Hydrazinium Compounds
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Hydrazinium is the
cation An ion () is an atom or molecule with a net electrical charge. The charge of an electron is considered to be negative by convention and this charge is equal and opposite to the charge of a proton, which is considered to be positive by convent ...
with the formula . This cation has a
methylamine Methylamine, also known as methanamine, is an organic compound with a formula of . This colorless gas is a derivative of ammonia, but with one hydrogen atom being replaced by a methyl group. It is the simplest primary amine. Methylamine is sold ...
-like structure (). It can be derived from
hydrazine Hydrazine is an inorganic compound with the chemical formula . It is a simple pnictogen hydride, and is a colourless flammable liquid with an ammonia-like odour. Hydrazine is highly hazardous unless handled in solution as, for example, hydraz ...
by
protonation In chemistry, protonation (or hydronation) is the adding of a proton (or hydron, or hydrogen cation), usually denoted by H+, to an atom, molecule, or ion, forming a conjugate acid. (The complementary process, when a proton is removed from a Brø ...
(treatment with a
strong acid Acid strength is the tendency of an acid, symbolised by the chemical formula , to dissociate into a hydron (chemistry), proton, , and an anion, . The Dissociation (chemistry), dissociation or ionization of a strong acid in solution is effectivel ...
). Hydrazinium is a weak acid with p''K''a = 8.1.
Salts In chemistry, a salt or ionic compound is a chemical compound consisting of an assembly of positively charged ions ( cations) and negatively charged ions (anions), which results in a compound with no net electric charge (electrically neutral). ...
of hydrazinium are common
reagent In chemistry, a reagent ( ) or analytical reagent is a substance or compound added to a system to cause a chemical reaction, or test if one occurs. The terms ''reactant'' and ''reagent'' are often used interchangeably, but reactant specifies a ...
s in chemistry and are often used in certain industrial processes.Jean-Pierre Schirmann, Paul Bourdauducq "Hydrazine" in ''Ullmann's Encyclopedia of Industrial Chemistry'', Wiley-VCH, Weinheim, 2002. . Notable examples are hydrazinium hydrogensulfate, or , and
hydrazinium azide Hydrazinium azide or hydrazine azide is a chemical compound with formula or . It is a salt (chemistry), salt of the hydrazinium cation and the azide anion . It can be seen as a derivative of hydrazine and hydrazoic acid . It is an unstable s ...
, or . In the common names of such salts, the cation is often called "hydrazine", as in " hydrazine sulfate" for hydrazinium hydrogensulfate. The terms "hydrazinium" and "hydrazine" may also be used for the doubly protonated cation , more properly called hydrazinediium or hydrazinium(2+). This cation has an
ethane Ethane ( , ) is a naturally occurring Organic compound, organic chemical compound with chemical formula . At standard temperature and pressure, ethane is a colorless, odorless gas. Like many hydrocarbons, ethane is List of purification methods ...
-like structure (). Salts of this cation include hydrazinediium sulfate and hydrazinediium bis(6-carboxypyridazine-3-carboxylate), .W. Starosta and J. Leciejewicz (2008), "Hydrazinediium bis(6-carboxypyridazine-3-carboxylate) dihydrate". Acta Crystallographica, volume E64, article o461.


See also

*
Ammonium Ammonium is a modified form of ammonia that has an extra hydrogen atom. It is a positively charged (cationic) polyatomic ion, molecular ion with the chemical formula or . It is formed by the protonation, addition of a proton (a hydrogen nucleu ...
,


References

{{Reflist Hydrazinium compounds Cations