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Revision as of 13:47, 5 December 2011 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 451776019 of page Potassium_benzoate for the Chem/Drugbox validation project (updated: '').  Latest revision as of 21:45, 21 November 2024 edit 78.2.231.21 (talk) Undid revision 1258831402 by 78.2.231.21 (talk)Tag: Undo 
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{{short description|Chemical compound}}
{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}}
{{chembox {{chembox
| Verifiedfields = changed
| verifiedrevid = 451429773
| Watchedfields = changed
|ImageFile=Potassium benzoate.png
| verifiedrevid = 464211028
|ImageSize=200px
|ImageFile1=Potassium benzoate.jpg | ImageFile = Potassium benzoate.png
| ImageSize = 180px
|IUPACName=Potassium benzoate
| ImageFile1 = Potassium-benzoate-xtal-layer-b-3D-bs-17.png
|OtherNames=Benzoic acid, potassium salt
| ImageSize1 =
|Section1= {{Chembox Identifiers
| ImageFileL2 = Potassium-benzoate-xtal-packing-layers-3D-sf.png
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ImageFileR2 = Potassium benzoate.jpg
| ImageSizeR2 = 100px
| IUPACName = Potassium benzoate
| OtherNames =
| Section1 = {{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 10921 | ChemSpiderID = 10921
| ChEMBL = 2105241
| KEGG = D05576
| UNII_Ref = {{fdacite|correct|FDA}} | UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 763YQN2K7K | UNII = 763YQN2K7K
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| CASNo_Ref = {{cascite|correct|CAS}} | CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 582-25-2 | CASNo = 582-25-2
| PubChem = 11399 | PubChem = 23661960
| EINECS = 209-481-3 | EINECS = 209-481-3
| SMILES = .C(=O)c1ccccc1 | SMILES = .C(=O)c1ccccc1
}} }}
|Section2= {{Chembox Properties | Section2 = {{Chembox Properties
| C=7|H=5|K=1|O=2 | C=7 | H=5 | K=1 | O=2
| Appearance=White ] solid | Appearance = White ] solid
| Odor = Odorless<ref name=MSDS/> | Odor = Odorless<ref name=info />
| Density= 1.5 g/cm<sup>3</sup> | Density = 1.5 g/cm<sup>3</sup>
| MeltingPt= > 300 °C | MeltingPt = >{{convert|300|C|F K}}
| BoilingPtC =
| BoilingPt=
| Solubility = 69.87 g/100 mL (17.5 °C)<br> 73.83 g/100 mL (25 °C)<br> 79 g/100 mL (33.3 °C)<br> 88.33 g/100 mL (50 °C)<ref name=sioc>{{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}}</ref><ref name=info>{{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}}</ref>
| Solubility= 65 g/100 mL (20 °C)<ref name=MSDS></ref>
| SolubleOther = Soluble in ] <br> Slightly soluble in ] <br> Insoluble in ] | SolubleOther = Soluble in ]<br> Slightly soluble in ]<br> Insoluble in ]
| Solvent = other solvents
| VaporPressure =
}} }}
|Section3= {{Chembox Hazards | Section3 = {{Chembox Hazards
| Hazards_ref=<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}}</ref>
| MainHazards=
| GHSPictograms = {{GHS07}}
| FlashPt=
| GHSSignalWord = Warning
| Autoignition= >{{convert|950|C|F}}<ref name=MSDS/>
| 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 ] ] of ], is a food ] that inhibits the growth of ], ] and some ]. It works best in low-] products, below 4.5, where it exists as benzoic acid.

Acidic foods and beverages such as ] (]), sparkling drinks (]), ]s (]), and ] (]) may be preserved with potassium benzoate. It is approved for use in most countries including ], the ] and the ], where it is designated by the ] E212.

Potassium benzoate is also used in the whistle in many ].<ref> from Defense Technical Information Center; article- Potassium Benzoate for Pyrotechnic Whistling Compositions: Its Synthesis and Characterization as an Anhydrous Salt</ref>

== Synthesis==
One very common way to make potassium benzoate is by oxidizing ] to ] followed by a neutralization with ]:<ref>{{cite patent|country=US|number=3867439|pubdate=1975-02-18|title=Preparation of potassium benzoate|assign1=]|inventor1-last=Hills|inventor1-first=David J.}}</ref>

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

Another way to synthesize potassium benzoate in the lab setting is by ] ] with ]:

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

== Reactions ==
Potassium benzoate, like ], can be ] with a strong ] and heat:

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

== Mechanism of food preservation==
The ] of ] begins with the absorption of benzoic acid into the cell. If the ] changes to 5 or lower, the ] of ] through ] is decreased by 95%.

== Safety and health ==
Potassium benzoate has low acute toxicity upon oral and dermal exposure.<ref>{{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 }}</ref> 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".<ref>, ''The Food Magazine'', Issue 77, Food Commission UK</ref>

==Spectra==
===Carbon-13 NMR ===
The ] 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 ].<ref name=SciFinder>] - Carbon-13 NMR Spectrum for 582-25-2</ref>

===Infrared spectrum ===
The following are the main peaks in the ].<ref name=SciFinder/>
* 1610: C=O from ]
* 1580: C=C from ] ring

== See also ==
* ]
* ]

==References==
{{reflist}}

{{DEFAULTSORT:Potassium Benzoate}}
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