Polymer-Supported Reagents and 1H–19F NMR Couplings: The Synthesis of 2-Fluoroacetophenone

Nicola Pohl and Kimberly Schwarz
Department of Chemistry, Iowa State University, Ames, IA 50011-3111
J. Chem. Educ., 2008, 85 (6), p 834
DOI: 10.1021/ed085p834
Publication Date (Web): June 1, 2008

Abstract

We describe an experiment for the undergraduate organic laboratory curriculum 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.

Keywords (Audience):

Second-Year Undergraduate

Keywords (Domain):

Laboratory Instruction

Keywords (Pedagogy):

Hands-On Learning / Manipulatives

Keywords (Subject):

Aldehydes / Ketones
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History

  • Received: August 03, 2009

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