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  Home > JCE Print > Journal of Chemical Education > Issues > 2008  > August  >
In the Laboratory
An Exercise on Structure Elucidation Based on a Tricky Aldol Reaction
Manuel González Sierra, Silvina C. Pellegrinet, María I. Colombo, and Edmundo A. Rúveda
Instituto de Química Orgánica y de Síntesis (CONICET), Facultad de Ciencias Bioquímicas y Farmacéuticas, U.N.R. Suipacha 531, Rosario 2000, Argentina
Cover
August 2008
Vol. 85 No. 8
p. 1094

Abstract
An exercise on structure elucidation for advanced undergraduate students is described. To determine the structure of an unknown product, students are required to use spectra together with an organic chemistry mechanism. This exercise exemplifies the procedure commonly used in research, thus helping students develop problem-solving skills. In addition, it highlights the potential of modern NMR techniques such as one- and two-dimensional NMR.
Supplement
Student handouts: background information, molecular formula, IR spectrum, 1- and 2-D NMR spectra, and step-by-step procedure; Instructor notes: answers to step-by-step procedure and assigned spectra
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Citation
González Sierra, Manuel; Pellegrinet, Silvina C.; Colombo, María I.; Rúveda, Edmundo A. J. Chem. Educ. 2008, 85, 1094.
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Keywords
Inquiry-Based / Discovery Learning; IR Spectroscopy; Laboratory Instruction; Mechanisms of Reactions; Natural Products; NMR Spectroscopy; Organic Chemistry; Problem Solving / Decision Making; Upper-Division Undergraduate
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History
Created:
Last Updated:
6/23/2008
7/2/2008
 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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