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2000
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December
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In the Laboratory
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Green Chemistry in the Organic Teaching Laboratory: An Environmentally Benign Synthesis of Adipic Acid
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Scott M. Reed and James E. Hutchison
Department of Chemistry, Universty of Oregon, Eugene, OR 97403-1253
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December 2000
Vol. 77 No. 12
p. 1627
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| Abstract |
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Environmentally benign ("green") chemical techniques are growing in importance in academic and industrial research laboratories. Such chemistry has been slow to appear in teaching laboratories, owing in part to a lack of published material on this subject. Recent developments in green synthesis provide opportunities to introduce this material in teaching laboratories. We present a synthesis of adipic acid that utilizes green reagents (hydrogen peroxide as the oxidant), solvents (water), and methods (phase-transfer catalysis, catalyst recycling). The synthesis works well and provides an excellent forum for emphasizing green chemical concepts while teaching laboratory skills. It demonstrates reuse of a product, synthesis using a nonhazardous solvent, elimination of deleterious by-products, and use of a recyclable catalyst. It can be carried out on either the macroscale or microscale and generates little waste if the catalyst solution is recycled. This experiment fits well in a sophomore organic sequence; it covers the topics of oxidation, phase-transfer catalysis, and the technique of recrystallization, reinforces lecture topics such as alkene synthesis and reactivity, and provides an opportunity to introduce polymer chemistry.
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| Supplement |
A student handout is available as supplemental material.
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 Contents |
JCE2000p1627W.doc (Microsoft Word 97, Windows)
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| Download |
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| More Information |
Citation |
Reed, Scott M.; Hutchison, James E. J. Chem. Educ. 2000 77 1627.
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Keywords |
Catalysis; Curriculum; Environmental Chemistry; Laboratory Instruction; Organic Chemistry
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History |
Created:
Last Updated: |
November 3, 2000
August 31, 2005
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| Home > JCE Print > Journal of Chemical Education > Issues >
2000
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December
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1627
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