N-methylpyridinium Chloride
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Methylpyridinium is an ion with the formula . It is the ''N''-
methylated Methylation, in the chemical sciences, is the addition of a methyl group on a substrate, or the substitution of an atom (or group) by a methyl group. Methylation is a form of alkylation, with a methyl group replacing a hydrogen atom. These term ...
derivative of
pyridine Pyridine is a basic (chemistry), basic heterocyclic compound, heterocyclic organic compound with the chemical formula . It is structurally related to benzene, with one methine group replaced by a nitrogen atom . It is a highly flammable, weak ...
. It confers no color to its salts. The ion is classified as a quaternary ammonium ion.


Preparation and occurrence

Methylpyridinium is prepared by treating pyridine with dimethylsulfate: : It is found in some
coffee Coffee is a beverage brewed from roasted, ground coffee beans. Darkly colored, bitter, and slightly acidic, coffee has a stimulating effect on humans, primarily due to its caffeine content, but decaffeinated coffee is also commercially a ...
products. It is not present in unroasted coffee beans, but is formed during roasting from its precursor chemical, trigonelline.


Ionic liquid

The chloride salt of ''N''-methylpyridinium behaves as an
ionic liquid An ionic liquid (IL) is a salt (chemistry), salt in the liquid state at ambient conditions. In some contexts, the term has been restricted to salts whose melting point is below a specific temperature, such as . While ordinary liquids such as wate ...
. Mixtures of that salt and
zinc chloride Zinc chloride is an Inorganic chemistry, inorganic chemical compound with the chemical formula, formula ZnCl2ยท''n''H2O, with ''n'' ranging from 0 to 4.5, forming water of hydration, hydrates. Zinc chloride, anhydrous and its hydrates, are colo ...
have been characterised over the temperature range .


See also

* Pyridinium * 4-Caffeoyl-1,5-quinide *


References

Pyridinium compounds Ionic liquids Cations {{Coffee-stub