Presenter(s)

Ava Dillon

Abstract

trans-4-Bromo-2-heptene (1) is a simple compound that has never been synthesized in pure form and could be a useful starting material for organic synthesis. Therefore, the goal of this research is to synthesize 1 with a multistep synthesis. The synthesis starts with the preparation of hept-2-yn-4-ol (2) via a Grignard synthesis with the triple bond acting as a masking group for the alkene. The alcohol is converted to 4-bromo-2-heptyne (3). Step 3 is the most crucial step of selectively reducing the triple bond to the desired double bond. Finally, because the reduction should produce the cis alkene, the last step is isomerization, to produce 1 (Scheme 1). Our current progress through step 2 will be reported.

College

College of Science & Engineering

Department

Chemistry

Campus

Winona

First Advisor/Mentor

Thomas Nalli

Start Date

4-24-2025 2:00 PM

End Date

4-24-2025 3:00 PM

Presentation Type

Poster Session

Format of Presentation or Performance

In-Person

Session

2b=2pm-3pm

Poster Number

12

Included in

Chemistry Commons

Share

COinS
 
Apr 24th, 2:00 PM Apr 24th, 3:00 PM

Progress Towards the Synthesis of trans-4-Bromo-2-Heptene

trans-4-Bromo-2-heptene (1) is a simple compound that has never been synthesized in pure form and could be a useful starting material for organic synthesis. Therefore, the goal of this research is to synthesize 1 with a multistep synthesis. The synthesis starts with the preparation of hept-2-yn-4-ol (2) via a Grignard synthesis with the triple bond acting as a masking group for the alkene. The alcohol is converted to 4-bromo-2-heptyne (3). Step 3 is the most crucial step of selectively reducing the triple bond to the desired double bond. Finally, because the reduction should produce the cis alkene, the last step is isomerization, to produce 1 (Scheme 1). Our current progress through step 2 will be reported.

 

To view the content in your browser, please download Adobe Reader or, alternately,
you may Download the file to your hard drive.

NOTE: The latest versions of Adobe Reader do not support viewing PDF files within Firefox on Mac OS and if you are using a modern (Intel) Mac, there is no official plugin for viewing PDF files within the browser window.