1-(2-phenyldiazen-1-yl)naphthalen-2-ol

• ChemBase ID: 104651
• Molecular Formular: C16H12N2O
• Molecular Mass: 248.27928
• Monoisotopic Mass: 248.09496301
• SMILES: Oc1ccc2ccccc2c1/N=N/c1ccccc1
• Canonical SMILES: Oc1ccc2c(c1/N=N/c1ccccc1)cccc2
• InChI: InChI=1S/C16H12N2O/c19-15-11-10-12-6-4-5-9-14(12)16(15)18-17-13-7-2-1-3-8-13/h1-11,19H
• InChIKey: MRQIXHXHHPWVIL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(2-phenyldiazen-1-yl)naphthalen-2-ol; 1-[(E)-2-phenyldiazen-1-yl]naphthalen-2-ol
• IUPAC Traditional name: 1-(phenylazo)-2-naphthol; sudan 1
• Synonyms: Sudan I; BENZENEAZO-β-NAPHTHOL; 1-Phenylazo-2-naphthol; Solvent Yellow 14; SUDAN I; 1-(2-Phenyldiazenyl)-2-naphthalenol; Sudan Yellow; 1-(Phenylazo)-2-hydroxynaphthalene; 2-Hydroxy-1-(phenylazo)naphthalene; 2-Hydroxynaphthyl-1-azobenzene; Benzeneazo-β-naphthol; NSC 11227; NSC 51524; 1-苯偶氮基-2-萘酚; 溶剂黄 14; 苏丹 I

Database IDs

• CAS Number: 842-07-9
• EC Number: 212-668-2
• MDL Number: MFCD00003911
• PubChem SID: 24873716; 162091697; 24846615
• PubChem CID: 5359509
• CHEBI ID: 30958
• Chemspider ID: 10296256
• KEGG ID: C19525
• Wikipedia Title: Sudan_I
• Color Index Number: 12055

CALCULATED PROPERTIES

• Acid pKa: 11.835566
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 5.0650496
• LogD (pH = 7.4): 5.065035
• Log P: 5.065051
• Molar Refractivity: 78.8081 cm^3
• Polarizability: 29.744211 Å^3
• Polar Surface Area: 44.95 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Ethyl Acetate
• Apperance: Red Solid
• Melting Point: 130-132°C; 131 °C; 131-133 °C(lit.)
• Absorption Wavelength: λmax 418 nm; λmax 476 nm (2nd)

Safety Information

• Storage Condition: Amber Vial, Refrigerator, Under Inert Atmosphere; Room Temperature (15-30°C)
• RTECS: QL4900000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 2
• Risk Statements: 40-43-53-68
• Safety Statements: 22-36/37-46-61
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H317-H341-H351-H413
• GHS Precautionary statements: P280

Product Information

• Purity: ≥96.0% (HPLC)
• Grade: analytical standard, for food analysis
• Compostion: Dye content, ≥95%
• Linear Formula: C6H5N=NC10H6OH

DETAILS

MP Biomedicals - 02156702

C.I. 12055

MP Biomedicals - 05215996

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 103624

Packaging
25, 100 g in glass bottle
Application
Sudan I is a lysochrome, a diazo-conjugate dye, used as an industrial dye, added to products such as waxes, oils, petrol, solvents and polishes. Sudan I is a category 3 carcinogen previously, now banned, used to color certain foodstuffs.

Toronto Research Chemicals - S688885

A food azo-dye, a liver and urinary bladder carcinogen for rodents and a potent contact allergen and sensitizer for humans. Genotoxic and carcinogenic.

REFERENCES

• Skog, K., et al.: Carcinogenesis, 14, 2027 (1993)
• Slob, W., et al.: Toxicol. Sci., 84, 167 (1993)
• ,, Slob, W; Food and Chemical Toxicology 2006, 44, 933