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2003
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In the Laboratory
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A Polymer-Supported Organic Reaction: Seeing Is Believing
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E. Hailstone, N. Huther, and A. F. Parsons
Department of Chemistry, University of York, Heslington, York, United Kingdom, YO10 5DD
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December 2003
Vol. 80 No. 12
p. 1444
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| Abstract |
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Polymer-supported reactions have recently been shown to provide an important alternative approach to preparing organic compounds. Whereas traditional solution-phase syntheses can involve lengthy workup procedures leading to the isolation of organic products, the use of solid polymer supports considerably simplifies this process and products are recovered by filtration and washing procedures. These types of reactions can be used in combinatorial chemistry to prepare large numbers of compounds both quickly and efficiently. This method has found particular application in the pharmaceutical industry. However, the progress of reactions on polymer supports can be difficult to follow and, for example, thin-layer chromatography cannot be used if the starting material and product are covalently bound to the polymer. One simple method for determining the progress of reactions on polymer supports involves the use of chemical stains. These selectively react with certain functional groups to form highly-colored products. In this laboratory experiment, an amide-coupling reaction is carried out on a polymer support, and the reaction is monitored using different chemical stains. This effectively demonstrates, through color changes, the reaction of a polymer-supported amine that provides students with valuable practical experience of this important and modern advance in organic chemistry methodology.
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| Supplement |
A handout for instructors, which includes pictures of the colored beads taken under a microscope and a picture of the filtration setup, are available.
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 Contents |
Folder JCE2003p1444W containing JCE2003p1444W.doc (Microsoft Word), Scheme A.cdx,
Scheme B.cdx, and Scheme C.cdx (ChemDraw)
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| Download |
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| More Information |
Citation |
Hailstone, E.; Huther, N.; Parsons, A. F. J. Chem. Educ. 2003 80 1444.
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Keywords |
Drugs / Pharmaceuticals; Dyes; Laboratory Instruction; Organic Chemistry; Organic Synthesis; Polymer Chemistry; Solid-State Chemistry
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History |
Created:
Last Updated: |
October 31, 2003
February 28, 2005
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| Home > JCE Print > Journal of Chemical Education > Issues >
2003
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December
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1444
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