Potassium benzoate (E212), the potassium salt of benzoic acid with the formula C6H5COOK, 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. 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. Compared to the other carboxylic acid salts, sodium salicylate and sodium benzoate often used for this purpose, it has the advantage of not being hygroscopic.
Synthesis One very common way to make potassium benzoate is by oxidizing toluene to benzoic acid followed by a neutralization with potassium hydroxide:
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, or in the absence of base, through pyrolysis between 435 and 500 °C.
C6H5COOK → C6H5· + CO2 C6H5· + H2O → C6H6
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%.
Safety and health Potassium benzoate has low acute toxicity upon oral and dermal exposure. It is a mild irritant to the skin, and has the potential to cause serious eye damage.
See also Benzoic acid
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