mol triphenylmethylbromide 0 00039181 mol triphenylmethanol 0 126644874 g



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