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M. Rossberg, W. Lendle, G. Pfleiderer, A. T?gel, E.-L. Dreher, E. Langer, H. Jaerts, P. Kleinschmidt, H. Strack, R. Cook, U. Beck, K.-A. Lipper, T. R. Torkelson, E. L?ser and K. K. Beutel, “Chlorinated Hydrocarbons,” Ullmann’s Encyclopedia of Industrial Chemistry, Wiley-VCH, Wein- heim, 2006. doi:10.1002/14356007.a06_233. pub2
has been cited by the following article:
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TITLE:
Halogen Exchange in Near-Critical Water
AUTHORS:
Abdulrahman M. Alhazmi, Pia R. Alburquerque, Thomas Junk
KEYWORDS:
Hydrothermal, Halogen Exchange
JOURNAL NAME:
Green and Sustainable Chemistry,
Vol.1 No.4,
November
16,
2011
ABSTRACT: Bromoaromatics are ubiquitous in chemistry, and their manufacture is often wasteful. Halogen exchange under hydrothermal conditions constitutes a viable alternative for their synthesis in some cases. The prepara-tion of 1,2-dibromobenzene and 1-bromo-2-chlorobenzene from 1,2-dichlorobenzene, by treatment with hy-drobromic acid in hydrothermal media at temperatures ranging from 240?C to 320?C was investigated as a viable alternative to de novo synthesis. The effects of temperature, exchange duration and the presence of Fe3+ salts on product yields are discussed. Yields for both targeted haloarenes of up to 37% and 48%, respec-tively, were achieved, with very limited formation of 1,3- and 1,4-dihalobenzene isomers. A mechanism for halogen exchange was proposed.