Acetyl fluoride is an acyl halide with the chemical formula CH3COF.[2] The formula is commonly abbreviated AcF. This chemical is corrosive. This chemical is also known as Acetyl fluoride, 557-99-3 or Methylcarbonyl fluouride. It carries a oxo group at position 1.[3]

Acetyl fluoride
Names
Preferred IUPAC name
Acetyl fluoride
Systematic IUPAC name
Ethanoyl fluoride
Other names
Methylcarbonyl fluoride
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.008.354 Edit this at Wikidata
UNII
  • Key: JUCMRTZQCZRJDC-UHFFFAOYSA-N checkY
  • InChI=1S/C2H3FO/c1-2(3)4/h1H3
  • FC(=O)C
Properties
C2H3FO
Molar mass 62.043 g·mol−1
Density 1.032 g/cm3
Melting point −84 °C (−119 °F; 189 K)
Boiling point 21 °C (70 °F; 294 K)[1]
Hazards
GHS labelling:
GHS05: Corrosive
Danger
H314
P260, P264, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P363, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Synthesis

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Acetyl fluoride is synthesized using hydrogen fluoride and acetic anhydride. Acetic acid is produced as a byproduct.[4]

HF + (CH
3
CO)
2
O
CH
3
CO
2
H
+ CH
3
COF

See also

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References

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  1. ^ "Acetyl fluoride". Archived from the original on 2014-03-28. Retrieved 2012-03-07.
  2. ^ "Acetyl Fluoride". NIST. Archived from the original on 21 February 2019. Retrieved 7 March 2012.
  3. ^ PubChem. "Acetyl fluoride". pubchem.ncbi.nlm.nih.gov. Retrieved 2023-11-14.
  4. ^ Tanaka, Mutsuo; Fujiwara, Masahiro; Ando, Hisanori (1995). "Dual Reactivity of the Formyl Cation as an Electrophile and a Bransted Acid in Superacids". Journal of Organic Chemistry. 60 (12): 3846–3850. doi:10.1021/jo00117a041.