Nitrosylsulfuric acid
Appearance
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Names | |
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IUPAC name
Nitrosylsulfuric acid
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Other names
nitrosonium bisulfate, chamber crystals
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Identifiers | |
3D model (JSmol)
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ChemSpider | |
ECHA InfoCard | 100.029.058 |
PubChem CID
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CompTox Dashboard (EPA)
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Properties | |
HNO5S | |
Molar mass | 127.08 g/mol |
Appearance | pale yellow crystals |
Density | 1.612 g/mL in 40% sulfuric acid soln |
Melting point | 73.5 °C |
Boiling point | decomposes |
decomposes | |
Solubility | soluble in H2SO4 |
Hazards | |
Occupational safety and health (OHS/OSH): | |
Main hazards
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oxidizer |
Related compounds | |
Other anions
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NOCl |
Other cations
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NaHSO4 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Nitrosylsulfuric acid is the chemical compound with the formula NOHSO4. It is a colourless solid that is used industrially in the production of caprolactam.[1]
Synthesis and reactions
A typical procedure entails dissolving sodium nitrite in concentrated sulfuric acid in an ice bath:[2][3]
- HNO2 + H2SO4 → NOHSO4 +H2O
The molecule can also be viewed as the mixed acid anhydride of sulfuric acid and nitrous acid. Alternatively, it can be prepared by the reaction of nitric acid and sulfur dioxide.[4]
NOHSO4 is useful in organic chemistry to prepare diazonium salts from amines. Related NO-delivery reagents include nitrosonium tetrafluoroborate ([NO]BF4) and nitrosyl chloride.
References
- ^ Ritz, J.; Fuchs, H.; Kieczka, H.; Moran, W. C. (2002). "Caprolactam". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a05_031.
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: CS1 maint: multiple names: authors list (link) - ^ Hodgson, H. H.; Mahadevan, A. P.; Ward, E. R. (1955). "1,4-Dinitronaphthalene". Organic Syntheses
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: CS1 maint: multiple names: authors list (link); Collected Volumes, vol. 3, p. 341. (diazodization followed by treatment with nitrite) - ^ Sandin, R. B.; Cairns, T. L. (1943). "1,2,3-Triiodo-5-nitrobenzene". Organic Syntheses
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: CS1 maint: multiple names: authors list (link); Collected Volumes, vol. 2, p. 604. (diazodization followed by treatment with iodide) - ^ Coleman, G. H.; Lillis, G. A.; Goheen, G. E. (1939). "Nitrosyl Chloride". Inorganic Syntheses. 1: 55–59. doi:10.1002/9780470132326.ch20.
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: CS1 maint: multiple names: authors list (link) This procedure generates the nitrosylsulfuric acid as an intermediate en route to NOCl.