Catalytic ruthenium tetroxide oxidation of haloalkanes

CHED 361

David Kiviat, DMK092@aol.com, Pine Crest School, 1501 NE 62nd Street, Fort Lauderdale, FL 33334, Wen Chi Chou, StarSpice@aol.com, Department of Math, Science and Technology, Nova Southeastern University, 3301 College Avenue, Fort Lauderdale, FL 33314, Walt Justice, Walt@nova.edu, Oceanographic Center, Nova Southeastern University, 8000 North Ocean Drive, Dania, FL 33004, and Veljko Dragojlovic, vdragojl@fau.edu, Florida Atlantic University, 5353 Parkside Drive, Jupiter, FL 33458.
Primary and secondary bromo- and iodoalkanes were oxidized to the corresponding carbonyl compounds in the presence of a catalytic amount of ruthenium dioxide and periodic acid as a stochiometric oxidant. Iodoalkanes were considerably more reactive compared to bromoalkanes, with primary substrates being more reactive than secondary. Chloroalkanes were unreactive under the reaction conditions. Other factors such as choice of the solvent system, amount of ruthenium catalyst, presence of a Lewis acid, pH, scale of the reaction and rate of stirring had an effect on the reaction rate and product yield.
 

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