Document Type

Poster

Publication Date

Spring 4-17-2019

Abstract

The oxidation of alcohols to aldehydes and ketones is among the important class of reactions in organic chemistry. Classical methods used to oxidize primary and secondary alcohols into aldehydes and ketones utilize chromium-based reagents such as pyridinum chlorochromate (PCC) and sodium dichromate (Na2Cr2O7). There has been an increasing interest throughout the years to use supported reagents in tandem with these reactions, particularly with silica gel. Despite the abundance of reported reactions carried out in silica gel in the literature, it is surprising that little is known about using sand as the medium for solid support, despite both have the same chemical formula (SiO2), degree of crystallinity, and porosity but different price. Herein, we report some of our results regarding the oxidation of selected primary and secondary alcohols by co-grinding (NH4)2Cr2O7 with washed sand. Using toluene or acetonitrile, primary and secondary alcohols are oxidized cleanly into aldehydes and ketones respectively based on TLC monitoring and 1H and 13C-NMR of the crude material. Current progress focuses on preparing aldehydes and ketones using the developed reaction and comparison to silica gel-supported oxidation reactions.

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