45921
2-Methyl-m-phenylenediamine
analytical standard
Synonym(s):
2,6-Diaminotoluene, 2,6-Toluenediamine, 2,6-Tolylenediamine
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About This Item
Empirical Formula (Hill Notation):
C7H10N2
CAS Number:
Molecular Weight:
122.17
Beilstein:
2079476
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24
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grade
analytical standard
Quality Level
shelf life
limited shelf life, expiry date on the label
technique(s)
HPLC: suitable
gas chromatography (GC): suitable
application(s)
cleaning products
cosmetics
environmental
food and beverages
personal care
format
neat
SMILES string
Cc1c(N)cccc1N
InChI
1S/C7H10N2/c1-5-6(8)3-2-4-7(5)9/h2-4H,8-9H2,1H3
InChI key
RLYCRLGLCUXUPO-UHFFFAOYSA-N
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General description
2-Methyl-m-phenylenediamine is a major industrial chemical, used in the synthesis of toluene diisocyanate for producing flexible polyurethane foams and elastomers.
Application
2-Methyl-m-phenylenediamine may be used as an analytical reference standard for the quantification of the analyte in textiles using high-performance liquid chromatography with electrospray ionization tandem mass spectrometry.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
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Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Aquatic Chronic 2 - Muta. 2 - Skin Sens. 1
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Metabolism, disposition, and mutagenicity of 2, 6-diaminotoluene, a mutagenic noncarcinogen
Cunningham LM, et al.
Drug Metabolism and Disposition, 17(6), 612-617 (1989)
Diaminotoluenes induce intrachromosomal recombination and free radicals in Saccharomyces cerevisiae.
R J Brennan et al.
Mutation research, 381(2), 251-258 (1998-01-22)
The carcinogenicity of aniline-based aromatic amines is poorly reflected by their activity in short-term mutagenicity assays such as the Salmonella typhimurium reverse mutation (Ames) assay. More information about the mechanism of action of such carcinogens is needed. Here we report
Differential in vivo mutagenicity of the carcinogen/non-carcinogen pair 2,4- and 2,6-diaminotoluene.
J J Hayward et al.
Carcinogenesis, 16(10), 2429-2433 (1995-10-01)
The aromatic amines 2,4-diaminotoluene (2,4-DAT) and 2,6-diaminotoluene (2,6-DAT) are structural isomers that have been extensively studied for their mutagenic and carcinogenic characteristics. Both compounds are equally mutagenic in the Ames/Salmonella assay in the presence of S9. However, the differences in
P Lind et al.
The Analyst, 122(1), 51-56 (1997-01-01)
Blood and urine samples were collected from six workers and two volunteers exposed to thermal degradation products from toluene diisocyanate (TDI)-based polyurethane (PUR) before and during the summer vacation. Air samples were collected on filters impregnated with 9-(N-methylaminomethyl)anthracene. The concentrations
M L Cunningham et al.
Environmental health perspectives, 104 Suppl 3, 683-686 (1996-05-01)
The aromatic amines 2,4-diaminotoluene (2,4-DAT) and 2,6-diaminotoluene (2,6-DAT) are structural isomers that have been extensively studied for their mutagenic and carcinogenic characteristics. Both compounds are rapidly absorbed after oral administration and are equally mutagenic in the Ames test; however, 2,4-DAT
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