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Use of Sodium Bromate for Aromatic Bromination:  Research and Development
Organic Process Research & Development ( IF 3.1 ) Pub Date : 2000-01-01 , DOI: 10.1021/op9901947
Amiram Groweiss 1
Affiliation  

Sodium bromate is a powerful brominating agent for aromatic compounds that contain deactivating substituents. A bromination process, in which sodium bromate was utilized, was optimized on laboratory scale. Addition of a strong acid into a stirred aqueous solution, or slurry, of the substrate and bromate salt at 40−100°C, leads to the decomposition of the bromate ions and production of the active brominating species. Substrates such as nitrobenzene, benzoic acid, and benzaldehyde were brominated in high yields (85−98%) and specificity. The reaction is especially useful for the bromination of disubstituted benzenes, such as 4-nitrofluorobenzene or 4-fluorobenzoic acid. Several substrates, such as dinitrobenzenes or nitrobenzoic acids, did not undergo bromination at all. The main parameters of the reaction and some of its synthetic potential are discussed.

中文翻译:

溴酸钠在芳香族溴化中的用途:研究与开发

溴酸钠是一种强效溴化剂,适用于含有失活取代基的芳香族化合物。在实验室规模上优化了使用溴酸钠的溴化工艺。在 40-100°C 下将强酸添加到搅拌的底物和溴酸盐的水溶液或浆液中,会导致溴酸盐离子分解并产生活性溴化物质。硝基苯、苯甲酸和苯甲醛等底物以高产率 (85-98%) 和特异性溴化。该反应特别适用于溴化二取代苯,例如 4-硝基氟苯或 4-氟苯甲酸。几种底物,例如二硝基苯或硝基苯甲酸,根本没有发生溴化。
更新日期:2000-01-01
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