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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/REAXYS Number:
2079476
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

Pricing and availability is not currently available.

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.

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Aquatic Chronic 2 - Muta. 2 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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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
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
M L Cunningham et al.
Toxicology letters, 82-83, 9-14 (1995-12-01)
Recent work in our laboratory has examined mechanisms whereby chemicals produce mutagenicity in short-term in vitro assays yet fail to produce carcinogenesis in 2-year rodent bioassays. These studies have used mutagenic structural analogs of carcinogenic and noncarcinogenic chemicals for comparison.
O Sepai et al.
Toxicology letters, 77(1-3), 371-378 (1995-05-01)
Toluenediamines (TDA) were monitored in blood, urine and redon drainage following implantation of polyurethane (PU)-covered breast prostheses. In the redon drainage TDAs showed an initial steep drop. The levels did not fall below detection limits but formed a plateau, which
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

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