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Chrysoine resorcinol

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Chrysoine resorcinol
Skeletal formula of chrysoine resorcinol as a sodium salt
Space-filling model of chrysoine resorcinol as a sodium salt
Names
IUPAC name Sodium 4-benzenesulfonate
Other names Sodium p-(2,4-dihydroxyphenylazo)benzenesulfonate; Chrysoine; Resorcinol Yellow; Gold Yellow; Yellow T; Tropaeolin O; Tropaeolin R; C.I. Food Yellow 8; C.I. Acid Orange 6; C.I. 14270
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.008.114 Edit this at Wikidata
EC Number
  • 208-924-8
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C12H10N2O5S.C6H6O2.Na/c15-9-3-6-11(12(16)7-9)14-13-8-1-4-10(5-2-8)20(17,18)19;7-5-2-1-3-6(8)4-5;/h1-7,15-16H,(H,17,18,19);1-4,7-8H;/q;;+1/p-1/b14-13+;;Key: DJYSHZPRWDNEOL-QDBORUFSSA-M
  • InChI=1/C12H10N2O5S.Na/c15-9-3-6-11(12(16)7-9)14-13-8-1-4-10(5-2-8)20(17,18)19;/h1-7,15-16H,(H,17,18,19);/q;+1/p-1/b14-13+;Key: COEZWFYORILMOM-WTMITFMSBV
  • InChI=1/C12H10N2O5S.C6H6O2.Na/c15-9-3-6-11(12(16)7-9)14-13-8-1-4-10(5-2-8)20(17,18)19;7-5-2-1-3-6(8)4-5;/h1-7,15-16H,(H,17,18,19);1-4,7-8H;/q;;+1/p-1/b14-13+;;Key: DJYSHZPRWDNEOL-MNMGBGISBV
SMILES
  • .Oc2cc(O)ccc2/N=N/c1ccc(cc1)S()(=O)=O
  • .Oc2cc(O)ccc2/N=N/c1ccc(cc1)S()(=O)=O.Oc1cccc(O)c1
Properties
Chemical formula C12H9N2NaO5S
Molar mass 316.26 g·mol
Appearance Orange-yellow solid
Solubility in water Partially soluble
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 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
2 1 0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Chrysoine resorcinol is a synthetic azo dye which was formerly used as a food additive. In Europe, it was banned as a food additive in 1977. In the US, it was banned in 1988.

Chrysoine resorcinol can be used as a pH indicator with a color change between pH 11 and pH 12.7. In colorimetry, it has an absorption maximum of 387 nm.

It can be synthesised via the azo coupling of sulfanilic acid and resorcinol.

Chrysoine resorcinol (pH indicator)
below pH 11.0 above pH 12.7
11.0 ⇌ 12.7

Notes

  1. "EUR-Lex - Official Journal of the European Union".
  2. "Chrysoine Resorcinol Properties, Molecular Formula, Applications - WorldOfChemicals". www.worldofchemicals.com. Retrieved 2022-07-12.

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