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1,3-Dibromobenzene is used in Suzuki coupling reaction for the preparation of [n]metacyclophanes. It is used to prepare 5-(3-bromo-phenyl)-2,4-di-tert-butoxy-pyrimidine using Pd(0) (PPh3)4 as a reagent. Further, it undergoes solid-supported potassium fluoride-aluminum oxide palladium-catalyzed polyarylation reaction with phenyl boronic acid to get conjugated polyaryls.
In the presence of NiCl2, cross-coupling with aryl Grignards gives m-terphenyls: Synthesis, 147 (1990).
Monte, M. J. S.; Almeida, A. R. R. P.; Liebman, J. F. Prediction of enthalpy and standard Gibbs energy of vaporization of haloaromatics from atomic properties. Chemosphere 2015, 138, 478-485.
Zhang, S.; Xu, Q. L.; Xia, J. C.; Jing, Y. M.; Zheng, Y. X.; Zuo, J. L. Highly efficient yellow phosphorescent organic light-emitting diodes with novel phosphine oxide-based bipolar host materials. J. Mater. Chem. C 2015, 3 (43), 11540-11547.
Hazard Statements: H227-H303-H315-H319
Combustible liquid. May be harmful if swallowed. Causes skin irritation. Causes serious eye irritation.
Precautionary Statements: P280g-P305+P351+P338-P403+P235-P501a
Wear protective gloves. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store in a well-ventilated place. Keep cool. Dispose of contents/container in accordance with local/regional/national/international regulations.