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{{chembox
{{chembox
| verifiedrevid = 434912557
| verifiedrevid = 434912557
| Name = Nitrosylsulfuric acid
| Name = Nitrosylsulfuric acid
| ImageFile = Nitrosylsulfuric acid structure.svg
| ImageFile = Nitrosylsulfuric acid structure.svg
| ImageSize = 200px
| ImageSize =
| ImageName = Structural formula of nitrosylsulfuric acid
| ImageName = Structural formula of nitrosylsulfuric acid
| ImageFile1 = Nitrosylsulfuric-acid-3D-balls-B.png
| ImageFile1 = Nitrosylsulfuric-acid-3D-balls-B.png
| ImageSize1 = 180px
| ImageSize1 = 180px
| ImageName1 = Ball-and-stick model
| ImageName1 = Ball-and-stick model
| IUPACName = Nitrosylsulfuric acid
| IUPACName = Nitrosylsulfuric acid
| OtherNames = nitrosonium bisulfate, chamber crystals
| OtherNames = nitrosonium bisulfate, chamber crystals
| Section1 = {{Chembox Identifiers
|Section1={{Chembox Identifiers
| SMILES = O=NOS(=O)(=O)O
| SMILES = O=NOS(=O)(=O)O
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 74147
| ChemSpiderID = 74147
| PubChem = 82157
| PubChem = 82157
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| CASNo_Ref = {{cascite|correct|??}}
| CASNo_Ref = {{cascite|correct|??}}
| CASNo = 7782-78-7
| CASNo = 7782-78-7
| RTECS =
| RTECS =
}}
}}
| Section2 = {{Chembox Properties
|Section2={{Chembox Properties
| Formula = HNO<sub>5</sub>S
| Formula = HNO<sub>5</sub>S
| MolarMass = 127.08 g/mol
| MolarMass = 127.08 g/mol
| Appearance = pale yellow crystals
| Appearance = pale yellow crystals
| Density = 1.612 g/mL in<br /> 40% sulfuric acid soln
| Density = 1.612 g/mL in<br /> 40% sulfuric acid soln
| Solubility = decomposes
| Solubility = decomposes
| SolubleOther = soluble in [[sulfuric acid|H<sub>2</sub>SO<sub>4</sub>]]
| SolubleOther = soluble in [[sulfuric acid|H<sub>2</sub>SO<sub>4</sub>]]
| MeltingPt = 73.5 °C
| MeltingPtC = 73.5
| BoilingPt = decomposes
| BoilingPt = decomposes
| pKb =
| pKb =
}}
}}
| Section3 = {{Chembox Structure
|Section3={{Chembox Structure
| CrystalStruct =
| CrystalStruct =
}}
}}
| Section7 = {{Chembox Hazards
|Section7={{Chembox Hazards
| ExternalMSDS =
| ExternalMSDS =
| MainHazards = oxidizer
| MainHazards = oxidizer
| RPhrases =
| RPhrases =
| SPhrases =
| SPhrases =
}}
}}
| Section8 = {{Chembox Related
|Section8={{Chembox Related
| OtherAnions = [[Nitrosyl chloride|NOCl]]
| OtherAnions = [[Nitrosyl chloride|NOCl]]
| OtherCations = [[Sodium bisulfate|NaHSO<sub>4</sub>]]
| OtherCations = [[Sodium bisulfate|NaHSO<sub>4</sub>]]
| OtherCpds = [[Nitrosyl tetrafluoroborate|NOBF<sub>4</sub>]]
| OtherCpds = [[Nitrosyl tetrafluoroborate|NOBF<sub>4</sub>]]
}}
}}
}}
}}

Revision as of 12:56, 8 December 2014

Nitrosylsulfuric acid
Structural formula of nitrosylsulfuric acid
Ball-and-stick model
Names
IUPAC name
Nitrosylsulfuric acid
Other names
nitrosonium bisulfate, chamber crystals
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.029.058 Edit this at Wikidata
  • InChI=1S/HNO5S/c2-1-6-7(3,4)5/h(H,3,4,5) checkY
    Key: VQTGUFBGYOIUFS-UHFFFAOYSA-N checkY
  • InChI=1/HNO5S/c2-1-6-7(3,4)5/h(H,3,4,5)
    Key: VQTGUFBGYOIUFS-UHFFFAOYAM
  • O=NOS(=O)(=O)O
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 (164.3 °F; 346.6 K)
Boiling point decomposes
decomposes
Solubility soluble in H2SO4
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
oxidizer
Related compounds
Other anions
NOCl
Other cations
NaHSO4
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

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

  1. ^ 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.{{cite encyclopedia}}: CS1 maint: multiple names: authors list (link)
  2. ^ Hodgson, H. H.; Mahadevan, A. P.; Ward, E. R. (1955). "1,4-Dinitronaphthalene". Organic Syntheses{{cite journal}}: CS1 maint: multiple names: authors list (link); Collected Volumes, vol. 3, p. 341. (diazodization followed by treatment with nitrite)
  3. ^ Sandin, R. B.; Cairns, T. L. (1943). "1,2,3-Triiodo-5-nitrobenzene". Organic Syntheses{{cite journal}}: CS1 maint: multiple names: authors list (link); Collected Volumes, vol. 2, p. 604. (diazodization followed by treatment with iodide)
  4. ^ Coleman, G. H.; Lillis, G. A.; Goheen, G. E. (1939). "Nitrosyl Chloride". Inorganic Syntheses. 1: 55–59. doi:10.1002/9780470132326.ch20.{{cite journal}}: CS1 maint: multiple names: authors list (link) This procedure generates the nitrosylsulfuric acid as an intermediate en route to NOCl.