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  Home > JCE Print > Journal of Chemical Education > Issues > 2009  > March  >
In the Laboratory
A Safer, Discovery-Based Nucleophilic Substitution Experiment
Gail Horowitz
Department of Chemistry, Yeshiva University, New York, NY 10033
Cover
March 2009
Vol. 86 No. 3
p. 363

Abstract
A discovery-based nucleophilic substitution experiment is described in which students compare the reactivity of chloride and iodide ions in an SN2 reaction. This experiment improves upon the well-known "Competing Nucleophiles" experiment in that it does not involve the generation of hydrogen halide gas. The experiment also introduces students to the subject of phase-transfer catalysis.
Supplement
Student handouts, including questions; Instructor notes, including chemicals and equipment needed and GC conditions
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Contents
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Citation
Horowitz, Gail. J. Chem. Educ. 2009, 86, 363.
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Keywords
Catalysis; Chromatography; Inquiry-Based / Discovery Learning; Kinetics; Laboratory Instruction; Mechanisms of Reactions; Nucleophilic Substitution; Organic Chemistry; Second-Year Undergraduate
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History
Created:
Last Updated:
2/4/2009
2/9/2009
 Caution! 
Experiments, laboratory exercises, lecture demonstrations, and other descriptions of the use of chemicals, apparatus, instruments, computers, and computer interfaces are presented in the Journal of Chemical Education as illustrative of new or improved ideas or concepts in chemistry instruction and are directed at qualified teachers. Although every effort is made to assure and encourage safe practices and safe use of chemicals, the Journal of Chemical Education cannot assume responsibility for uses made of its published materials. Many chemicals are hazardous. Precautions for the safe use of hazardous chemicals and directions for their proper disposal are described in the Material Safety Data Sheets and on the labels. We strongly urge all those planning to use materials from our pages to make choices and to develop procedures for laboratory and classroom safety in accordance with local needs and situations.
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