Potassium benzoate

Chemical compound From Wikipedia, the free encyclopedia

Potassium benzoate (E212), the potassium salt of benzoic acid, is a food preservative that inhibits the growth of mold, yeast and some bacteria. It works best in low-pH products, below 4.5, where it exists as benzoic acid.

Quick facts Names, Identifiers ...
Potassium benzoate
Names
IUPAC name
Potassium benzoate
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.008.621 Edit this at Wikidata
EC Number
  • 209-481-3
E number E212 (preservatives)
KEGG
UNII
  • InChI=1S/C7H6O2.K/c8-7(9)6-4-2-1-3-5-6;/h1-5H,(H,8,9);/q;+1/p-1 checkY
    Key: XAEFZNCEHLXOMS-UHFFFAOYSA-M checkY
  • InChI=1/C7H6O2.K/c8-7(9)6-4-2-1-3-5-6;/h1-5H,(H,8,9);/q;+1/p-1
    Key: XAEFZNCEHLXOMS-REWHXWOFAQ
  • [K+].[O-]C(=O)c1ccccc1
Properties
C7H5KO2
Molar mass 160.213 g·mol−1
Appearance White hygroscopic solid
Odor Odorless[1]
Density 1.5 g/cm3
Melting point >300 °C (572 °F; 573 K)[2] (autoignition)
Boiling point >465 °C (869 °F; 738 K) (1 atm)[2] (decomposes)
  • 69.87 g/100 mL (17.5 °C (63.5 °F))
  • 73.83 g/100 mL (25 °C (77 °F))
  • 79 g/100 mL (33.3 °C (91.9 °F))
  • 88.33 g/100 mL (50 °C (122 °F))[1][3][page needed]
Solubility in ethanol soluble
Solubility in methanol slightly soluble
Solubility in ether insoluble
Hazards[4]
Occupational safety and health (OHS/OSH):
Main hazards
 Low toxicity
GHS labelling:
GHS07: Exclamation mark
Warning
H315, H319
P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, P362+P364
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
2
1
0
>300 °C (572 °F; 573 K)[2]
Lethal dose or concentration (LD, LC):
484 mg/l (fathead minnow, 96h)[2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
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Acidic foods and beverages such as fruit juice (citric acid), sparkling drinks (carbonic acid), soft drinks (phosphoric acid), and pickles (vinegar) may be preserved with potassium benzoate. It is approved for use in most countries including Canada, the United States and the European Union, where it is designated by the E number E212.

Potassium benzoate is also used in whistle compositions in pyrotechnics.[5]

Synthesis

One very common way to make potassium benzoate is by oxidizing toluene to benzoic acid followed by a neutralization with potassium hydroxide:[6]

C6H5COOH + KOH → C6H5COOK + H2O

Another way to synthesize potassium benzoate in the lab setting is by hydrolyzing methyl benzoate with potassium hydroxide:

C6H5COOCH3 + KOH → C6H5COOK + CH3OH

Reactions

Potassium benzoate, like sodium benzoate, can be decarboxylated with a strong base and heat:

C6H5COOK + KOH → C6H6 + K2CO3[citation needed]

Mechanism of food preservation

The mechanism of food preservation begins with the absorption of benzoic acid into the cell. If the intracellular pH changes to 5 or lower, the anaerobic fermentation of glucose through phosphofructokinase is decreased by 95%.[citation needed]

Safety and health

Potassium benzoate has low acute toxicity upon oral and dermal exposure.[7] It is a mild irritant to the skin, and has the potential to cause serious eye damage.[2]

See also

References

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