Propionic anhydride

Propanoic anhydride
Identifiers
CAS number 123-62-6 Y
RTECS number UF9100000
Properties
Molecular formula C6H10O3
Molar mass 130.14 g/mol
Appearance Clear liquid, with a strong smell similar to vinegar
Density 1.015 g/cm³, liquid
Melting point

−42 °C

Boiling point

167–170 °C

Solubility in water Reacts to give propanoic acid
Viscosity 1.144 cP at ?°C
Hazards
MSDS External MSDS
R-phrases R34
S-phrases S26-45
Main hazards flammable
Flash point 63 °C
Related compounds
Related compounds Acetic anhydride
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Propanoic anhydride is an organic compound with the formula (CH3CH2CO)2O. This simple acid anhydride is a colourless liquid.. It is a widely used reagent in organic synthesis.

Contents

Synthesis

Propanoic anhydride has been prepared by dehydration of propanoic 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.

Legal Status

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