3.docx - Experiment 3 Green Oxidation of Borneol to camphor...

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Experiment 3: Green Oxidation of Borneol to camphor with Ozone Introduction: In this experiment, the method for oxidizing the borneol to camphor was using the green oxidation method. And that oxidation is often posed as the loss of electrons as Oxone began to convert a secondary alcohol to a ketone. In this case, the camphor is then reduced by sodium borohydrive to give the isomeric alcohol . The spectra of borneol, camphor, and isoborneol will be compared to detect structural differences and to determine the extent to which the final step produces an alcohol isomeric with the starting material, borneol. Another way to look at this was a borneol acts as medium alcohol, and that alcohol group C-OH in borneol is then replaced by C =O in camphor which leads it to lose its alcohol group and transform it into a ketone group. By the end of the experiment, using the Infrared Spectrosocpy, the proton nuclear magnetic resonance, and the melting point to check the final product on “Organic Laboratory Techniques” by Donald L. Pavia. Overall, this lab was basically introducing safer reagents and environmentally friendly when doing oxidation lab. Historically, the old lab when using chromium reagents such as chromic acid (H 2 CrO 4 ), pyridinium chlorochromate could do the trick for oxidizing borneol to camphor. However, these reagents were dangerously toxic and environmentally harmful . But by using a new reagent such as sodium hypochlorite or bleach could lead to a better friendly environmentally and safer. One issue with these reagents were getting low yield which means unsatisfying result from this lab.
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