Event Title

Seven-Step Linear Synthesis of Racemic Nicotine Highlighting the Grubbs’ Ring-Closing Metathesis

Poster Number

113

Session Title

Physical Sciences, Math, and Computer Science

Document Type

Poster Presentation

Faculty Mentor

Aaron Hartel, Ph.D.

College

College of Arts and Sciences

Department

Department of Chemistry, Physics, and Geology

Description

Nicotine is a common alkaloid that is predominantly found in tobacco plants and other members of the Solanaceae family. It is a pharmacologically important molecule due to its known stimulant properties and the potential medicinal benefits of its analogues. Nicotine analogues have previously been identified as having the capability to alleviate symptoms of diseases including Alzheimer’s and Parkinson’s. Racemic nicotine has been produced via a seven-step linear synthesis appropriate for an advanced level academic synthesis lab. The synthesis produced an overall yield of 1.02% and features a Grubbs’ Ring-Closing Metathesis (RCM) reaction in Step 5 for the formation of the pyrrolidine ring.

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Apr 24th, 12:00 AM

Seven-Step Linear Synthesis of Racemic Nicotine Highlighting the Grubbs’ Ring-Closing Metathesis

Nicotine is a common alkaloid that is predominantly found in tobacco plants and other members of the Solanaceae family. It is a pharmacologically important molecule due to its known stimulant properties and the potential medicinal benefits of its analogues. Nicotine analogues have previously been identified as having the capability to alleviate symptoms of diseases including Alzheimer’s and Parkinson’s. Racemic nicotine has been produced via a seven-step linear synthesis appropriate for an advanced level academic synthesis lab. The synthesis produced an overall yield of 1.02% and features a Grubbs’ Ring-Closing Metathesis (RCM) reaction in Step 5 for the formation of the pyrrolidine ring.