Azanone
 |
|
| Names | |
|---|---|
|
IUPAC name
Azanone
|
|
|
Systematic IUPAC name
Oxidanimine
|
|
| Other names
Hydrogen oxonitrate(I)
Nitronous oxide |
|
| Identifiers | |
|
3D model (JSmol)
|
|
| ChemSpider | |
| MeSH | Nitroxyl |
|
PubChem CID
|
|
|
|
|
|
| Properties | |
| HNO | |
| Molar mass | 31.01 g·mol−1 |
| log P | 0.74 |
| Structure | |
| Digonal | |
| Dihedral | |
| Thermochemistry | |
| 33.88 J K−1 mol−1 | |
|
Std molar
entropy (S |
220.91 J K−1 mol−1 |
|
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|
|
| Infobox references | |
Nitronous oxide
Nitroxyl (common name) or azanone (IUPAC name) is the chemical compound HNO. It is well known in the gas phase. In aqueous solution it acts as an acid with the conjugate base NO−, (pKa = 11.4). NO− is the reduced form of nitric oxide (NO) and is isoelectronic with dioxygen. Nitroxyl can be formed as a reaction intermediate. Dichloramine reacts with hydroxyl ion, which can be present in water or comes from water molecules, to yield nitroxyl radical and the chloride ion.
Nitroxyl is very reactive towards nucleophiles (especially thiols) and quickly dimerizes to hyponitrous acid, H2N2O2, which is then dehydrated to nitrous oxide N2O. Therefore, HNO is generally prepared in situ for example with the compounds such as Angeli’s salt (Na2N2O3) and Piloty’s acid (PhSO2NHOH) when it is needed. In biological samples, nitroxyl can be detected using fluorescent sensors, many of which are based on the reduction of Cu(II) to Cu(I) with concomitant increase in fluorescence.
Nitroxyl donors, known as nitroso compounds, show potential in the treatment of heart failure and ongoing research is focused on finding new molecules for this task. In one study such donor is prepared by organic oxidation of cyclohexanone oxime with lead tetraacetate to form 1-nitrosocyclohexyl acetate:
This compound can be hydrolyzed under basic conditions in a phosphate buffer to HNO, acetic acid and cyclohexanone.
...
Wikipedia