Acetic formic anhydride

Acetic formic anhydride

Names
Preferred IUPAC name Acetic formic anhydride
Other names Acetyloxymethanone Formyl acetate[1] Formic acetic anhydride
Identifiers
CAS Number	2258-42-6
3D model (Jmol)	Interactive image
ChemSpider	67812
PubChem	75269
InChI InChI=1S/C3H4O3/c1-3(5)6-2-4/h2H,1H3 Key: ORWKVZNEPHTCQE-UHFFFAOYSA-N
SMILES CC(=O)OC=O
Properties
Chemical formula	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
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]

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

• Formic anhydride
• Acetic anhydride
• Acetic oxalic anhydride

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.