Duong_Experiment6

Duong_Experiment6 - Richard Duong Chem 262L Joseph Sokol 1...

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Richard Duong Chem 262L Joseph Sokol 1 April 2010 Experiment VI: The Oxidation of Isoborneol Purpose : To use chromic acid to oxidize isoborneol to camphor, this then will be purified by sublimation using the cold finger technique. H 3 C CH 3 CH 3 H OH H 3 C CH 3 CH 3 O H 2 CrO 4 HOAc, H 2 O Procedure : 0.349 g of isoborneol (2.3 mmol), 1.0 mL of acetic acid, and a stir bar were added to a 10 mL Erlenmeyer flask and heated at 50°C. Grams of isoborneol were calculated below: After the solution was heated, 2.0 mL of chromic acid was added dropwise to the solution from a disposable pipette, making sure that the solution did not go over 60°C. The solution turned very dark green at this point. The solution was put in an ice bath for 15 minutes. Then, the solution was poured into 25 mL of ice water and particles precipitated. The solid product was separated by suction filtration-the product was left to dry in the suction for 20 minutes. A sublimation
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apparatus was set up so that the crude product underwent sublimation using an aspirator vacuum.
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