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Use of the Chemical Literature as a Template To Probe Stereoselective Reactions by NMR

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Thomas P. Clausen , Thomas K. Green and Benjamin Steiner

Department of Chemistry and Biochemistry, University of Alaska Fairbanks, Fairbanks, AK 99775-6160

J. Chem. Educ., 2008, 85 (5), p 692

DOI: 10.1021/ed085p692

Publication Date (Web): May 1, 2008

Abstract

In teaching organic chemistry laboratory at this university, we eliminated the use of "canned" experiments from textbooks. Instead, we present students with literature studies that form the basis of developing new unpublished experiments to answer specific questions. In this research approach, students are better exposed to the chemical literature, gain experience in experimental design, and are forced to do more spectral interpretations rather than simply match spectra with standard spectra. Here we present two projects that are the result of this research-based approach. Both projects involved relatively advanced stereochemical concepts and one study relied on 1D or 2D NOE NMR experiments.

Keywords (Audience):

Upper-Division Undergraduate

Keywords (Domain):

Laboratory Instruction

Keywords (Pedagogy):

Hands-On Learning / Manipulatives

Keywords (Subject):

Grignard Reagents

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This article has been cited by 1 ACS Journal articles (1 most recent appear below).

Combining a Standard Fischer Esterification Experiment with Stereochemical and Molecular-Modeling Concepts
Thomas P. Clausen
Journal of Chemical Education2011 88 (7), 1007-1009
- Combining a Standard Fischer Esterification Experiment with Stereochemical and Molecular-Modeling Concepts
  Thomas P. Clausen
  Journal of Chemical Education2011 88 (7), 1007-1009
  The Fisher esterification reaction is ideally suited for the undergraduate organic laboratory because it is easy to carry out and often involves a suitable introduction to basic laboratory techniques including extraction, distillation, and simple ...
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