Acetic formic anhydride

Acetic formic anhydride

Names
Preferred IUPAC name Acetic formic anhydride
Other names Acetyloxymethanone Formyl acetate Formic acetic anhydride ethanoic methanoic anhydride
Identifiers
CAS Number	2258-42-6 N
3D model ( JSmol )	Interactive image
ChemSpider	67812 Y
PubChem CID	75269
CompTox Dashboard (EPA)	DTXSID80177103
InChI InChI=1S/C3H4O3/c1-3(5)6-2-4/h2H,1H3 Y Key: ORWKVZNEPHTCQE-UHFFFAOYSA-N Y
SMILES CC(=O)OC=O
Properties
Chemical formula	C3H4O3
Molar mass	88.062 g·mol−1
Appearance	colourless liquid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

Acetic formic anhydride is an

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.

Properties

While more stable than formic anhydride, acetic formic anhydride is thermally unstable and gradually decomposes above about 60 °C, with the evolution of carbon monoxide.^[3] Impurities such as pyridine or residual acid can promote this, resulting in decomposition commencing as low as 0 °C. Crude material has been successfully purified by distillation at ≤30 °C under reduced pressure.^[3]

Applications

Acetic formic anhydride is a

• Formic anhydride
• Acetic anhydride
• Acetic oxalic anhydride

References