Fluoroacetone

Last updated
Fluoroacetone
Fluoroacetone skeletal.svg
Names
IUPAC name
1-Fluoropropan-2-one
Other names
Fluoroacetone; 1-fluoro-2-propanone
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.006.423 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 207-064-0
PubChem CID
UNII
  • InChI=1S/C3H5FO/c1-3(5)2-4/h2H2,1H3
    Key: MSWVMWGCNZQPIA-UHFFFAOYSA-N
  • CC(=O)CF
Properties
C3H5FO
Molar mass 76.070 g·mol−1
Appearancecolorless liquid
Density 1.054 g/mL
Boiling point 75 °C (167 °F; 348 K)
Hazards
GHS labelling:
GHS-pictogram-flamme.svg GHS-pictogram-skull.svg
Danger
H225, H300, H310, H330
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 [77 °F], 100 kPa).

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

Contents

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). [4] 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

Related Research Articles

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2
CrO
4
and dichromic acid with the formula H
2
Cr
2
O
7
.

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

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

Bromoacetone is an organic compound with the formula CH3COCH2Br. It is a colorless liquid although impure samples appear yellow or even brown. It is a lachrymatory agent and a precursor to other organic compounds.

α-Halo ketone

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Chloroacetone is a chemical compound with the formula CH3COCH2Cl. At STP it is a colourless liquid with a pungent odour. On exposure to light, it turns to a dark yellow-amber colour. It was used as a tear gas in World War I.

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3
H
4
Cl
2
O
. It is a solid, and is used in the making of citric acid. Exposures such as contact or inhalation of bis(chloromethyl) ketone can result in irritation or damage to skin, eyes, throat, lungs, liver and kidneys, as well as headaches and fainting.

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βk-2C-B Chemical compound

βk-2C-B is a novel psychedelic substance. It is the beta (β) ketone structural analogue of 2C-B, a psychedelic drug of the 2C family. It is used as a recreational drug, usually taken orally. βk-2C-B is a controlled substance in Canada, Germany, Switzerland, and the United Kingdom.

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

Thioacetone is an organosulfur compound belonging to the -thione group called thioketones with a chemical formula (CH3)2CS. It is an unstable orange or brown substance that can be isolated only at low temperatures. Above −20 °C (−4 °F), thioacetone readily converts to a polymer and a trimer, trithioacetone. It has an extremely potent, unpleasant odor, and is considered one of the worst-smelling chemicals known to humanity.

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Hydroxyacetone, also known as acetol, is the organic chemical with the formula CH3C(O)CH2OH. It consists of a primary alcohol substituent on acetone. It is an α-hydroxyketone, also called a ketol, and is the simplest hydroxy ketone structure. It is a colorless, distillable liquid.

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

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3
H
5
IO
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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.