Fluoroacetone

Fluoroacetone
Names
IUPAC name
1-Fluoropropan-2-one
Other names
Fluoroacetone; 1-fluoro-2-propanone
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.006.423
EC Number 207-064-0
Properties
C3H5FO
Molar mass 76.07 g·mol−1
Appearance Clear colorless to light yellow liquid
Density 1.054 g/mL
Boiling point 75 °C (167 °F; 348 K)
Hazards
GHS pictograms
GHS signal word DANGER
H225, H300, H310, H330
P210, P233, P240, P241, P242, P243, P260, P262, P264, P270, P271, P280, P284, P301+310, P302+350, P303+361+353, P304+340, P310, P320, P321, P322, P330, P361, P363, P370+378
Flash point 7 °C (45 °F; 280 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Fluoroacetone is an organofluorine compound with the chemical formula C
3
H
5
FO
.[1][2] In contrast to trifluoroacetone, the compound has one fluorine atom. Under normal conditions, the substance is a colorless to light yellow liquid. Fluoroacetone is also a highly toxic and flammable compound.[3] Fumes of fluoroacetone can form an explosive mixture with air.

Synthesis

Fluoroacetone can be obtained by a reaction of triethylamine trihydrofluoride with bromoacetone.

Applications

Fluoroacetone is used as a catalyst to study the kinetics of the ketone-catalysed decomposition of peroxymonosulfuric acid (Caro’s acid).[4] It is also a precursor material for the production of higher fluoroketones.

Fluoroacetone has not been used as an 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. Retrieved 1 June 2017.
  3. "Substance information". echa.europa.eu. Retrieved 1 June 2017.
  4. "Fluoroacetone". Sigma Aldrich. sigmaaldrich.com. Retrieved 1 June 2017.
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