| Propanoic anhydride | |
|---|---|
 |
|
| IUPAC name |
|
| Other names | Propanoic anhydride |
| Identifiers | |
| CAS number | |
| 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 propionic acid |
| Viscosity | 1.144 cP at ?°C |
| Hazards | |
| MSDS | External MSDS |
| R-phrases | R34 |
| S-phrases | S26-45 |
| Flash point | 63 °C |
| Related compounds | |
| Related compounds | Acetic anhydride |
 (what is this?) (verify)Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references | |
Propionic 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
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.
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
- ^ Williams, J. W. Krynitsky, J. A. (1955), "n-Caproic Anhydride", Org. Synth., http://www.orgsyn.org/orgsyn/orgsyn/prepContent.asp?prep=cv3p0164; Coll. Vol. 3
- ^ Drugs of Abuse Publication, Chapter 2
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