Nitryl fluoride

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Nitryl fluoride
Nitryl fluoride Nitryl-fluoride-2D-dimensions.png
Nitryl fluoride
Nitryl fluoride Nitryl-fluoride-3D-vdW.png
Nitryl fluoride
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.030.007 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 233-021-0
PubChem CID
UNII
  • InChI=1S/FNO2/c1-2(3)4 X mark.svgN
    Key: JVJQPDTXIALXOG-UHFFFAOYSA-N X mark.svgN
  • InChI=1/FNO2/c1-2(3)4
    Key: JVJQPDTXIALXOG-UHFFFAOYAU
  • [N+](=O)([O-])F
Properties
FNO2
Molar mass 65.003 g·mol−1
Melting point −166 °C (−267 °F; 107 K)
Boiling point −72 °C (−98 °F; 201 K)
Related compounds
Other anions
nitryl chloride, nitryl bromide
Other cations
nitrosyl fluoride, sulfuryl fluoride
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
X mark.svgN  verify  (what is  Yes check.svgYX mark.svgN ?)

Nitryl fluoride, NO2F, is a colourless gas and strong oxidizing agent, which is used as a fluorinating agent [1] and has been proposed as an oxidiser in rocket propellants (though never flown).

Contents

It is a molecular species, not ionic, consistent with its low boiling point. The structure features planar nitrogen with a short N-F bond length of 135 pm. [2]

Preparation

Henri Moissan and Paul Lebeau recorded the preparation of nitryl fluoride in 1905 by the fluorination of nitrogen dioxide. This reaction is highly exothermic, which leads to contaminated products. The simplest method avoids fluorine gas but uses cobalt(III) fluoride: [3]

NO2 + CoF3 → NO2F + CoF2

The CoF2 can be regenerated to CoF3. Other methods have been described. [4]

Thermodynamic properties

The thermodynamic properties of this gas were determined by IR and Raman spectroscopy [5] The standard heat of formation of FNO2 is -19 ± 2 kcal/mol.3

Reactions

Nitryl fluoride can be used to prepare organic nitro compounds and nitrate esters.

See also

Related Research Articles

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<span class="mw-page-title-main">Dinitrogen pentoxide</span> Chemical compound

Dinitrogen pentoxide is the chemical compound with the formula N2O5, also known as nitrogen pentoxide or nitric anhydride. It is one of the binary nitrogen oxides, a family of compounds that only contain nitrogen and oxygen. It exists as colourless crystals that melt at 41 °C. Its boiling point is 47 °C, and sublimes slightly above room temperature, yielding a colorless gas.

In chemistry, a hypervalent molecule is a molecule that contains one or more main group elements apparently bearing more than eight electrons in their valence shells. Phosphorus pentachloride, sulfur hexafluoride, chlorine trifluoride, the chlorite ion, and the triiodide ion are examples of hypervalent molecules.

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<span class="mw-page-title-main">Xenon difluoride</span> Chemical compound

Xenon difluoride is a powerful fluorinating agent with the chemical formula XeF
2
, and one of the most stable xenon compounds. Like most covalent inorganic fluorides it is moisture-sensitive. It decomposes on contact with water vapor, but is otherwise stable in storage. Xenon difluoride is a dense, colourless crystalline solid.

<span class="mw-page-title-main">Tetrafluorohydrazine</span> Chemical compound

Tetrafluorohydrazine or perfluorohydrazine, N2F4, is a colourless, reactive inorganic gas. It is a fluorinated analog of hydrazine. It is a highly hazardous chemical that explodes in the presence of organic materials.

<span class="mw-page-title-main">Krypton difluoride</span> Chemical compound

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2
F+
3
cations.

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2
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<span class="mw-page-title-main">Chloryl</span> Ion

In chemistry, chloryl refers to a triatomic cation with chemical formula ClO+
2
. This species has the same general structure as chlorite (ClO
2
) but it is electronically different, with chlorine having a +5 oxidation state (rather than the +3 of chlorite). This makes it a rare example of a positively charged oxychloride. Chloryl compounds, such as FClO
2
and [ClO2][RuF6], are all highly reactive and react violently with water and most organic compounds.

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4
F, which would be an ionic solid.

<span class="mw-page-title-main">Cyanogen fluoride</span> Chemical compound

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<span class="mw-page-title-main">Fluorine azide</span> Chemical compound

Fluorine azide or triazadienyl fluoride is a yellow green gas composed of nitrogen and fluorine with formula FN3. It is counted as an interhalogen compound, as the azide functional group is termed a pseudohalogen. It resembles ClN3, BrN3, and IN3 in this respect. The bond between the fluorine atom and the nitrogen is very weak, leading to this substance being very unstable and prone to explosion. Calculations show the F–N–N angle to be around 102° with a straight line of 3 nitrogen atoms.

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References

  1. Merck Index, 13th edition (2001), p.1193
  2. F. A. Cotton and G.Wilkinson, Advanced Inorganic Chemistry, 5th edition (1988), Wiley, p.333.
  3. Davis, Ralph A.; Rausch, Douglas A. (1963). "Preparation of Nitryl Fluoride". Inorganic Chemistry. 2 (6): 1300–1301. doi:10.1021/ic50010a048.
  4. Faloon, Albert V.; Kenna, William B. (1951). "The Preparation of Nitrosyl Fluoride and Nitryl Fluoride1". Journal of the American Chemical Society. 73 (6): 2937–2938. doi:10.1021/ja01150a505. hdl: 2027/mdp.39015095101013 . ISSN   0002-7863.
  5. 1 2 3 4 5 Tschuikow-Roux, E. (1962). "Thermodynamic Properties of Nitryl Fluoride". Journal of Physical Chemistry. 66 (9): 1636–1639. doi:10.1021/j100815a017.