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[citation needed]
Identifiers
2258-42-6 N
3D model (Jmol) Interactive image
ChemSpider 67812 YesY
PubChem 75269
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, or ethanoic methanoic 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[edit]

Acetic formic anhydride can be produced by reacting sodium formate with acetyl chloride in anhydrous diethyl ether between 23–27 °C.[2]

Applications[edit]

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[edit]

References[edit]

  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.