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Sodium erythorbate

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Sodium erythorbate[1] SciFinder . Other Names for 6381-77-7. (accessed November 14, 2016).
Sodium erythorbate
Names
IUPAC name
Sodium 5-(1,2-dihydroxyethyl)-3-hydroxy-4-oxofuran-2-olate
Other names
D-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
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.026.340 Edit this at Wikidata
EC Number
  • 228-973-9
E number E316 (antioxidants, ...)
  • InChI=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 ☒N
    Key: PPASLZSBLFJQEF-RKJRWTFHSA-M ☒N
  • 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
    Key: CIWBSHSKHKDKBQ-DUZGATOHBV
  • [Na+].OC[C@@H](O)[C@H]1OC(=O)C(O)=C1[O-]
Properties
C6H7NaO6
Molar mass 198.11 g/mol
Appearance White crystalline solid
Melting point 168 to 170 °C (334 to 338 °F; 441 to 443 K)
16 g/100 mL
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 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
1
1
0
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 ?)

Sodium erythorbate (C6H7NaO6) is a food additive used predominantly in meats, poultry, and soft drinks. Chemically, it is the sodium salt of erythorbic acid. It is a derivative of Isoascorbic Acid.[2] When used in processed meat such as hot dogs and beef sticks, it increases the rate at which nitrite reduces to nitric oxide, thus facilitating a faster cure and retaining the pink coloring. As an antioxidant structurally related to vitamin C, it helps improve flavor stability and prevents the formation of carcinogenic nitrosamines. When used as a food additive, its E number is E316.[3] 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 sulfites 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 allergic to sulfites.[4] It can also be found in bologna, and is occasionally used in beverages, baked goods, and potato salad.[5]

Sodium erythorbate is produced from sugars derived from different sources, such as beets, sugar cane, and corn.[6][7][8] An urban myth claims that sodium erythorbate is made from ground earthworms; however, there is no truth to the myth.[9] It is thought that the genesis of the legend comes from the similarity of the chemical name to the words earthworm and bait.[9]

Alternative applications include the development of additives that could be utilized as anti-oxidants in general. For instance, this substance has been implemented in the development of corrosion inhibitors for metals [10] and it has been implemented in active packaging.[11]

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.[2] In its dry, crystalline state it is nonreactive. But, when in solution with water it readily reacts with atmospheric oxygen and other oxidizing agents that makes it a valuable antioxidant.[5]

References

  1. ^ Merck Index, 11th Edition, 5009.
  2. ^ a b The Merck Index (14th ed.). Merck Research Laboratories. 2006. pp. Page 890, section 5126.
  3. ^ Current EU approved additives and their E Numbers, Food Standards Agency
  4. ^ Hui YH. Handbook of Food Science, Technology and Engineering. CRC Press, 2006, ISBN 0-8493-9848-7, p. 83-32
  5. ^ a b Igoe, R. S. (2011). Dictionary of Food Ingredients. Boston, MA: Springer US. p. 129.
  6. ^ "Sodium Erythorbate". PMP Fermentation Products, Inc. Retrieved 2008-10-27. Archived January 11, 2010, at the Wayback Machine
  7. ^ "Sodium Erythorbate (Archive Copy - Original not available?)". PMP Fermentation Products, Inc. Archived from the original on January 11, 2010. Retrieved 2011-10-23. {{cite web}}: Unknown parameter |deadurl= ignored (|url-status= suggested) (help)
  8. ^ http://www.chemicalbook.com/ChemicalProductProperty_EN_CB9421390.htm
  9. ^ a b Sodium Erythorbate - is it an earthworm?, Oregon Department of Agriculture
  10. ^ Christensen RJ, Steimel LH, Oxygen scavenger for boiler water and method of use. US patent 4,891,141. 1990
  11. ^ A. Garcia, J. Medina, Joven R, Alvarez O. Oxygen absorption kinetics of sodium erythorbate blends. In: Proceedings of the Polymer Processing Society PPS 26th Annual Meeting, Banff, Canada; 01/2010.

[1]

  1. ^ "CAS Registry Number 6381-77-7". SciFinder. Retrieved 14 November 2016.
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