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  Home > JCE Print > Journal of Chemical Education > Issues > 2004  > January  >
In the Laboratory
Conformational Analysis in an Advanced Integrated Laboratory Course
David B. Ball and Randy M. Miller
Department of Chemistry, California State University, Chico, CA 95929-0210
Cover
January 2004
Vol. 81 No. 1
p. 121
Abstract
Spectroscopy is a major analytical tool used to study molecules in all areas of chemistry in industrial and academic settings. Undergraduate students of chemistry need to become well-versed in modern spectroscopic techniques as a preparation for their future careers as chemists. To meet these goals, the Chemistry Department at CSU, Chico has initiated a three-semester advanced integrated laboratory sequence that gives our students research-like experiences doing projects that crossover the major subdisciplines of chemistry. An interdisciplinary project is described that requires students to synthesize conformationally mobile and static α-bromocyclohexanones and to assess, qualitatively and quantitatively, and validate, using several spectroscopic tools, solvent effects on the conformational preferences of these molecules. The project exposes students to a variety of experimental and theoretical techniques that include organic synthesis, product purification, 1H and 13C NMR spectrometry, GC–MS, molecular modeling, and IR and UV spectroscopy.
Supplement
[Note: The numbers in bold below refer to numbered structures in the full text of the article.]

General procedures, including equipment and instrumentation needs, detailed experimental procedures for the preparation of 2, 3a, 3e, and cis- and trans-2-bromo-4-tert-butylcyclohexanone, CAS registry numbers of chemicals used, the laboratory handout given to the students, IR spectra of bromoketone 2 in CCl4 and CH3CN, and selected 1H spectra of bromoketones 2, 3a, and 3e are available.

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*  Citation
 Ball, David B.; Miller, Randy M. J. Chem. Educ. 2004 81 121.
*  Keywords
 Equilibrium; IR Spectroscopy; Laboratory Instruction; Molecular Modeling / Dynamics; Molecular Properties / Structure; NMR Spectrometry; Organic Chemistry; Organic Synthesis; Stereochemistry; UV-Vis Spectroscopy
*  History
 Created:
Last Updated:		 December 8, 2003
February 18, 2005
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