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Propionic anhydride

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Propanoic anhydride, also called propionic anhydride, is a simple acid anhydride. With the chemical formula (CH3CH2CO)2O, it is a widely used reagent in organic synthesis.

Synthesis

Propionic anhydride has been prepared by dehydration of propionic acid using ketene:[1]

2 CH3CH2CO2H + CH2=C=O → (CH3CH2CO)2O + CH3CO2H

Safety

Propanoic anhydride is strong smelling and corrosive, and will cause burns on contact with skin. Vapour can burn eyes and lungs.

Due to its potential use as a precursor in the synthesis of fentanyl and fentanyl analogs, propanoic anhydride is regulated by the United States Drug Enforcement Agency as a List I chemical under the Controlled Substances Act.[2]

References

  1. ^ Williams, J. W. Krynitsky, J. A. (1955). "n-Caproic Anhydride". Organic Syntheses{{cite journal}}: CS1 maint: multiple names: authors list (link); Collected Volumes, vol. 3.
  2. ^ http://www.dea.gov/pubs/abuse/2-chem.htm