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Pyridinium chloride is an organic chemical compound with a formula of C5H5NHCl.


Preparation

Pyridinium chloride can be produced by passing hydrogen chloride in pyridine dissolved in diethyl ether. The chemical formula is as follows: :


Acidity

Containing a pyridinium ion, pyridinium chloride has a pKa of approximately 5, slightly more acidic than that of typical
amine In chemistry, amines (, ) are organic compounds that contain carbon-nitrogen bonds. Amines are formed when one or more hydrogen atoms in ammonia are replaced by alkyl or aryl groups. The nitrogen atom in an amine possesses a lone pair of elec ...
s. This is due to the hybridization of the nitrogen: the nitrogen is sp2 hybridized and more electronegative than those nitrogens in ammonium cations, which are sp3 hybridized. Hence they are stronger acids than amines and can be more easily deprotonated by bases.


References

{{reflist Pyridinium compounds Hydrochlorides