633-12-5Relevant articles and documents
Bunnett et al.
, p. 2378,2379 (1950)
Selective oxidation method for toluene compounds
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Paragraph 0130; 0131, (2019/12/25)
The invention discloses a selective oxidation method for toluene compounds. The method comprises the following steps: 1, putting a toluene compound represented by a formula (I) shown in the specification, a metalloporphyrin catalyst, an oxidant and a dispersing agent into a ball milling tank, sealing the ball milling tank, carrying out ball milling for 3-24 hours at room temperature and the rotating speed of 100-800 rpm, stopping ball milling once every 1-3 hours in the ball milling process, discharging gas in the ball milling tank, and after the reaction is finished, carrying out post-treatment on the reaction mixture to obtain a product benzoic acid compound represented by a formula (II) shown in the specification. Oxidation conversion of methylbenzene and derivatives thereof is achievedthrough solid-phase ball milling, the reaction mode is novel, the operation is convenient, and the energy consumption is low; an organic solvent and other auxiliaries are not needed, so that use of toxic and harmful organic reagents is effectively avoided, and the method is green and environmentally friendly; the peroxide content is low, and the safety coefficient is high; and benzoic acid and derivatives thereof have high selectivity and meet the social requirements of a green chemical process, an environmental compatibility chemical process and a biological compatibility chemical process inthe prior art.
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.