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1-Bromo-2-chlorobenzene finds application in Gas Chromatography and Liquid Chromatography analysis. It is also used as an intermediate in pharmaceutical and synthetic chemistry. Further, it acts as a reagent in the preparation of arylpiperidines and aryltetrahydropyridines as 5-HT2C agonists.
Lithiation with LDA occurs ortho to the chlorine atom; subsequent reaction with electrophiles provides access to mixed dihalo derivatives such as 3-bromo-2-chlorobenzoic acid: Tetrahedron Lett., 36, 881 (1995).
Chen, J.; Natte, K.; Wu, X. F. Convenient palladium-catalyzed carbonylative synthesis of caprolactam and butyrolactam derived phthalimides and amides by using DBU and DBN as the nitrogen source. Tetrahedron Lett. 2015, 56 (2), 342-345.
Gao, J.; Zhu, J.; Chen, L.; Shao, Y.; Zhu, J.; Huang, Y.; Wang, X.; Lv, X. Synthesis of benzimidazo[2,1-b]benzothiazole derivatives through sequential Cu-catalyzed domino coupling and Pd-catalyzed Suzuki reaction. Tetrahedron Lett. 2014, 55 (22), 3367-3373.
Hazard Statements: H227-H315-H319-H335
Combustible liquid. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statements: P280g-P305+P351+P338
Wear protective gloves. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.