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]

Quick facts Names, Identifiers ...
Sodium propionate[1]
Names
Preferred IUPAC name
Sodium propanoate
Other names
Sodium propionate
Napropion
E281
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.004.810 Edit this at Wikidata
EC Number
  • 205-290-4
E number E281 (preservatives)
UNII
  • InChI=1S/C3H6O2.Na/c1-2-3(4)5;/h2H2,1H3,(H,4,5);/q;+1/p-1 checkY
    Key: JXKPEJDQGNYQSM-UHFFFAOYSA-M checkY
  • InChI=1/C3H6O2.Na/c1-2-3(4)5;/h2H2,1H3,(H,4,5);/q;+1/p-1
    Key: JXKPEJDQGNYQSM-REWHXWOFAH
  • [Na+].[O-]C(=O)CC
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]
GHS05: CorrosiveGHS07: Exclamation markGHS09: Environmental hazard
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):
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

Structure of sodium propionate, with methyl groups and H atoms omitted.[3] Color code: red = O, blue = Na.

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

References

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