Orange B

Orange B
Names
IUPAC name
Disodium 4-[N'-[3-ethoxycarbonyl-5-oxo-1-(4-sulfonatophenyl)-4-pyrazolylidene]hydrazino]-1-naphthalenesulfonate
Other names
C.I. Acid Orange 137; CI 19235
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.035.622 Edit this at Wikidata
EC Number
  • 239-201-5
UNII
  • InChI=1S/C22H18N4O9S2.2Na/c1-2-35-22(28)20-19(21(27)26(25-20)13-7-9-14(10-8-13)36(29,30)31)24-23-17-11-12-18(37(32,33)34)16-6-4-3-5-15(16)17;;/h3-12,27H,2H2,1H3,(H,29,30,31)(H,32,33,34);;/q;2*+1/p-2/b24-23+;; checkY
    Key: LLTKITSFUJSOCC-KPOOZVEVSA-L checkY
  • InChI=1/C22H18N4O9S2.2Na/c1-2-35-22(28)20-19(21(27)26(25-20)13-7-9-14(10-8-13)36(29,30)31)24-23-17-11-12-18(37(32,33)34)16-6-4-3-5-15(16)17;;/h3-12,27H,2H2,1H3,(H,29,30,31)(H,32,33,34);;/q;2*+1/p-2/b24-23+;;
    Key: LLTKITSFUJSOCC-AQVGDJFIBI
  • [Na+].[Na+].[O-]S(=O)(=O)c4ccc(/N=N/c2c(nn(c1ccc(cc1)S([O-])(=O)=O)c2O)C(=O)OCC)c3ccccc34
Properties
C22H16N4Na2O9S2
Molar mass 590.49 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Orange B is a food dye from the azo dye group. It is approved by the United States Food and Drug Administration (FDA) for use only in hot dog and sausage casings or surfaces, only up to 150 parts per million of the finished food weight.[1] It is typically prepared as a disodium salt.[1]

Orange B was first listed as an approved food dye by the FDA in 1966. In 1978, the FDA proposed removing it from the list citing concerns about the presence of carcinogenic contaminants (specifically 2-naphthylamine). Around the same time, the only supplier in the United States, the William J. Stange Company, stopped manufacturing it. Despite not having been used in any food products since then, it was not removed from the list.[2]

References

  1. ^ a b "Code of Federal Regulations: Title 21, Section 74.250". U.S. Food and Drug Administration. Retrieved 24 December 2012.
  2. ^ Hathcock, John N. (1982). Nutritional Toxicology. New York: Academic Press. pp. 407–408. ISBN 012332601X.


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