Ethyl nitrate

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Ethyl nitrate
Skeletal formula of ethyl nitrate
Ball-and-stick model of the ethyl nitrate molecule
Names
IUPAC name
Ethyl nitrate
Other names
Nitric acid ethyl ester
Identifiers
625-58-1 YesY
ChemSpider 11756 N
Jmol 3D model Interactive image
PubChem 12259
  • InChI=1S/C2H5NO3/c1-2-6-3(4)5/h2H2,1H3 N
    Key: IDNUEBSJWINEMI-UHFFFAOYSA-N N
  • InChI=1/C2H5NO3/c1-2-6-3(4)5/h2H2,1H3
    Key: IDNUEBSJWINEMI-UHFFFAOYAM
  • CCO[N+](=O)[O-]
Properties
C2H5NO3
Molar mass 91.07 g/mol
Appearance colorless liquid
Density 1.10g/cm3
Melting point −102 °C (−152 °F; 171 K)
Boiling point 87.5 °C (189.5 °F; 360.6 K)
Decomposes
Vapor pressure {{{value}}}
Related compounds
Methyl nitrate
Ethylene glycol dinitrate
Isopropyl nitrate
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

Ethyl nitrate is the ethyl ester of nitric acid and has the chemical formula C2H5NO3. It is a colourless, volatile, highly flammable liquid. It is used in organic synthesis and as an intermediate in the preparation of some drugs, dyes, and perfumes.[citation needed]

Ethyl nitrate is found in the atmosphere, where it can react with other gases to form smog. Originally thought to be a pollutant, formed mainly by the combustion of fossil fuels, recent analysis of ocean water samples reveal that in places where cool water rises from the deep, the water is saturated with alkyl nitrates, likely formed by natural processes.[1]

Preparation

Ethyl nitrate has been prepared by bubbling gaseous nitryl fluoride through ethanol at −10 °C.[2] The reaction was subsequently studied in detail.[3][4]


References

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  4. Explosives, 6th Edition, R. Meyer, J. Kohler, A. Homburg; page 125