Aniline Yellow

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
CAS Number	60-09-3 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:233869 ;
ChEMBL	ChEMBL83761 ;
ChemSpider	5828 ;
ECHA InfoCard	100.000.412
EC Number	200-453-6;
KEGG	C19187 ;
PubChem CID	6051;
UNII	57X2AH42T1 ;
CompTox Dashboard (EPA)	DTXSID6024460 ;
	InChI 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+ Key: QPQKUYVSJWQSDY-CCEZHUSRSA-N ; 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
Chemical formula	C6H5N=NC6H4NH2
Molar mass	197.24 g/mol
Melting point	123 to 126 °C (253 to 259 °F; 396 to 399 K)
Boiling point	> 360 °C (680 °F; 633 K)
Magnetic susceptibility (χ)	-118.3·10−6 cm3/mol
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	Highly toxic ; Cancer suspect agent
NFPA 704 (fire diamond)	0 2 1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

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.

Uses

Aniline Yellow is used in microscopy for vital staining,^[1] in pyrotechnics for yellow colored smokes, in yellow pigments and inks including inks for inkjet printers. It is also used in insecticides, lacquers, varnishes, waxes, oil stains, and styrene resins. It is also an intermediate in synthesis of other dyes, e.g. chrysoidine, indulines, Solid Yellow, and Acid Yellow.

Safety

Aminoazobenzene compounds are often carcinogenic.^[2]

References

↑ "Vital staining for protozoa".
↑ Garg, Ashish; Bhat, Krishna L.; Bock, Charles W. (2002). "Mutagenicity of aminoazobenzene dyes and related structures: A QSAR/QPAR investigation". Dyes and Pigments. 55: 35–52. doi:10.1016/s0143-7208(02)00070-0.

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[1] "Vital staining for protozoa".

[2] Garg, Ashish; Bhat, Krishna L.; Bock, Charles W. (2002). "Mutagenicity of aminoazobenzene dyes and related structures: A QSAR/QPAR investigation". Dyes and Pigments. 55: 35–52. doi:10.1016/s0143-7208(02)00070-0.

[1]

[2]