A new synthetic route to cyclobutenedione

CHED 340

Jennifer E. Proudfoot, m065436@usna.edu, Chemistry Department, United States Naval Academy, 572 Holloway Rd, Annapolis, MD 21402 and Shirley Lin, Department of Chemistry, United States Naval Academy, 572 Holloway Rd, Annapolis, MD 21402.
This project examines a short, efficient synthesis of cyclobutenedione. Squaric acid is converted to 3,4-dichlorocyclobutenedione in refluxing thionyl chloride. The hydrodehalogenation of 3,4-dichlorocyclobutenedione to yield cyclobutenedione using a variety of catalysts and hydrogen is investigated. The effect of varying reaction conditions on the yield and product distribution of this reaction will be discussed.
 

Undergraduate Research Poster Session: Organic Chemistry
11:00 AM-1:00 PM, Monday, 27 March 2006 Georgia World Congress Center -- Ex. Hall B4, Poster

Division of Chemical Education

The 231st ACS National Meeting, Atlanta, GA, March 26-30, 2006