Magtrive Oxidation Lab Report

Magtrive Oxidation Lab Report - Sophie Scheidlinger...

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Sophie Scheidlinger 19337239 Magtrieve Oxidation of 4-Chlorobenzyl Alcohol Introduction : The purpose of the experiment is to successfully use magtrieve to oxidize 4-chlorobenzyl alcohol, a primary alcohol until it forms 4-chlorobenzaldehyde, a ketone. Being able to oxidize primary and secondary alcohols to aldehydes and ketones is a useful synthesis. Being able to conduct these reactions without overoxidizing or wasting solvent benefits the chemist and the environment. Discussion : The starting product was a black powder, a mixture of 0.143 grams of 4-chlorobenzyl alcohol and 0.702 grams of magtrieve. White crystals began to form on the underside of the watchglass, above the starting product, after 10 minutes of heating, and they continued to form throughout the 30 minutes of heating. The reaction was repeated a second time, and the crystals began to form immediately and throughout the 35 minutes of heating. The reaction produced a sweet, pleasant odor. The mechanism of the reaction is as follows: The chemical literature (Rauter) is about a one-step synthesis of 10-membered bislactones by PCC oxidation of methyl 2,6-di-O-pivaloyl-alpha-D-glucopyranoside and methyl 4,6-O-benzylidene-alpha-D-glucopyranoside. The use of PCC and PCC adsorbed on silica gel or alumina for the regioselective oxidation of vicinal diols in sugars is also
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This note was uploaded on 09/21/2008 for the course CHEM 3A taught by Professor Fretchet during the Spring '08 term at Berkeley.

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Magtrive Oxidation Lab Report - Sophie Scheidlinger...

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