148113
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
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
EC Number:
212-513-9
Beilstein/REAXYS Number:
2079476
MDL number:
InChI key
RLYCRLGLCUXUPO-UHFFFAOYSA-N
InChI
1S/C7H10N2/c1-5-6(8)3-2-4-7(5)9/h2-4H,8-9H2,1H3
SMILES string
Cc1c(N)cccc1N
assay
97%
form
solid
mp
104-106 °C (lit.)
Quality Level
Related Categories
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
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Regulatory Information
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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
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
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
Hironao Takasawa et al.
Mutation research, 751(1), 12-18 (2012-11-06)
Detecting genotoxicity in the liver is considered an effective approach for predicting hepatocarcinogenicity, as many genotoxic chemicals in vivo may act as hepatocarcinogens in rodents. Here, a genotoxic rodent hepatocarcinogen, 1,2-dimethylhydrazine dihydrochloride (1,2-DMH), and a genotoxic (Ames positive) noncarcinogen, 2,6-diaminotolunene
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