Project Title

Purification of Cyclohexene for Cyclopropanation Reactions

Authors' Affiliations

Olumide Adesina, Department of Chemistry, College of Art and Sciences, East Tennessee State University, Johnson City, TN. Cassandra Eagle, Department of Chemistry, College of Art and Sciences, East Tennessee State University, Johnson City, TN. Ayobami Olukanni, Department of Chemistry, College of Art and Sciences, East Tennessee State University, Johnson City, TN. Reza Mohseni, Department of Chemistry, College of Art and Sciences, East Tennessee State University, Johnson City, TN.

Location

BEECH MTN. ROOM 120

Start Date

4-12-2019 1:00 PM

End Date

4-12-2019 1:15 PM

Faculty Sponsor’s Department

Chemistry

Name of Project's Faculty Sponsor

Dr. Cassandra Eagle

Type

Oral Presentation

Classification of First Author

Graduate Student-Master’s

Project's Category

Chemicals and Chemical Properties

Abstract Text

Environmentally friendly reactions yielding cis-cyclopropanes are desired in the insecticide industry as these are most effective at reducing the population of insects while remaining benign to the environment. We are exploring the best parameters for the most effective cis-cyclopropanation reactions. An alkene and a diazo compound react together in the presence of a dirhodium catalyst to produce cyclopropanes. First however, the starting materials must be pure. Alfa Aesar supplies cyclohexene which is reported to be 99% pure, however, Gas column chromatography/Mass spectroscopy reveals that the sample is only 3% cyclohexene. Using an adopted published procedure, we discovered that distillation under nitrogen produces cyclohexene in greater than 95% pure. This is suitable for use in cyclopropanation reactions.

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Apr 12th, 1:00 PM Apr 12th, 1:15 PM

Purification of Cyclohexene for Cyclopropanation Reactions

BEECH MTN. ROOM 120

Environmentally friendly reactions yielding cis-cyclopropanes are desired in the insecticide industry as these are most effective at reducing the population of insects while remaining benign to the environment. We are exploring the best parameters for the most effective cis-cyclopropanation reactions. An alkene and a diazo compound react together in the presence of a dirhodium catalyst to produce cyclopropanes. First however, the starting materials must be pure. Alfa Aesar supplies cyclohexene which is reported to be 99% pure, however, Gas column chromatography/Mass spectroscopy reveals that the sample is only 3% cyclohexene. Using an adopted published procedure, we discovered that distillation under nitrogen produces cyclohexene in greater than 95% pure. This is suitable for use in cyclopropanation reactions.