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IUPAC name Ethyl nitrate | |
Other names Nitric acid ethyl ester | |
Identifiers | |
CAS Number | |
3D model (JSmol) | |
ECHA InfoCard | 100.009.913 |
PubChem CID | |
CompTox Dashboard (EPA) | |
SMILES
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Properties | |
Chemical formula | C2H5NO3 |
Molar mass | 91.07 g/mol |
Appearance | Liquid |
Melting point | −102 °C |
Boiling point | 87 °C |
Related compounds | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Y verify (what is ?) Infobox references |
Ethyl nitrate has formula Template:CarbonTemplate:HydrogenTemplate:NitrogenTemplate:Oxygen. It is used in organic synthesis and as an intermediate in the preparation of some drugs, dyes, and perfumes.
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.
Preparation
Ethyl nitrate has been prepared by bubbling gaseous nitryl fluoride through ethanol at −10 °C. The reaction was subsequently studied in detail.
References
- S. Perkins (August 12, 2002). "Ocean yields gases that had seemed humanmade". Science News.
- G. Hetherington and R. L. Robinson (1954). "Nitryl fluoride as a nitrating agent". J. Chem. Soc.: 3512. doi:10.1039/JR9540003512.
- B. S. Fedorov and L. T. Eremenko (1997). "Nitration of alcohols by nitryl fluoride". Russian Chemical Bulletin. 46 (5): 1022–1023. doi:10.1007/BF02496138.