Nitronate

Nitronate: Nitronate

IUPAC name

Azinate

Identifiers

Jmol-3D images Image 1

SMILES

[O-][NH+]([O-])[O-]

InChI

InChI=1S/HNO3/c2-1(3)4/h1H/q-2
Key: MXGJTGDTPQKTCZ-UHFFFAOYSA-N

Properties

Molecular formula HNO₃^2-

Molar mass 63.0128 g mol^-1

Exact mass 62.995642903 g mol^-1

Structure

Coordination
geometry Tetragonal at N

Molecular shape Tetrahedral at N

Related compounds

Other anions Nitrate

Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)

Infobox references

A nitronate (IUPAC: azinate) in organic chemistry is a functional group with the general structure R₁R₂C=N⁺(O₂)^2-).^[1] It is the anion of a nitronic acid, a tautomeric form of a nitro compound. A nitronic acid is also called a aci form. In the Nef reaction nitronic acids are degraded to ketones. They can be alkylated on oxygen and used as a dipole in 1,3-dipolar cycloadditions.

The structure of a nitronate ion

References

^ F. A. Carey, R. J. Sundberg, Organische Chemie, Wiley-VCH Verlag 2004 ISBN 3-527-29217-9

Categories:
Functional groups
Organonitrogen compounds

Nitronate
IUPAC name Azinate
Identifiers
Jmol-3D images	Image 1
SMILES [O-][NH+]([O-])[O-]
InChI InChI=1S/HNO3/c2-1(3)4/h1H/q-2 Key: MXGJTGDTPQKTCZ-UHFFFAOYSA-N
Properties
Molecular formula	HNO₃^2-
Molar mass	63.0128 g mol^-1
Exact mass	62.995642903 g mol^-1
Structure
Coordination geometry	Tetragonal at N
Molecular shape	Tetrahedral at N
Related compounds
Other anions	Nitrate
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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nitronate — noun Any dipolar organic compound of general formula RC=N(OH)(O) … Wiktionary
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Nef reaction — The Nef reaction is an organic reaction describing the acid hydrolysis of a salt of a primary or secondary nitroalkane (1) to an aldehyde or a ketone (3) and nitrous oxide (4).[1][2][3] … Wikipedia
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Oxidation with dioxiranes — refers to the introduction of oxygen into organic molecules through the action of a dioxirane. Dioxiranes are well known for their oxidation of alkenes to epoxides; however, they are also able to oxidize other unsaturated functionality,… … Wikipedia
Nitronsäure — Ni|t|ron|säu|re [↑ Nitron (1)]; internat. empfohlenes Syn.: Alkylidenazinsäure: Gruppenbez. für saure Tautomere von ↑ Nitroalkanen mit der Gruppierung =N(→O)OH (Hydroxynitroryl , früher aci Nitro ), z. B. H2C=N+(O‒) OH (Methylidenazinsäure, aci… … Universal-Lexikon

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Nitronate

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Nitronate

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