Event Title
Unusual Halogen Exchange Reactions in Near-Critical Aqueous Media
Faculty Mentor
Thomas Junk
Location
Library 7th Floor
Start Date
13-4-2013 2:45 PM
End Date
13-4-2013 3:45 PM
Description
Halogen exchange under hydrothermal conditions constitutes a viable alternative to the manufacture of halobenzenes of commercial interest. The preparation of 1,2-dibromobenzene and 1-bromo-2-chlorobenzene from 1,2-dicholorobenzene was investigated, achieved by treatment of the latter with hydrobromic acid in hydrothermal media at temperatures ranging from 240 C to 320 C. This method utilizes an industrial waste product and is a viable alternative to de novo synthesis. The effects of temperature, exchange duration and the presence of Fe3+ in exchange media on product yields are discussed. Product yields for the targeted haloarenes of up to 37% and 48%, respectively, were achieved, with less than 5 mol% formation of 1,3- and 1,4-dihalobenzene isomers.
Unusual Halogen Exchange Reactions in Near-Critical Aqueous Media
Library 7th Floor
Halogen exchange under hydrothermal conditions constitutes a viable alternative to the manufacture of halobenzenes of commercial interest. The preparation of 1,2-dibromobenzene and 1-bromo-2-chlorobenzene from 1,2-dicholorobenzene was investigated, achieved by treatment of the latter with hydrobromic acid in hydrothermal media at temperatures ranging from 240 C to 320 C. This method utilizes an industrial waste product and is a viable alternative to de novo synthesis. The effects of temperature, exchange duration and the presence of Fe3+ in exchange media on product yields are discussed. Product yields for the targeted haloarenes of up to 37% and 48%, respectively, were achieved, with less than 5 mol% formation of 1,3- and 1,4-dihalobenzene isomers.