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
Identifiers
CAS Registry Number	53060-70-1 N
ChemSpider	16735944 Y
EC number	239-201-5
InChI 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+;; Y Key: LLTKITSFUJSOCC-KPOOZVEVSA-L Y 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
Jmol-3D images	Image
PubChem	5362511
SMILES [Na+].[Na+].[O-]S(=O)(=O)c4ccc(/N=N/c2c(nn(c1ccc(cc1)S([O-])(=O)=O)c2O)C(=O)OCC)c3ccccc34
Properties
Chemical formula	C22H16N4Na2O9S2
Molar mass	590.49 g/mol
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
N verify (what is: Y/N?)
Infobox references

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 due to concerns about the presence of carcinogenic contaminants (specifically 2-Naphthylamine). The only supplier in the United States, the William J. Stange Company, subsequently stopped manufacturing it and it was never removed from the list.^[2]

References