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Full-Text Articles in Physical Sciences and Mathematics

Isomer Distribution Of Succinylcyclohexenyl, Acetylcyclohexenyl And Acetylcyclopentenyl Enamines, A. Cook, Sarah Folk Dec 2015

Isomer Distribution Of Succinylcyclohexenyl, Acetylcyclohexenyl And Acetylcyclopentenyl Enamines, A. Cook, Sarah Folk

A. Gilbert Cook

The isomeric distributions of some cyclohexenyl enamines substituted by succinyl or acetyl groups at either the 2- or 6-positions are reported as are the isomeric distributions of similarly substituted cyclopentenyl enamines. Correlation between the C-13 NMR chemical shifts in these enamines and isomer distribution is shown. Density functional molecular modeling is used to demonstrate resonance and electrostatic effects on isomeric distributions.


Alcohol Reduction Of Enamines, A. Cook Dec 2015

Alcohol Reduction Of Enamines, A. Cook

A. Gilbert Cook

Primary or secondary alcohols will reduce enamines to their corresponding saturated amines when heated in a microwave apparatus at a temperature of 160 degrees C for a period of one hour.


A Knoevenagel Initiated Annulation Reaction Using Room Temperature Or Microwave Conditions, A. Cook Dec 2015

A Knoevenagel Initiated Annulation Reaction Using Room Temperature Or Microwave Conditions, A. Cook

A. Gilbert Cook

An experiment is presented that has the student execute a Knoevenagel initiated annulation reaction. The reaction can be carried out either through use of a microwave reactor or by allowing the mixture to stand at room temperature for two days. The student is then challenged to identify the reaction product through a guided prelab exercise of the synthesis of the Hagemann ester, and then through GC–MS, NMR, and IR spectra of the product. The stereochemistry of the product is determined through the NMR spectrum and the Karplus curve. The student is required to write a mechanism for the reaction.