Propanoic anhydride
From Wikipedia, the free encyclopedia
| Propanoic anhydride | |
|---|---|
 |
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| IUPAC name | Propanoyl propanoate |
| Other names | Propionic anhydride |
| Identifiers | |
| CAS number | [123-62-6] |
| 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 |
| Main hazards | flammable |
| R-phrases | R34 |
| S-phrases | S26-45 |
| Flash point | 63 °C |
| Related compounds | |
| Related compounds | Acetic anhydride |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
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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.
Contents |
[edit] Synthesis
Propionic anhydride has been prepared by dehydration of propionic acid using ketene:[1]
- 2 CH3CH2CO2H + CH2=C=O → (CH3CH2CO)2O + CH3CO2H
[edit] Safety
Propanoic anhydride is strong smelling and corrosive, and will cause burns on contact with skin. Vapour can burn eyes and lungs.
[edit] 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]
[edit] References
- ^ Williams, J. W. Krynitsky, J. A. (1955). "n-Caproic Anhydride". Org. Synth.; Coll. Vol. 3.
- ^ Drugs of Abuse Publication, Chapter 2
