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  Home > JCE Print > Journal of Chemical Education > Issues > 2007  > May  >
In the Laboratory
Green Chemistry
Oxidation of Aromatic Aldehydes Using Oxone
Rajani Gandhari, Padma P. Maddukuri, and Thottumkara K. Vinod
Department of Chemistry, Western Illinois University, Macomb, IL 61455
Cover
May 2007
Vol. 84 No. 5
p. 852

Abstract
An eco-friendly procedure for the oxidation of aldehydes to carboxylic acids in water or a water-ethanol mixture using Oxone as the oxidant is described. An easy isolation of the precipitated product upon cooling the reaction mixture helps avoid the use of extraction solvents in the product isolation procedure. The use of eco-friendly solvents, a non-toxic reagent, and the elimination of extraction solvents in the procedure demonstrate important green chemistry themes to the students. The optimized experimental procedure reported herein allows students to successfully carry out the experiment, isolate the product, and characterize the purified product through melting point determination and 1H NMR spectroscopy during a three-hour laboratory period.
Supplement
A typical microscale procedure, notes to the instructor, instructions for the students including prelab and postlab exercises, and copies of 1H NMR spectra of the crude products isolated are available.
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Citation
Gandhari, Rajani; Maddukuri, Padma P.; Vinod, Thottumkara K. J. Chem. Educ. 2007, 84, 852.
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Keywords
Aldehydes / Ketones; Aqueous Solution Chemistry; Aromatic Compounds; Carboxylic Acids; Environmental Chemistry; Green Chemistry; Hands-On Learning / Manipulatives; Laboratory Instruction; Mechanisms of Reactions; NMR Spectroscopy; Organic Chemistry; Oxidation / Reduction; Second-Year Undergraduate; Upper-Division Undergraduate
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History
Created:
Last Updated:
3/22/2007
3/27/2007
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Experiments, laboratory exercises, lecture demonstrations, and other descriptions of the use of chemicals, apparatus, instruments, computers, and computer interfaces are presented in the Journal of Chemical Education as illustrative of new or improved ideas or concepts in chemistry instruction and are directed at qualified teachers. Although every effort is made to assure and encourage safe practices and safe use of chemicals, the Journal of Chemical Education cannot assume responsibility for uses made of its published materials. Many chemicals are hazardous. Precautions for the safe use of hazardous chemicals and directions for their proper disposal are described in the Material Safety Data Sheets and on the labels. We strongly urge all those planning to use materials from our pages to make choices and to develop procedures for laboratory and classroom safety in accordance with local needs and situations.
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