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  Home > JCE Print > Journal of Chemical Education > Issues > 2001  > January  >
In the Laboratory
The Discovery-Oriented Approach to Organic Chemistry. 5. Stereochemistry of E2 Elimination: Elimination of cis- and trans-2-Methylcyclohexyl Tosylate
Marcus E. Cabay, Brad J. Ettlie, Adam J. Tuite, Kurt A. Welday, and Ram S. Mohan
Department of Chemistry, Illinois Wesleyan University, Bloomington, IL 61701
Cover
January 2001
Vol. 78 No. 1
p. 79
Abstract
The E2 elimination is one of the most important reactions in organic chemistry and is discussed in considerable detail in a sophomore organic course. We have developed a discovery-oriented lab that illustrates the stereochemistry of the E2 elimination reaction and is a good exercise in 1H NMR spectroscopy. The added element of discovery insures that student interest and enthusiasm are retained.
Supplement
Experimental details and CAS registry numbers and sources of required chemicals are available.

Contents:

*  Contents JCE2001p0079W.doc (MSWord 98, Mac); cis2methylcyclohexyltosylat.tif, ciselimproduct.tif, trans2methylcyclohexyltosyl.tif, transelimproduct.tif (Adobe Photoshop 5.0); labdocumfig100073.mac (ChemDraw 5.0)
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JCE2001p0079W.pdf

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More Information
*  Citation
 Cabay, Marcus E.; Ettlie, Brad J.; Tuite, Adam J.; Welday, Kurt A.; Mohan, Ram S. J. Chem. Educ. 2001 78 79.
*  Keywords
 Inquiry-Based / Discovery Method; IR Spectroscopy; Laboratory Instruction; Mechanisms; NMR Spectrometry; Organic Chemistry; Stereochemistry
*  History
 Created:
Last Updated:		 November 30, 2000
August 31, 2005
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