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Revision as of 15:37, 6 December 2011 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 457040453 of page Sodium_erythorbate for the Chem/Drugbox validation project (updated: '').		Latest revision as of 13:58, 24 January 2024 edit Maxim Masiutin (talk | contribs)Extended confirmed users, IP block exemptions, Pending changes reviewers31,042 edits Used lowercase "cite" template everywhere for consistency.
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	{{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 = 444109858
			| Watchedfields = changed
	| Reference = <ref>'']'', 11th Edition, '''5009'''.</ref>
		⚫	| verifiedrevid = 464401285
⚫	| Name = Sodium erythorbate
			| Reference = <ref>'']'', 11th Edition, '''5009'''.</ref><ref>{{cite web|url=https://scifinder.cas.org|title=CAS Registry Number 6381-77-7|publisher=SciFinder|access-date=14 November 2016}}</ref><ref>{{cite PubChem|cid=23683938|title=Sodium erythorbate {{pipe}} C6H7NaO6 - PubChem|access-date=13 November 2022}}</ref>
⚫	| ImageFile = Sodium erythorbate.png
		⚫	| Name = Sodium erythorbate
	| ImageSize = 180px
	| ImageName = Sodium erythorbate		| ImageFile = Sodium erythorbate.png
			| ImageSize = 180px
⚫	| IUPACName = Sodium 5-(1,2-dihydroxyethyl)-3-hydroxy-4-oxofuran-2-olate
		⚫	| ImageName = Sodium erythorbate
	| OtherNames = <small>D</small>-Isoascorbate; Erythorbic acid, sodium salt; E316
			| IUPACName = Sodium 1,4-anhydro-1-oxo-<small>D</small>-''erythro''-hex-2-enitol-3-''O''-ate
⚫	| Section1 = {{Chembox Identifiers
		⚫	| SystematicName = Sodium (2''R'')-2--4-hydroxy-5-oxo-2,5-dihydrofuran-3-olate
⚫	| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
			| OtherNames = <small>D</small>-isoascorbate; erythorbic acid, sodium salt; E316; araboascorbic acid, monosodium salt, D- (6CI); D-erythro-hex-2-enonic acid, γ-lactone, monosodium salt (8CI,9CI); Erbit N; Eribate N; isoascorbate C sodium; Isona; sodium isoascorbate; sodium <small>D</small>-isoascorbate
		⚫	| Section1 = {{Chembox Identifiers
		⚫	| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
	| ChemSpiderID = 16736142		| ChemSpiderID = 16736142
	| InChI = 1/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/t2-,5-/m1/s1		| InChI = 1/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/t2-,5-/m1/s1
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	| ChEBI_Ref = {{ebicite|correct|EBI}}		| ChEBI_Ref = {{ebicite|correct|EBI}}
	| ChEBI = 51438		| ChEBI = 51438
	| SMILES = OC=1(OC(=O)C=1O)(O)CO		| SMILES = .OC(O)1OC(=O)C(O)=C1
	| StdInChI_Ref = {{stdinchicite|correct|chemspider}}		| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
	| StdInChI = 1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/t2-,5-/m1/s1		| StdInChI = 1S/C6H8O6.Na/c7-1-2(8)5-3(9)4(10)6(11)12-5;/h2,5,7-10H,1H2;/q;+1/p-1/t2-,5-;/m1./s1
	| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}		| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
	| StdInChIKey = CIWBSHSKHKDKBQ-DUZGATOHSA-N		| StdInChIKey = PPASLZSBLFJQEF-RKJRWTFHSA-M
	| CASNo_Ref = {{cascite|correct|CAS}}		| CASNo_Ref = {{cascite|correct|CAS}}
	| CASNo = 6381-77-7		| CASNo = 6381-77-7
			| UNII_Ref = {{fdacite|correct|FDA}}
			| UNII = BZ468R6XRD
			| PubChem = 23683938
			| EINECS = 228-973-9
	}}		}}
	| Section2 = {{Chembox Properties		| Section2 = {{Chembox Properties
	| Formula = C<sub>6</sub>H<sub>7</sub>NaO<sub>6</sub>		| Formula = C<sub>6</sub>H<sub>7</sub>NaO<sub>6</sub>
	| MolarMass = 198.11 g/mol		| MolarMass = 198.11 g/mol
	| Appearance = White crystalline solid		| Appearance = White crystalline solid
	| Density =		| Density = 1.2
	| Solubility = 16 g/100 ml		| Solubility = 16 g/100 mL
	| MeltingPt = 168-170 °C		| MeltingPtC = 168 to 170
	| BoilingPt =		| MeltingPt_notes =
			| BoilingPt =
⚫	}}
⚫	| Section7 = {{Chembox Hazards
	| ExternalMSDS =
⚫	| MainHazards =
	}}		}}
		⚫	| Section7 = {{Chembox Hazards
			| ExternalSDS =
		⚫	| MainHazards =
			| NFPA-H = 1
			| NFPA-F = 1
			| NFPA-R = 0
		⚫	}}
	}}		}}
			'''Sodium erythorbate''' (C<sub>6</sub>H<sub>7</sub>NaO<sub>6</sub>) is a food additive used predominantly in ]s, ], and ]s. Chemically, it is the ] ] of ]. When used in processed meat such as ]s and beef sticks, it increases the rate at which ] reduces to ], thus facilitating a faster cure and retaining the pink coloring. As an ] structurally related to ], it helps improve flavor stability and prevents the formation of ]ic ]s. When used as a ], its ] is E316.<ref>, Food Standards Agency</ref> The use of erythorbic acid and sodium erythorbate as a food preservative has increased greatly since the U.S. Food and Drug Administration banned the use of ] as preservatives in foods intended to be eaten fresh (such as ingredients for fresh salads) and as food processors have responded to the fact that some people are ] to sulfites.<ref>{{cite book|last=Hui|first=Y. H.|title=Handbook of Food Science, Technology and Engineering|publisher=CRC Press|year=2006|isbn=0-8493-9848-7|page=83-32}}</ref> It can also be found in bologna, and is occasionally used in beverages, baked goods, and potato salad.<ref name=":1">{{cite book|title=Dictionary of Food Ingredients|url=https://archive.org/details/dictionaryfoodin00igoe_762|url-access=limited|last=Igoe|first=R. S.|publisher=Springer US|year=2011|location=Boston, MA|pages=|isbn=9781441997128 }}</ref> Sodium erythorbate is produced from sugars derived from different sources, such as ]s, ], and ].<ref>{{cite web
			|url = http://www.pmpinc.com/products/SodiumErythorbate.asp
			|title = Sodium Erythorbate
			|publisher = PMP Fermentation Products, Inc.
