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Pyridinium perbromide (also called pyridinium bromide perbromide, pyridine hydrobromide perbromide, or pyridinium tribromide) is an organic chemical composed of a pyridinium cation and a tribromide anion. It can also be considered as a complex containing pyridinium bromide—the salt of pyridine and hydrogen bromide—with an added bromine (Br ...
Pyridinium refers to the cation [C 5 H 5 NH] +. It is the conjugate acid of pyridine . Many related cations are known involving substituted pyridines, e.g. picolines, lutidines, collidines.
Tribromide is the anion with the chemical formula Br 3 −, or salts containing it: . Tetrabutylammonium tribromide; Tetrabromophosphonium tribromide; Pyridinium perbromide; Sodium and potassium tribromides can be prepared by reacting NaBr or KBr with aqueous bromine.
The role of pyridine as a Lewis base extends also to main group chemistry. Examples include sulfur trioxide pyridine complex SO 3 (py) and pyridine adduct of borane, BH 3 py. Pyridine is classified as L ligand in the Covalent bond classification method. In the usual electron counting method, it is a two-electron ligand.
Bromoantimonates can have antimony in one of two oxidation states, either +3 or +5.These are designated by bromoantimonate(III) or bromoantimonate(V). Although antimony tribromide is known, SbBr 5 on its own does not exist, despite the existence of SbBr − 6. [1]
In organic synthesis, PPTS is used as a weakly acidic catalyst, providing an organic soluble source of pyridinium (C 5 H 5 NH +) ions. For example, PPTS is used to deprotect silyl ethers or tetrahydropyranyl ethers when a substrate is unstable to stronger acid catalysts.
Selective α-bromination of the acetyl group with pyridinium tribromide gives a bromoketone whose carbonyl group is reduced with sodium borohydride to produce a bromoethanol derivative. Treatment of this with tert -butylamine yields broxaterol.
The handling of this chemical may incur notable safety precautions. It is highly recommend that you seek the Material Safety Datasheet for this chemical from a reliable source such as eChemPortal, and follow its directions. MSDS is available from Sigma - Aldrich.