633-12-5Relevant articles and documents
Bunnett et al.
, p. 2378,2379 (1950)
Preparation method of 2,4,6-tribromobenzoic acid
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Paragraph 0028; 0031-0037; 0039; 0042-0049, (2019/11/20)
The invention discloses a preparation method of high purity 2,4,6-tribromobenzoic acid. The preparation method is characterized by comprising the following steps: with pure water as a solvent, reacting m-aminobenzoic acid with bromine at 5-10 DEG C for ri
Buttressing Effects Rerouting the Deprotonation and Functionalization of 1,3-Dichloro- and 1,3-Dibromobenzene
Heiss, Christophe,Marzi, Elena,Schlosser, Manfred
, p. 4625 - 4629 (2007/10/03)
A systematic comparison between 1,3-difluorobenzene, 1,3-dichlorobenzene, and 1,3-dibromobenzene did not reveal major differences in their behavior towards strong bases such as lithium diisopropylamide or lithium 2,2,6,6-tetramethyl-piperidide. Thus, all 2,6-dihalobenzoic acids 1 are directly accessible by consecutive treatment with a suitable base and dry ice. In contrast, (2,6-dichlorophenyl)- and (2,6-bromo-phenyl)triethylsilane (2a and 2b) were found to undergo deprotonation at the 5-position (affording acids 3 and, after deprotection, 4), whereas the 1,3-difluoro analog is known to react at the 4-position. The 2,4-dihalobenzoic acids 7 were selectively prepared from either the silanes 2 (by bromination at the 4-position, metalation and carboxylation of the neighboring position, followed by desilylation and debromination) or the 1,3-dihalo-2-iodobenzenes 8 (by base-promoted migration of iodine to the 4-position followed by iodine/magnesium permutation and subsequent carboxylation). Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.