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The Study of Elimination Reactions Using Gas Chromatography: An Experiment for the Undergraduate Organic Laboratory

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Devin Latimer

Department of Chemistry, University of Winnipeg, Winnipeg, MB, Canada

J. Chem. Educ., 2003, 80 (10), p 1183

DOI: 10.1021/ed080p1183

Publication Date (Web): October 1, 2003

Section:

History, Education, and Documentation

Abstract

This article describes an investigation of elimination reactions of alkyl halides. 1-Bromopentane or 2-bromopentane are reacted with either sodium ethoxide or potassium tert-butoxide. Gas chromatography is used to monitor the relative amounts of 1-pentene, (E)-2-pentene, and (Z)-2-pentene produced.

Keywords (Audience):

Second-Year Undergraduate

Keywords (Domain):

Organic Chemistry

Keywords (Pedagogy):

Hands-On Learning / Manipulatives

Keywords (Subject):

Chromatography

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This article has been cited by 2 ACS Journal articles (2 most recent appear below).

The Study of Substitution and Elimination Reactions Using Gas Chromatography: An Examination of the Effects of Alkane and Base Structure on Product Distributions
Donald L. Wharry
Journal of Chemical Education2011 88 (12), 1720-1723
- The Study of Substitution and Elimination Reactions Using Gas Chromatography: An Examination of the Effects of Alkane and Base Structure on Product Distributions
  Donald L. Wharry
  Journal of Chemical Education2011 88 (12), 1720-1723
  An experiment that compares product distribution obtained by either substitution or elimination utilizing alkyl bromides and methoxide, ethoxide, or t-butoxide as the base (or nucleophile) is described. The change in product distribution caused by steric ...
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The State of Organic Teaching Laboratories
Gail Horowitz
Journal of Chemical Education2007 84 (2), 346
- The State of Organic Teaching Laboratories
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  Journal of Chemical Education2007 84 (2), 346
  This review explores the dramatic changes that have taken place in the organic chemistry laboratory course over the last two to three decades. The most significant changes have been in the areas of pedagogy and technology. Significant inroads have been ...
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