Orgo 2 Lab Report 12.docx - Experiment 33 B Oxidation of an...

This preview shows page 1 - 2 out of 4 pages.

Experiment 33 B: Oxidation of an Alcohol: 9-Fluorenone Objective The lab works to explain the basic techniques of an oxidation reaction. This reaction involves the oxidation of a secondary alcohol to a ketone through the use of an oxidizing agent. The oxidizing reagent in this lab was sodium hypochlorite. It has an available chlorine with the same oxidizing capacity relative to molecular chlorine. The reaction occurs by removal of hydrogens and forming a second carbon to oxygen bond. So that the carbon is now at an oxidation level of two. This reaction was done on a 1.5x scale Stirring was necessary for the reaction to occur. The reaction progress was monitored by TLC. There are three spots on the TLC plate a 9-fluoronol standard, a co-spot and a crude reaction mixture. TLC is done to ensure the reaction is completed and there is none of the starting material present. UV light was used to assess the TLC plates. 9- fluorenol is more polar than 9-fluorenone because of hydrogen bonding. The difference in polarity contributes to the different Rf values. The more polar the lower the Rf so 9-fluorenol will have a lower Rf than 9-fluoreone. The stronger a compound is bound, the slower it moves up the TLC plate. So polar compounds move slower. This reaction occurred under a gentle reflux and was and stirred. Hexane was the solvent used for the extraction procedure. The organic layer was extracted and a pastur filter pipette and drying procedures were used. The product was then

  • Left Quote Icon

    Student Picture

  • Left Quote Icon

    Student Picture

  • Left Quote Icon

    Student Picture