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2,6-Dibromopyridine is used as a tridentate chelating ligand and in the formation of macrocycles containing the terpyridine moiety. It is also used to produce 6-bromo-2-methoxypyridine.
Treatment with 4 moles of n-BuLi in ether at -60o, followed by reaction with PCl3 at -40o, provides a useful one-pot synthesis of 6,6"-dibromo-2,2':6',2"-terpyridine, which has applications as a tridentate chelating ligand and in the formation of macrocycles containing the terpyridine moiety: Synthesis, 939 (1995)./n
Carroll, J.; Gagnier, J. P.; Garner, A. W.; Moots, J. G.; Pike, R. D.; Li, Y.; Huo, S. Reaction of N-Isopropyl-N-phenyl-2,2'-bipyridin-6-amine with K2PtCl4: Selective C-H Bond Activation, C-N Bond Cleavage, and Selective Acylation. Organometallics 2013, 32 (17), 4828-4836.
Prajapati, D.; Schulzke, C.; Kindermann, M. K.; Kapdi, A. R. Selective palladium-catalysed arylation of 2,6-dibromopyridine using N-heterocyclic carbene ligands. RSC Adv. 2015, 5 (65), 53073-53085.
Marcinkowski, D.; Monika Wałęsa-Chorab, M.; Kubicki, M.; Hoffmann, M.; Kądziołka, G.; Michalkiewicz, B.; Patroniak, V. A new 2,6-di(anthracen-9-yl)pyridine ligand and its complexes with Ag(I) ions: Synthesis, structure and photocatalytic activity. Polyhedron 2015, 90, 91-98.
Hazard Statements: H300-H315-H319-H335
Fatal if swallowed. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statements: P261-P264b-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P362-P501c
Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Call a POISON CENTER or doctor/physician if you feel unwell. Rinse mouth. If skin irritation occurs: Get medical advice/attention. Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant