Oxidation Of 2-Octanol Lab Report

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Oxidation of 2-Octanol
Oxidation of 2-Octanol Using Hypochlorite as an Oxidizing Agent
Jessica Johnson
CHEM 331L-002
15 November 2017 – 29 November 2017

The purpose of the experiment is to oxidize a secondary alcohol (2-octanol) by using sodium hypochlorite (bleach) to produce 2-octanone. The starting material consisted of a sample of 2-octanol that was placed into a three-neck flask along with acetic acid and acetone creating an acidic solution. While monitoring temperature fluctuations to ensure a temperature of 400 Celsius was not reached, sodium hypochlorite slowly dripped from a separatory funnel into the acidic solution. Once this reaction reached its entirety, the solution was combined with sodium bisulfate to remove any of the remaining oxidizing agent. This solution was then tested and brought to a neutral pH using a sodium hydroxide solution. The reaction material was extracted using ether and was then washed with a saturated sodium chloride solution. The organic solution was then dried using magnesium sulfate and was then decanted and placed onto the rotovap. The produced weighed .599g and based on the infrared spectrum analysis (see Figure 1) preformed on the product it was determined to be 86.1% 2-octanol, which means .516g of 2-octanol was obtained in the final product.
The method used in this experiment is called an oxidation reaction. An oxidizing agent takes away electrons from other reactants during a redox reaction. The oxidizing agent typically takes these electrons for itself, thus gaining electrons and being reduced (Helmstein, Ph. D 2017). The organic oxidant used in this experiment is sodium hypochlorite, which is also known as “household bleach’. Sodium hypochlorite in acetic acid is an alternate oxidizing agent used for the development of ketones that was developed by Stevens, Chapman and Weller due to the many advantages it displays (J. Org. Chem, 1980, 45, 2030). This particular oxidation of sodium hypochlorite is an exothermic reaction meaning that it releases heat as an energy form. Due to the exothermic nature of this experiment, temperature ranges should be monitored throughout the experiment. The overall objective in this experiment is to yield a

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