Lab1 Magtrieve - The Magtrieve Oxidation of 4-Chlorobenzyl...

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The Magtrieve Oxidation of 4-Chlorobenzyl Alcohol Anita Wong, Lab Section 302, Performed September 12, 2007 Purpose In this lab, Magtrieve, or CrO 2 , was used to oxidate a primary alcohol (4-chlorobenzyl alcohol) to form a ketone, 4-chlorobenzaldehyde. The high vapor pressure of the product was then used to conduct the reaction without a solvent, thus producing a ketone from an alcohol in an environmentally friendly manner relative to other chromium (IV) reagents. Results At the end of the experiment, the total yield of 4-chlorobenzaldehyde harvested from the original 0.147 grams of 4-chlorobenzyl alcohol was 0.035 grams, which was a 24.6% yield. When a melting point of the product was taken to ensure its purity, the melting point range was found to be 46.4°C – 47.5°C, which is close to the accepted melting point of 4-chlorobenzaldehyde, 46°C. This shows that the product obtained was pure, because any presence of an impurity would cause the melting point to be lower than its expected melting point. The product was also spotted on a TLC plate and compared with the original 4-chlorobenzyl alcohol (4, B). Discussion PCC, otherwise known as pyridinium chlorochromate, is another chromium compound that is used to oxidize primary alcohols into ketones. It works even in the presence of water without overoxidizing the reactant to form the carboxylic acid, unlike other
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Lab1 Magtrieve - The Magtrieve Oxidation of 4-Chlorobenzyl...

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