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"Double Unknown" Microscale Preparation and COSY Analysis of an Unknown Ester: An Introductory 2D-NMR Experiment
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Abstract
2D-NMR experiments are becoming more commonplace for organic analysis and promise to become as routine for chemists of this decade as 1D-NMR experiments were for chemists of the 1970's. However, undergraduate students seldom if ever are exposed to such experiments despite the increasing availability of high-field, superconducting magnets, more powerful computers, and menu driven software that is extremely friendly. This article outlines an experiment that integrates NMR into the organic teaching laboratory in a way designed to highlight the power of the technique and not merely to confirm the identity of known substances.
Keywords (Audience):
Second-Year UndergraduateKeywords (Domain):
Organic ChemistryKeywords (Pedagogy):
Hands-On Learning / ManipulativesKeywords (Subject):
NMR SpectroscopyCiting Articles
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This article has been cited by 9 ACS Journal articles (5 most recent appear below).
Combining a Standard Fischer Esterification Experiment with Stereochemical and Molecular-Modeling Concepts
Thomas P. ClausenJournal of Chemical Education2011 Article ASAPCombining a Standard Fischer Esterification Experiment with Stereochemical and Molecular-Modeling Concepts
Thomas P. ClausenJournal of Chemical Education2011 Article ASAPThe Fisher esterification reaction is ideally suited for the undergraduate organic laboratory because it is easy to carry out and often involves a suitable introduction to basic laboratory techniques including extraction, distillation, and simple ...
Use of NMR and NMR Prediction Software To Identify Components in Red Bull Energy Drinks
Brent Lefebvre and Tricia Corrin , André J. Simpson , Azadeh Shirzadi , Timothy E. Burrow and Andrew P. DicksJournal of Chemical Education2009 86 (3), 360Use of NMR and NMR Prediction Software To Identify Components in Red Bull Energy Drinks
Brent Lefebvre and Tricia Corrin , André J. Simpson , Azadeh Shirzadi , Timothy E. Burrow and Andrew P. DicksJournal of Chemical Education2009 86 (3), 360A laboratory experiment designed as part of an upper-level undergraduate analytical chemistry course is described. Students investigate two popular soft drinks (Red Bull Energy Drink and sugar-free Red Bull Energy Drink) by NMR spectroscopy. With ...
Synthesis and Characterization of 9-Hydroxyphenalenone Using 2D NMR Techniques
Benjamin Caes and Dell Jensen Jr.Journal of Chemical Education2008 85 (3), 413Synthesis and Characterization of 9-Hydroxyphenalenone Using 2D NMR Techniques
Benjamin Caes and Dell Jensen Jr.Journal of Chemical Education2008 85 (3), 4139-Hydroxyphenalenone is a planar multicyclic β-keto–enol, which is synthesized via a Friedel–Crafts acylation followed by acid-catalyzed intramolecular Michael addition with the loss of a phenyl group in a one-pot reaction during a four-hour lab period. ...
Annotated Bibliography: Permanent Magnet Fourier Transform-NMR Applications in the Laboratory
Amy Abe and Frank B. Contratto2007 969 (), 318-334Annotated Bibliography: Permanent Magnet Fourier Transform-NMR Applications in the Laboratory
Amy Abe and Frank B. Contratto2007 969 (), 318-334In this chapter, we present an annotated bibliography of permanent magnet FT-NMR applications in the laboratory. Topics include 1H and 13C spectra of organic molecules, multinuclear spectra of inorganic molecules, spectra of biochemical molecules, spectra ...
Enhancing Undergraduate Pedagogy with NMR across the Curriculum
Matthew A. Fisher and Daryle H. Fish2007 969 (), 8-19Enhancing Undergraduate Pedagogy with NMR across the Curriculum
Matthew A. Fisher and Daryle H. Fish2007 969 (), 8-19The use of NMR in the undergraduate curriculum provides opportunities to create significant learning experiences for students from their freshman year through the time of graduation. We describe how Saint Vincent College has incorporated NMR based ...
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- Received: August 03, 2009
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