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o-Aminoazotoluol

analytical standard

Synonym(e):

4′-Amino-2,3′-dimethylazobenzol, Solvent Yellow 3

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About This Item

Lineare Formel:
CH3C6H4N=NC6H3(CH3)NH2
CAS-Nummer:
97-56-3
Molekulargewicht:
225.29
Beilstein:
6506005
EG-Nummer:
202-591-2
MDL-Nummer:
MFCD00007733
UNSPSC-Code:
41116107
PubChem Substanz-ID:
329753852

Qualität

analytical standard

Qualitätsniveau

100

Haltbarkeit

limited shelf life, expiry date on the label

Methode(n)

HPLC: suitable
gas chromatography (GC): suitable

mp (Schmelzpunkt)

101-102 °C (lit.)

Anwendung(en)

cleaning products
cosmetics
environmental
food and beverages
personal care

Format

neat

SMILES String

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+

InChIKey

PFRYFZZSECNQOL-WUKNDPDISA-N

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Verwandte Kategorien

Allgemeine Beschreibung

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

Anwendung

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.

Vorsicht

Nur für qualifizierte Anwender. Vorsicht - Kontakt vermeiden - beachten Sie vor Gebrauch die speziellen Anweisungen.

Piktogramme

Skull and crossbonesHealth hazard
GHS06,GHS08

Signalwort

Danger

Gefahreneinstufungen

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

Lagerklassenschlüssel

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

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

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

Zulassungslistungen

Zulassungslistungen werden hauptsächlich für chemische Produkte erstellt. Für nicht-chemische Produkte können hier nur begrenzte Angaben gemacht werden. Kein Eintrag bedeutet, dass keine der Komponenten gelistet ist. Es liegt in der Verantwortung des Benutzers, die sichere und legale Verwendung des Produkts zu gewährleisten.

EU REACH SVHC Candidate List

CAS No.

EU REACH Annex XVII (Restriction List)

CAS No.

Choose from one of the most recent versions:

Analysenzertifikate (COA)

Lot/Batch Number
BCCF0279
BCBR8036V
SZBD324XV
SZBB091XV
SZE6129X

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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)
M Yu Pakharukova et al.
Bulletin of experimental biology and medicine, 152(1), 101-104 (2012-07-18)
Transcription factors of the FoxA family (forkhead box A) regulate cell metabolism and differentiation and maintain specificity of liver cell proteome and phenotype of mature hepatocytes. The relationship between hepatocarcinogenicity of azo compounds o-aminoazotoluene (OAT) and 3'-methyl-4-dimethylaminobenzene (3'MeDAB) for GR
Orto-aminoazotoluen induces the expression of the p53 gene in inbred strains of mice susceptible and resistant to hepatocarcinogenesis.
O A Timofeeva et al.
Doklady biological sciences : proceedings of the Academy of Sciences of the USSR, Biological sciences sections, 429, 579-582 (2010-02-23)
L O Bryzgalov et al.
Biochemistry. Biokhimiia, 73(1), 70-75 (2008-02-26)
To reveal the mechanism of tumor-suppressing activity of FOXA proteins in liver, a search for potential target genes of these transcription factors involved in proliferation control was carried out. In the first step, we have used data from the literature
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