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  Home > JCE Print > Journal of Chemical Education > Issues > 2008  > July  >
In the Laboratory
The Resolution of Ibuprofen, 2-(4′-Isobutylphenyl)propionic Acid
James V. McCullagh
Department of Chemistry and Biochemistry, Manhattan College, Riverdale, NY
Cover
July 2008
Vol. 85 No. 7
p. 941

Abstract
In this experiment the over-the-counter pain reliever ibuprofen is resolved using (S)-(-)-α-phenethylamine as the resolving agent. This procedure has several key advantages over previous resolution experiments. First, it involves the resolution of a well-known medicinal compound of commercial importance. Second, the resolution process is simpler and more foolproof than previous experiments. Third, the product obtained at the end of the resolution process is chemically stable. Finally, the reagents used in this resolution are relatively inexpensive and easily obtained.
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Student handout including background and procedures; Instructor notes including supplier information
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Citation
McCullagh, James V. J. Chem. Educ. 2008, 85, 941.
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Keywords
Chirality / Optical Activity; Drugs / Pharmaceuticals; Enantiomers; Hands-On Learning / Manipulatives; Laboratory Instruction; Organic Chemistry; Quantitative Analysis; Second-Year Undergraduate; Separation Science
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History
Created:
Last Updated:
5/27/2008
6/4/2008
 Caution! 
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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