Undergraduate Organic Experiment Research Articles

Undergraduate Organic Experiment: Tetrazole Formation by Microwave Heated (3 + 2) Cycloaddition in Aqueous Solution

An undergraduate experiment for the organic laboratory is described that utilizes microwave heating to prepare 5-substituted 1H-tetrazole derivatives through a (3 + 2) cycloaddition between aryl nitriles and sodium azide. The reaction mixture is analyzed by thin layer chromatography. The products are purified through an acid–base extraction and recrystallization. Characterization is accomplished using melting point, infrared, 1H NMR, and 13C NMR spectroscopy. Students are tasked with determining and confirming the structure of their product based on their assigned nitrile and characterization data.

Lewis acid catalysis of a Diels-Alder cycloaddition: An undergraduate organic experiment

Experiment based upon the Diels-Alder cycloaddition of methylcyclopentadiene to p-benzoquinone with characterization of the products through proton NMR.

An aldol condensation-photochemical bromination sequence with emphasis on spectroscopic interpretations: An undergraduate organic experiment

The focus in these procedures is to extend students' abilities in the interpretation of spectral data in order to reach sound conclusions regarding the constitution and stereochemistry of reaction products.

An undergraduate organic experiment using thin-layer chromatography

An undergraduate organic experiment using thin-layer chromatography

Solvent selection for recrystallization: An undergraduate organic experiment

A procedure that develops a student's ability to carry out a simple recrystallization effectively and demonstrates how a solvent can be selected or rejected as usable for the recrystallization of a specific organic compound.

A synthesis of o-chlorocinnamic acid utilizing a Meerwein reaction. An undergraduate organic experiment

The authors share an experimental procedure that converts an o-chloroaniline to o-chlorocinnamic acid.

Selective reduction of functionalized carboxylic acids with borane-methyl sulfide: A convenient undergraduate organic experiment

Selective reduction of functionalized carboxylic acids with borane-methyl sulfide: A convenient undergraduate organic experiment

Facile identification of carbon-14 in labelled acetate. An undergraduate organic experiment

Facile identification of carbon-14 in labelled acetate. An undergraduate organic experiment

The Friedel-Crafts pathway to diarylcyclopropenones. An undergraduate organic experiment

The Friedel-Crafts pathway to diarylcyclopropenones. An undergraduate organic experiment

Grignard dehydration reactions. An undergraduate organic experiment.

In this laboratory, the authors have incorporated the Grignard reaction in a step-wise synthesis that has been successful in demonstrating several experimental and instrumental techniques.

The Gabriel synthesis of benzylamine: An undergraduate organic experiment

The Gabriel synthesis involves the reaction of the conjugate base of phthalimide and an alkyl halide to give an alkyl phthalimide which is subsequently hydrolyzed to the primary alkyl amine; the reaction is important historically for the synthesis of pure primary amines uncontaminated by secondary or tertiary by-products.

The recovery and identification of flammable liquids in suspected arsons. An undergraduate organic experiment

The described experiment here takes the place of two experiments commonly used in the beginning organic laboratory course, namely the experiment on steam distillation and the experiment on gas liquid chromatography.

Illustrating spectral simplification by pmr shift reagents: An undergraduate organic experiment

This note is a description of an undergraduate organic laboratory experiment that we have found to demonstrate, simply yet clearly, spectral simplification through the utilization of pmr shift reagents.

An unusual reaction of a ketal with base. An undergraduate organic experiment

An experiment that is designed to utilize primarily spectral methods (nmr and ir) to identify an unknown product of a reaction performed in the laboratory; it also demonstrates that, under certain conditions, ketals can be made to react with a base.

The reaction of vitamin K3 with sodium bisfulfite. An undergraduate organic experiment.

The authors have contributed this experiment because there are few experiments that illustrate kinetic and thermodynamic control of a reaction.

Natural products isolation--orange oil. An undergraduate organic experiment.

This procedure involves the isolation of orange oil from orange peel an the identification of a major component - limonene.

Factorial design in undergraduate organic experiments

Describes an approach in which students are to learn to design their own experiments and presents one such experiment.

An undergraduate organic experiment with carbon-14

Students are provided C-14 labeled sodium acetate dissolved in acetic acid; the labeled acid is converted to acetyl chloride, acetophenone, and finally iodoform that is separated and checked for C-...