Potassium benzoate

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| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 464211028

| ImageFile = Potassium benzoate.png

| ImageSize = 180px

| ImageFile1 = Potassium-benzoate-xtal-layer-b-3D-bs-17.png

| ImageSize1 =

| ImageFileL2 = Potassium-benzoate-xtal-packing-layers-3D-sf.png

| ImageFileR2 = Potassium benzoate.jpg

| ImageSizeR2 = 100px

| IUPACName = Potassium benzoate

| OtherNames =

| Section1 = {{Chembox Identifiers

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 10921

| ChEMBL = 2105241

| KEGG = D05576

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = 763YQN2K7K

| InChI = 1/C7H6O2.K/c8-7(9)6-4-2-1-3-5-6;/h1-5H,(H,8,9);/q;+1/p-1

| InChIKey = XAEFZNCEHLXOMS-REWHXWOFAQ

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 1S/C7H6O2.K/c8-7(9)6-4-2-1-3-5-6;/h1-5H,(H,8,9);/q;+1/p-1

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = XAEFZNCEHLXOMS-UHFFFAOYSA-M

| CASNo_Ref = {{cascite|correct|CAS}}

| CASNo = 582-25-2

| PubChem = 23661960

| EINECS = 209-481-3

| SMILES = [K+].[O-]C(=O)c1ccccc1

}}

| Section2 = {{Chembox Properties

| C=7 | H=5 | K=1 | O=2

| Appearance = White hygroscopic solid

| Odor = Odorless

| Density = 1.5 g/cm³

| MeltingPt = >{{convert|300|C|F K}}

| BoilingPtC =

| Solubility = 69.87 g/100 mL (17.5 °C)
73.83 g/100 mL (25 °C)
79 g/100 mL (33.3 °C)
88.33 g/100 mL (50 °C){{cite book|last1 = Seidell|first1 = Atherton|last2 = Linke|first2 = William F.|year = 1952|title = Solubilities of Inorganic and Organic Compounds|publisher = Van Nostrand|url = https://books.google.com/books?id=k2e5AAAAIAAJ |accessdate = 2014-05-29}}{{cite web|url = http://www.emeraldmaterials.com/cms/kalama/fis_ftp.downloadPublicDoc?p_filename=POTBENZ_TDS_ENG.pdf&p_doc_type=TDS|title = Potassium Benzoate | publisher = Emerald Kalama Chemical |accessdate = 2014-06-02}}

| SolubleOther = Soluble in ethanol
Slightly soluble in methanol
Insoluble in ether

| Solvent = other solvents

| VaporPressure =

}}

| Section3 = {{Chembox Hazards

| Hazards_ref={{cite web |title=Potassium benzoate |url=https://pubchem.ncbi.nlm.nih.gov/compound/23661960#section=GHS-Classification |website=pubchem.ncbi.nlm.nih.gov |language=en}}

| GHSPictograms = {{GHS07}}

| GHSSignalWord = Warning

| HPhrases = {{H-phrases|315|319}}

| PPhrases = {{P-phrases|264|280|302+352|305+351+338|332+313|337+313|362}}

| NFPA-H = 2

| NFPA-F = 1

| NFPA-R = 0

| MainHazards = Low toxicity

| FlashPtC =

| FlashPt_notes =

| AutoignitionPtC = 950

}}

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.

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 the whistle in many fireworks.[https://web.archive.org/web/20120312075521/http://oai.dtic.mil/oai/oai?verb=getRecord&metadataPrefix=html&identifier=ADA131026 Press Release] from Defense Technical Information Center; article- Potassium Benzoate for Pyrotechnic Whistling Compositions: Its Synthesis and Characterization as an Anhydrous Salt

Synthesis

One very common way to make potassium benzoate is by oxidizing toluene to benzoic acid followed by a neutralization with potassium hydroxide:{{cite patent|country=US|number=3867439|pubdate=1975-02-18|title=Preparation of potassium benzoate|assign1=The Dow Chemical Company|inventor1-last=Hills|inventor1-first=David J.}}

:{{chem2|C6H5COOH + KOH -> C6H5COOK + H2O}}

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

:{{chem2|C6H5COOCH3 + KOH -> C6H5COOK + CH3OH}}

Reactions

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

:{{chem2|C6H5COOK + KOH -> C6H6 + K2CO3}}

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.{{cite web | url = http://www.inchem.org/documents/sids/sids/benzoates.pdf | title = Benzoates | publisher = United Nations Environment Programme | access-date = 2015-04-30 | archive-date = 2018-03-07 | archive-url = https://web.archive.org/web/20180307233506/http://www.inchem.org/documents/sids/sids/benzoates.pdf | url-status = dead }} The Food Commission, which campaigns for safer, healthier food in the UK, describes potassium benzoate as "mildly irritant to the skin, eyes and mucous membranes".[https://web.archive.org/web/20070718211244/http://www.foodcomm.org.uk/press_07_additives.htm], The Food Magazine, Issue 77, Food Commission UK

Spectra

=Carbon-13 NMR =

The carbon-13 NMR shows 5 unique peaks. There are four peaks between 130-140 ppm from the carbon atoms in the benzene ring. There is an additional carbon peak around 178 ppm representing the carbon atom from the carbonyl group.SciFinder - Carbon-13 NMR Spectrum for 582-25-2