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o-Aminoazotoluene

analytical standard

Synonyme(s) :

4′-amino-2,3′-diméthylazobenzène, Jaune pour solvant 3

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About This Item

Formule linéaire :
CH3C6H4N=NC6H3(CH3)NH2
Numéro CAS:
Poids moléculaire :
225.29
Numéro Beilstein :
6506005
Numéro CE :
Numéro MDL:
Code UNSPSC :
41116107
ID de substance PubChem :
Nomenclature NACRES :
NA.24

Qualité

analytical standard

Niveau de qualité

Durée de conservation

limited shelf life, expiry date on the label

Technique(s)

HPLC: suitable
gas chromatography (GC): suitable

Pf

101-102 °C (lit.)

Application(s)

cleaning products
cosmetics
environmental
food and beverages
personal care

Format

neat

Chaîne SMILES 

Cc1ccccc1\N=N\c2ccc(N)c(C)c2

InChI

1S/C14H15N3/c1-10-5-3-4-6-14(10)17-16-12-7-8-13(15)11(2)9-12/h3-9H,15H2,1-2H3/b17-16+

Clé InChI

PFRYFZZSECNQOL-WUKNDPDISA-N

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Description générale

o-Aminoazotoluene (AAT) is categorized as a Class 2B carcinogen by the international agency for research on cancer (IARC). This class of azo dyes are widely used as colorants in a variety of products including leather, cosmetics, paper, toys, plastics, pharmaceuticals, textiles, paints, food, leather, etc. Primary aromatic amines (PAAs) are most commonly used as starting compounds in the production of azo dyes and can often migrate into foodstuffs from food packaging materials. AAT finds applications in coloring oils, fats, and waxes.
o-Aminoazotoluene (AAT) is a carcinogenic primary amino azo dye.1

Application

o-Aminoazotoluene may be used as an analytical reference standard for the quantification of the analyte in:
  • Dyes, cosmetics, inks and finger paints using liquid chromatography coupled to mass spectrometry (LC-MS).
  • Commercial samples including food packaging plastic, multilayer plastic laminates and recycled paperboard categories using liquid chromatography coupled to mass spectrometry (LC-MS) technique.

AAT has been used as reference standard in determination of aromatic amines from azo colorants in toys using HPLC.2
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Attention

Limité aux utilisations professionnelles. Attention − éviter l′exposition − demander les instructions spéciales avant utilisation.

Pictogrammes

Skull and crossbonesHealth hazard

Mention d'avertissement

Danger

Mentions de danger

Classification des risques

Acute Tox. 3 Oral - Carc. 1B - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1

Code de la classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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Certificats d'analyse (COA)

Lot/Batch Number

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Yoko Uematsu et al.
Journal of AOAC International, 100(4), 1102-1109 (2017-02-27)
A method for simutaneously detecting 8 oil-soluble and 10 water-soluble (3 basic and 7 acidic) illegal dyes in foods was developed. The sample was mixed with water, followed by methanol and tetrahydrofuran. Transesterification with sodium methoxide was applied to the
Genotoxicity of o-aminoazotoluene (AAT) determined by the Ames test, the in vitro chromosomal aberration test, and the transgenic mouse gene mutation assay
Ohsawa I-K, et al.
Mutation Research. Genetic Toxicology and Environmental Mutagenesis, 471(1-2), 113-126 (2000)
S I Il'nitskaya et al.
Bulletin of experimental biology and medicine, 137(6), 548-550 (2004-09-30)
Suckling mice were more sensitive to the hepatocarcinogenic effect of various carcinogens compared to adult animals. After treatment with o-aminoazotoluene and diethylnitrosamine HNF3-DNA-binding capacity and glucocorticoid-induced liver tyrosine aminotransferase activity in suckling mice decreased more significantly than in adult animals.
Li-Jing Du et al.
Food chemistry, 262, 118-128 (2018-05-13)
In this study, dispersive micro solid phase extraction (DMSPE) combined with ultrahigh-performance liquid chromatography coupled with quadrupole time-of-flight tandem mass spectrometry method was established to extract and determine sudan dyes and their metabolites in real samples. The crown ether microfunctionalized
Anuradha Mishra et al.
Journal of hazardous materials, 118(1-3), 213-217 (2005-02-22)
In this study, the application of a food grade polysaccharide namely Plantago psyllium mucilage has been assessed for the removal of dyes from model textile wastewater containing golden yellow (C.I. Vat Yellow 4) and reactive black (C.I. Reactive Black 5).

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