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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.

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

Preparation

Acid orange 6 can be synthesised via the azo coupling of sulfanilic acid and resorcinol,

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.

External links


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