Aniline Yellow

Aniline Yellow
	Skeletal formulaSkeletal formula
	Ball-and-stick modelBall-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
CAS Number	60-09-3 check;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:233869 check;
ChEMBL	ChEMBL83761 check;
ChemSpider	5828 check;
ECHA InfoCard	Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value). Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).
EC Number	200-453-6;
E number	Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).
KEGG	C19187 check;
PubChem CID	6051;
UNII	57X2AH42T1 check;
CompTox Dashboard (EPA)	{{#property:P3117}}Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).;
	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+ check Key: QPQKUYVSJWQSDY-CCEZHUSRSA-N check; 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 (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:
Pictograms	GHS08: Health hazardGHS09: Environmental hazard
Signal word	Danger
NFPA 704 (fire diamond)	Error: Image is invalid or non-existent. 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). check verify (what is check☒ ?) 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

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Aniline Yellow

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Uses

Safety

See also

References

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Names
Skeletal formula Skeletal formula
Ball-and-stick model Ball-and-stick model
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^checkY
3D model (JSmol)	Interactive image
ChEBI	CHEBI:233869^checkY
ChEMBL	ChEMBL83761^checkY
ChemSpider	5828^checkY
ECHA InfoCard	Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value). Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).
EC Number	200-453-6
E number	Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).
KEGG	C19187^checkY
PubChem CID	6051
UNII	57X2AH42T1^checkY
CompTox Dashboard (EPA)	{{#property:P3117}}Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).
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+^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
SMILES N(=N/c1ccc(N)cc1)\c2ccccc2
Properties
Chemical formula	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 (pK_a)	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:
Pictograms	GHS08: Health hazardGHS09: Environmental hazard
Signal word	Danger
NFPA 704 (fire diamond)	Error: Image is invalid or non-existent. 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). checkY verify (what is ^checkY☒N ?) Infobox references

Aniline Yellow

Uses

Safety

See also

References

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