Acetic anhydride

Acetic anhydride
Names
IUPAC name
Acetic anhydride
Systematic IUPAC name
Ethanoic anhydride
Other names
Acetyl acetate
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.241
EC Number
  • 203-564-8
RTECS number
  • AK1925000
UNII
UN number 1715
CompTox Dashboard (EPA)
SMILES
  • O=C(OC(=O)C)C
  • CC(=O)OC(=O)C
Properties
C4H6O3
Molar mass 102.09 g·mol−1
Appearance colorless liquid
Density 1.082 g cm−3, liquid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references


Acetic anhydride is an organic compound with the chemical formula (CH3CO)2O. It is the acid anhydride of acetic acid.

Production

Acetic anhydride can be produced by adding a molecule of carbon monoxide to methyl acetate (carbonylation). This is analogous to the production of acetic acid from methanol in the Monsanto process, but is more complex in practice because of changes in byproducts and a need for anhydrous (water-free) conditions.[1]

Sources

  1. Zoeller, Joseph R.; Agreda, Victor H.; Cook, Steven L.; Lafferty, Norma L.; Polichnowski, Stanley W.; Pond, David M. (1992). "Eastman chemical company acetic anhydride process". Catalysis Today. 13: 73–91. doi:10.1016/0920-5861(92)80188-S.