Hydrazinium

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Hydrazinium
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Structures of hydrazinium Page Module:Chem2/styles.css has no content.[N2H5]+ and hydrazinediium Page Module:Chem2/styles.css has no content.[N2H6]2+.
Names
Other names
Ammonia(+1) Dimer,
Identifiers
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3D model (JSmol)
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EC Number Page Template:Plainlist/styles.css has no content.
183
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RTECS number Page Template:Plainlist/styles.css has no content.
  • 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 their standard state (at 25 °C [77 °F], 100 kPa).

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Hydrazinium is the cation with the formula Page Module:Chem2/styles.css has no content.[N2H5]+. This cation has a methylamine-like structure (Page Module:Chem2/styles.css has no content.[H2N−NH3]+). It can be derived from hydrazine by protonation (treatment with a strong acid). Hydrazinium is a weak acid with pKa = 8.1.

Salts of hydrazinium are common reagents in chemistry and are often used in certain industrial processes.[1] Notable examples are hydrazinium hydrogensulfate, Page Module:Chem2/styles.css has no content.N2H6SO4 or Page Module:Chem2/styles.css has no content.[N2H5]+[HSO4], and hydrazinium azide, Page Module:Chem2/styles.css has no content.N5H5 or Page Module:Chem2/styles.css has no content.[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 Page Module:Chem2/styles.css has no content.[N2H6]2+, more properly called hydrazinediium or hydrazinium(2+). This cation has an ethane-like structure (Page Module:Chem2/styles.css has no content.[H3N−NH3]2+). Salts of this cation include hydrazinediium sulfate Page Module:Chem2/styles.css has no content.[N2H6]2+[SO4]2−[2] and hydrazinediium bis(6-carboxypyridazine-3-carboxylate), Page Module:Chem2/styles.css has no content.[N2H6]2+([C6H3N2O4])2.[3]

See also

References

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  1. ^ Jean-Pierre Schirmann, Paul Bourdauducq "Hydrazine" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2002. Script error: No such module "CS1 identifiers"..
  2. ^ Page Module:Citation/CS1/styles.css has no content.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. Script error: No such module "CS1 identifiers".