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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
  • 60-09-3 Y
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:233869 Y
ChEMBL
  • ChEMBL83761 Y
ChemSpider
  • 5828 Y
ECHA InfoCard 100.000.412
EC Number
  • 200-453-6
KEGG
  • C19187 Y
  • 6051
UNII
  • 57X2AH42T1 Y
  • DTXSID6024460
  • 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
  • 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:
Danger
NFPA 704 (fire diamond)
Health 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).
Y verify (what is YN ?)

Uses edit

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 edit

Aminoazobenzene compounds are often carcinogenic.[2]

References edit

  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.

aniline, yellow, yellow, aromatic, amine, derivative, azobenzene, appearance, orange, powder, first, first, produced, 1861, mene, second, bismarck, brown, 1863, commercialized, 1864, first, commercial, year, after, aniline, black, manufactured, from, aniline, . 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 NamesPreferred IUPAC name 4 Phenyldiazenyl anilineOther names para Aminoazobenzene4 PhenylazoanilineAABBrasilazina oil Yellow GCeres Yellow Fast spirit YellowInduline ROil Yellow AABOil Yellow ANOil Yellow BOil Yellow 2GOil Yellow ROrganol YellowOrganol Yellow 2ASolvent YellowSomalia Yellow 2GStearix Brown 4RSudan Yellow RSudan Yellow RAC I 11000IdentifiersCAS Number 60 09 3 Y3D model JSmol Interactive imageChEBI CHEBI 233869 YChEMBL ChEMBL83761 YChemSpider 5828 YECHA InfoCard 100 000 412EC Number 200 453 6KEGG C19187 YPubChem CID 6051UNII 57X2AH42T1 YCompTox Dashboard EPA DTXSID6024460InChI 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 YKey QPQKUYVSJWQSDY CCEZHUSRSA N YInChI 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 CCEZHUSRBBSMILES N N c1ccc N cc1 c2ccccc2PropertiesChemical formula C6H5N NC6H4NH2 C12H11N3 Molar mass 197 24 g molDensity 1 19 g mLMelting point 123 to 126 C 253 to 259 F 396 to 399 K Boiling point gt 360 C 680 F 633 K Acidity pKa 2 82 25 ºC Magnetic susceptibility x 118 3 10 6 cm3 molHazardsOccupational safety and health OHS OSH Main hazards Highly toxic Suspected carcinogenGHS labelling PictogramsSignal word DangerNFPA 704 fire diamond 021Lethal 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 Y verify what is Y N Infobox referencesUses editAniline 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 editAminoazobenzene compounds are often carcinogenic 2 References edit 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 Retrieved from https en wikipedia org w index php title Aniline Yellow amp oldid 1212265962, wikipedia, wiki, book, books, library,

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