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Nitrous acid

Nitrous acid
Nitrous acid
Names
Preferred IUPAC name
Nitrous acid
Systematic IUPAC name
Hydroxidooxidonitrogen
Identifiers
7782-77-6 YesY
3D model (Jmol) Interactive image
3DMet B00022
ChEBI CHEBI:25567 YesY
ChEMBL ChEMBL1161681 YesY
ChemSpider 22936 YesY
ECHA InfoCard 100.029.057
EC Number 231-963-7
983
KEGG C00088 N
MeSH Nitric+acid
PubChem 24529
Properties
HNO2
Molar mass 47.013 g/mol
Appearance Pale blue solution
Density Approx. 1 g/ml
Melting point Only known in solution
Acidity (pKa) 3.398
Hazards
Flash point Non-flammable
Related compounds
Other anions
Nitric acid
Other cations
Sodium nitrite
Potassium nitrite
Ammonium nitrite
Related compounds
Dinitrogen trioxide
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YesYN ?)
Infobox references

Nitrous acid (molecular formula HNO2) is a weak and monobasic acid known only in solution and in the form of nitrite salts.

Nitrous acid is used to make diazides from amines; this occurs by nucleophilic attack of the amine onto the nitrite, reprotonation by the surrounding solvent, and double-elimination of water. The diazide can then be liberated to give a carbene or carbenoid.

In the gas phase, the planar nitrous acid molecule can adopt both a cis and a trans form. The trans form predominates at room temperature, and IR measurements indicate it is more stable by around 2.3 kJ mol−1.

When cold, dilute solutions of nitrite ion, NO2 are carefully acidified, a light blue solution of nitrous acid is produced. Free nitrous acid is unstable and decomposes rapidly. It can be produced by dissolving dinitrogen trioxide in water according to the equation

In anything other than very dilute, cold solutions, nitrous acid rapidly decomposes into nitrogen dioxide, nitric oxide, and water:

Nitrogen dioxide disproportionates into nitric acid and nitrous acid in aqueous solution:

In warm or concentrated solutions, the overall reaction amounts to production of nitric acid, water, and nitric oxide:

Reduction of the acid gives different products, depending on the reducing agent:

With I and Fe2+ ions, NO is formed:

With Sn2+ ions, N2O is formed:

With SO2 gas, NH2OH is formed:

With Zn in alkali solution, NH3 is formed:

With N2H5+, HN3, and subsequently, N2 gas is formed:

Oxidation by nitrous acid has a kinetic control over thermodynamic control, this is best illustrated that dilute nitrous acid is able to oxidize I to I2, but dilute nitric acid cannot.


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