Aniline Yellow

Aniline Yellow
Skeletal formula
Ball-and-stick model
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 Edit this at Wikidata
EC Number
  • 200-453-6
KEGG
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+ checkY
    Key: QPQKUYVSJWQSDY-CCEZHUSRSA-N checkY
  • 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
  • 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)
-118.3·10−6 cm3/mol
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 Highly toxic
Suspected carcinogen
GHS labelling:
GHS08: Health hazardGHS09: Environmental hazard
Danger
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 0: Exposure under fire conditions would offer no hazard beyond that of ordinary combustible material. E.g. sodium chlorideFlammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelInstability 1: Normally stable, but can become unstable at elevated temperatures and pressures. E.g. calciumSpecial hazards (white): no code
0
2
1
Lethal dose or concentration (LD, LC):
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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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.