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148113

Sigma-Aldrich

2,6-Diaminotoluene

97%

Synonym(s):

2,6-Toluenediamine, 2,6-Tolylenediamine, 2-Methyl-m-phenylenediamine

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About This Item

Linear Formula:
CH3C6H3(NH2)2
CAS Number:
Molecular Weight:
122.17
Beilstein:
2079476
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

Assay

97%

form

solid

mp

104-106 °C (lit.)

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

General description

2,6-Diaminotoluene (2,6-DAT) is an aromaticamine characterized by its two amino groups located at the 2 and 6 positions ona toluene ring. This structure imparts unique properties such as highreactivity and the ability to form hydrogen bonds, making it an importantintermediate in synthesis thermoplastic polyamides. Its solubility in organicsolvents further enhances its applicability in polymer synthesis of compositepolymer materials and drug delivery systems.

Signal Word

Warning

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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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
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
B M Miller et al.
Environmental and molecular mutagenesis, 26(3), 240-247 (1995-01-01)
A rapid and simple procedure for the micronucleus test (MNT) in vitro using Chinese hamster ovary (CHO) cells was established in our laboratory. The assay is intended to quickly screen chromosomal aberrations in vitro within the framework of industrial genotoxicity
M Taningher et al.
Toxicology, 99(1-2), 1-10 (1995-05-05)
Among aminoaromatics, 2,4-diaminotoluene (2,4-DAT) and 2,6-diaminotoluene (2,6-DAT) represent a conflicting couple of isomers; despite showing the same structural alert to DNA reactivity (and thus potential genotoxicity), they are different in terms of carcinogenicity. Of the two, 2,4-DAT alone is a

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