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  Home > JCE Print > Journal of Chemical Education > Issues > 2005  > November  >
In the Laboratory
A GC–MS Analysis of an SN2 Reaction for the Organic Laboratory
Malgorzata M. Clennan and Edward L. Clennan
Department of Chemistry, University of Wyoming, Laramie, WY 82071
Cover
November 2005
Vol. 82 No. 11
p. 1676
Abstract
An experiment suitable for adoption for first-semester organic laboratory is presented. The experiment utilizes an SN2 reaction between an alkyl bromide and potassium acetate to introduce the use of mass spectrometry for structural identification. It also provides students with added experience in organic synthesis, the use of IR to identify functional groups, and the use of gas chromatography and response factors to determine product ratios.
Supplement
Instructions for the students, notes for the instructor, an arrow pushing mechanism for hexyl formate formation, and spectra are available.
*  Contents JCE2005p1676W.doc (Microsoft Word)
*  Download
JCE2005p1676W.pdf

JCE2005p1676W.zip
More Information
*  Citation
 Clennan, Malgorzata M.; Clennan, Edward L. J. Chem. Educ. 2005 82 1676.
*  Keywords
 Chromatography; Esters; Hands-On Learning / Manipulatives; IR Spectroscopy; Laboratory Instruction; Mass Spectrometry; Mechanisms of Reactions; Microscale Lab; Organic Chemistry; Second-Year Undergraduate; Synthesis
*  History
 Created:
Last Updated:		 9/22/2005
9/29/2005
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