Green Chemistry 9-Flourenol to 9-Flourenone

Green Chemistry 9-Flourenol to 9-Flourenone - Andre...

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Andre Hinojosa 12601675 Partners: Tara, Chelsea Chem 51LB TA: Iva Yonova Green Chemistry 9-Flourenol to 9-Flourenone In this experiment we explored the oxidation reaction of a secondary alcohol, 9- Flourenol, into a ketone, 9 Flourenone. The oxidizing agent, NaOCl or bleach, establishes equilibrium in acidic conditions to become hypochlorous acid. This is why acetic acid was added to the reaction. The Cl ion is the actual oxidizing agent and is reduced to Cl- which oxidizes the 9 flourenol to 9-flourenone. The acetate ion, which can also act as a base, allows the elimination to take place creating the C-O double bond. We monitored the reaction through the analysis of TLC plates. After about 10 mintutes of heating and agitation we took our first sample to TLC. Our plate had 3 spots: a control, co-spot, and our sample and was placed in a 35:65 acetone: hexane solvent. The first plate turned out with a large uneven co-spot sample that confirmed our sample still had starting material present. We increased the heat to our water bath slightly and added 2
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This note was uploaded on 08/30/2011 for the course OCHEM 51L taught by Professor Staff during the Winter '10 term at UC Irvine.

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Green Chemistry 9-Flourenol to 9-Flourenone - Andre...

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