Sodium propionate
Chemical compound
From Wikipedia, the free encyclopedia
Sodium propanoate or sodium propionate is the sodium salt of propionic acid which has the chemical formula Na(C2H5COO). This white crystalline solid is deliquescent in moist air.[2]
| Names | |
|---|---|
| Preferred IUPAC name
Sodium propanoate | |
| Other names
Sodium propionate Napropion E281 | |
| Identifiers | |
3D model (JSmol) |
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| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.004.810 |
| EC Number |
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| E number | E281 (preservatives) |
PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
|
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| Properties | |
| C3H5NaO2 | |
| Molar mass | 96.060 g/mol |
| Appearance | Transparent crystals |
| Odor | faint acetic-butyric odor |
| Melting point | 289 °C (552 °F; 562 K) |
| 1 g/mL | |
| Solubility in ethanol | 41.7 g/L |
| Pharmacology | |
| S01AX10 (WHO) QA16QA02 (WHO) | |
| Hazards | |
| GHS labelling:[2] | |
| Danger | |
| H302, H317, H318, H411 | |
| P261, P264, P264+P265, P270, P272, P273, P280, P301+P317, P302+P352, P305+P354+P338, P317, P321, P330, P333+P317, P362+P364, P391, P501 | |
| Lethal dose or concentration (LD, LC): | |
LD50 (median dose) |
6332 mg/kg (mouse, oral)[2] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Structure

Anhydrous sodium propionate is a polymeric structure, featuring trigonal prismatic Na+ centers bonded to six oxygen ligands provided by the carboxylates. A layered structure is observed, with the hydrophobic ethyl groups projecting into the layered galleries. With hydrated sodium propionate, some of these Na-carboxylate linkages are displaced by water.
Preparation
It is produced by the reaction of propionic acid and sodium carbonate or sodium hydroxide.[4]
Uses
It is used as a food preservative and is represented by the food labeling E number E281 in Europe; it is used primarily as a mold inhibitor in bakery products. It is approved for use as a food additive in the EU,[5] USA[6] and Australia and New Zealand[7] (where it is listed by its INS number 281).
Reactions
Decomposition takes place via ketonization, yielding the symmetric ketone (3-pentanone) and sodium carbonate:[4]
- 2Na(O2CEt) → Na2CO3 + Et(CO)Et
Some side reactions resulting in the release of carbon dioxide are observed.[4]
See also
- Propionic acid, E 280
- Calcium propionate, E 282
- Potassium propionate, E 283
