Organometallic Mediated Organic Synthesis: A Reaction Sequence for an Advanced Integrated Laboratory Course

David B. Ball and Randy Wilson
Department of Chemistry, California State University, Chico, Chico, CA 95929-0210
J. Chem. Educ., 2002, 79 (1), p 112
DOI: 10.1021/ed079p112
Publication Date (Web): January 1, 2002

Abstract

In an advanced integrated laboratory, experiments or projects need to be selected that allow students to experience the integrated nature of doing modern chemistry in an industrial or academic setting. A transition experiment from organic to inorganic chemistry typifying the integration of the subdisciplines of chemistry utilizes organometallic reagents and methodologies to perform organic synthesis. A research-type project is described that requires students to prepare and analyze an organometallic reagent and an organic substrate and, in a Pd(0)-catalyzed carbon-carbon bond formation process, to stereospecifically generate an (E) alkene. The project exposes students to a variety of laboratory techniques for carrying out reactions and transferring reagents in an inert atmosphere, monitoring the progress of reactions, and isolating and purifying products, and also requires the use of analytical and spectral tools for product characterization.

Keywords (Audience):

Upper-Division Undergraduate

Keywords (Domain):

Laboratory Instruction

Keywords (Pedagogy):

Hands-On Learning / Manipulatives

Keywords (Subject):

NMR Spectroscopy
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  • Received: August 03, 2009

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