disodium 6-hydroxy-5-[2-(4-sulfonatophenyl)diazen-1-yl]naphthalene-2-sulfonate

• ChemBase ID: 111312
• Molecular Formular: C16H10N2Na2O7S2
• Molecular Mass: 452.36934
• Monoisotopic Mass: 451.97248123
• SMILES: [Na+].[Na+].Oc1ccc2cc(ccc2c1/N=N/c1ccc(cc1)S(=O)(=O)[O-])S(=O)(=O)[O-]
• Canonical SMILES: Oc1ccc2c(c1/N=N/c1ccc(cc1)S(=O)(=O)[O-])ccc(c2)S(=O)(=O)[O-].[Na+].[Na+]
• InChI: InChI=1S/C16H12N2O7S2.2Na/c19-15-8-1-10-9-13(27(23,24)25)6-7-14(10)16(15)18-17-11-2-4-12(5-3-11)26(20,21)22;;/h1-9,19H,(H,20,21,22)(H,23,24,25);;/q;2*+1/p-2
• InChIKey: OIQPTROHQCGFEF-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium 6-hydroxy-5-[2-(4-sulfonatophenyl)diazen-1-yl]naphthalene-2-sulfonate; disodium 6-hydroxy-5-[(E)-2-(4-sulfonatophenyl)diazen-1-yl]naphthalene-2-sulfonate
• IUPAC Traditional name: dipotassium 6-hydroxy-5-[2-(4-sulfonatophenyl)diazen-1-yl]naphthalene-2-sulfonate; disodium 6-hydroxy-5-[2-(4-sulfonatophenyl)diazen-1-yl]naphthalene-2-sulfonate; disodium 6-hydroxy-5-[(E)-2-(4-sulfonatophenyl)diazen-1-yl]naphthalene-2-sulfonate
• Synonyms: STILBENE YELLOW; Orange Yellow S; FD&C Yellow 6; C.I. 15985; E110; Sunset Yellow FCF; 6-Hydroxy-5-[2-(4-sulfophenyl)diazenyl]-2-naphthalenesulfonic Acid Sodium Salt; 1-p-Sulfophenylazo-2-hydroxynaphthalene-6-sulfonate disodium salt; 1351 Yellow; 1899 Yellow; Acid Food Yellow 3; Yellow S; Yellow SY; Yellow Sun; Food Yellow 3; Sunset Yellow FCF; 食品黄 3; 落日黄 FCF

Database IDs

• CAS Number: 1325-37-7; 2783-94-0
• EC Number: 220-491-7
• MDL Number: MFCD00036437
• PubChem SID: 24870256; 162096751
• PubChem CID: 6093232
• CHEMBL: 1371409
• Chemspider ID: 11431290
• KEGG ID: C19531
• Unique Ingredient Identifier: H77VEI93A8
• Wikipedia Title: Sunset_Yellow_FCF
• Color Index Number: 15985
• E Number: E110

CALCULATED PROPERTIES

• Acid pKa: -3.4021719
• H Acceptors: 9
• H Donor: 1
• LogD (pH = 5.5): -1.3259302
• LogD (pH = 7.4): -1.3259492
• Log P: -0.724633
• Molar Refractivity: 97.8097 cm^3
• Polarizability: 38.7441 Å^3
• Polar Surface Area: 159.35 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: Red Solid
• Melting Point: >300 °C(lit.); >300°C; 300°C
• Absorption Wavelength: λmax 482 nm

Safety Information

• Storage Condition: Amber Vial, Refrigerator
• RTECS: QK2450000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥95% (HPLC)
• Grade: analytical standard
• Compostion: Dye content, 90%
• Empirical Formula (Hill Notation): C16H10N2Na2O7S2

DETAILS

MP Biomedicals - 05218594

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 465224

Packaging
25 g in glass bottle

Toronto Research Chemicals - S825000

Provisionally listed for use in food, drugs and cosmetics. Sunset Yellow is useful in fermented foods which must be heat treated. It may be found in orange sodas, orange jelly, marzipan, Swiss rolls, apricot jam, citrus marmalade, lemon curd, sweets, hot

REFERENCES

• Radomski, J.L., et al.: J. Pharmacol. Exp. Ther., 136, 259 (1962)
• Gaunt, I.F., et al.: Food Cosmet. Toxicol., 5, 747 (1962)