			|access-date = 2008-10-27
			|url-status = dead
			|archive-url = https://web.archive.org/web/20100111071932/http://www.pmpinc.com/products/SodiumErythorbate.asp
			|archive-date = January 11, 2010
			}}</ref><ref>{{cite web|url=http://www.pmpinc.com/Products/SodiumErythorbate.asp |title=Sodium Erythorbate (Archive Copy - Original not available?) |publisher=PMP Fermentation Products, Inc. |access-date=2011-10-23 |url-status=unfit |archive-url=https://web.archive.org/web/20100111071932/http://www.pmpinc.com/Products/SodiumErythorbate.asp |archive-date=January 11, 2010 }}</ref><ref>{{cite web | url = http://www.chemicalbook.com/ChemicalProductProperty_EN_CB9421390.htm | title = Sodium erythorbate}}</ref> Sodium erythorbate is usually produced via a fermentation process from D-glucose by '']'' bacteria.<ref name=":2">{{cite journal |last=Andersen |first=FA |date=1999 |title=Final Report on the Safety Assessment of Ascorbyl Palmitate, Ascorbyl Dipalmitate, Ascorbyl Stearate, Erythorbic Acid, and sodium Erythorbate. |url=https://journals.sagepub.com/doi/10.1177/109158189901800303 |journal=International Journal of Toxicology |volume=18(3_suppl) |issue=3_suppl |pages=1–26 |doi=10.1177/109158189901800303 |s2cid=85834903 |access-date=13 November 2022 |via=SAGE Publishing}}</ref> Most syntheses proceed through the 2-keto-D-gluconic acid intermediate.<ref name=":2" /> An ] claims that sodium erythorbate is made from ground ]s; however, there is no truth to the myth.<ref name="ODA">, Oregon Department of Agriculture</ref><!-- Link no longer accessible {{cite web |url = http://www.ca.uky.edu/fcs/areas/food/fnans.htm |title = Food & Nutrition Frequently Asked Questions: q.29 |publisher = University of Kentucky |author = Family & Consumer Sciences |date = 14 Nov 2005 |access-date = 2007-02-18}}</ref> --> It is thought that the origin of the legend comes from the similarity of the chemical name to the words ''earthworm'' and ''bait''.<ref name="ODA" />
			Alternative applications include the development of additives that could be utilized as antioxidants in general. For instance, this substance has been implemented in the development of corrosion inhibitors for metals<ref>Christensen RJ, Steimel LH, Oxygen scavenger for boiler water and method of use. US patent 4,891,141. 1990</ref> and it has been implemented in ].<ref>R. Joven, A. Garcia, A. Arias, J. Medina. Development of an active thermoplastic film with oxygen scavengers made of activated carbon and sodium erythorbate. In: Packaging Technology and Science, Vol 28, No. 2; 01/2015.</ref> Furthermore, sodium erythorbate's antioxidative properties have been shown to reduce the production ] (TBARS) in frozen meats, effectively increasing their shelf-life.<ref>{{cite journal |last1=Silveira Alexandre |first1=Ana Cláudia |last2=Corrêa Albergaria |first2=Francielly |last3=dos Santos Ferraz e Silva |first3=Lara Maria |last4=Carneiro Fernandes |first4=Luíza Aparecida |last5=de Sousa Gomes |first5=Maria Emília |last6=Pimenta |first6=Carlos José |date=15 January 2022 |title=Effect of natural and synthetic antioxidants on oxidation and storage stability of mechanically separated tilapia meat |journal=LWT - Food Science and Technology |volume=154 |pages=112679 |doi=10.1016/j.lwt.2021.112679 |doi-access=free }}</ref>
			Sodium erythorbate is soluble in water. The pH of the aqueous solution of the sodium salt is between 5 and 6. A 10% solution, made from commercial grade sodium erythorbate, may have a pH of 7.2 to 7.9.<ref name=":0">{{cite book|title=The Merck Index|publisher=Merck Research Laboratories|year=2006|edition=14th |pages=Page 890, section 5126}}</ref> In its dry, crystalline state it is nonreactive. But, when in solution with water it readily reacts with atmospheric oxygen and other oxidizing agents, which makes it a valuable antioxidant.<ref name=":1" />
			==References==
			{{reflist}}
			{{sodium compounds}}
			]
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			]