Acetic formic anhydride

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.

Acetic formic anhydride
Names
Preferred IUPAC name
Acetic formic anhydride
Other names
Acetyloxymethanone
Formyl acetate[1]
Formic acetic anhydride, ethanoic methanoic anhydride
Identifiers
3D model (JSmol)
ChemSpider
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).
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Infobox references

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]

Acetic formic anhydride is used in the synthesis of quazodine.[3]

See also

References
  1. "Formyl acetate - PubChem Public Chemical Database". The PubChem Project. USA: National Center for Biotechnology Information.
  2. Krimen, Lewis I. (1970). "Acetic Formic Anhydride". Organic Syntheses. 50: 1. doi:10.15227/orgsyn.050.0001.
  3. U.S. Patent 3,248,292
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