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nitrosyl hydride
Sign in to saveAlso known as nitronous oxide, oxidanimine, azanone, nitroxyl, hydrogen nitroxide
Nitroxyl (common name) or azanone (IUPAC name) is the chemical compound HNO. It is well known in the gas phase. Nitroxyl can be formed as a short-lived intermediate in solution. Its conjugate base, NO−, the nitroxide anion, is the reduced form of nitric oxide (NO) and is isoelectronic with dioxygen. The bond dissociation energy of H−NO is , which is unusually weak for a bond to the hydrogen atom.
Chemical data
- Formula
- HNO
- Molecular weight
- 31.014 g/mol
- IUPAC name
- nitroxyl
- SMILES
- N=O
- InChIKey
- ODUCDPQEXGNKDN-UHFFFAOYSA-N
- XLogP
- 0.2
- Polar surface area
- 40.9 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Research
2,211 papers- Nitrosyl hydride (HNO) as an O2 analogue: long-lived HNO adducts of ferrous globins.Biochemistry · 2009
- Nitrosyl hydride (HNO) replaces dioxygen in nitroxygenase activity of manganese quercetin dioxygenase.Proceedings of the National Academy of Sciences of the United States of America · 2011
- Nitrosyl- versus nitroxyl-cobalamin?Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry · 2019
- Donors of HNO.Current topics in medicinal chemistry · 2005
- HNO signaling mechanisms.Antioxidants & redox signaling · 2011
via PubMed
Wikidata facts
- Subclass of
- triatomic molecule
- Mass
- 31.006
Show 4 more facts
- canonical SMILES
- N=O
- chemical formula
- HNO
- subject has role
- antioxidant
- Commons category
- Nitroxyl
via Wikidata · CC0
~3 min read
Encyclopedic overview
6 sectionsContents
- Generation
- Reactions
- Detection
- Medicinal chemistry
- See also
- References
Nitroxyl (common name) or azanone (IUPAC name) is the chemical compound HNO. It is well known in the gas phase. Nitroxyl can be formed as a short-lived intermediate in solution. Its conjugate base, NO−, the nitroxide anion, is the reduced form of nitric oxide (NO) and is isoelectronic with dioxygen. The bond dissociation energy of H−NO is , which is unusually weak for a bond to the hydrogen atom.
==Generation== Nitroxyl is produced from the reagents Angeli's salt (Na2N2O3) and Piloty's acid (PhSO2NHOH). Other notable studies on the production of HNO exploit cycloadducts of acyl nitroso species, which are known to decompose via hydrolysis to HNO and acyl acid. Upon photolysis these compounds release the acyl nitroso species which then further decompose. HNO is generated via organic oxidation of cyclohexanone oxime with lead tetraacetate to form 1-nitrosocyclohexyl acetate: center|400px|Nitrosocyclohexyl acetate
Excerpted from Wikipedia’s “nitrosyl hydride” article, available under the CC BY-SA 4.0 licence.