Acetic formic anhydride

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
Formyl acetate[1]
Formic acetic anhydride, ethanoic methanoic anhydride
Identifiers
3D model (JSmol)
ChemSpider
Properties
C3H4O3
Molar mass 88.06 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

Acetic formic anhydride is an organic compound with the chemical formula C
3
H
4
O
3
and a structural formula of H
3
C
-(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 be prepared by aceticanhydride and formic acid at 0 oC

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]

An example of Acetic formic anhydride being used was in the synthesis of Quazodine (U.S. Patent 3,248,292).

See also

References

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