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Green Chemistry in the Organic Teaching Laboratory: An Environmentally Benign Synthesis of Adipic Acid
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Abstract
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.
Keywords (Domain):
Organic ChemistryKeywords (Subject):
CatalysisCiting Articles
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This article has been cited by 21 ACS Journal articles (5 most recent appear below).
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Nicholas D. Anastas and John C. Warner2009 1011 (), 117-136Green chemistry, defined as the design of chemical products and processes that reduce or eliminate the use and generation of hazardous substances, is making its way into all aspects of the chemical enterprise as well as into the middle school, high school ...
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Michael C. Cann2009 1011 (), 93-102Greening the Chemistry Lecture Curriculum: Now is the Time to Infuse Existing Mainstream Textbooks with Green Chemistry
Michael C. Cann2009 1011 (), 93-102It is essential that we infuse green chemistry across the curriculum from non-majors courses to majors courses. Over the last 16 years, since the beginnings of green chemistry at the EPA, green chemistry education has made significant strides but we still ...
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- Received: August 03, 2009
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