Aniline Yellow

Aniline Yellow is a yellow azo dye and an aromatic amine. It is a derivative of azobenzene. It has the appearance of an orange powder. Aniline Yellow was the first azo dye. it was first produced in 1861 by C. Mene. The second azo dye was Bismarck Brown in 1863. Aniline Yellow was commercialized in 1864 as the first commercial azo dye, a year after aniline black. It is manufactured from aniline.

Aniline Yellow
Names
Preferred IUPAC name
4-(Phenyldiazenyl)aniline
Other names
para-Aminoazobenzene
4-Phenylazoaniline
AAB
Brasilazina oil Yellow G
Ceres Yellow
Fast spirit Yellow
Induline R
Oil Yellow AAB
Oil Yellow AN
Oil Yellow B
Oil Yellow 2G
Oil Yellow R
Organol Yellow
Organol Yellow 2A
Solvent Yellow
Somalia Yellow 2G
Stearix Brown 4R
Sudan Yellow R
Sudan Yellow RA
C.I. 11000
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.000.412
EC Number
  • 200-453-6
KEGG
PubChem CID
UNII
  • InChI=1S/C12H11N3/c13-10-6-8-12(9-7-10)15-14-11-4-2-1-3-5-11/h1-9H,13H2/b15-14+ Y
    Key: QPQKUYVSJWQSDY-CCEZHUSRSA-N Y
  • InChI=1/C12H11N3/c13-10-6-8-12(9-7-10)15-14-11-4-2-1-3-5-11/h1-9H,13H2/b15-14+
    Key: QPQKUYVSJWQSDY-CCEZHUSRBB
SMILES
  • N(=N/c1ccc(N)cc1)\c2ccccc2
Properties
C6H5N=NC6H4NH2 (C12H11N3)
Molar mass 197.24 g/mol
Density 1.19 g/mL
Melting point 123 to 126 °C (253 to 259 °F; 396 to 399 K)
Boiling point > 360 °C (680 °F; 633 K)
Acidity (pKa) 2.82 (25 ºC)
Magnetic susceptibility (χ)
 -118.3·10−6 cm3/mol
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 Highly toxic
Suspected carcinogen
GHS labelling:
Danger
NFPA 704 (fire diamond)
0
2
1
Lethal dose or concentration (LD, LC):
LD50 (median dose)
 200 mg/kg (mouse)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
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