http://hdl.handle.net/2144/1415 Sat, 29 Sep 2012 10:47:34 GMT 2012-09-29T10:47:34Z http://hdl.handle.net/2144/2688 Wittig Reaction Mulcahy, Seann P. A simple preparation of a conjugated diene via the olefination reaction between cinnamaldehyde and triphenylphosphonium chloride under basic conditions. Students are reintroduced to dry glassware techniques, recrystallization, and stereochemical determination by NMR. Modifications of this procedure include use of a Horner-Wadsworth-Emmons reagent or inclusion in a multi-step synthesis (ie. Diels-Alder reaction). This work is licensed under a Creative Commons Attribution-NonCommercial-ShareAlike 3.0 Unported License: http://creativecommons.org/licenses/by-nc-sa/3.0/ Tue, 03 Jan 2012 00:00:00 GMT http://hdl.handle.net/2144/2688 2012-01-03T00:00:00Z http://hdl.handle.net/2144/2687 Suzuki Cross Coupling Mulcahy, Seann P. An easy preparation of differentially-substituted biaryls is reported by palladium-catalyzed cross coupling. The Suzuki cross coupling reaction is both fast and substituent-independent. Column chromatography is performed to isolate pure biaryl product, which is analyzed by NMR. This work is licensed under a Creative Commons Attribution-NonCommercial-ShareAlike 3.0 Unported License: http://creativecommons.org/licenses/by-nc-sa/3.0/ Tue, 03 Jan 2012 00:00:00 GMT http://hdl.handle.net/2144/2687 2012-01-03T00:00:00Z http://hdl.handle.net/2144/2686 Fisher Esterification: Synthesis of Volatile Esters Mulcahy, Seann P. A microwave-accelerated synthesis of volatile aromatic esters is described in this convenient Fisher esterification reaction. Students perform a liquid-liquid extraction to isolate crude product which they purify by distillation. Analysis by GC/MS and NMR allows students to identify an unknown. This work is licensed under a Creative Commons Attribution-NonCommercial-ShareAlike 3.0 Unported License: http://creativecommons.org/licenses/by-nc-sa/3.0/ Tue, 03 Jan 2012 00:00:00 GMT http://hdl.handle.net/2144/2686 2012-01-03T00:00:00Z http://hdl.handle.net/2144/2685 Claisen-Schmidt (Aldol) Reaction Mulcahy, Seann P. A short aldol condensation reaction that produces differentially-substituted dibenzylideneketones whose UV-Vis spectra can be determined. This experiment allows students to construct structure-activity relationships in the context of the synthesis of a new sunscreen. This work is licensed under a Creative Commons Attribution-NonCommercial-ShareAlike 3.0 Unported License: http://creativecommons.org/licenses/by-nc-sa/3.0/ Tue, 03 Jan 2012 00:00:00 GMT http://hdl.handle.net/2144/2685 2012-01-03T00:00:00Z