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Fluoroacetone

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Fluoroacetone
Names
IUPAC name 1-Fluoropropan-2-one
Other names Fluoroacetone; 1-fluoro-2-propanone
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.006.423 Edit this at Wikidata
EC Number
  • 207-064-0
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C3H5FO/c1-3(5)2-4/h2H2,1H3Key: MSWVMWGCNZQPIA-UHFFFAOYSA-N
SMILES
  • CC(=O)CF
Properties
Chemical formula C3H5FO
Molar mass 76.070 g·mol
Appearance colorless liquid
Density 1.054 g/mL
Boiling point 75 °C (167 °F; 348 K)
Hazards
GHS labelling:
Pictograms GHS02: Flammable GHS06: Toxic
Signal word Danger
Hazard statements H225, H300, H310, H330
Precautionary statements P210, P233, P240, P241, P242, P243, P260, P262, P264, P270, P271, P280, P284, P301+P310, P302+P350, P303+P361+P353, P304+P340, P310, P320, P321, P322, P330, P361, P363, P370+P378, P403+P233, P403+P235, P405, P501
Flash point 7 °C (45 °F; 280 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Fluoroacetone is an organofluorine compound with the chemical formula C
3H
5FO. Under normal conditions, the substance is a colorless liquid. Fluoroacetone is also a highly toxic and flammable compound. Fumes of fluoroacetone can form an explosive mixture with air.

Synthesis

Fluoroacetone can be obtained by a reaction of triethylamine tris-hydrofluoride with bromoacetone.

Applications

Fluoroacetone is used as a catalyst to study the kinetics of the ketone-catalysed decomposition of peroxymonosulfuric acid (Caro's acid). It is also a precursor material for the production of higher fluoroketones.

Fluoroacetone has not been used as a lachrymatory substance in contrast to other halogenated acetone derivatives, such as bromoacetone or chloroacetone.

See also

References

  1. "Fluoroacetone Basic information". chemicalbook.com. Retrieved 1 June 2017.
  2. Newallis, Peter E.; Lombardo, Pasquale (1965). "Fluoro Ketones. III. Preparation and Thermal Decomposition of Fluoroacetone Hemiketal Esters". J. Org. Chem. 30 (11): 3834–3837. doi:10.1021/jo01022a055.
  3. "Substance information". echa.europa.eu. Retrieved 1 June 2017.
  4. "Fluoroacetone". Sigma Aldrich. sigmaaldrich.com. Retrieved 1 June 2017.
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