Acetyl fluoride

Acetyl fluoride is an acyl halide with the chemical formula CH₃COF.[2]

Acetyl fluoride

Names
Preferred IUPAC name Acetyl fluoride
Systematic IUPAC name Ethanoyl fluoride
Other names Methylcarbonyl fluoride
Identifiers
CAS Number	557-99-3^N
3D model (JSmol)	Interactive image
ChemSpider	10731^Y
ECHA InfoCard	100.008.354
PubChem CID	11204
CompTox Dashboard (EPA)	DTXSID3060326
InChI Key: JUCMRTZQCZRJDC-UHFFFAOYSA-N^Y InChI=1S/C2H3FO/c1-2(3)4/h1H3
SMILES FC(=O)C
Properties
Chemical formula	C2H3FO
Molar mass	62.043 g·mol^−1
Density	1.032 g/cm^3
Melting point	−84 °C (−119 °F; 189 K)
Boiling point	21 °C (70 °F; 294 K)[1]
Hazards
GHS pictograms
GHS Signal word	Danger
GHS hazard statements	H314
GHS precautionary statements	P260, P264, P280, P301+330+331, P303+361+353, P304+340, P305+351+338, 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).
Infobox references

Synthesis

Acetyl fluoride is synthesized using hydrogen fluoride and acetic anhydride. Acetic acid is produced as a byproduct.[3]

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

See also

• Acetyl chloride
• Acylation

References

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. 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.