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Selected Works

Organic Chemistry

Articles 1 - 9 of 9

Full-Text Articles in Chemistry

Dalton, David R.: Foundations Of Organic Chemistry: Unity And Diversity Of Structures, Pathways & Reactions (Book Review), Jeffrey H. Glans Feb 2014

Dalton, David R.: Foundations Of Organic Chemistry: Unity And Diversity Of Structures, Pathways & Reactions (Book Review), Jeffrey H. Glans

Jeffrey H. Glans

Book review by Jeffrey Glans. Dalton, David R. Foundations of Organic Chemistry: Unity and Diversity of Structures, Pathways & Reactions. Hoboken, NJ: Wiley, 2011. ISBN 9780470479087

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A Discovery-Oriented Approach To Solid-Phase Peptide Synthesis, Brian B. Brennan, Matthew R. Bockman, Christopher J. Miedema Oct 2012

A Discovery-Oriented Approach To Solid-Phase Peptide Synthesis, Brian B. Brennan, Matthew R. Bockman, Christopher J. Miedema

Brian B. Brennan

In this discovery-oriented laboratory experiment, students use solid-phase synthesis techniques to construct a dipeptide containing an unknown amino acid. Following synthesis and cleavage from the polymeric support, electrospray ionization-mass spectrometry is employed to identify the unknown amino acid that was used in the peptide coupling. This experiment, performed in two, 3-h laboratory periods, provides an opportunity for students to learn the technique of solid-phase peptide synthesis and to critically evaluate data that they generate in the laboratory. The experiment is suitable for second-semester organic chemistry students as they learn methods for the formation of amide bonds or upper-level biochemistry students …

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Kinetic And Mechanistic Studies Of The Deuterium Exchange In Classical Keto−Enol Tautomeric Equilibrium Reactions, Michael Nichols, Mark Waner Aug 2010

Kinetic And Mechanistic Studies Of The Deuterium Exchange In Classical Keto−Enol Tautomeric Equilibrium Reactions, Michael Nichols, Mark Waner

Mark J. Waner

An extension of the classic keto−enol tautomerization of β-dicarbonyl compounds into a kinetic analysis of deuterium exchange is presented. It is shown that acetylacetone and ethyl acetoacetate undergo nearly complete deuterium exchange of the α-methylene carbon when dissolved in methanol-d4. The extent of deuteration may be monitored via NMR spectroscopy as a function of time. A mechanism for deuterium exchange is presented and shown to be consistent with a consecutive first-order process. The data for acetylacetone are consistent with steady-state kinetics, whereas those of ethyl acetoacetate illustrate nonsteady-state behavior, offering an accessible example where students might collect and analyze real …

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Kinetic And Mechanistic Studies Of The Deuterium Exchange In Classical Keto−Enol Tautomeric Equilibrium Reactions, Michael Nichols, Mark Waner Dec 2009

Kinetic And Mechanistic Studies Of The Deuterium Exchange In Classical Keto−Enol Tautomeric Equilibrium Reactions, Michael Nichols, Mark Waner

Michael A Nichols

An extension of the classic keto−enol tautomerization of β-dicarbonyl compounds into a kinetic analysis of deuterium exchange is presented. It is shown that acetylacetone and ethyl acetoacetate undergo nearly complete deuterium exchange of the α-methylene carbon when dissolved in methanol-d4. The extent of deuteration may be monitored via NMR spectroscopy as a function of time. A mechanism for deuterium exchange is presented and shown to be consistent with a consecutive first-order process. The data for acetylacetone are consistent with steady-state kinetics, whereas those of ethyl acetoacetate illustrate nonsteady-state behavior, offering an accessible example where students might collect and analyze real …

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Structural Characterization Of Mixed Alkali Metal Bis(Trimethylsilyl)Amide Bases., Paul Williard, Michael Nichols Dec 1991

Structural Characterization Of Mixed Alkali Metal Bis(Trimethylsilyl)Amide Bases., Paul Williard, Michael Nichols

Michael A Nichols

No abstract provided.

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Chelation Of 2-Substituted 1-Lithoxides: Structural And Energetic Factors Of Relevance To Synthetic Organic Chemistry., Michael Nichols, Andrew Mcphail, Edward Arnett Jul 1991

Chelation Of 2-Substituted 1-Lithoxides: Structural And Energetic Factors Of Relevance To Synthetic Organic Chemistry., Michael Nichols, Andrew Mcphail, Edward Arnett

Michael A Nichols

No abstract provided.

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Structural And Energetic Evidence For Oxygen-Lithium-Nitrogen Chelation In A Model For Asymmetric Induction., Edward Arnett, Michael Nichols, Andrew Mcphail Sep 1990

Structural And Energetic Evidence For Oxygen-Lithium-Nitrogen Chelation In A Model For Asymmetric Induction., Edward Arnett, Michael Nichols, Andrew Mcphail

Michael A Nichols

No abstract provided.

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Structure-Energy Relations For The Aldol Reaction In Nonpolar Media., Edward Arnett, Franklin Fisher, Michael Nichols, Anthony Ribeiro Jan 1990

Structure-Energy Relations For The Aldol Reaction In Nonpolar Media., Edward Arnett, Franklin Fisher, Michael Nichols, Anthony Ribeiro

Michael A Nichols

No abstract provided.

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Thermochemistry Of A Structurally Defined Aldol Reaction., Edward Arnett, Franklin Fisher, Michael Nichols, Anthony Ribeiro Jan 1989

Thermochemistry Of A Structurally Defined Aldol Reaction., Edward Arnett, Franklin Fisher, Michael Nichols, Anthony Ribeiro

Michael A Nichols

No abstract provided.

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