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  Home > JCE Print > Journal of Chemical Education > Issues > 2006  > September  >
In the Laboratory
The Finkelstein Reaction: Quantitative Reaction Kinetics of an SN2 Reaction Using Nonaqueous Conductivity
R. David Pace and Yagya Regmi
Department of Science and Mathematics, Lyon College, Batesville, AR 72503
Cover
September 2006
Vol. 83 No. 9
p. 1344

Abstract
Two essential concepts for students to grasp in the undergraduate organic chemistry sequence are substitution chemistry and elimination chemistry (SN1/SN2 and E1/E2). However, students are often confounded by the seemingly endless series of structure–reactivity relationships. This dualistic relationship of conceptual essentialness and student confusion usually results in a line of demarcation for many second-year organic chemistry students. It is at this point that students either pull together the fundamental structure–reactivity relationships and go on to draw relevant mechanistic conclusions that underpin the balance of their organic chemistry experience or the flood of material washes over them and they wind up in a miserable struggle to keep their heads above water until the end of the spring semester. Therefore, we have developed a quantitative kinetics laboratory exercise featuring the Finkelstein reaction (SN2) for use in the first-semester organic chemistry course that utilizes nonaqueous conductivity as the method by which relevant structure–temperature–solvent effects are examined.
Supplement
A complete resource for instructors and students, including instructor information, a summary experimental data sheet, student data, experimental graphs, post-laboratory questions, background for students (SN2, kinetics, and conductivity), a detailed student procedure, and data analysis instructions, is available.
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Citation
Pace, R. David; Regmi, Yagya. J. Chem. Educ. 2006 83 1344.
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Keywords
Calibration; Hands-On Learning / Manipulatives; Kinetics; Laboratory Instruction; Nucleophilic Substitution; Organic Chemistry; Physical Chemistry; Problem Solving / Decision Making; Rate Law; Reactions; Second-Year Undergraduate; Solutions / Solvents; Upper-Division Undergraduate
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History
Created:
Last Updated:
8/7/2006
8/18/2006
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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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