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Acetic formic anhydride

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Acetic formic anhydride
Skeletal formula of acetic formic anhydride
Ball-and-stick model of the acetic formic anhydride molecule
Names
Preferred IUPAC name
Acetic formic anhydride
Other names
Acetyloxymethanone[citation needed]
Formyl acetate[1]
Formic acetic anhydride, ethanoic methanoic anhydride
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C3H4O3/c1-3(5)6-2-4/h2H,1H3 checkY
    Key: ORWKVZNEPHTCQE-UHFFFAOYSA-N checkY
  • CC(=O)OC=O
Properties
C3H4O3
Molar mass 88.062 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Acetic formic anhydride is an organic compound with the chemical formula C
3H
4O
3 and a structural formula of H
3C-(C=O)-O-(C=O)H. It can be viewed as the mixed anhydride of acetic acid and formic acid.

Preparation

Acetic formic anhydride can be produced by reacting sodium formate with acetyl chloride in anhydrous diethyl ether between 23–27 °C.[2] It can also be prepared by the reaction of acetic anhydride and formic acid at 0 °C.

Applications

Acetic formic anhydride is a formylation agent for amines, amino acids, and alcohols. It is also a starting material for other compounds such as formyl fluoride.[2]

See also

References

  1. ^ "Formyl acetate - PubChem Public Chemical Database". The PubChem Project. USA: National Center for Biotechnology Information.
  2. ^ a b Krimen, Lewis I. (1970). "Acetic Formic Anhydride". Organic Syntheses. 50: 1. doi:10.15227/orgsyn.050.0001.
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