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词条 Aniline Yellow
释义

  1. Uses

  2. Toxic oil syndrome

  3. References

{{chembox
| Watchedfields = changed
| verifiedrevid = 457130888
| ImageFile = Aminoazobenzene.svg
| ImageSize = 220
| ImageName = Skeletal formula
| ImageFile1 = Aniline-yellow-3D-balls.png
| ImageSize1 = 220
| ImageName1 = Ball-and-stick model
| PIN = 4-(Phenyldiazenyl)aniline
| OtherNames = 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
|Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 5828
| 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+
| InChIKey = QPQKUYVSJWQSDY-CCEZHUSRBB
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C12H11N3/c13-10-6-8-12(9-7-10)15-14-11-4-2-1-3-5-11/h1-9H,13H2/b15-14+
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = QPQKUYVSJWQSDY-CCEZHUSRSA-N
| CASNo = 60-09-3
| CASNo_Ref = {{cascite|correct|CAS}}
| EINECS = 200-453-6
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 83761
| PubChem = 6051
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = C19187
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 233869
| SMILES = N(=N/c1ccc(N)cc1)\\c2ccccc2
}}
|Section2={{Chembox Properties
| Formula = C6H5N=NC6H4NH2
| MolarMass = 197.24 g/mol
| Appearance =
| Density =
| MeltingPtC = 123 to 126
| MeltingPt_notes =
| BoilingPt= >
| BoilingPtC = 360
| Solubility =
| MagSus = -118.3·10−6 cm3/mol
|Section3={{Chembox Hazards
| MainHazards = Highly toxic
Cancer suspect agent
| NFPA-H = 0
| NFPA-F = 2
| NFPA-R = 1
| FlashPt =
| AutoignitionPt =
}}

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.

Toxic oil syndrome

Aniline Yellow was involved in the 1981 Spanish Toxic Oil Syndrome (TOS). A Madrid-based company imported denaturated rapeseed oil, dyed by aniline yellow to mark it as unsuitable for human consumption, to be used as a fuel in steel mills. However, the company distilled the oil to remove the dye, and sold it as a much more valuable olive oil for cooking. The result was a rash of pneumonia-type illnesses, with a second stage with lesions, weight loss, paralysis, and muscle wasting. The net result was over 20,000 sick and 400 dead. The chemistry of the poisonous reaction is still subject of a debate.[2]

References

1. ^http://www.microscopy-uk.org.uk/mag/artfeb00/rhvital.html
2. ^{{cite web|url=http://www.researchinformation.co.uk/fse/fse0301/0301issue.php |title=Archived copy |accessdate=2006-02-02 |deadurl=yes |archiveurl=https://web.archive.org/web/20070312035802/http://www.researchinformation.co.uk/fse/fse0301/0301issue.php |archivedate=2007-03-12 |df= }}

4 : Azo dyes|Vital stains|Solvent dyes|Anilines

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