Thursday, 17 May 2007
3rd Floor Hall (Pfahler Hall)
289

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

Kimberly A. Shupe, Katrina M. Czenkush, and Jonathan A. Bohmann. Texas Lutheran University, Seguin, TX

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.

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