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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 ...
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.
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.
This lone pair does not overlap with the aromatic π-system ring, consequently pyridine is basic, having chemical properties similar to those of tertiary amines. Protonation gives pyridinium, C 5 H 5 NH +.The pK a of the conjugate acid (the pyridinium cation) is 5.25. The structures of pyridine and pyridinium are almost identical. [87]
Cetylpyridinium chloride is known to cause tooth staining in approximately 3 percent of users. [14] The Crest brand has noted that this staining is actually an indication that the product is working as intended, as the stains are a result of bacteria dying on the teeth. [15]
Boron tribromide, which can be used at room temperature or below, is a more specialized reagent for the demethylation of aryl methyl ethers. The mechanism of ether dealkylation proceeds via the initial reversible formation of a Lewis acid-base adduct between the strongly Lewis acidic BBr 3 and the Lewis basic ether.
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Further demonstrating its (feeble) basicity, pyridine-N-oxide also serves as a ligand in coordination chemistry. A host of transition metal complexes of pyridine-N-oxides are known. Treatment of the pyridine-N-oxide with phosphorus oxychloride gives 4- and 2-chloropyridines. [8]