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Experimental Design and Optimization: Application to a Grignard ReactionNaoual Bouzidi and Christel Gozzi This 5-week project, which systematically investigates optimizing the synthesis of benzyl-1-cyclopentan-1-ol, constitutes an initiation into research methodology and experimental design to prepare the student-engineer for an industry internship. Other pedagogical goals include experience in synthetic techniques, obtaining reproducible yields, and using quantitative analysis methods. Bouzidi, Naoual; Gozzi, Christel. J. Chem. Educ.2008, 85, 1544.
Addition Reactions |
Alcohols |
Aldehydes / Ketones |
Chemometrics |
Gas Chromatography |
Organometallics |
Synthesis
A One-Pot, Asymmetric Robinson Annulation in the Organic Chemistry Majors LaboratoryKiel E. Lazarski, Alan A. Rich, and Cheryl M. Mascarenhas Describes a one-pot, enantioselective, Robinson annulation geared towards the second-year organic chemistry major and demonstrating aspects of green chemistry. Lazarski, Kiel E.; Rich, Alan A.; Mascarenhas, Cheryl M. J. Chem. Educ.2008, 85, 1531.
Aldehydes / Ketones |
Asymmetric Synthesis |
Catalysis |
Chirality / Optical Activity |
Gas Chromatography |
HPLC |
NMR Spectroscopy |
Synthesis |
Green Chemistry
Polymer-Supported Reagents and 1H–19F NMR Couplings: The Synthesis of 2-FluoroacetophenoneNicola Pohl and Kimberly Schwarz Describes an experiment in which 2-bromoacetophenone is converted to 2-fluoroacetophenone using a solid-phase nucleophilic fluorine source. The experiment introduces students to the utility of solid-phase reagents in organic synthesis, to NMR-active nuclei other than 1H without the requirement of a special NMR probe, and to the unique uses of fluorine in molecular design. Pohl, Nicola; Schwarz, Kimberly. J. Chem. Educ.2008, 85, 834.
