Factorial design and linear regression used to determine the importance of various factors to the yield of 7,7-dichlorobicyclo[4.1.0]heptane

CHED 575

Kimberly A Shupe, kshupe@tlu.edu1, Katrina M. Czenkusch, KMCzenkusch@tlu.edu1, and Jonathan A. Bohmann, jbohmann@tlu.edu2. (1) Department of Chemistry, Texas Lutheran University, 1000 W. Court St, Seguin, TX 78155, (2) Deptarment of Chemistry, Texas Lutheran University, 1000 West Court Street, Seguin, TX 78155
7,7-dichlorobicycloheptane can be made by the addition of dichlorocarbene, generated from chloroform with strong base, to cyclohexene. This reaction is typically performed using phase transfer catalysis to assist in the reaction of the base and chloroform. In this study, a series of experiments was performed, based on a factorial design, to determine the impact of several variables, including molar excess of base, molar excess of chloroform, and mole percentage of catalyst used, on the yield of this reaction. Using tetrabutylammonium hydrogen sulfate, it appears that the excess of base is the most important factor to high yields, followed by the amount of catalyst used, with the excess of chloroform having less impact.
 

Undergraduate Research Poster Session: Organic Chemistry
11:00 AM-1:00 PM, Monday, March 26, 2007 Hyatt Regency Chicago -- Riverside Center, Poster

Division of Chemical Education

The 233rd ACS National Meeting, Chicago, IL, March 25-29, 2007