Susan M. King

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Name: King, Susan
Organization: University of California—Irvine , USA
Department: Department of Chemistry
Title: (PhD)
Co-reporter:Maureen K. Reilly, Ryan P. King, Alexander J. Wagner, and Susan M. King
Journal of Chemical Education 2014 Volume 91(Issue 10) pp:1706-1709
Publication Date(Web):July 17, 2014
DOI:10.1021/ed400721p
An undergraduate organic chemistry laboratory experiment has been developed that features a discovery-based microscale Fischer esterification utilizing a microwave reactor. Students individually synthesize a unique ester from known sets of alcohols and carboxylic acids. Each student identifies the best reaction conditions given their particular reagents (either excess alcohol or excess carboxylic acid) as well as the ideal workup procedure for their reaction. Products are analyzed using 1H NMR spectroscopy, IR spectroscopy, and scent. This modern adaptation of the classic Fischer esterification provides the opportunity for discussion of important chemistry concepts, including acid catalysis, Le Châtelier’s principle, and green chemistry.Keywords: Esters; Green Chemistry; Hands-On Learning/Manipulatives; Inquiry-Based/Discovery Learning; IR Spectroscopy; Laboratory Instruction; Microscale Lab; NMR Spectroscopy; Organic Chemistry; Second-Year Undergraduate;
3-Hexenamide, 4-cyano-N-cyclohexyl-2-(1,1-dimethylethyl)-5,5-dimethyl-
2,5-Cyclohexadien-1-one, 2,5-dichloro-3,6-diethoxy-4-hydroxy-4-(phenylethynyl)-
3,5-Cyclohexadiene-1,2-dione, 3-azido-6-chloro-5-ethoxy-4-(2-phenylethenyl)-
3-Hexenoic acid, 2-chloro-4-cyano-3-ethoxy-6-phenyl-, ethyl ester
3-Hexenoic acid, 4-cyano-2-(1,1-dimethylethyl)-5,5-dimethyl-, methyl ester
3,5-Cyclohexadiene-1,2-dione, 3-azido-4,6-bis(1,1-dimethylethyl)-
2,5-Cyclohexadiene-1,4-dione,2,5-dichloro-3,6-diethoxy-
1-ethoxyprop-1-yne