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Hydrazinium

From Wikipedia, the free encyclopedia
Cation
Hydrazinium
Structures of hydrazinium[N2H5]+ and hydrazinediium[N2H6]2+.
Names
Other names
Ammonia(+1) Dimer,
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
183
  • InChI=1S/H4N2/c1-2/h1-2H2/p+1
    Key: OAKJQQAXSVQMHS-UHFFFAOYSA-O
  • [NH3+]N
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
Chemical compound

Hydrazinium is thecation with the formula[N2H5]+. This cation has amethylamine-like structure ([H2N−NH3]+). It can be derived fromhydrazine byprotonation (treatment with astrong acid). Hydrazinium is a weak acid withpKa = 8.1.

Salts of hydrazinium are commonreagents in chemistry and are often used in certain industrial processes.[1] Notable examples arehydrazinium hydrogensulfate,N2H6SO4 or[N2H5]+[HSO4], andhydrazinium azide,N5H5 or[N2H5]+[N3]. 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[N2H6]2+, more properly calledhydrazinediium orhydrazinium(2+). This cation has anethane-like structure ([H3N−NH3]2+). Salts of this cation includehydrazinediium sulfate[N2H6]2+[SO4]2−[2] andhydrazinediium bis(6-carboxypyridazine-3-carboxylate),[N2H6]2+([C6H3N2O4])2.[3]

See also

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References

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  1. ^Jean-Pierre Schirmann, Paul Bourdauducq "Hydrazine" inUllmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2002.doi:10.1002/14356007.a13_177.
  2. ^Klapötke, T.; Peter S. White; Inis C. Tornieporth-Oetting (1996). "Reaction of hydrazinium azide with sulfuric acid: the X-ray structure of[N
    2
    H
    6
    ][SO
    4
    ]
    ".Polyhedron.15 (15):2579–2582.doi:10.1016/0277-5387(95)00527-7.
  3. ^W. Starosta and J. Leciejewicz (2008), "Hydrazinediium bis(6-carboxypyridazine-3-carboxylate) dihydrate". Acta Crystallographica, volume E64, article o461.doi:10.1107/S1600536808001037
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